Daddy at the Truckstop
Daddy at the Truckstop
I couldn't believe I agreed to this, but here I was. The truck stop is maybe an hour from my house, and I was pulling into it from the highway now, dressed in stockings, panties, and my schoolgirl skirt stuffed underneath the pants I was wearing. Right next to me was my sissy bag, with everything else I'd need today - however, it turned out. This would be my first time meeting 'Daddy' as I've been calling him, and the first time I'd be dressed in public. We'd been chatting for so long, and it was finally time for me to meet him. Coming here is what he required of me, with everything to dress up.
I pulled into a space and began the rest of my transformation. I was a little early, I thought, so I had time. I took my pants and shoes off, stowing them in the back, and brought out my 6 inch heels with ankle straps, blonde wig, what little makeup I had, and the mesh arm gloves. There wasn't a lot of room in my little car, but I managed to strap the heels on over my fishnet stockings, set the wig in place with some adhesive, apparently very strong, and did my best with some eyeshadow, fake lashes, and slutty red lipstick. Up close, you could tell I was a stocky sissy, but from far away I thought I'd be passable enough. Just as I finished, I was about to text him that I was ready, but I heard a tapping on my window. Startled, I rolled down my window a bit, and said 'Hi Stacey'. I had told him what my car looked like, he had been watching me for at least a little while. Then he said 'Bowling Ball', the safe phrase we had agreed on before, and I knew it was Daddy. I nodded 'Hi Daddy, it's nice to meet you'. And I got out of the car with my bag to go with him.
I tottered on my heels, so nervous, as he led me, his hand starting on my ass, and moving up to the back of my neck and squeezing just a little, directing me towards his van parked about 50 ft away. He opened the side and got a small backpack of his own, and said 'Give me your bag, Stacey'. Setting it into the van and reaching in, he pulled out the leather cuffs and collar I brought and a coil of rope. 'Turn around' he said, and I did slowly. Knowing what was next, he placed the cuffs on my wrists, strapping them securely in place, pulled them behind me, and with a 'click' he used something to fasten them together. 'That lock should keep you secured just fine, Stacey'. I tested my bonds, and I had almost no slack. I was trapped. Next came the collar, sliding around my neck, and this time he showed me the lock as he secured the strap of leather around my throat, not tightly, but not loosely either. Clipping the chain leash to my collar, and placing the rope into his pack, he shut the van and started to lead me away from it, out into the parking lot. 'Ready, Slut?'
'Yes Daddy' I meekly said, my cheeks burning.
There were more than a half dozen trucks in the parking lot, and Daddy slowly led me around near most of them. I could see some of the truckers looking at us, and I felt so exposed in his hands like that, under strangers' eyes. We had talked about my fantasies, and what he liked to do with sissies, and my horniness finally got the better of me, knowing that I needed to be taken under his control. After a few minutes of showing me off, he led me toward the back of the lot where the woods started. Past the edge of the trees, not doing all that much to hide us, was a fallen treetrunk, a gnarled stump, and several smaller trees surrounding us. Daddy stopped here, took a towel from his pack, laying down underneath us, and turned to me, 'Well, wasn't that fun, Stacey? Now I think it's time to break you in a bit, I've waited long enough to use you. He groped at my ass, the back of my neck again, and brought his thumb to my lips, pushing it in as I swirled my tongue around it. 'On your knees, it's time for you to be my slut'. Restrained and unsure of my footing, I did my best to drop to my knees, with Daddy helping me down a little.
Once I was there, he grabbed my chin, making me look up into his eyes, and he said 'One last chance, Stacey. I just use you here, take your mouth and pussy, and then stop there.. or, I make those fantasies come true that we talked about. Remember, if it's the second choice, you only get to use the safe phrase twice, and then only to take a break. Otherwise, there's no backing out'. The choice raced through my mind as he unzipped his pants, pulled out his hard cock, it must have been 8 inches, and traced my lips with the tip of it. 'What's it going to be, slut? If you don't give me an answer at the count of 3, I'll chose the second option for you.' My eyes widened as I considered this one last time. 'ONE' He poked the head of his cock past my lips for a second, hitting the tip of my tongue and pulling out again. 'TWO' as he wrapped the leash tight around his fist. After a long pause, he stared at me, his cock poised at my mouth, waiting an extra moment for me to speak up, and I couldn't bring myself the choose the first option, so turned on, so honry that he'd made me. 'THREE', and I closed my eyes, and opened my mouth wider for him, as he pulled on the leash, forcing my head onto his throbbing cock. 'Good Girl. We're gonna have so much fun today, slut'.
2
Daddy guided my head with the leash as I sucked him. It had been a while since I had a cock in my mouth, so he only gagged me occasionally to get me used to it. 'Good, Stacey, mmm. You need more practice, but that's why you came today, right?' I could only nod and moan into his cock as he thrust it in again, gagging me. With my hands cuffed and locked behind me, I was helpless to his whims, just as we talked about. It was scary to be tied and exposed like this - dressed like a schoolgirl slut- in the woods next to the truckstop, but it was turning me on so much, too.
I closed my eyes, lost in the sensations of his cock between my lips, and after a minute he let some slack into the leash. 'Keep sucking, Look up, slut'. I opened my eyes, bobbing on his cock, and he was holding a camera. He took shot after shot of his cock stuffed in my face, and my eyes went wide. I knew it was going to happen, but they were now the first pics of me sucking cock, dressed like a schoolgirl... "These are a good start, slut. We'll make you into a little pornstar, yet." laughing to himself slightly as he pulled the leash, and my mouth, back onto him.
After a couple of minutes of getting lost in my sucking, he pulled me off of his cock. 'Time to get you used to having a cock up your boipussy, bitch.' he gruffly said as he pulled my leash and forced me to shuffle on my knees over to the gnarled stump nearby. He made sure I was bent over it, and tied my knees & ankles so that they were at either side of my perch, forcing my ass open for Daddy. I could hear him tearing the wrapper to a condom as he came into view, then sliding it over his now very hard cock. I'm going to give a choice, Stacey, since you've been a good little slut so far. This is going up your ass one way or another, and to help keep your squeals down, I can give you this gag.' as he pulled a bright red ballgag out of the pack now resting beside me. 'Of course, if you have this in, you can't use the safeword, but a good little slut like you won't need it for a simple fucking, am I right?'
I thought about it for a moment before looking up at him, whimpering 'Yes Daddy, you're right.. if you think your slut needs a gag, she should wear one..'. Daddy gave me a crooked smile. 'Good gurl' as he pushed the ball between my teeth and painted lips, buckling the strap in the back. He stepped away for a moment, grabbing his camera before coming back into view, taking more photos of me helpless. He came back around behind me and started to feel my ass. 'Keep your eyes front and down until I tell you, slut'. I kept my gaze cast downward.
I felt a cold sensation on my boi hole, guessing that it must be lube. 'We don't want you hurting too much, do we?' He chuckled again. He slid one finger in, probing me, followed by a second, and then a third. I winced at some pain, but I also started to moan into my gag. 'I think you're just about ready.' I saw his hand reach into the pack again out of the corner of my eye before he said 'Look behind you, to your left, slut'. I obeyed, looking back as far as my position would allow, and I gasped into my gag. I could see three truckers at the edge of the clearing, rubbing their tented pants as they watched the show we were putting on. My mind raced as I saw more movement behind them. One? Two more men walking this way? I wasn't able to tell fast enough as Daddy slid a thick black cloth over my eyes, and tied the ends of a blindfold behind my head tight as I whimpered into the gag.
'Now things are getting interesting, Stacey, wouldn't you agree?' Daddy growled as I felt what must have been his cock start pushing its way into my loosened hole, as I he pulled on my leash, choking me slightly as I moaned in pain. A few minutes passed as he teased it in and out, inch by inch, filling me up as I tried to adjust to the burning in my ass. Part of me wanted to use the safeword before remembering that I couldn't speak, but I knew that I needed this, to be treated like a cheap whore, fucked without any choice, giving myself to Daddy. Once he was buried all the way into me, he rested his cock in my stretched-out boipussy until I quieted down some, and he began sawing his meat in and out of me, pulling on the leash, pulling on my hips, occasionally slapping my ass while muttering 'Yeah, you're a tight fuck, Stacey. You're going to be a good whore for Daddy, I have plans for you. Mmm yeah bitch, moan for me.'
In spite of myself, I had already started to feel good from his fucking, his cock hitting that spot deep inside that was driving me wilder with lust, balancing out the discomfort, and I started moaning into the gag, beginning to meet his thrusts as best aI could, tied and prone as I was. After a while of intensified fucking, Daddy pulled out and I heard him come over to my front, loosening my ballgag and letting it dangle around my neck. I heard him slip off the rubber of the condom before pushing his engorged member into my mouth. No sooner than had he entered my mouth, he started to cum hard. A couple of shots hit the back of my throat as I started to cough, and he pulled out, the next spurts landing on my face. 'That's a good slut, swallow what you had left in your mouth, and leave the rest on your lips.' I gulped what remained and rested for a moment saying 'Yes Daddy' as I relaxed my jaw.
Still massively turned on from the intense fuck, I waited anxiously, trying to rub my hard cock against the tree stump for a little more stimulation. I heard some rustling for a couple of minutes before I felt a smack on my ass, startling me. 'Now, now, slut. No getting off on a tree stump. You still have work to do.' He spanked my ass a few more times, and I let out a little yelp for each one. 'Who do you belong to, Stacey?' SMACK. 'You, Daddy!' SMACK 'What are you, Stacey? SMACK. 'I'm Daddy's little whore!' SMACK. 'Good Gurl, you're coming along nicely.'
I felt another hard cock wrapped in a condom at the entrance of my pussy as two hands gripped my hips. It must have been one of the truckers! Daddy was already starting to share me with them, and not just putting on a show! In the chats, he said he'd turn me over to whatever truckers were there, wanting to use me, and pimping me out. He said it was the only way a bitch like me could learn to be a good whore, but I didn't really believe that he'd do it.. not at a first meeting like this! But there I was, tied and dressed in the woods about to be fucked by a man I couldn't see. I started to whimper as another cock pushed past my lips, this third man tugging at my leash, pulling my head onto his cock as the one behind me buried his cock up to the hilt. Was it too late to use my safe word? Would it matter, since I would only get a break, and they would all start using me again? I didn't have much time to think as I was lost in a haze of lust again, cocks stuffed in both ends.
'Don't worry, I'm making them all use protection. Are you surprised, Stacey? I hope you didn't think I was k**ding about fulfilling those fantasies we've talked about for so long. Be a good whore for these men, and make them happy. There are more waiting,' I heard Daddy laugh to himself off to the side. My god.. he was turning me into a whore for these strangers in the middle of nowhere, and as scared as I was, I was lost deeper in the overwhelming lust I felt as the two men began using me harder.
3
The two cocks in each end of me kept me spit-roasted for several minutes, the men attached to them showing no mercy. I tried not to gag on the cock in front of me as the cock in my boipussy pistoned in and out. I felt the occasional slap on my ass as they used my helpless body. I tugged at my bonds, but there was no slack to the cuffs or the ropes. The man in my ass pulled out, and I heard him come around to the front before feeling his cum spurting on my face as the man in my mouth fucked my face like a pussy. He sped his thrusts, then pulled out of my mouth, and seconds later I felt more seed hitting my cheeks and lips.
I didn't have much time to think about the two strangers' cum dripping on my face, with the next moments having two fresh cocks entering my mouth and ass at about the same time. I thought that there might be 5 men other than Daddy there, but I couldn't be certain with the blindfold, for all I knew there were more waiting to treat me like a dirty slut. The two new men used my just as roughly as the first pair. No tenderness or kindness, just groping, spanking, choking me with the leash, and fucking into me. They lasted many minutes more, and the man in my pussy pulled out to cum all over my ass, the man in front cumming on my face, adding to the collection of loads.
Two more cocks took their place right away, and I received more of the same. I was losing sense of time, being in an almost constant haze of lust. My mind drifted with the pleasure I was feeling from the cock in my ass. I had driven up in the morning, and Daddy had met me at my car a little past 10am. I had no idea how much time had passed now, and there was still most of Saturday to play. I hadn't told anyone I was coming here, my persona as Stacey was a closely guarded secret from the rest of my life, now here I was being turned into a whore by Daddy, having given so much control to him freely.
More spankings and increased intensity snapped me back to the present, as they both finished on my face, and 2 more cocks filled me. I was getting accustomed to the harsh treatment, but I was becoming sore in my pussy and mouth, my limbs were aching from being trussed up for this long. These two men lasted longer and finished on my ass and face as well. As soon as the man in my mouth nutted on my face, I croaked out the safeword loud enough that I hoped Daddy could hear it.
'Bowling-Ball!'
I didn't feel any more cocks yet, and breathed easy as I heard Daddy speak for the first time since he turned me over to the truckers.
"OK, Stacey. You get a break now. You managed to service all of the cocks anyway, though I won't tell you if any of them were repeats. Sit tight and relax, you've been a good whore for Daddy. So far."
I heard more rustling as the men seemed to leave. It was a minute or two before I felt hands at my head, and light hit my eyes as the blindfold was pulled off. I blinked, getting used to seeing again quickly, and looked around the clearing as best I could. There were used condoms on the ground in front of me as I felt the cum on my face. Daddy stepped into my view with a camera as he took a few shots of me as I looked up into the lens with helpless eyes. Then I noticed behind him and to the side, there stood a video camera on a tripod.
"That was a good performance for someone without much experience, Stacey. I caught the whole thing on tape. Don't worry, it's all safe with me. Well, mostly."
He laughed a little and moved behind me. I felt him untying the ropes holding me to the stump, and helping me stand on my shaking legs, encased in my 6 inch heels. So much had happened in such a short time, and I saw the sun almost directly overhead as Daddy began wiping my face off with a cloth, and then wiping what cum was on my ass. I was still horny, but getting scared again as I began to calm down. Up until just a couple of hours ago, I had been so careful and private with this side of me, and now I had been gangbanged outdoors by strangers, and Daddy had recorded it all in pictures and video.
I started to wonder what else he had in store for me as he pulled out a small makeup kit, and began fixing my smeared lipstick and eyeliner, which had started running down my cheeks from tears of being gagged with so much cock.
"Relax, Stacey. We can't have you looking trashed all day. Stay still."
He then pulled a new gag from the pack, a ring gag this time, and set it in between my teeth, fastening the strap as it held my mouth open. He then took what looked like a medium-sized plug from the bag, and began to push it into my well-used ass, and it began to vibrate. I moaned as I felt the low level of pleasure humming in my ass, still not having had cum yet. He finished packing up the video camera and took hold of my leash as he began leading me out of the clearing. I tottered on my heels slowly again, still having to take it slow with my hands cuffed behind me, unable to help me balance. The new plug vibrating away didn't help matters either.
Daddy led me across the truckstop lot, past the big rigs and towards the cars where I was parked. He wanted to humiliate me some more before it was all over, and I was in no position to resist. Was this all he really had planned for me? He had said I should make sure I didn't have anything to do that day, and it seemed like it was only past noon. My question was answered shortly as we approached my car, then he led me past it. I gave a questioning moan as I looked at my vehicle, and all I got in response was a sharper tug on the leash.
We walked farther still, several spots down, where we finally stopped at a beat-up white van. My breathing intensified as I began to realize what he might have in store for me. Would he really go that far from all we had talked about? We had chatted online about so many dirty fantasies for so long, I never thought they would actually come true. I was starting to get scared all over again, but the thoughts that raced through my mind, combined with the plug lodged in me, were bringing back the haze of lust that had already subsided. I began to blush as he opened the back of the van, and I saw what was inside.
Whatever seats that might have been in it were not there now, and where they would have been rested a cage large enough for a person, but small enough not to be too comfortable. He unlocked the clip holding my cuffs together and tugged my leash forward. I didn't have much time to enjoy the new freedom of motion, though.
"Crawl up into the cage, bitch. We have a bit of a drive ahead of us. I can see you trying to guess what we're going to do next, but I won't tell you yet. I told you before I was going to bring some of the fantasies we talked about to life, you're starting to understand that I wasn't joking around. Don't worry too much, I told you I'd make sure it was all as safe as I could make it, I want to make sure You're still good and healthy to serve me past today, after all. You're not done being Daddy's Whore today, though. I still have more fun planned, and you need more practice and training."
My cheeks burning in shame, I did as I was told and crawled through the cage opening, curling up on a thick blanket that lined the bottom of the small prison. Daddy pulled some chains from a sack next to the cage, and proceeded to fasten my ankles and wrists to some of the bars.
"We don't want you moving around too much, do we, slut? Oh, one last thing. Just to make sure you get the full experience, and pace yourself for the day, You deserve a little reward for being such a good gurl for me. Enjoy it while you can" He chuckled.
Daddy then reached around to the bottom of my vibrator and turned it up another setting, and began stroking my steel hard cock/clitty for me. So lost to lust I was, that I began to cum almost instantly. I shot my load hard onto the blanket, and was shaking from how good it felt. Daddy wiped my softening clitty a little as he chuckled to himself once more, before closing and locking the cage door, followed by the rear doors of the van. Moments later I heard the van start up as my lust-haze melted away, and all that was left was a feeling of shame, dirtiness, and fear. My mind began to clear as my heart started beating faster, trying to guess which thing that Daddy was going to have me do next as the van went into motion, and sped away from the truckstop.
4
The van didn't have many windows, but there wasn't a lot to see anyway where I was. Tucked neatly in a cage, my wrists and ankles were chained to the bars, and a ring gag kept my mouth open, at first drooling a bit, but over time my mouth started to become dry. The vibrating plug in my asspussy didn't slow at all. I could feel the bumps of the concrete as Daddy sped down the freeway, and I had no way of knowing how far he was taking me from the truckstop. Was it 30 minutes? 45? It was hard to say. At first I was filled with shame and fear after Daddy made my clitty cum in the cage, but as my thoughts wandered on the long ride, the haze of lust grew again.
My mind drifted to my chats with Daddy. I had been talking with him on and off for over a year, and he lived far enough away that meeting wasn't an easy thing. He knew how to talk to sissies like me, who needed a firm hand, coaxing, patience. He knew how to draw out my perverted fantasies, telling him my dirty desires, before planting the seeds of something dirtier in my mind. I told him of my desire to be tied up most of the time, to be made to serve cock, to serve many cocks at the same time while dressed like a sluttish schoolgirl bitch, and to not have a choice. He carried it farther, and it only made me hotter and hotter to hear about how he wanted to take me to the seedy places like the truckstop and pimp me to strangers. The fantasies spiraled off from there, and I was under his thrall.
Finally, after missed connections and all this time, Daddy told me. "This is your chance, slut. I'll be in the area for work, and if you think you can follow through and be a good slave for me, this is your only chance." He told me of the truckstop, what to dress in, what to bring, and to have the day free, because once I chose the path of my fantasies, he said I'd need it.
I was horny as ever when I felt the van start to slow down and make several turns. After some time, I felt us come to a stop, and Daddy exit the van. Moments later, the rear doors opened, and Daddy opened the cage & unlocked my chains. "Come on out, slut, time to stretch out a bit, you're probably a bit cramped.' I was, too. Being curled up in a small space like that wasn't something I was used to, so I took a moment with my new, short lived freedom to strech out as I crawled from the cage. As I did, I looked around at where we might be. It was a parking lot on a small hill, and as I turned my head, I saw the building we were parked near, with a sigh saying XXX BOOKSTORE & ADULT THEATER. I froze in place as I heard the familiar chuckling from Daddy.
"There it is, now you're getting it, Stacey. Like I said, you need a lot of practice if you're going to be a good cockwhore for Daddy. That's what you wanted, right, slut?" Daddy looked at me sternly while groping my ass under my skirt. All I could do was look at him with half-closed eyes, whimper through my gag, and nod while my cheeks burned in shame.
"Good Gurl. Come along." Daddy tugged on the leash as we walked along the parking lot towards the door of this seedy place. I wasn't even sure what town we were in anymore, I had heard & read about places like this, but I didn't know one was nearby. Daddy had put me through more than I had ever experienced before already, and I was more and more in his control. Nobody knew where I was, not even me, and there was no backing out as my horniness increased, feeling the vibrating plug with every step.
We passed over the threshold, and I could see rows and rows of dirty videos, magazines, and sex toys filling the space. Daddy exchanged nods with the clerk, who handed Daddy what looked like a key, and the clerk eyed me with a sinister smile as I was led past him. I wasn't sure what to do other than follow Daddy's lead, but as I looked around the store, I saw 6 or 7 men spread throughout the place, and they were beginning to take notice. Daddy tugged the leash when I slowed down to look. "On your hands and knees, Stacey, we're going for a little walk around the place." With my hands free, it was easier this time to sink to my knees, and I steadied myself on all fours as my leash was pulled again, and Daddy led me up and down the aisles past everyone there, a few of them following me as I was paraded around. Putting on a show like this was incredibly humiliating, and it only stoked my fire.
After becoming intimate with the floor of the bookstore, I was led down a hallway in the back. At the end, there was a curtain on the left, and a passageway on the right, all dimly lit. We turned to the right, and I saw that the hall doubled back around, and lined along the wall were booth doors, and I knew what was to happen next as Daddy took me to the end of the hall to the last door. Unlocking the booth door with the key he'd been given, Daddy made sure I entered the small space, and followed, closing the door behind us.
Daddy didn't waste much time as he took a coil of rope from his pack, crossing and binding my hands behind me, encasing my torso in a harness of rope. I felt more helpless than before in this small space that smelled of cum, trapped by my own desires. Daddy unzipped and pulled out his swollen cock, stroking it before removing the ring gag from between my teeth. He allowed me to stretch my jaw a big before pulling me towards him, and I began slobbering all over his dick, knowing I could do nothing else. I sucked him long and hard, and I saw flashes go off above me as Daddy took more pictures of my debauchery. After sucking him for a while in silence, I noticed some movement out of the corner of my eye, and for the first time I noticed the hole in the wall, and an eye looking at me as I gave Daddy a blowjob.
"I'm about to cum, Stacey, be sure to swallow it like a good bitch." Daddy grunted as he sped his thrusts, and in moments his seed flooded my mouth as I gulped down my reward. He had me lick him clean before zipping back up. I knelt there on the floor, now feeling that is was sticky with cum to go along with the smell. He pulled a small, low stool that was shoved into the corner of the space behind me, and sat me on it, my legs folded up underneath and my ankles straddling the sides. He positioned it so that I was facing the gloryhole in the wall, and proceeded to tie me to the stool as I took in the close-up view of fading and stained blue paint above the hole, catching glimpses of movement through what I could see.
Daddy proceeded to take my leash, and fed it through to the other side of the hole, along with a condom he retrieved from the bag. "You know what to do, Stacey. I don't want to hear any complaints about your performance, so be a good slut and make your customers happy. I'll be outside making sure it's safer for you." I nodded as best I could. Did he say 'customers'? was he charging these men to use me? I couldn't think straight anymore as the implications of the word washed over me, and I panted heavily under the fresh stab of lust as I felt a covered cock come through the hole and rest in-between my lips, slowly pushing in. I closed my painted lips around the anonymous cock, and I felt my leash pull through the hole as I was forced onto the invading rod, helpless to resist. I went to work on his cock as best I could, and after a while, it withdrew from the hole. I heard the sound of the rubber stretching as the condom was removed, and the cock returned to the edge of the hole as the faceless man began cumming all over my mouth, lips, and cheeks.
He wiped his cockhead on my face before pulling back out, and tugging the leash, lessening my slack against the wall. There must have been a hook or handle of some kind on the other side that he had attached the leash to, because I was unable to lean back from the hole any longer. I heard his door open, some shuffling, and then the door closing. Moments later there was another cock at my lips, and I began my next gloryhole blowjob, unaware of how many men might be lined up outside, unsure if Daddy was taking money from them, and helpless to resist my fate as a sissy gloryhole whore.
5
There I was, trapped in a gloryhole booth on the wrong end of some nearby town. I didn't even know where Daddy had taken me, and it didn't matter at the moment. All that did matter was the second cock to come through the hole, into my waiting mouth. The unseen man had a grip on my leash, fed through the hole to help keep me in place. The ropes tied around my torso and legs, attaching me to the stool, kept me secure in my position as I sucked the stranger for all I was worth while the plug in my ass vibrated away. I looked sideways at the door as I bobbed my head, and saw that there was no handle, only a lock. I remembered hearing a click after Daddy closed the door, and my submission came crashing on me with each new thought.
What was I worth? Daddy called the men 'customers', and the thought that he might be turning me onto an actual whore fueled my already lust-ridden state. A firmer tug on my leash shook me out of my thoughts as the man held my mouth against the hole, pulling out his cock. moments later, condom removed, I felt more fresh cum coating my mouth and cheeks. I stayed firmly against the hole like that for another minute at least, the lower part of my face pulled clear through the hole. It was large enough for below my chin up to just below my eyes, and the fading blue of the wall was all I could see close up.
A third covered cock, larger than the last, pushed into my waiting mouth. I had no room to suck it, he simply fucked my face, gagging me, until he decorated my cheeks with his seed. The fourth gave slack on my leash again, but used it at his whim. A fifth, sixth, more came through in varying size and style. All of them treated my face like a cumdump, and I would never know who they were. Word must have gotten out about my services, because I counted a dozen cocks coming through that hole, more than the 6 or 7 men in the store when we entered. After the last one, I sat there in silence for a few minutes wondering when the next one was coming through, but instead, I heard the door unlock, and Daddy opened it up.
"Look at you, Stacey. You are a sight, all of that cum dripping on your face. I'm impressed, you didn't disappoint me at all. I think you've earned a rest. Your second and last one of the day perhaps? Would you like that, Slut?" I looked up at Daddy shyly and nodded my head, not sure if I was able to speak with all of the abuse I had received. Daddy took a towel and wiped off much of the cum from my face, and pulled my stool away from the wall. Daddy stroked my cheek for a second before slapping my face. Not hard enough to hurt, but enough to startle me.
"What do you say, bitch?" Daddy growled.
"Thank you Daddy" I managed to croak out. Daddy gave me a crooked smile as he moved to the door.
"Good Gurl, I'll be back shortly." Daddy closed the door, locking it behind him as I sat tied on the stool, left alone with my thoughts. I rubbed against the stool with the plug in my ass, trying to get some more stimulation. My horniness was in overdrive as I thought about the day's events so far, and how it might not be over yet still. I felt like I was on the edge of cumming for minutes, but couldn't quite get there, even with my clitty as hard as it was. I didn't have enough time to get over the edge, as Daddy suddenly opened the door, and began to untie me from the bench. He helped me stand up, my arms still wrapped in rope, crossed behind me, and grabbing my leash, slowly marched me from my booth.
I didn't have to wonder for long about what was next. Daddy rounded the corner of the small hallway, then straight through the curtain ahead. My heart skipped a beat as I saw rows of theater seats in front of a large screen, playing a movie of a busty blonde whore in bondage, being stuffed by many cocks. What looked like maybe a dozen heads turned to us as we entered, and my breathing got faster. Were these the men who had used me in the booth? They looked at me in the dim light, I couldn't quite make out their faces in the dark as Daddy led me past all of them to the front row. He turned me around, dr****g me over two of the seats looking towards the back, and all I could see was the bright light of the projector.
My leash was tied off to part of the seat, and I was once again immobile and partially blinded. Daddy stepped behind me, and I felt his cock resting against my asscheeks as he pulled the plug from my ass. It had stretched me out for a while now, and before it had the chance to close back up, I felt Daddy put his cock against my hole as he proceeded to fuck me in long strokes. "You've been very good so far, Stacey, but the day isn't over yet. These men paid good money to help break you in as a whore, and they haven't gotten a piece of your boipussy yet. You'll be glad I had that plug in you." Daddy grunted as he fucked into me faster, eventually cumming into his rubber. He slapped me on the ass as he came, then pulled out and off to the side, and moments later, my customers descended on me.
A cock entered each end of me at nearly the same time, and they wasted no time in pulling me back and forth between them. I kept up as best I could, more used to the treatment as they fucked into me like a cheap toy. I could barely think as I realized for sure, that Daddy was pimping me for real, and I had never felt so degraded or humiliated, and I had never been so turned on in my life. I saw camera flashes going off as I was used, Daddy taking more pictures of his whore. The cock in my ass came out, and once the rubber was off I felt cum blasting on my ass. The man in my mouth pulled out and came around and filled my ass back up as a fresh cock appeared in front of me, stuffing my mouth again as I moaned and whimpered.
All sense of time left me as each of the dozen cocks rotated from my mouth to my ass, and I was nothing but a helpless ragdoll in front of my perverted audience, lost in the thickest lust haze of my life. One by one they finished on my ass or my face, and I couldn't tell if some came back for more, completely losing track. After they were done with me, I just lay there numbly, shaking from how much I'd been debased. I dimly registered Daddy cleaning some of the mess from me, and helping me to my feet as he untied me, and guided me out of the theater. I heard some applause as I minced past the men on weak legs, but didn't dare lift my eyes from the ground with the shame & lust that crowded my mind. Out of the store we went, back to Daddy's van, and he bundled me back into the cage, locking me in place again before closing the rear doors and starting up the vehicle. I felt motion as Daddy pulled away from the store, and I was too exhausted to think about what might be next.
After a while, the van slowed, and I felt more turns before coming to a stop. Daddy opened the doors, unlocking the cage and pulling me out, but still perched on the edge of the van as he moved the cage further away. He pushed me in more as he climbed up, closing the doors behind him. Brushing past me, he sat on the cage, and unzipped his pants to pull out his half hard cock. Daddy tugged on the leash, prompting me to crawl right up to him. 'Start sucking, whore. Get me hard and make it good."
I took his cock in my mouth and began swirling my tongue around him as he spoke down at me. "There we go, Stacey. Now, listen carefully. I know you noticed that I've been recording you all day. You wouldn't believe how well it all turned out. Don't worry, I'll email you some of the highlights soon to see what kind of a fucktoy you were today. If you're a very good girl for me from now on, then they stay private.. well, for the most part. I'll block out your face for when I'm showing you off to possible new.... playmates. Otherwise, there's no telling were those pictures or videos might end up. That won't be much of a problem, though, right, Stacey? You'll be a good whore for me, and whoever I tell you, Right?" I looked up at him as I whimpered onto his now-hard cock, nodding. He pulled out of my mouth and gave me a stern look. I knew what he wanted me to say.
"Yes Daddy, I'll be a good whore for you, I want to be a good fucktoy for Daddy and his friends." I whimpered out as best I could. Satisfied, Daddy dragged me on my back onto the top of the cage, rolled one last condom on, and thrust back into me. He fucked me hard and fast with no regard for me.
"Stroke yourself until you cum, bitch, Do it now" Daddy growled as he pistoned away. I reached down and started stoking my throbbing clitty, and in seconds I was ready to cum for the second time in the day. My boipussy clamped around Daddy's cock as I began to cum in the strongest orgasm of my life, spraying seed all over my skirt, my hands, my belly, and Daddy groaned as he came as well. He pulled out and opened the van, having me exit after him, and he led me to my car. He handed me my bag, which had the keys in it, kept safe by him the whole time. I climbed into my car, knowing I'd start changing back into my boy clothes as soon as he was gone. Shame began to creep back onto me as the lust faded away.
"You'll hear from me soon, Stacey, and we can make some very, very fun plans. Oh, before I forget, This should cover your gas for today. Maybe next time, you'll get a bit more. For my good gurl." Daddy reached into his pocket and took out what looked like a couple of Twenties, folded them up, and stuck them into my mouth. I whimpered once more as he turned and left. I saw him get into his van and drive away. I sat there in utter shame and humiliation with a small piece of what I'd earned still between my teeth, and I felt myself getting hard again as I thought of the trap I was now in, knowing that I was now owned by him, and that I had no choice but to be Daddy's whore.
After all, I had asked for this, and it was what I deserved.
It had been over a week since my first day as a sissy whore for the man I know as Daddy. Whenever I had free time, I wanked myself silly, thinking back to every cock that had used my mouth and ass, all of the cum that rained down on me, and the predicament I knew I was in. Every night, I received an email from him, taunting me with images and video clips of me all tied up, sucking and fucking, clearly showing my made up face twisted in fear, excitement, pain, and pleasure. Along with them, he teased me with bits of information about me. My work, friends, family, things he got from my phone when I handed him my bag during our first encounter. We had talked about this as part of my fantasies before, but I didn't imagine that he would really do it. Now I felt it around my neck like the collar he had first locked on me.
My boipussy was finally feeling normal after the abuse it received, and the email I had been expecting came.
"Hello Whore, by now you've had a chance to rest up from your first day, so you should have plenty of strength for this weekend, so clear your schedule. I'll send you a text on where & when to go shortly, make sure you bring your outfit, and change in your car like last time. I don't need to remind you why you should be on time, but I will anyway. See you soon, bitch"
I read it over and over, looking at the attachments showing me tied over the seats at the adult theater being spit roasted, surrounded by more cocks waiting their turn. I had no idea what to expect for the weekend, and my breathing quickened when my phone buzzed.
A few days later, and I had parked at the address I'd been sent, a motel not far from the truckstop. I had changed into my slut clothes, and read the text again to make sure I was where I needed to be. Nervously, I glanced around to see if anyone was near as I made my way from the car to the room, knocking on the door right on time at 10am. The door opened, and I quickly slipped inside.
"Good girl, here on time and ready to go." Daddy leered at me as he set up a camera near the bed, and I noticed some familiar toys on the bed as I came closer to it. "Turn around, slut."
I did as I was told, and felt as the collar and restraints were placed and locked on my neck, wrists, and ankles. The leash was clipped to my collar, and he placed his hands on my shoulders, pressing downward. I got the message as I sank to my knees. Daddy didn't waste any words as he walked around me, his cock hanging out of his pants as he used the leash to guide his shaft between my lips. I sucked eagerly as he used the leash to tug at me, remembering how he liked it as I bobbed and licked on his head and shaft. After getting him harder and more excited, he pulled me off of his cock, and tugged upward on the leash.
"On the bed, all fours, bitch." He barked.
I crawled up onto the mattress quickly and waited for what was next as he moved around me, securing my limbs to chains he'd already set up. Positioning me so that I was sideways on the bed, I found myself looking ahead towards his laptop and camera, capturing my new bondage.
"Something a little new for you today, Whore. You're going to have a bit of an audience online, so I'm sure you'll be well behaved on camera. I doubt anyone would recognize you with your makeup and wig on, but I'll be nice and give you this." He produced a mask and slid it over my eyes, I instantly felt less nervous.
"Make sure you're a good whore, though, or I might have to take it away" He chuckled.
"Thank you Daddy" I meekly said, "I promise I'll be good"
"Better be, Whore." I felt a smack on my ass as he passed by me and went to the laptop, typing and setting up the video. After a couple of minutes he stepped back to me, cupping my face in his hand and making sure I was looking right at the camera.
"This is my whore, Stacey, and today is her first time on cam. Go ahead and tell all the nice men hello, whore, and what you are." He said as he began to finger my ass.
I gulped. "H-Hello everyone.. my name is Stacey, and I'm ...Daddy's whore.. I want to be a good girl for all of you.." I hoped it was what he wanted to hear.
"Good, bitch. Beg for a fucking, let's get the show started", he added a second finger.
Moaning a little, I began. "P-Please Daddy, I've missed your big hard cock in my boipussy, I need to feel it again. Please fuck me like the slut I am, I want to be a good fucktoy today and show all these men how much I deserve to be treated like a whore.." He added a 3rd finger.
"Good whore. Let's see what your new fans have to say"
I looked at the screen, a chat window was set up alongside the live footage of my chained body. I alternated between watching myself wince and moan at the intrusion in my pussy, and the comments that began to appear next to it. There was an indicator at the top, counting the viewers, and the number went from 12, 13, 14, and more. I got hornier knowing that I was helpless to be displayed like this, as I glanced at each comment coming in.
--"There's the whore, almost didn't recognize her without my cock in her mouth"
--"Cheeky little bitch came back for more, stupid slut"
--"Take cock like a good bitch, and maybe you'll get some good tips today"
--"You look like you need more cock, didn't get enough last week at the theater, whore?"
The number ticked up past 20, and I realized that many of these must have been some of the men I serviced last week, no doubt invited to chat to spur on my training. The thought of them coming back for more made my clitty twitch as I lightly moaned at my position.
Daddy chuckled, as I got used to hearing. "That's right, by little fucktoy, you've already been introduced to some of these men, I thought it would be fitting for them to help with your training. What do you say to the nice men, slut?" I felt the palm of his hand strike my assheeks in turn as he pressed his fingers into me.
"Unnnghhh.. Th..thank you for helping with my training, sirs, I hope I please you..."
"Good answer, slut." I felt his fingers withtraw, quickly replaced by the head of his covered cock, his hands griping my hips as he pressed in. "Time to fill you with what you need, right, slut?"
"Nnn yes Daddy, please fill me with your cock, I haven't been able to stop thinking about it all week"
"Good whore. Tell me and your audience what you did last week, and how you liked it. Don't be shy, I'm sure some of them will fondly help you remember."
The audience counter slipped past 40 viewers, and didn't stop. "Yes Daddy.. Last week uunnngghh... I met you at the truckstop, where you tied me up and used me in the woods"
"That's right, bitch. you had all of these naughty fantasies, and asked for it all, didn't you"
Another smack on my ass. "Yes Daddy, I knew what could happen to me, I didn't know how far you'd go ..uunnghhhh" More smacks rained down as he fucked into me.
"Is that a complaint I hear, whore?" Daddy growled with a hard thrust.
"Nnngh no Daddy, I'm sorry.. I had the choice, I should have known what I was asking for, I'm just a stupid whore" I cried out, hoping it was a good answer for Daddy.
"That's right, whore. Continue."
"Yes Daddy.. Unnghh.. Then Daddy shared me with truckers while I was tied and blindfolded.. I have no Idea who used me, and I loved it, feeling so helpless. Unnghh... Then Daddy.. put me in a c..cage in his van, and drove me to an adult bookstore somewhere.. Ohhh.. Unnghhh" Daddy's thrusts were speeding up, occasionally slapping my ass as I recounted events for my audience. The same haze of lust that had taken me over last week was beginning to creep up again, and I whimpered. "I was so horny.. he showed me around the store, and tied me, locked me in a gloryhole booth oohhh... I sucked so many cocks... nnnhhhh.. and then... oh god... Daddy tied me over the seats while men used me.. uuhhnnnnn mmmmm... I'd never been that horny before... oohh..."
The pressure of Daddy's thrusts gave both pleasure and discomfort with each stroke. "Good whore. You loved it all, didn't you, not knowing where you were, or who you were servicing" Smack. Smack.
"Yes Daddy.. I loved it!!"
"You want more of that, don't you whore?" Smack.
"Yes Daddy, please give me more of it, oohhhh."
"Ask the nice men viewing, then." He grunted as he spanked and fucked my defeated sissy pussy.
The attendance was at 51 now, and I could hardly picture that many men as I humiliated myself for their pleasure. "Please... unnghhh.. please help make it happen again, sirs, I'm a stupid sissy whore who needs the serve you pleasee... nnnnghhhh"
The comments scrolled faster, and I could only make out some of it in my haze.
--"No way the slut did all that."
--"I was there, I used her at the theater."
--"I was at the truckstop, the bitch took every inch of me."
--"Fuck, I want in, How can I help train this fucking slut?"
--"You'll be slobbering on my dick again soon, whore"
Daddy pulled on the leash as he used me, making it a little harder to breath, making me feel just a little more controlled. "Good whore, you're already making a little money this morning. Look"
I then noticed a part of the chat window that said "Tips Received", and the number had climbed to over $100. I felt like such a whore, not quite like last time, but the familiar humliation was growing again. I whimpered more as I accepted my fate. "Yes Daddyy...oohhh" The fucking and name calling continued for several more minutes. Daddy had me repeat what I said before about my last experience, but with even more detail, as the counter hit 62. Finally, Daddy pulled out of me and came around the bed, unsheathing the condom from his cock and holding it over my face as he neared completion.
"Now you get what every whore needs, her Daddy's cum all over her face. Take it all bitch, I know you missed the feeling"
"Mm yes please Daddy I need it." Was all I could get out when he erupted all over my cheeks, nose, mouth, and mask. I felt so lustful as he marked me again, showing dozens of viewers that I was his marked property.
"Good whore. Stay put." I stayed still, enjoying the degrading feelings washing over me, my clitty as hard as a rock, but left untouched. "Thanks for your attendance, boys, the show is over for the moment, but stick around. I have more fun planned for this slut, and I know at least a few of you who want another crack at her. I'm sure some of you newer viewers will want to make friends with Stacey soon, too." He turned to me. "Thank them, whore."
"Yes Daddy... Thank you sirs for watching me this morning, I hope I've pleased you..."
"Good bitch. Now you can take a break, I have some things to do before we have more fun."
"Thank you Daddy."
With that, Daddy placed a ball gag in my mouth, securing the strap around my head. He unclipped the chains from my restraints, and then led me away from the bed, into the bathroom. He had me kneel in the tub, before clipping my ankles together, and my hands behind me, before placing the blindfold over my eyes, and leaving me helpless. I heard the door close as he left the room, leaving me alone in the dark, with my horny thoughts racing as to what he could be planning for the rest of the weekend.
"Time to go, slut."
Daddy had left me tied, gagged, and blindfolded in the tub of the motel room for some time, maybe a half-hour or longer, before I heard the door open and his voice. It was all he said as he helped me stand, unhooked my ankles, and began to lead me out into the room. I was still gagged, blindfolded, and nervous as we moved towards the exit, pausing long enough for him to d**** some sort of cloth or cloak over me. Soon, we were out of the room, and I felt myself being loaded and chained into what was probably the same cage and van as my first day as his whore.
The ride was similar to last week, and I remained horny, lost in lustful thought. Over 50 men had just seen me being fucked like a whore on cam. No, not like a whore.. they all paid in 'tips' to see me used, and some of them had probably paid to use me last time. I was an actual sissy whore, and my clitty throbbed and twitched as I tugged at my chains, unable to touch myself. I couldn't remember any faces of the men who used me before, I was always blindfolded, in darkness, or behind a gloryhole. My mind raced as to the possibilities today, as I was getting a repeat of one thing for sure. I had no idea where I was being taken to be used. I whimpered into my gag at the thought.
Eventually, the ride ended and I was taken out of the van. The blindfold & gag stayed on, wrists cuffed behind me as I was taken through opening and closing doors, briefly feeling the sunlight before following the tug on my leash over thresholds. In moments, I came to a halt, and my asscheeks each got a fresh swat as I moaned in surprise.
An unfamiliar voice came from ahead of me. "Not bad. She's not the best I've ever seen, but she's young enough and cute enough. She really seems to like the rough treatment, too. Definite potential."
From behind me, Daddy replied. "Oh yes. Some things you didn't see on the videos, like her time in the gloryhole booth, she got very excited by."
"I'm sure. Her clitty is twitching. She's still worked up from her cam show earlier, no relief yet?"
"None. I kept her tied and blindfolded in the tub while I made the arrangements."
"Excellent. She should stay horny while she's here, she'll need it. You say she loves being forced."
I felt Daddy's hand squeeze my ass. "In more ways than one. I'll let her tell you." I felt Daddy handling the buckle on my gag, then removing it from my teeth. Moments later, the blindfold came off as well. Seated in front of me was a well-dressed older man in a suit. It was difficult to tell his age with the mask he wore, but he seemed in command of the room, which was a well-furnished office in low light. "Slut, you'll answer everything truthfully, understood?" He swatted my ass again.
I yelped. "Yes Daddy!"
The well-dressed man had a half grin on his face as he eyed me up and down. His cock was already out, it looked to be at least as big as Daddy's, as he stroked it slowly. "So, slut. Last week was your first time for everything you did, yes?"
"Yes sir, my first time for everything."
"You asked to be forced, yes? You get off on being tied up, pimped, blackmailed like a good sissy should?"
"Y..yes sir.." I whimpered. " I asked for it, it's what I deserve.."
"Good. On your knees, bitch, get those lips over my cock."
Daddy pushed me forward and down onto my knees, and the new Sir took my leash in hand. With a tug, the second cock for the day was in my mouth, and I sucked it down like a hungry slut, hands still bound behind me. He looked down at me with the same expression, never letting me fully off his cock, keeping the leash taut, as he spoke in a low voice to me.
"So that you understand what's going on. I'm the owner of the theater you played in last time, as well as the owner of this club, and more. Your Daddy over there does some work for me, and he's good at what he does, as you've already found out. He's going to be handling you, and you'll be trained and put to work here, or the theater, or any other place you're brought to. You'll always do as you're told."
As I moaned and whimpered around his cock, hearing about my fate, a tv turned on off to the right, and I glanced over to see video of me being used at the truckstop, stuffed with trucker cock in both ends as Daddy recorded.
Sir continued. "You are now my property, my whore, and you'll be getting all the cock you can handle, and more. Every weekend, you'll be brought to where I want you, and you won't know where you are most of the time. Your Daddy tells me you love that, too. Right, whore?"
He pulled my head off of his cock as I meekly answered him. "Yes Sir, I love it, god it's so bad.."
"Go ahead and say what you are, you know what we like to hear."
"I'm ...I'm a whore" I felt a slap across my face.
"You can do better than that. Again."
"Y..yes Sir.. I'm.. I'm a trapped sissy whore who needs to serve cock please.." I felt a slap on the other side of my face.
"Again, whore. More."
Tears were starting to roll down my eyes, partly from the sting of the slaps, partly from being overwhelmed at the realization of what I was going to be made into here, under the control of powerful men. "I.. I'm a stupid trapped sissy whore who has no choice, Sir.. " I cried more as I admitted what I was to these men, and to myself, out loud, so concretely. "I love being blackmailed, tied up, helpless, and fucked by men I don't know and can't see.. Oh god.. I'm so horny not knowing where I am, not having any control, please don't let me go.."
He grabbed my leash and plunged my face onto his cock again before I could continue, using my mouth like a pussy. Tears streaked my cheeks as I did my best to take him, feeling every word to be true, as horny as I've ever been.
He growled at me as he pumped my mouth. "Good whore, you'll do well here. Don't worry, we won't be letting you go any time soon. You'll be our trapped little slave for a long time. Maybe we won't let you go, maybe we'll sell you off to one of our clients. We love to give whores that experience and watch their faces as their new owners take them away. Mmmm take my cum you little bitch, swallow every drop!"
His cock pulsed, and warm cum flooded my mouth. I'm not sure how, but I drank every drop, suckling on him to lick every bit off. Daddy pulled my head out of Sir's lap, and I saw that he'd been recording everything again. Every word of my admission was theirs forever, and I knew they were going to make me watch it over and over with the other videos they had, and still had yet to make.
I was lost in my own thoughts and didn't pay attention to what they said to each other, but a blindfold was slipped over my eyes once more, as I was led out of the room, and down a hallway, feeling gropes and slaps on my ass as I was pulled along. Daddy spoke, his voice in front of me.
"You're ready to meet your fans, whore."
I whimpered pathetically. "Thank you Daddy.."
Daddy held me steady by the back of my neck on the elevator ride down. A short ride, but it was apparent that I was being taken underground. An underground sex club where I was to serve.. my lust-addled mind latched onto the thought tightly. This hadn't been one of my fantasies, but now it was past that, my new reality being more out of control than I imagined before. Marched around more doors and hallways, I could hear voices and music above me through the ceiling. I was soon mounted over a padded bench of some kind, my legs bent and cuffed to the sides, no longer touching the ground. My wrists were unhooked from behind my back, and secured together in front of me, tethered to the bench. My collar was clipped in place, and Daddy finished my new bondage with a wide strap across my back that kept me secure over the center of my perch, holding more of me snugly, underscoring how trapped I was with every moment.
The blindfold was removed, and my eyes adjusted to the well lit room. It was spacious, clean, painted red, and could easily hold more than a dozen people, with a sofa against one wall to my left, and a few chairs off to my right. Looking around, I could see what looked like a heavy door behind me, out of the corner of my eye - my collar making it difficult to turn my head. Directly in front of me was a large flat panel TV on the wall, and on it was a paused video of me from the truckstop, a still image of me bound and on my knees, from another camera, I hadn't seen set up at the time. I wondered how many angles Daddy had of my abuse from that first day, and I guessed that I was going to find out shortly.
Daddy moved around the room, setting up 2 cameras that I could see. "It took most of the week to edit this together with all of the different footage I shot, slut, I like to be prepared. Soon we'll have a camera in that Gloryhole booth, this little collection wouldn't be complete without that, right whore?"
"Y..yes Daddy.."
"Good bitch, soon we'll have a fun little library of your exploits. Well, of you being exploited, anyway. We'll make sure you see it all, too. We wouldn't want you to forget your place, would we, hmm?"
"N...no Daddy, I shouldn't forget.."
"Good whore. The cameras are ready, and your fans are waiting right behind that door to give you much more of what you had last time. This won't be a live stream... not yet, so there's no need for a mask. If you're a very good whore, you'll earn one later, after your break. Understood?"
"Yes Daddy, thank you.."
"Good bitch. No speaking unless spoken to now. Here we go."
Daddy moved out of view behind me, and little red lights on the cameras flicked on, capturing me as my breathing and heartbeat quickened, and the video began playing in front of me as the door behind me was opened. In moments, I felt hands groping me, glancing at the few men coming into view. They were mostly naked, except for the masks they were all wearing. I moaned at not knowing who they were, as their cocks were hard and dangling near my face. In moments, they were sheathed in condoms, and 2 of the cocks were sawing in and out of my helpless sissy holes. I hungrily sucked on the cock in front of me as my boipussy, still tight, was lubed and uncomfortably speared with a large cock behind me. Hands grabbed my shoulders, head, hips. Spankings rained down as I was used without mercy, cocks of different colors and sizes moving around me. Every time one left a hole empty, a new one immediately replaced it.
"Yeah, you're just as hungry as you were last time, whore. You're gonna be seeing me at the truckstop again."
"Mmmm just as tight as before at the theater, worth every penny."
"Damn, slut, you're gonna squeeze my cock off, they weren't lying about you on that livestream."
The comments came one after another, blending together as I saw a cameraman moving around, getting close-ups and different angles, my face clear as day, stuffed with strangers' cocks. In between sucking cocks, I caught glimpses of the edited video on the big screen, the men taunting me as they said how good I looked over the stump, and in the theater. I started to imagine an endless supply of blackmail videos to keep me in line, made week after week. Transported to different places in that cage, never having a real clue where I was, except for the truckstop. Unless.. they picked a different one. I squealed and squirmed under the constant assault, and the thought of such utter helplessness, perpetually blackmailed week after week. Months. A year. Or longer. It was then I saw Daddy, grinning at me as each man handed him cold, hard cash, making sure I saw it for myself for the first time.
My pussy clamped around cock as I moaned, cumming harder than I ever have in my life. My juices splattered against the back of the bench and ran down to the floor as my current fucker milked my prostate with each thrust. I could no longer think or imagine, I could only feel the pleasure and effect of the realization that I was truly a sissy prostitute being pimped to men who were only too happy to help keep me trapped as a slave, a whore.
Even after such an intense sissygasm, I remained horny and mindless as the men rotated in and out. I had no clue how many men used me, or how long I was there for, but I eventually passed out as I came hard and long for a 2nd time.
When I woke, I was sore and dehydrated. Daddy was taking down the camera equipment, and noticed me stirring. Soon, I was unclipped from the fuckbench, blindfolded, and led from the room, exhausted. I didn't try to register where I was being led, but in a minute, my blindfold was removed, and I adjusted to the lower light in this new room. From what i could make out, it was a space similar to the last rook, except the walls were bare, and along the rear wall were 3 cells with heavy bars. I was seated on a bed in the middle cell, and Daddy gave me water to drink as I accepted that I was going to be locked in here. Once I had enough, he clipped my hands behind me once more, and my ankles together, before chaining my collar to a loop in the wall. Once I was secure, he pulled out the wad of bills that he had collected from the men, and held them in front of my whimpering face.
"You made the club some money tonight, whore, it looks like training you will work out like I thought. You earned some rest, and a mask for later. I'll be back to get you cleaned up and in a new outfit for tonight."
I didn't have the energy to speak, I simply nodded as Daddy slipped a ring gag in my mouth. Without another word, he left, closing and locking the cell door behind him, and repeating the process with the heavy door at the far end, a heavier lock tumbling into place.
To tired to contemplate how trapped I was, I looked around the room as my eyes adjusted more, and in the cell to my right, I saw something unexpected. Another sissy, dressed up as a cheerleader, chained to her bed like I was to mine. She was gagged as well, and splattered with cum, looking at me with young, wide eyes. She looked younger than me by a few years, maybe 21, 22, it was hard to tell under the whorish makeup and cum. The other cell was empty, but another slave could just be in another room being used. I didn't have much time to think about it as I drifted off to sleep, still somewhat horny from being used like I had begged to be.
he haze of lust returned quickly as I awoke in my cell, hopelessly trapped. As consciousness returned, feeling the cuffs and chains, moaning through my ring gag, I recalled being lost in a sea of cocks as I was used over an over again by unknown men, in the basement of this sex club. My owners made sure I didn't know where it was, and I cursed myself for being excited by that. The slave in the cell next to me looked on with curiosity and sympathy, she was dressed as a cheerleader and chained up like I was. I wondered if there were others, how many, and what I'd gotten myself into as my clitty throbbed at my situation.
Soon, Daddy returned, and I was loaded onto a wheeled cart in my bondage, and taken blindfolded, always blindfolded, out of my cell, to a washroom where Daddy uncuffed me, cleaned me up and gave me my new outfit, an extremely short whorish maid's uniform that made it even clearer what I was there for: to serve and be used. I didn't have to stand long on the 7 inch platform heels with locking ankle cuffs, as he soon put me back on the cart.
"This is the first of your new outfits, whore." Daddy casually informed me. "I'd say to take good care of it, but if the men want to ruin it, then that's up to them. Of course, you'll be paying it off with your service here, along with other things we'll use to keep you in a bit of debt to us. Not that we'll ever let you really pay it off. A little whore like you probably loves that, though." He slapped my ass as he laughed. "Right bitch?"
I moaned through my gag, unable to use words. He was right, and it made my clitty twitch and drip just a little bit more. I hadn't thought of being in debt to these men, but now it seemed like a horny inevitability that I accepted with lust, a new kind of control to add onto the blackmail, the bondage, and confinements. The day was not over, and I was already accepting my place as their whore.
Down the hall to another unknown room, I was put on my knees. My gag was removed, but my hands were cuffed behind me, legs connected by a short length of chain. My collar was chained to a pole in the middle of the platform behind me, as Daddy made sure I was in the position he liked. No blindfold this time, so I could see the grin on his face as he walked over to a panel on the wall, and pressed something there. The platform under me came alive, rising off the ground, and the ceiling opened up. As the elevator took me upward, emerging through the hole, I saw red and purple lights all around, and men everywhere I looked. The elevator came to a halt, and I could see that I was on a stage in what seemed to be a main clubbing area. My breathing quickened, seeing that all of the men were wearing masks, and in various stages of undress. I lost count after 15, but there were more. Sounds of a porno played, and I saw different videos of my adventures being displayed across screens, and even the main projector that cast its image above & behind me.
One of the men stepped up on stage, his hard cock sticking out obscenely. In the light, all I could tell was that he was average, and had a beard. There was no sympathy in his eyes as he slapped my face with his cock, grabbing the back of my head, and fucking my face onto his rod. I sucked like the whore I had become, moaning around the warm intruder as I did my best to use my tongue and lips, even as he was gagging me with his length.
"Good whore, take what I give you. We've been having fun watching all of your videos, and using your stupid sissy holes. I especially like the one where you admit to love being blackmailed and crying. You'll be happy to know that everyone in this room was turned on by it, and they've all paid a cover charge to make sure you're well trapped and fucked. How does it feel, whore?"
He pulled out of my mouth and gripped my throat as I spoke. "I love it.. oh god, I love it.. please keep me trapped, fuck me like the whore I am, oh god i'm such a stupid whore, fuck.." I was cut off as he started fucking my face again, and I did my best to please him. Soon, his cum was blasting across my face, and I saw a cameraman capturing every shot on film. My face in full view, I knew tonight's video would make for a major addition to their growing blackmail library. As the next man stepped on stage, another joined alongside, and in seconds I was alternating between their cocks.
I thought about what Daddy said as I lost myself in the blowjobs, and wondered about what kind of debt I was going to owe. Did they do the same thing to the slave in the cell next to me? How long had she been there, and how did they trap her? The questions fueled my lustful state just as much as the cuffs and chains that kept me on stage, and soon I had 2 more loads streaking across my face, with new men to take their place.
I was too horny to count after 10 men, but several blowjobs after that, my chain was unclipped from the pole, and I was guided offstage, down into the pit of horny masked men. Teetering on the platform heels, shuffling with the short chain on my ankles, I was d****d over a couch on one side, and both of my holes were filled as the men crowded around. My boipussy was already sore from earlier, but still open and ready for the fuckings I was getting now. Soon, the ache subsided, and I felt full, the cock rubbing my prostate as it sawed in and out of me. My brain lit up with pleasure as I whimpered and moaned around the cock between my lips, and my mind went blank for the 2nd time in the day.
After the couch, they used me over tables, chairs, d****d me across the stage, anywhere they wanted. They took me from behind, or had me ride them, but I almost always had 2 cocks in me as my mind was assaulted with perversion, pleasure, discomfort, submission, degradation as I came from prolonged sissygasms. I only wanted more cock, more cum, deeper submission, deeper slavery. At one point I realized that I had been put on my back into a sling, hanging above the club floor, completely surrounded by men as they abused me two by two. Cum was caked on my face as my eyes rolled back in pleasure, passing out and waking up several times before slipping into u*********sness.
When I woke, I was still a mess, and still cuffed. The main floor area had fewer men, but they were still masked. The videos had been replaced with low dance music, and as I focused around me, I found I was in a cage on the stage, left to rest after the men had finished with me. I felt completely broken, sore, and exhausted. As I lay there, I saw the other slave on her knees, leisurely sucking on one of the men's cocks as he sat on the couch, holding her leash while she bobbed her head up and down. I assumed I'd have similar duties at some point, but I closed my eyes again and rested.
The cage was pushed onto the elevator at some point, and I sank into the ground as Daddy collected me. He cleaned me up, telling me what a good whore I was, although I can't remember exactly. I was wheeled back to my cell once I was dressed up in what looked like new schoolgirl clothes, no doubt added to my debt. Sleep came quickly.
I awoke the next morning, I found out later, much in the same position as before. Cuffed, chained, confined. This time, I wasn't gagged, and was grateful for being able to relax my jaw. I looked around, and saw the other slave in the next cell, bound, but also ungagged. She noticed my movement and looked my way.
"Hi... I'm Amber. They told me you're new here, and they're letting us talk for a while. I think they want me to tell you about things here, or how I got here.."
"Hi Amber.. I'm Stacey.. yes please, tell me how you got here, you're just as... trapped.. as me?"
"Yes.. maybe more. It all started about a year ago..."
I listened in her tale, I was a captive audience.
I was 19 and had only been in college for a year, and the job that paid my cheap rent and bills, kept me in town for the summer. Money was usually tight, but my parents helped out where they could, living a few states away, as well as some grant & scholarship money I was lucky to get.
I had 2 roommates to split the costs, but I had some privacy to dress up as my sissy self, Amber, with good practice in makeup and heels. I was small at 5'2", so it wasn't hard to find cute or slutty clothes and shoes that worked for me. I had a couple of outfits, and some toys that I was careful to hide in the shared house, including a couple of buttplugs and dildos I'd been stretching myself out with, working up to 8 inches in and out of my sissy hole, and learning to deepthroat.
I was horny all the time, but was very shy with classmates and peers, my slight frame and introverted nature getting the best of me. I liked girls most, but the thought of submitting to a man had started to turn me on not long ago, soon after I started my dressing in secret. I turned to the internet, and soon found there were plenty of older men who were willing to give a lot of attention to someone like me.
The first few times I sucked cock weren't all that exciting, the men were patient & kind as I quickly got into the act of giving blowjobs to real cocks. Warm, fleshy, hard, and soft, with a reward at the end to swallow. They let me take my time, but didn't want much else when it was over, a quick blow & go for married men. I never dressed for them, always nervous at being seen like that by anyone. Until I met Sir, which he would only let me call him. Mid 40's, fit, and a bit rugged looking, with what looked like a 7 inch cock.
I let it slip that I liked to dress, and he insisted that if I come meet him at his apartment, that I must dress for him. He made me feel wanted and desired as a sissy, and my growing adventurous nature soon led me to his door, where I dressed in my cute outfit of a pink dress, white stockings, and mary janes, with pink bows in my already long dark hair, down past my shoulders. A bit of makeup accentuated my features as he put me at ease, calling me pretty, cute, sexy, and getting me in the mood to please him. I gave him an enthusiastic blowjob, but he liked to give me orders on how he liked his cock sucked. I liked the feeling of being told what to do.
By the time I left, he had invited me back for another day, making me feel more welcome than the one-off encounters had before. I told him that I liked being ordered around, so he made his invitation an order. I knew that I would return. It was a week before it happened, and we messaged each other on kik to plan, and talk.
Sir had compliments for me. "You did such a good job the other day, Amber, you weren't k**ding about getting practice. You looked so cute while sucking me, I had a hard time not grabbing your hair and fucking your sweet mouth"
I giggled "That might have been fun, Sir, I really liked being told what to do.. if you wanted to be a little rough with me, I don't mind.."
"Very interesting.. I didn't want to scare you away, you seemed very skittish at dressing up for me and going as far as you did, but you ended up enjoying yourself"
"Oh yes Sir. At first I was really worried, but you didn't hurt me, and I felt like I could really relax as Amber and start letting go. Having your hands on my head, in my hair, and all the little orders you were giving me really got me going."
"I could tell, Amber, you seemed like a natural submissive from the start. Tell me, do you have other submissive thoughts and fantasies? You can tell me if you like, it's ok."
"Well... I've been reading lots of stories, and watching more porn, Sir, and... it really kind of excites me to think of being.. maybe... tied up..." I was nervous in my admission, but turned on, feeling like he was someone who might understand.
"Very good, Amber, that's perfectly natural for a submissive sissy. In fact, that's something I enjoy doing with sissies who are excited by it. Next time you come over, I'll show you the different bondage toys in my collection, and if you're comfortable, you can pick out some to wear for me."
"Oh wow.. thank you Sir! Umm.. another thing that I like in those stories, Sir..."
"Yes Amber..?"
"I kind of liked it when the men were a bit.. meaner, I guess? Like, when they called the girls 'Slut' or 'Whore'... that was kind of exciting, too.."
"Is that what you want, Amber, for me to be meaner, more dominant?"
"Yes Sir.. I think so?"
"Good slut. Then this weekend, you are coming over, and trying out my bondage toys. Understood?"
I gulped as I felt my clitty twitch at those words. "Y..yes Sir, I understand."
-----
"This is what you asked for. This is what you wanted, slut!" Sir growled at me.
I couldn't say anything with his cock using my mouth at that moment, but I moaned loudly in agreement. This time I was dressed in a short black pleated skirt, fishnet stockings, fishnet arm gloves, tight black halter top, and red 5 inch heels with ankle strap. My makeup was much sluttier than before. I looked like a whore, and now I was starting to be treated like one.
In the few days before, we messaged more, and each time he teased me, and was more dominant than before, calling me names, and getting me to agree to moving beyond cocksucking. I got a safeword, 'red', just in case it was all too much for me, but I was getting more excited as the days passed.
As soon as I was dressed at his apartment, he wasted little time in making me feel sexy, groping and smacking my ass, and bringing out his box of toys. Cuffs, collars, clamps, some things I didn't recognize but was afraid to ask about. His downtown apartment was very spacious, clean, and had a beautiful view, but all I could focus on was the restraints that were about to be used on me.
Minutes later, linked leather cuffs held my wrists behind my back, and a black leather collar with 4 rings surrounding it was looped around my neck, with a chain leash attached. Sir held the other end of that leash as he used it to pull my face onto his cock. The feeling of helplessness was intoxicating. Scary, thrilling, I was feeling conflicted as Sir began to dominate me, all traces of his kinder demeanor having vanished now. The safeword lingered in the back of my mind, wondering he would listen to it..
"Keep sucking, just like that, slut. Mm yess, good bitch. Use your tongue like I told you, no teeth. If I feel too much teeth, I'll tighten your fucking collar."
I whimpered as I tried to give him my best blowjob, feeling the collar snugly around my neck already. I didn't want to find out if it could get tighter, so I picked up my pace for a minute, and did as I was told.
"Mm good bitch, you're getting it. Training you is going to be fun, you're a natural born fucktoy. Would you like that, slut? Do you want to be a little bondage fucktoy?"
The words were turning me on more as I serviced him, and a high pitched whimper escaped from me, unable to hide. I had started sending him links to stories and porn that got me going, stories about sissies like me that get turned into those helpless fucktoys, and I was starting to realize that some of those stories were beginning to come true.
After having some more fun with me, he pulled me off of his cock and bent me over his coffee table. I had already cleaned myself out before I arrived, having a feeling what was coming next. I stayed still, nervous, and horny as I felt him smear lube all over my sissy hole.
"You've already been training with your own dildo, so I know you can take this" Sir held up a large buttplug in front of me.
"Y..yes sir.. I think so.."
"Start getting it wet, then, slut." He brought the plug to my lips, and forced it in my mouth. In moments, he was swatting my ass, calling me a good little slut toy, warming me up as I licked and slobbered on the plug filling my mouth. A couple of minutes later, the plug was removed, and he slowly penetrated my pussy, until the plug was firmly lodged in. I was stretched as far as I'd ever been, and was in some discomfort, but it started vibrating, and discomfort started turning to something more pleasant as I got used to it.
"Soon you'll be ready for cock, slut. Your first real cock, first fucking. Turned into a real sissy fucktoy. I bet you like the sound of that, don't you bitch." He delivered a couple of swats to my ass, jarring the plug, sending ripples of sensation through me.
"Unnhhh yy...yes Sir..."
"Back to work, then, slut." He pulled me to my knees and turned me around, facing him as he sat on the sectional couch. Tugging my leash, I leaned into him, engulfing his cock once more, enjoying the sensation of being filled from both ends, and enjoying the feeling of helplessness from my secure bindings.
"The stories you sent me were enlightening, slut, and I'm sure you have more surprises in you. I especially liked the one about sharing the sissy with a friend. If I didn't know any better, I'd say you wanted that to happen to you, but that would mean you're really a whore."
He let me off of his cock for a moment, resting it across my face as he kept my head close. "Yes sir... I would be... if that happened..."
I was loving the way he teased me with that fantasy. He was right, showing that to him was almost like me admitting I wanted that..
"Well, it just so happens I told a friend about you, what a good little slut you could be, and he was very interested in meeting you."
"A.. a friend, Sir? Really?" I whimpered.
"Oh yes, and to be honest, he's even more dominant and mean than I am. The kind of man who will definitely enjoy training a cute little slut like you into being a real bondage fucktoy. Perhaps you'd like to meet him, hmm?"
My breath quickened and my mind reeled. Was this going too far? Or was this what I wanted? I was starting to be overwhelmed, and for the first time, I considered using the safeword. "I.. I don't know, Sir... oh god.."
He smiled at my squirming, and for a moment, his kind expression returned, stroking my face with his fingers, calming me down.
"I'll give you the choice. You can use your safeword right now, and I'll let you go. We can call it a fun day, and maybe have more fun another time, no strings. Take a moment to think about it, because if you stay, you'll stay until I say you're finished for the day. You'll only be able to use the safeword to take a break, but you will stay tied up until you're ready to finish. I think a part of you wants to lose your sissy virginity while being more helpless though."
I let out a low moan, breathing fast as I weighed my options. I enjoyed this helpless feeling, being used, so much more than I thought I would. If it felt this intoxicating now, I wanted to taste more, and taste it deeper. One little word would end it, but I didn't want it to end. While I was scared of how intense it could be, I also knew that I wouldn't be hurt. Not in any real way. He could see me thinking about it for the moments it took, continuing to comfort my vulnerable form.
"So, if the next word out of your mouth isn't your safeword, if it's anything else at all, then you'll stay, and do as you're told. You'll meet my friend, and you'll start knowing what it is to be a helpless fucktoy for us. Understand, Amber?"
Part of my brain was telling me to use the safeword, to get out of there, and go home with the thrill having been experienced. The naughtier side of me thought about the stories, knowing this was my chance to be a real sissy slut for men. Words from the stories came to me, words that a helpless sissy would use if she didn't have a choice, rising until they escaped from my mouth.
"Sissy whores don't get a choice, Sir.." What did I just do? My clitty twitched, the plug vibrated, and I panted like a bitch in heat as I realized I'd given my freedom away.
Sir's kindness vanished once more as a grin spread across his face.
"That's right, slut. You don't have a choice." He growled as he forced my mouth back onto his cock to stifle my moans.
I looked up at him with pleading eyes as he picked up his phone from a side table, and began to dial.
Sir's cell phone rang out as he called his friend. He used the speaker, so the volume was louder as he held the handset by his stomach, and I continued to suck his hard cock in anticipation. In moments, the call was answered.
"Is she there?" Sir's friend simply said.
"Yeah, she's right here, being a good little slut for me. You're down the street at the coffeeshop?" Sir inquired.
"Yeah, in a quiet corner for the moment. I take it she said yes?"
"Something like that. Here, I'll let her speak." Sir grabbed my hair and pulled my head off of his cock, holding the phone closer to me as I grunted. "Say hello to my friend, slut. He prefers to be addressed as 'Daddy' by little whores. "
I nervously followed Sir's order. "H...hi ..Daddy..."
Daddy spoke evenly "Hello Amber, I've heard some good things about you. Tell me what you're wearing and doing right now."
"Yes Daddy... I'm... I'm on my knees, dressed like a.. a whore.. I'm wearing a collar and leash, and my hands are cuffed behind me.. while.. while I'm sucking Sir's cock.. oohhhh." Saying it all out loud made me feel even naughtier in the moment.
"Good whore. And you're enjoying yourself, yes? My friend gave you a proposition, what did you say?"
"I.. I said that... sissy whores don't get a choice, Daddy..." Sir's grip on my hair was tight, he was grinning as he stared at me, expecting me to be truthful. I whimpered as I admitted these things over the phone to a stranger.
"That's a good answer, whore, and you're right. You don't get one. You know what you'll be doing shortly?"
"Yes Daddy.. I'm going to be made into a.. a fucktoy.. ooohh"
"That's right whore. A helpless bondage fucktoy. Get back to sucking, I'll meet you in a few minutes."
Before the call ended, Sir pushed my mouth back onto his cock, and kept me focused on sucking him as my mind raced. It was so humiliating talking to his friend over the phone like that, and I blushed as my mouth was used, my lust increasing little by little.
Minutes later, Daddy arrived, opening the door without knocking. Sir kept me on his cock, so I was unable to see the doorway behind me, but I was acutely aware of being watched while I was used as a bondage slut. The humiliation I was starting to feel was almost as potent as the feeling of helplessness in the cuffs and collar.
"She is a cute little slut, especially in that outfit. And those bindings. You found a good one, my friend." Daddy casually said over my shoulder as I heard his zipper come down, and his hand stroking my ass.
"Yeah, she's a natural, and her mouth feels great. I bet her pussy will feel even better."
"Perhaps, I can already see that this slut has a lot of potential. She's used an 8 inch dildo on herself, and took a large plug well?"
"Yeah, the little bitch wasn't k**ding. Didn't take much to stretch her out, her sissy hole is hungry."
"Good. How long are we keeping her today?"
"Maybe an hour or two. The slut is still new to a lot of this, I don't want to overwhelm her too much. Enough time to give her a real taste of what it means to be a sissy whore."
"Good, a prime piece like this needs to be broken in helplessly."
I felt a couple of smacks on my ass, followed by Daddy fingering the vibrating plug. The way they were talking about me, making plans like I wasn't there was adding to the humiliation, and I found myself liking it more. I moaned around Sir's cock as Daddy pressed the plug inward, forcing me more forward onto the cock in my mouth, gagging in the process.
"Music to my ears" Daddy chuckled.
"She doesn't gag often, she can really take a cock. Give her a try."
Sir pulled my head off and handed the leash to Daddy, who was taking a seat next to Sir. I shuffled sideways at the leash went tight, and his cock was the first thing in saw. Larger and thicker than Sir's, it reminded me of my 8 inch dildos. He was also fit, older than Sir, maybe 50, and he had an evil smile on his face as he forced himself into my mouth. I gave him the same attentions that I gave to Sir.
"She's enthusiastic, damn. Talented little thing, with a little work, she'll be a pro at it."
I did my best to take his large cock. Every pull of the leash was a tiny rush to my sissy brain, already going into overdrive at being shared with this stranger, and the new humiliation of it. I was in a lustful trance as I bobbed my head on him, and soon I felt Sir gripping the plug in my pussy, slowly twisting and pulling it out. I moaned, knowing what was coming next, unable to stop it.
"Time for your lesson, slut." Sir said as he removed the plug and slapping me on each ass cheek. "Let's get these out of the way, too"
For a moment, I didn't understand, but then Sir gripped my wrists, crossing them higher on my back, before attaching a jangling chain between the cuffs and the rear loop of my collar, which felt tighter with the added tension. I somehow felt more helpless. Daddy pulled my head off of his cock by my hair, and held me there, my lips just out of reach of his glistening rod.
"You're still learning, slut, so we won't go too rough on you tonight. Do a good job and we can teach you more. If you use your safeword for a break, we might not invite you back." Daddy was stern, and it made me want to please him more. I heard a condom wrapper being ripped open behind me, and I moaned as Daddy held his grip tightly.
"Yes Daddy, thank you Daddy..." I whimpered. I was nervous, but so excited, more turned on than I'd been in a long time. At that moment, I hoped I would be allowed to come back for more.
I felt Sir's hands on my hips, his cock pressing against my loosened sissy hole as he knelt behind my bound form. Without anywhere to go, I took inch by inch as he took my sissy virginity. Already stretched and practiced, there wasn't much discomfort, just pressure and fullness as he went deeper. I held my breath as I was impaled, realizing that I had a real cock in me, panting again like a bitch. Soon it was all the way in, Sir using my hips to hold my ass close to him as I adjusted to the intruder.
Moments later, Sir was slowly thrusting in and out of my pussy, and I began moaning as he found the right angle to rub my prostate, my sissy button. I had found it at times with my dildo, and on those occasions, pleasure flooded my brain as I gasped for more. Sir was rubbing his cock across the spot slowly, squeezing my hips as he did so, and my arms moved as a reflex to the sudden pleasure, pulling the collar against my throat. My eyes started rolling up as I let out a high pitched moan, the combination of everything driving me crazy.
"That didn't take long, jesus, what a little whore. This is going to be good" Daddy smiled as he held my head up, and with the other hand, stuck his thumb in my mouth. I immediately started to suck on it, whimpering as Sir continued his pleasurable assault.
The pace of the fucking started to speed up, and Sir was both rubbing and jabbing at my button. I rhythmically moaned around Daddy's thumb as I got used to the intensity. Daddy removed his thumb, and I whimpered incoherently for a moment before my face was plunged back onto Daddy's rock hard cock. He roughly used my hair and the leash to fuck my face, as I did what I could to keep my teeth from grazing his shaft. I couldn't focus enough to throat him well, and I ended up gagging on him as he used my mouth.
Somewhere in all of that I realized that I was now a real fucktoy, stuffed with the cocks of two men. One I hardly knew, and one who I'd only just met. Tied up and helpless, until they were done with me, whenever that would be. I didn't want it to end, I was scared, turned on, excited, and out of my mind with pleasure. Beyond intoxicated, I went into a mindless trance as I was overloaded and overwhelmed.
"I think the little whore might get addicted to this, hasn't needed a break yet." Sir said without changing his thrusts, always in control.
"Oh yeah, this slut is gonna do real well with us. Let's step it up a bit and see." Daddy said as he pulled my head up again. "Enjoying yourself, fucktoy?"
"Y-yes.. yes Daddy!! Ahhhh!!!" I could barely think with the constant stimulation.
"Good, because that's what you are now. A sissy bondage fucktoy. How do you like being so helpless, slut? Is it like you thought it would be?"
"Yyyesss, yes Daddy... oh God, I love it!!!" Tears were streaking down my face as I admitted that, making my mascara run as well.
I felt a sting on my face as Daddy slapped me across it. And again on the other side. I moaned as the new sensation joined everything else they were doing to me, I felt so degraded by the slaps, making me feel even more like a plaything. The break safeword lingered in the back of my mind, but it stayed there, it was now a useless option. If this was what did it for me, I wanted more, and to be able to come back again and again.
They used me at both ends like that for a while, I had no sense of time. Eventually, they pulled out and switched places, and Daddy stretched my pussy out as Sir fucked my mouth. The rhythms changed, but soon, Daddy was taking advantage of the right angles, and while he kept the waves of pleasure going, he alternated slaps on my ass as he pulled on my wrists for leverage. Sir used the leash to control my head when there was enough slack from Daddy's thrusts, at points he pulled my head up and slapped me like Daddy had. They didn't hurt a lot, but they were firm enough to keep me humiliated, and I was quickly beginning to love the feeling.
It was a while before they were finished, calling me slut, whore, fucktoy, telling me how I was made for this, and other things I could barely register. Once they were ready, they pulled out of me and sat me back on my knees, but pulled my head up.
"Open wide, whore" Daddy said as they neared climax.
I did, and moments later, forceful jets of cum blasted across my tear streaked face. They covered my face in their loads, turning me into a cumdump in the process. I caught what I could with my mouth, swallowing what I got, and whimpered pathetically as they finished on my cheeks and forehead, wiping their cocks on my lips, smearing around what they had given me.
I stayed there like that for a while, catching my breath, still horny and reeling from the intensity of my first fucking. I wasn't tired, yet I felt exhausted. I wanted more, but knew I needed to rest, and think about everything that happened. Soon I was pulled to my feet, and escorted to the bathroom.
Sir removed the restraints, and set my boy clothes out as he told me to undress and take a shower, and to process my new piece of reality. In a haze, I obeyed, and cleaned myself up.
Before I left the apartment, both men were waiting for me near the door.
"You did well today, Amber, and we know you enjoyed yourself." Sir said as he put his hand at the small of my back.
"Yes, you were born for this. We'll both be texting you soon, I'll definitely enjoy training you more. I think you're looking forward to it, aren't you, slut?" Daddy said as he lightly gripped the back of my neck, squeezing slightly. I felt so controlled by these men, and I liked it.
"Yes Daddy.. i am.." There was something more dominant about him than with Sir. He didn't show the same kindness, and was the one who made things rougher. It seemed like he was a bit more in charge of things than Sir was, and I liked it. I wondered what the next time, or times, would be like, and my clitty twitched at that thought as I left, reflecting on the events of the day as I made my way home.
After I got home, I came harder than I remember ever cumming, buzzing afterwards. Shame didn't last long, and arousal took over quickly again. I came hard twice more that night, drifting off to sleep wanting more. I played with myself every chance I could over the next few days, reliving the memory of becoming a helpless fucktoy, and the two men that did it to me only fanned the flame with the texts they sent during that time.
"You took your lesson well, slut, we're more than happy to teach you again and again, as long as you're a good whore."
"Your sissy button was easy to find, slut, you'd better return soon if you want to feel our cocks sliding over it again."
"We have more toys for next time, slut, don't disappoint us or you won't be allowed back to play with them."
I was too nervous and horny to reply with much other than a "Thank you Daddy", or, "I want to be a good slut, Sir." As horny as I was for more experience with these men, The rational side of me resisted. Have I already gone too far? How deep did this well of perversion go, and did I want to find out? Yet, every time I pondered it, the stories and porn that kept me up late at night crept into my thoughts, and how the possibilities could unfold from my new experience. They hadn't hurt me, and they let me go after giving me what I had asked for, so I felt somewhat safe. My sissy hole was sore for a few days, but once that subsided, I felt the itch in my pussy and my mind, pushing me to meet with them again.
I texted them back. "I'm free tomorrow night, Daddy & Sir, may I please have another lesson?"
----------------
Daddy's house was near town, and didn't take long to get to on the bus. It was nice, but so ordinary in the suburbs, you'd never know by looking what happened behind his door. They decided to move my lessons there, which Daddy said was more equipped to teach little sissy sluts their place, but he said fun might still be had at Sir's apartment. There seemed to be a lot of room in his 2 story home, but the only tour I got was down into the basement, where the playroom was set up.
"That's a good little slut, I missed those cute cocksucking lips. Don't slow down, take it deep, whore." Daddy sternly said as I sucked him.
My wrists were once again cuffed up behind me, attached to my collar, with Daddy holding a heavy chain leash instead of the thinner one from before. I was wearing my whore outfit and 5 inch heels from my first time with them, my makeup appropriately slutty. This time, the cuffs and collar were secured by padlocks, and even the chain that tethered my wrists upward was thicker. I felt a little more trapped and helpless than before, and it was like a d**g I couldn't get enough of.
"She's such a good, obedient fucktoy, so eager to learn her place. There she is, all secure now." Sir chuckled behind me.
I was bent over a padded stool, and Sir had just finished putting new toys on me. My top had been pulled up to make room for the nipple clamps that bit into me, and the momentary pain turned to a throbbing discomfort that felt lewd and obscene, amplifying the feeling of submission. Ankle cuffs were locked onto me, separated by a spreader bar he attached to the stool's base. A wide strap kept my belly tight against the padded surface as he twisted the familiar plug in and out of my sissy hole.
"The little whore loves being helpless, more than most of the sissies I've used. I didn't think she'd come back this fast." Sir laughed, smacking my ass.
"Me either. It's been a while since I've had a slut this naturally good, but she needs to learn a few things before she's ready for something more than play." Daddy intoned as he used the leash to control my head on his rod.
"True, but I think she's headed that way already, wants it too much for her own good. It's hard to believe she was a virgin less than a week ago." Sir chuckled.
I wasn't sure what they were talking about, but the intense feelings from a few days ago were building again, and I knew I wanted to learn as much as I could from these men. The deal was the same as before, I had a safeword to use in case I needed a break, but it was clear that once they started using me, I wouldn't be able to stop it or leave. Daddy kept teasing that if I used it, I might not be able to come back for more, and I wanted to come back.
Soon, both men were fucking into me as they had last week. Their use was rougher, the smacks on my ass stinging more, with harder poundings and mouthfucking. They kept my sissy button, my prostate, stimulated at the right angles and speeds, and it wasn't long before I was mewling incoherently as Daddy held up my head once more to slap each side of my face occasionally, telling me what a good little whore I was.
After switching positions and using me hard some more, they pulled out and looked at their handiwork, panting for more of the same. Sir walked to a cabinet, and pulled out a large dildo that was soon lodged firmly up my well fucked hole.
"We're going to take a small break, but we'll be back soon. Open up, there's more for you to try out." Daddy said with a smirk.
I obeyed, and a moment later a metal ring gag was placed between my teeth and secured around my head. Feeling the buckle tight around my head, I also felt the dildo start vibrating strongly, pressed up against my sissy button. A piece of tape across my ass kept it in place. As I started to moan again, a black cloth was placed over my eyes, and tied around my head. My moans intermingled with whimpers at the new additions.
"You're getting a fuller treatment today, whore, you can thank us later. Don't have too much fun while we're gone, hehe" Daddy laughed as I heard them exit the playroom and close the door. All I could do was moan and squirm, realizing how thoroughly I was tied and locked to this bench, gagged, blindfolded, stuffed, and left alone to contemplate my utter helplessness at the hands of these men. It was more intense than it had been before, and a part of me whimpered pathetically at the thought of nobody knowing where I went today, before getting relentlessly turned on by that same thought.
If I wasn't addicted before, I was now hooked for sure, not wanting to go very long without this kind of treatment. It terrified me how much I loved it, a terror that only sharpened my arousal. What was wrong with me? I couldn't think clearly anymore, all I craved was this abuse. The safeword lingered, but I liked that I was gagged, unable to say it, as much as it made me nervous.
It was a lot longer than a few minutes, not that I could tell by how long. I heard them come back, though, and I was still squirming in my bonds, unable to touch my dripping clitty, or the dildo keeping me stimulated. They unstrapped me from the stool, and unhooked the spreader bar before helping me stand, and guiding me to another part of the playroom.
When I looked around before, there was a cross with shackles, a cabinet with all sorts of straps and toys, and a padded table of some kind. I felt myself being laid down on my back on the table, my cuffs momentarily unhooked. My collar was clipped to the table behind my head, the spreader bar was reattached to my ankles, and they bent my legs up, folding me as they looped a chain between the bar and the front of my collar. A strap went around my midsection, securing me to the table, and my wrists were finally attached to the same place as my ankles on the bar, with my ass hanging slightly over the edge.
Open, vulnerable, and immobilized, they knew how to handle me, groping, pinching, and slapping me as they manipulated my prone body. My moans and yelps filled the space as they played with me, untaping the dildo and slowly fucking me with it. Soon, the ring gag came away, but the blindfold remained.
"Your clitty is so stiff and dripping, slut, it's obvious that you're loving this. Did you enjoy your little break, chained up and alone? We even locked the doors behind us to make sure, hehe" Daddy cruelly chuckled.
"Unnnghhh yes Daddy, thank you Daddy!!" I whimpered out, being driven crazy by the constant bondage and stimulation.
"Of course, now that we were generous enough to give you that break, you won't need your safeword for the rest of the day, will you, whore?"
I whimpered for a moment, the thought of having my only choice removed, as small as it was, was daunting to my nearly defeated rational mind, but it quickly became another link in the chain binding me to these men. If they took it away, I wouldn't be tempted to use it, and risk not being invited back.
With that hesitation, Daddy slapped each side of my face again. The humiliation, combined with everything, pushed me over the edge.
"Ohhhh god.. y...you're right, Daddy.. Please take it away from me uunngghhhh"
The words fell out of me as my moans increased in pitch.
"Good whore." Daddy said with some satisfaction, a moment later, a ball gag was stuffed in my mouth, strap secured, and the dildo removed. My pussy missed the feeling for only a few seconds, quickly replaced by Sir's cock, and he wasted no time in finding the right spot as he fucked me long and deep.
They continued their pleasurable assault on me. Calling me filthy names, spanking my ass, pulling on my nipple clamps, slapping my face occasionally, and even gripping my throat lightly, squeezing a little as my muffled sissy mewlings let them know that every piece of bondage and treatment were making me too far gone to care about anything other than being a real, undeniable sissy fucktoy for these men, who knew how to play me like a cheap fiddle.
I lost track of time again, all that mattered was the delirious feeling of cock and helplessness. Eventually, Sir pulled out, and was replaced by Daddy, stretching my hole for him again as he immediately began roughly fucking me while Sir tended to the clamps pulling and face slapping. They kept it up for some time before Daddy started changing his rhythms, I could feel myself starting to become sore and exhausted, even though my brain screamed for more.
"Yeah, little helpless fucktoy. All tied up in a basement, dressed like a fucking whore, being used by two men old enough to be your father. I bet your parents would love to see you right now, bet they have no clue what a little sissy slut you're becoming" Daddy growled.
His words only added fuel to the fire, shame mixing with pleasure that sent a stab of lust through me. They laughed at my high pitched whimpers, and I felt pressure building underneath the pleasure. Daddy didn't stop fucking or growling.
"Yeah, you're a fucking natural sissy whore, can't get enough cock and cum. Maybe we should turn you into our sissy sex slave. Unngh. Would you like that, whore? You'll be dressed up and serving cock a lot, being used often, just like this, an on-call whore."
Pressure continued to mount deep down as I took in his words, his cock, and his spankings. Sir punctuated the words with well timed face slaps, and I felt more humiliation at my position than I thought possible moments before. Daddy wasn't done yet, though.
"Mmm you'll make such a good slave, whore. You're about ready to meet our friends, they absolutely love abusing sissies like you, and you're too good not to share with the group. Yeah, you'll make a great little group whore."
At picturing being a slave to more cocks, and not having a choice in the matter, I let out a tortured moan as I exploded. Without touching it, my clitty erupted all over my belly, my chest, even reaching my face, in the most powerful orgasm of my life, my first sissygasm. Daddy kept grinding his cock against my sissy button as I came all over myself, slowing to a drizzle. His constant stimulation prolonged the event, and I was powerless to stop it as the moments of pure bliss stretched on for longer than I knew was possible. Something in me broke, and the rational side of my brain was nowhere to be found.
I didn't register much after that, until the blindfold was taken off, and the gag removed. I saw the two of them with their cocks pointed at my face, and I whimpered as their jets of cum once again covered and decorated my face.
I lay there, bound, as I came down and regained my senses. Daddy and Sir had cleaned up in the nearby bathroom, and helped me out of my trappings. There were moments of pain as the clamps came off, followed by a dull throbbing, and being bound and used in those ways for that long, left me sore. They helped me to the bathroom, with undressing, and cleanup, letting me take my time and rest a bit afterward. Daddy said he'd keep my outfit at his house, for the next time, and nodded in my post-bondage haze, before Sir drove me back into town.
-----------
That night, totally spent, I fell into a deep sleep dreaming of being tied, surrounded by faceless men and large cocks. Even in my rest, I could not escape the new desires that drove me forward into the hands of Daddy, moreso than Sir.
My alarm woke me, and I was still aroused from the previous night. I took an effort shrug it off on my way to my job, my rational side trying to reassert itself, but I was distracted throughout the work day, the intense memories and feelings regularly invading my thoughts & daydreams.
Was last night going too far, too deep? Was this safe? How is this going to affect my life, my job, and school? But I also rationalized that I was unharmed, and that the ways they hurt me were very arousing. They let me go, and made sure that I was healthy and clean, Sir even giving me a ride afterward to my part of town. What's the harm in going back? The choice was still mine. The choice..
It's as though they were testing me with each new turn of helplessness and humiliation, seeing how I respond to such rough treatment. So deliciously rough..
It all floated in my mind for hours, and I got texts from both men as the day progressed. Sir's kind side was comforting, but somehow less appealing than it was just a few short days ago.
"You did very well, Amber, taking harsher treatment than most sluts can take. Not too sore or disturbed today?"
"No Sir, I'm fine, thank you.. I had a lot of fun. I'm still processing it, thinking about it all.."
"That's good, Amber. I want to make sure you can handle it, before you get in too deep. The rabbit hole goes a lot further, and you might not be so addicted that you can still walk away."
"Yes sir.. I think I understand.. thank you, I'm not sure about a lot right now, but I'm figuring it out."
"Good slut".
I wondered what he meant exactly, but I was afraid to ask. Or I didn't want to know yet. Daddy's texts were firmer, and I found myself wanting to listen to him more.
"You're a gifted fucktoy, slut. You took the abuse well, and are coming along quickly. Next time should be even more memorable."
"Thank you, Daddy... what will happen next time, do you really have more friends who would join in?"
"When you come back, you'll find out, slut. I think you need to be kept in suspense a little. My friend checked in with you, and told you that you could still walk away, before going too deep, yes?
"Yes Daddy.... but I don't want to walk away, I want to see how far it goes... will it be safe?"
"Safe? You won't be injured, or hurt.. at least not any more past what you've already experienced. I know you liked most, or all of it.
"Thank you, Daddy. And yes.. all of it.."
"Good. I'm emailing you some stories, and some porn links. They'll give you a clue as to what might be in store for you, depending on how you respond to things."
"Respond, Daddy?"
"Yes, slut. We need to make sure that you can handle it, and that you really do want it. Since you're newer to this, you probably haven't had many fantasies, and we've already blown past them. Am I right?"
"Yes Daddy..."
"So now you need an idea of what's beyond that, and where you might fit. Follow the instructions in the email, and we'll talk soon, slut."
"Yes, thank you, Daddy."
After work, there was an email waiting for me with instructions to read & watch the attached stories & porn, with a plug or dildo up my ass, but not to cum, and to tell Daddy when I had viewed them all. My roommates were still at work, so I had privacy for a few more hours.
Soon, a modest dildo, thin 6 inch vibrator, was lubed and up my sissy hole as I sat on it, beginning to view what Daddy had sent. A lot of them were about gangbanging tied little sissies like me, which was really turning me on, but intermixed with many of the stories were more extreme things. Slavery, blackmail, sex in seedy places, and I moaned loudly as I pictured myself in their places. Each piece seemed so crazy and wrong, but so unbelievably naughty that I couldn't help but grind against the dildo while savoring every word.
I knew I shouldn't tell Daddy or Sir which parts I liked best, out of fear of it happening to me, but I wondered if that mattered.. if I show up next time. No.. when I show up next time. I was so aroused & a little confused about what I wanted, or needed, but the rational side was losing again to my growing addiction.
After replying to Daddy, I was definitely highly aroused, and wanted permission to cum while thinking of all the new naughty possibilities that had been shown to me. Daddy's reply was a simple message with an attached video.
"Cum while watching this, whore"
I clicked play, and I nearly choked on my own arousal. It was a video they took while I was strapped to the table on my back, blindfolded & gagged. Seemingly set up on a tripod I never knew was there.
Daddy was fucking me, with Sir groping and slapping. The dirty talk was clear, and for the first time, I saw myself being used as a helpless fucktoy. I knew that nobody would be able to recognize me underneath everything strapped to my face, but the nervousness mixed with my arousal, and I felt a similar stab of lust I had felt the previous night.
I looked like a whore, a whore who loved every second, and who deserved every slap and spank while being used. I bounced on the dildo, panting like a bitch, rubbing my own clitty, and my orgasm came fast and hard.
I had trouble sleeping that night.
I couldn't believe I agreed to this, but here I was. The truck stop is maybe an hour from my house, and I was pulling into it from the highway now, dressed in stockings, panties, and my schoolgirl skirt stuffed underneath the pants I was wearing. Right next to me was my sissy bag, with everything else I'd need today - however, it turned out. This would be my first time meeting 'Daddy' as I've been calling him, and the first time I'd be dressed in public. We'd been chatting for so long, and it was finally time for me to meet him. Coming here is what he required of me, with everything to dress up.
I pulled into a space and began the rest of my transformation. I was a little early, I thought, so I had time. I took my pants and shoes off, stowing them in the back, and brought out my 6 inch heels with ankle straps, blonde wig, what little makeup I had, and the mesh arm gloves. There wasn't a lot of room in my little car, but I managed to strap the heels on over my fishnet stockings, set the wig in place with some adhesive, apparently very strong, and did my best with some eyeshadow, fake lashes, and slutty red lipstick. Up close, you could tell I was a stocky sissy, but from far away I thought I'd be passable enough. Just as I finished, I was about to text him that I was ready, but I heard a tapping on my window. Startled, I rolled down my window a bit, and said 'Hi Stacey'. I had told him what my car looked like, he had been watching me for at least a little while. Then he said 'Bowling Ball', the safe phrase we had agreed on before, and I knew it was Daddy. I nodded 'Hi Daddy, it's nice to meet you'. And I got out of the car with my bag to go with him.
I tottered on my heels, so nervous, as he led me, his hand starting on my ass, and moving up to the back of my neck and squeezing just a little, directing me towards his van parked about 50 ft away. He opened the side and got a small backpack of his own, and said 'Give me your bag, Stacey'. Setting it into the van and reaching in, he pulled out the leather cuffs and collar I brought and a coil of rope. 'Turn around' he said, and I did slowly. Knowing what was next, he placed the cuffs on my wrists, strapping them securely in place, pulled them behind me, and with a 'click' he used something to fasten them together. 'That lock should keep you secured just fine, Stacey'. I tested my bonds, and I had almost no slack. I was trapped. Next came the collar, sliding around my neck, and this time he showed me the lock as he secured the strap of leather around my throat, not tightly, but not loosely either. Clipping the chain leash to my collar, and placing the rope into his pack, he shut the van and started to lead me away from it, out into the parking lot. 'Ready, Slut?'
'Yes Daddy' I meekly said, my cheeks burning.
There were more than a half dozen trucks in the parking lot, and Daddy slowly led me around near most of them. I could see some of the truckers looking at us, and I felt so exposed in his hands like that, under strangers' eyes. We had talked about my fantasies, and what he liked to do with sissies, and my horniness finally got the better of me, knowing that I needed to be taken under his control. After a few minutes of showing me off, he led me toward the back of the lot where the woods started. Past the edge of the trees, not doing all that much to hide us, was a fallen treetrunk, a gnarled stump, and several smaller trees surrounding us. Daddy stopped here, took a towel from his pack, laying down underneath us, and turned to me, 'Well, wasn't that fun, Stacey? Now I think it's time to break you in a bit, I've waited long enough to use you. He groped at my ass, the back of my neck again, and brought his thumb to my lips, pushing it in as I swirled my tongue around it. 'On your knees, it's time for you to be my slut'. Restrained and unsure of my footing, I did my best to drop to my knees, with Daddy helping me down a little.
Once I was there, he grabbed my chin, making me look up into his eyes, and he said 'One last chance, Stacey. I just use you here, take your mouth and pussy, and then stop there.. or, I make those fantasies come true that we talked about. Remember, if it's the second choice, you only get to use the safe phrase twice, and then only to take a break. Otherwise, there's no backing out'. The choice raced through my mind as he unzipped his pants, pulled out his hard cock, it must have been 8 inches, and traced my lips with the tip of it. 'What's it going to be, slut? If you don't give me an answer at the count of 3, I'll chose the second option for you.' My eyes widened as I considered this one last time. 'ONE' He poked the head of his cock past my lips for a second, hitting the tip of my tongue and pulling out again. 'TWO' as he wrapped the leash tight around his fist. After a long pause, he stared at me, his cock poised at my mouth, waiting an extra moment for me to speak up, and I couldn't bring myself the choose the first option, so turned on, so honry that he'd made me. 'THREE', and I closed my eyes, and opened my mouth wider for him, as he pulled on the leash, forcing my head onto his throbbing cock. 'Good Girl. We're gonna have so much fun today, slut'.
2
Daddy guided my head with the leash as I sucked him. It had been a while since I had a cock in my mouth, so he only gagged me occasionally to get me used to it. 'Good, Stacey, mmm. You need more practice, but that's why you came today, right?' I could only nod and moan into his cock as he thrust it in again, gagging me. With my hands cuffed and locked behind me, I was helpless to his whims, just as we talked about. It was scary to be tied and exposed like this - dressed like a schoolgirl slut- in the woods next to the truckstop, but it was turning me on so much, too.
I closed my eyes, lost in the sensations of his cock between my lips, and after a minute he let some slack into the leash. 'Keep sucking, Look up, slut'. I opened my eyes, bobbing on his cock, and he was holding a camera. He took shot after shot of his cock stuffed in my face, and my eyes went wide. I knew it was going to happen, but they were now the first pics of me sucking cock, dressed like a schoolgirl... "These are a good start, slut. We'll make you into a little pornstar, yet." laughing to himself slightly as he pulled the leash, and my mouth, back onto him.
After a couple of minutes of getting lost in my sucking, he pulled me off of his cock. 'Time to get you used to having a cock up your boipussy, bitch.' he gruffly said as he pulled my leash and forced me to shuffle on my knees over to the gnarled stump nearby. He made sure I was bent over it, and tied my knees & ankles so that they were at either side of my perch, forcing my ass open for Daddy. I could hear him tearing the wrapper to a condom as he came into view, then sliding it over his now very hard cock. I'm going to give a choice, Stacey, since you've been a good little slut so far. This is going up your ass one way or another, and to help keep your squeals down, I can give you this gag.' as he pulled a bright red ballgag out of the pack now resting beside me. 'Of course, if you have this in, you can't use the safeword, but a good little slut like you won't need it for a simple fucking, am I right?'
I thought about it for a moment before looking up at him, whimpering 'Yes Daddy, you're right.. if you think your slut needs a gag, she should wear one..'. Daddy gave me a crooked smile. 'Good gurl' as he pushed the ball between my teeth and painted lips, buckling the strap in the back. He stepped away for a moment, grabbing his camera before coming back into view, taking more photos of me helpless. He came back around behind me and started to feel my ass. 'Keep your eyes front and down until I tell you, slut'. I kept my gaze cast downward.
I felt a cold sensation on my boi hole, guessing that it must be lube. 'We don't want you hurting too much, do we?' He chuckled again. He slid one finger in, probing me, followed by a second, and then a third. I winced at some pain, but I also started to moan into my gag. 'I think you're just about ready.' I saw his hand reach into the pack again out of the corner of my eye before he said 'Look behind you, to your left, slut'. I obeyed, looking back as far as my position would allow, and I gasped into my gag. I could see three truckers at the edge of the clearing, rubbing their tented pants as they watched the show we were putting on. My mind raced as I saw more movement behind them. One? Two more men walking this way? I wasn't able to tell fast enough as Daddy slid a thick black cloth over my eyes, and tied the ends of a blindfold behind my head tight as I whimpered into the gag.
'Now things are getting interesting, Stacey, wouldn't you agree?' Daddy growled as I felt what must have been his cock start pushing its way into my loosened hole, as I he pulled on my leash, choking me slightly as I moaned in pain. A few minutes passed as he teased it in and out, inch by inch, filling me up as I tried to adjust to the burning in my ass. Part of me wanted to use the safeword before remembering that I couldn't speak, but I knew that I needed this, to be treated like a cheap whore, fucked without any choice, giving myself to Daddy. Once he was buried all the way into me, he rested his cock in my stretched-out boipussy until I quieted down some, and he began sawing his meat in and out of me, pulling on the leash, pulling on my hips, occasionally slapping my ass while muttering 'Yeah, you're a tight fuck, Stacey. You're going to be a good whore for Daddy, I have plans for you. Mmm yeah bitch, moan for me.'
In spite of myself, I had already started to feel good from his fucking, his cock hitting that spot deep inside that was driving me wilder with lust, balancing out the discomfort, and I started moaning into the gag, beginning to meet his thrusts as best aI could, tied and prone as I was. After a while of intensified fucking, Daddy pulled out and I heard him come over to my front, loosening my ballgag and letting it dangle around my neck. I heard him slip off the rubber of the condom before pushing his engorged member into my mouth. No sooner than had he entered my mouth, he started to cum hard. A couple of shots hit the back of my throat as I started to cough, and he pulled out, the next spurts landing on my face. 'That's a good slut, swallow what you had left in your mouth, and leave the rest on your lips.' I gulped what remained and rested for a moment saying 'Yes Daddy' as I relaxed my jaw.
Still massively turned on from the intense fuck, I waited anxiously, trying to rub my hard cock against the tree stump for a little more stimulation. I heard some rustling for a couple of minutes before I felt a smack on my ass, startling me. 'Now, now, slut. No getting off on a tree stump. You still have work to do.' He spanked my ass a few more times, and I let out a little yelp for each one. 'Who do you belong to, Stacey?' SMACK. 'You, Daddy!' SMACK 'What are you, Stacey? SMACK. 'I'm Daddy's little whore!' SMACK. 'Good Gurl, you're coming along nicely.'
I felt another hard cock wrapped in a condom at the entrance of my pussy as two hands gripped my hips. It must have been one of the truckers! Daddy was already starting to share me with them, and not just putting on a show! In the chats, he said he'd turn me over to whatever truckers were there, wanting to use me, and pimping me out. He said it was the only way a bitch like me could learn to be a good whore, but I didn't really believe that he'd do it.. not at a first meeting like this! But there I was, tied and dressed in the woods about to be fucked by a man I couldn't see. I started to whimper as another cock pushed past my lips, this third man tugging at my leash, pulling my head onto his cock as the one behind me buried his cock up to the hilt. Was it too late to use my safe word? Would it matter, since I would only get a break, and they would all start using me again? I didn't have much time to think as I was lost in a haze of lust again, cocks stuffed in both ends.
'Don't worry, I'm making them all use protection. Are you surprised, Stacey? I hope you didn't think I was k**ding about fulfilling those fantasies we've talked about for so long. Be a good whore for these men, and make them happy. There are more waiting,' I heard Daddy laugh to himself off to the side. My god.. he was turning me into a whore for these strangers in the middle of nowhere, and as scared as I was, I was lost deeper in the overwhelming lust I felt as the two men began using me harder.
3
The two cocks in each end of me kept me spit-roasted for several minutes, the men attached to them showing no mercy. I tried not to gag on the cock in front of me as the cock in my boipussy pistoned in and out. I felt the occasional slap on my ass as they used my helpless body. I tugged at my bonds, but there was no slack to the cuffs or the ropes. The man in my ass pulled out, and I heard him come around to the front before feeling his cum spurting on my face as the man in my mouth fucked my face like a pussy. He sped his thrusts, then pulled out of my mouth, and seconds later I felt more seed hitting my cheeks and lips.
I didn't have much time to think about the two strangers' cum dripping on my face, with the next moments having two fresh cocks entering my mouth and ass at about the same time. I thought that there might be 5 men other than Daddy there, but I couldn't be certain with the blindfold, for all I knew there were more waiting to treat me like a dirty slut. The two new men used my just as roughly as the first pair. No tenderness or kindness, just groping, spanking, choking me with the leash, and fucking into me. They lasted many minutes more, and the man in my pussy pulled out to cum all over my ass, the man in front cumming on my face, adding to the collection of loads.
Two more cocks took their place right away, and I received more of the same. I was losing sense of time, being in an almost constant haze of lust. My mind drifted with the pleasure I was feeling from the cock in my ass. I had driven up in the morning, and Daddy had met me at my car a little past 10am. I had no idea how much time had passed now, and there was still most of Saturday to play. I hadn't told anyone I was coming here, my persona as Stacey was a closely guarded secret from the rest of my life, now here I was being turned into a whore by Daddy, having given so much control to him freely.
More spankings and increased intensity snapped me back to the present, as they both finished on my face, and 2 more cocks filled me. I was getting accustomed to the harsh treatment, but I was becoming sore in my pussy and mouth, my limbs were aching from being trussed up for this long. These two men lasted longer and finished on my ass and face as well. As soon as the man in my mouth nutted on my face, I croaked out the safeword loud enough that I hoped Daddy could hear it.
'Bowling-Ball!'
I didn't feel any more cocks yet, and breathed easy as I heard Daddy speak for the first time since he turned me over to the truckers.
"OK, Stacey. You get a break now. You managed to service all of the cocks anyway, though I won't tell you if any of them were repeats. Sit tight and relax, you've been a good whore for Daddy. So far."
I heard more rustling as the men seemed to leave. It was a minute or two before I felt hands at my head, and light hit my eyes as the blindfold was pulled off. I blinked, getting used to seeing again quickly, and looked around the clearing as best I could. There were used condoms on the ground in front of me as I felt the cum on my face. Daddy stepped into my view with a camera as he took a few shots of me as I looked up into the lens with helpless eyes. Then I noticed behind him and to the side, there stood a video camera on a tripod.
"That was a good performance for someone without much experience, Stacey. I caught the whole thing on tape. Don't worry, it's all safe with me. Well, mostly."
He laughed a little and moved behind me. I felt him untying the ropes holding me to the stump, and helping me stand on my shaking legs, encased in my 6 inch heels. So much had happened in such a short time, and I saw the sun almost directly overhead as Daddy began wiping my face off with a cloth, and then wiping what cum was on my ass. I was still horny, but getting scared again as I began to calm down. Up until just a couple of hours ago, I had been so careful and private with this side of me, and now I had been gangbanged outdoors by strangers, and Daddy had recorded it all in pictures and video.
I started to wonder what else he had in store for me as he pulled out a small makeup kit, and began fixing my smeared lipstick and eyeliner, which had started running down my cheeks from tears of being gagged with so much cock.
"Relax, Stacey. We can't have you looking trashed all day. Stay still."
He then pulled a new gag from the pack, a ring gag this time, and set it in between my teeth, fastening the strap as it held my mouth open. He then took what looked like a medium-sized plug from the bag, and began to push it into my well-used ass, and it began to vibrate. I moaned as I felt the low level of pleasure humming in my ass, still not having had cum yet. He finished packing up the video camera and took hold of my leash as he began leading me out of the clearing. I tottered on my heels slowly again, still having to take it slow with my hands cuffed behind me, unable to help me balance. The new plug vibrating away didn't help matters either.
Daddy led me across the truckstop lot, past the big rigs and towards the cars where I was parked. He wanted to humiliate me some more before it was all over, and I was in no position to resist. Was this all he really had planned for me? He had said I should make sure I didn't have anything to do that day, and it seemed like it was only past noon. My question was answered shortly as we approached my car, then he led me past it. I gave a questioning moan as I looked at my vehicle, and all I got in response was a sharper tug on the leash.
We walked farther still, several spots down, where we finally stopped at a beat-up white van. My breathing intensified as I began to realize what he might have in store for me. Would he really go that far from all we had talked about? We had chatted online about so many dirty fantasies for so long, I never thought they would actually come true. I was starting to get scared all over again, but the thoughts that raced through my mind, combined with the plug lodged in me, were bringing back the haze of lust that had already subsided. I began to blush as he opened the back of the van, and I saw what was inside.
Whatever seats that might have been in it were not there now, and where they would have been rested a cage large enough for a person, but small enough not to be too comfortable. He unlocked the clip holding my cuffs together and tugged my leash forward. I didn't have much time to enjoy the new freedom of motion, though.
"Crawl up into the cage, bitch. We have a bit of a drive ahead of us. I can see you trying to guess what we're going to do next, but I won't tell you yet. I told you before I was going to bring some of the fantasies we talked about to life, you're starting to understand that I wasn't joking around. Don't worry too much, I told you I'd make sure it was all as safe as I could make it, I want to make sure You're still good and healthy to serve me past today, after all. You're not done being Daddy's Whore today, though. I still have more fun planned, and you need more practice and training."
My cheeks burning in shame, I did as I was told and crawled through the cage opening, curling up on a thick blanket that lined the bottom of the small prison. Daddy pulled some chains from a sack next to the cage, and proceeded to fasten my ankles and wrists to some of the bars.
"We don't want you moving around too much, do we, slut? Oh, one last thing. Just to make sure you get the full experience, and pace yourself for the day, You deserve a little reward for being such a good gurl for me. Enjoy it while you can" He chuckled.
Daddy then reached around to the bottom of my vibrator and turned it up another setting, and began stroking my steel hard cock/clitty for me. So lost to lust I was, that I began to cum almost instantly. I shot my load hard onto the blanket, and was shaking from how good it felt. Daddy wiped my softening clitty a little as he chuckled to himself once more, before closing and locking the cage door, followed by the rear doors of the van. Moments later I heard the van start up as my lust-haze melted away, and all that was left was a feeling of shame, dirtiness, and fear. My mind began to clear as my heart started beating faster, trying to guess which thing that Daddy was going to have me do next as the van went into motion, and sped away from the truckstop.
4
The van didn't have many windows, but there wasn't a lot to see anyway where I was. Tucked neatly in a cage, my wrists and ankles were chained to the bars, and a ring gag kept my mouth open, at first drooling a bit, but over time my mouth started to become dry. The vibrating plug in my asspussy didn't slow at all. I could feel the bumps of the concrete as Daddy sped down the freeway, and I had no way of knowing how far he was taking me from the truckstop. Was it 30 minutes? 45? It was hard to say. At first I was filled with shame and fear after Daddy made my clitty cum in the cage, but as my thoughts wandered on the long ride, the haze of lust grew again.
My mind drifted to my chats with Daddy. I had been talking with him on and off for over a year, and he lived far enough away that meeting wasn't an easy thing. He knew how to talk to sissies like me, who needed a firm hand, coaxing, patience. He knew how to draw out my perverted fantasies, telling him my dirty desires, before planting the seeds of something dirtier in my mind. I told him of my desire to be tied up most of the time, to be made to serve cock, to serve many cocks at the same time while dressed like a sluttish schoolgirl bitch, and to not have a choice. He carried it farther, and it only made me hotter and hotter to hear about how he wanted to take me to the seedy places like the truckstop and pimp me to strangers. The fantasies spiraled off from there, and I was under his thrall.
Finally, after missed connections and all this time, Daddy told me. "This is your chance, slut. I'll be in the area for work, and if you think you can follow through and be a good slave for me, this is your only chance." He told me of the truckstop, what to dress in, what to bring, and to have the day free, because once I chose the path of my fantasies, he said I'd need it.
I was horny as ever when I felt the van start to slow down and make several turns. After some time, I felt us come to a stop, and Daddy exit the van. Moments later, the rear doors opened, and Daddy opened the cage & unlocked my chains. "Come on out, slut, time to stretch out a bit, you're probably a bit cramped.' I was, too. Being curled up in a small space like that wasn't something I was used to, so I took a moment with my new, short lived freedom to strech out as I crawled from the cage. As I did, I looked around at where we might be. It was a parking lot on a small hill, and as I turned my head, I saw the building we were parked near, with a sigh saying XXX BOOKSTORE & ADULT THEATER. I froze in place as I heard the familiar chuckling from Daddy.
"There it is, now you're getting it, Stacey. Like I said, you need a lot of practice if you're going to be a good cockwhore for Daddy. That's what you wanted, right, slut?" Daddy looked at me sternly while groping my ass under my skirt. All I could do was look at him with half-closed eyes, whimper through my gag, and nod while my cheeks burned in shame.
"Good Gurl. Come along." Daddy tugged on the leash as we walked along the parking lot towards the door of this seedy place. I wasn't even sure what town we were in anymore, I had heard & read about places like this, but I didn't know one was nearby. Daddy had put me through more than I had ever experienced before already, and I was more and more in his control. Nobody knew where I was, not even me, and there was no backing out as my horniness increased, feeling the vibrating plug with every step.
We passed over the threshold, and I could see rows and rows of dirty videos, magazines, and sex toys filling the space. Daddy exchanged nods with the clerk, who handed Daddy what looked like a key, and the clerk eyed me with a sinister smile as I was led past him. I wasn't sure what to do other than follow Daddy's lead, but as I looked around the store, I saw 6 or 7 men spread throughout the place, and they were beginning to take notice. Daddy tugged the leash when I slowed down to look. "On your hands and knees, Stacey, we're going for a little walk around the place." With my hands free, it was easier this time to sink to my knees, and I steadied myself on all fours as my leash was pulled again, and Daddy led me up and down the aisles past everyone there, a few of them following me as I was paraded around. Putting on a show like this was incredibly humiliating, and it only stoked my fire.
After becoming intimate with the floor of the bookstore, I was led down a hallway in the back. At the end, there was a curtain on the left, and a passageway on the right, all dimly lit. We turned to the right, and I saw that the hall doubled back around, and lined along the wall were booth doors, and I knew what was to happen next as Daddy took me to the end of the hall to the last door. Unlocking the booth door with the key he'd been given, Daddy made sure I entered the small space, and followed, closing the door behind us.
Daddy didn't waste much time as he took a coil of rope from his pack, crossing and binding my hands behind me, encasing my torso in a harness of rope. I felt more helpless than before in this small space that smelled of cum, trapped by my own desires. Daddy unzipped and pulled out his swollen cock, stroking it before removing the ring gag from between my teeth. He allowed me to stretch my jaw a big before pulling me towards him, and I began slobbering all over his dick, knowing I could do nothing else. I sucked him long and hard, and I saw flashes go off above me as Daddy took more pictures of my debauchery. After sucking him for a while in silence, I noticed some movement out of the corner of my eye, and for the first time I noticed the hole in the wall, and an eye looking at me as I gave Daddy a blowjob.
"I'm about to cum, Stacey, be sure to swallow it like a good bitch." Daddy grunted as he sped his thrusts, and in moments his seed flooded my mouth as I gulped down my reward. He had me lick him clean before zipping back up. I knelt there on the floor, now feeling that is was sticky with cum to go along with the smell. He pulled a small, low stool that was shoved into the corner of the space behind me, and sat me on it, my legs folded up underneath and my ankles straddling the sides. He positioned it so that I was facing the gloryhole in the wall, and proceeded to tie me to the stool as I took in the close-up view of fading and stained blue paint above the hole, catching glimpses of movement through what I could see.
Daddy proceeded to take my leash, and fed it through to the other side of the hole, along with a condom he retrieved from the bag. "You know what to do, Stacey. I don't want to hear any complaints about your performance, so be a good slut and make your customers happy. I'll be outside making sure it's safer for you." I nodded as best I could. Did he say 'customers'? was he charging these men to use me? I couldn't think straight anymore as the implications of the word washed over me, and I panted heavily under the fresh stab of lust as I felt a covered cock come through the hole and rest in-between my lips, slowly pushing in. I closed my painted lips around the anonymous cock, and I felt my leash pull through the hole as I was forced onto the invading rod, helpless to resist. I went to work on his cock as best I could, and after a while, it withdrew from the hole. I heard the sound of the rubber stretching as the condom was removed, and the cock returned to the edge of the hole as the faceless man began cumming all over my mouth, lips, and cheeks.
He wiped his cockhead on my face before pulling back out, and tugging the leash, lessening my slack against the wall. There must have been a hook or handle of some kind on the other side that he had attached the leash to, because I was unable to lean back from the hole any longer. I heard his door open, some shuffling, and then the door closing. Moments later there was another cock at my lips, and I began my next gloryhole blowjob, unaware of how many men might be lined up outside, unsure if Daddy was taking money from them, and helpless to resist my fate as a sissy gloryhole whore.
5
There I was, trapped in a gloryhole booth on the wrong end of some nearby town. I didn't even know where Daddy had taken me, and it didn't matter at the moment. All that did matter was the second cock to come through the hole, into my waiting mouth. The unseen man had a grip on my leash, fed through the hole to help keep me in place. The ropes tied around my torso and legs, attaching me to the stool, kept me secure in my position as I sucked the stranger for all I was worth while the plug in my ass vibrated away. I looked sideways at the door as I bobbed my head, and saw that there was no handle, only a lock. I remembered hearing a click after Daddy closed the door, and my submission came crashing on me with each new thought.
What was I worth? Daddy called the men 'customers', and the thought that he might be turning me onto an actual whore fueled my already lust-ridden state. A firmer tug on my leash shook me out of my thoughts as the man held my mouth against the hole, pulling out his cock. moments later, condom removed, I felt more fresh cum coating my mouth and cheeks. I stayed firmly against the hole like that for another minute at least, the lower part of my face pulled clear through the hole. It was large enough for below my chin up to just below my eyes, and the fading blue of the wall was all I could see close up.
A third covered cock, larger than the last, pushed into my waiting mouth. I had no room to suck it, he simply fucked my face, gagging me, until he decorated my cheeks with his seed. The fourth gave slack on my leash again, but used it at his whim. A fifth, sixth, more came through in varying size and style. All of them treated my face like a cumdump, and I would never know who they were. Word must have gotten out about my services, because I counted a dozen cocks coming through that hole, more than the 6 or 7 men in the store when we entered. After the last one, I sat there in silence for a few minutes wondering when the next one was coming through, but instead, I heard the door unlock, and Daddy opened it up.
"Look at you, Stacey. You are a sight, all of that cum dripping on your face. I'm impressed, you didn't disappoint me at all. I think you've earned a rest. Your second and last one of the day perhaps? Would you like that, Slut?" I looked up at Daddy shyly and nodded my head, not sure if I was able to speak with all of the abuse I had received. Daddy took a towel and wiped off much of the cum from my face, and pulled my stool away from the wall. Daddy stroked my cheek for a second before slapping my face. Not hard enough to hurt, but enough to startle me.
"What do you say, bitch?" Daddy growled.
"Thank you Daddy" I managed to croak out. Daddy gave me a crooked smile as he moved to the door.
"Good Gurl, I'll be back shortly." Daddy closed the door, locking it behind him as I sat tied on the stool, left alone with my thoughts. I rubbed against the stool with the plug in my ass, trying to get some more stimulation. My horniness was in overdrive as I thought about the day's events so far, and how it might not be over yet still. I felt like I was on the edge of cumming for minutes, but couldn't quite get there, even with my clitty as hard as it was. I didn't have enough time to get over the edge, as Daddy suddenly opened the door, and began to untie me from the bench. He helped me stand up, my arms still wrapped in rope, crossed behind me, and grabbing my leash, slowly marched me from my booth.
I didn't have to wonder for long about what was next. Daddy rounded the corner of the small hallway, then straight through the curtain ahead. My heart skipped a beat as I saw rows of theater seats in front of a large screen, playing a movie of a busty blonde whore in bondage, being stuffed by many cocks. What looked like maybe a dozen heads turned to us as we entered, and my breathing got faster. Were these the men who had used me in the booth? They looked at me in the dim light, I couldn't quite make out their faces in the dark as Daddy led me past all of them to the front row. He turned me around, dr****g me over two of the seats looking towards the back, and all I could see was the bright light of the projector.
My leash was tied off to part of the seat, and I was once again immobile and partially blinded. Daddy stepped behind me, and I felt his cock resting against my asscheeks as he pulled the plug from my ass. It had stretched me out for a while now, and before it had the chance to close back up, I felt Daddy put his cock against my hole as he proceeded to fuck me in long strokes. "You've been very good so far, Stacey, but the day isn't over yet. These men paid good money to help break you in as a whore, and they haven't gotten a piece of your boipussy yet. You'll be glad I had that plug in you." Daddy grunted as he fucked into me faster, eventually cumming into his rubber. He slapped me on the ass as he came, then pulled out and off to the side, and moments later, my customers descended on me.
A cock entered each end of me at nearly the same time, and they wasted no time in pulling me back and forth between them. I kept up as best I could, more used to the treatment as they fucked into me like a cheap toy. I could barely think as I realized for sure, that Daddy was pimping me for real, and I had never felt so degraded or humiliated, and I had never been so turned on in my life. I saw camera flashes going off as I was used, Daddy taking more pictures of his whore. The cock in my ass came out, and once the rubber was off I felt cum blasting on my ass. The man in my mouth pulled out and came around and filled my ass back up as a fresh cock appeared in front of me, stuffing my mouth again as I moaned and whimpered.
All sense of time left me as each of the dozen cocks rotated from my mouth to my ass, and I was nothing but a helpless ragdoll in front of my perverted audience, lost in the thickest lust haze of my life. One by one they finished on my ass or my face, and I couldn't tell if some came back for more, completely losing track. After they were done with me, I just lay there numbly, shaking from how much I'd been debased. I dimly registered Daddy cleaning some of the mess from me, and helping me to my feet as he untied me, and guided me out of the theater. I heard some applause as I minced past the men on weak legs, but didn't dare lift my eyes from the ground with the shame & lust that crowded my mind. Out of the store we went, back to Daddy's van, and he bundled me back into the cage, locking me in place again before closing the rear doors and starting up the vehicle. I felt motion as Daddy pulled away from the store, and I was too exhausted to think about what might be next.
After a while, the van slowed, and I felt more turns before coming to a stop. Daddy opened the doors, unlocking the cage and pulling me out, but still perched on the edge of the van as he moved the cage further away. He pushed me in more as he climbed up, closing the doors behind him. Brushing past me, he sat on the cage, and unzipped his pants to pull out his half hard cock. Daddy tugged on the leash, prompting me to crawl right up to him. 'Start sucking, whore. Get me hard and make it good."
I took his cock in my mouth and began swirling my tongue around him as he spoke down at me. "There we go, Stacey. Now, listen carefully. I know you noticed that I've been recording you all day. You wouldn't believe how well it all turned out. Don't worry, I'll email you some of the highlights soon to see what kind of a fucktoy you were today. If you're a very good girl for me from now on, then they stay private.. well, for the most part. I'll block out your face for when I'm showing you off to possible new.... playmates. Otherwise, there's no telling were those pictures or videos might end up. That won't be much of a problem, though, right, Stacey? You'll be a good whore for me, and whoever I tell you, Right?" I looked up at him as I whimpered onto his now-hard cock, nodding. He pulled out of my mouth and gave me a stern look. I knew what he wanted me to say.
"Yes Daddy, I'll be a good whore for you, I want to be a good fucktoy for Daddy and his friends." I whimpered out as best I could. Satisfied, Daddy dragged me on my back onto the top of the cage, rolled one last condom on, and thrust back into me. He fucked me hard and fast with no regard for me.
"Stroke yourself until you cum, bitch, Do it now" Daddy growled as he pistoned away. I reached down and started stoking my throbbing clitty, and in seconds I was ready to cum for the second time in the day. My boipussy clamped around Daddy's cock as I began to cum in the strongest orgasm of my life, spraying seed all over my skirt, my hands, my belly, and Daddy groaned as he came as well. He pulled out and opened the van, having me exit after him, and he led me to my car. He handed me my bag, which had the keys in it, kept safe by him the whole time. I climbed into my car, knowing I'd start changing back into my boy clothes as soon as he was gone. Shame began to creep back onto me as the lust faded away.
"You'll hear from me soon, Stacey, and we can make some very, very fun plans. Oh, before I forget, This should cover your gas for today. Maybe next time, you'll get a bit more. For my good gurl." Daddy reached into his pocket and took out what looked like a couple of Twenties, folded them up, and stuck them into my mouth. I whimpered once more as he turned and left. I saw him get into his van and drive away. I sat there in utter shame and humiliation with a small piece of what I'd earned still between my teeth, and I felt myself getting hard again as I thought of the trap I was now in, knowing that I was now owned by him, and that I had no choice but to be Daddy's whore.
After all, I had asked for this, and it was what I deserved.
It had been over a week since my first day as a sissy whore for the man I know as Daddy. Whenever I had free time, I wanked myself silly, thinking back to every cock that had used my mouth and ass, all of the cum that rained down on me, and the predicament I knew I was in. Every night, I received an email from him, taunting me with images and video clips of me all tied up, sucking and fucking, clearly showing my made up face twisted in fear, excitement, pain, and pleasure. Along with them, he teased me with bits of information about me. My work, friends, family, things he got from my phone when I handed him my bag during our first encounter. We had talked about this as part of my fantasies before, but I didn't imagine that he would really do it. Now I felt it around my neck like the collar he had first locked on me.
My boipussy was finally feeling normal after the abuse it received, and the email I had been expecting came.
"Hello Whore, by now you've had a chance to rest up from your first day, so you should have plenty of strength for this weekend, so clear your schedule. I'll send you a text on where & when to go shortly, make sure you bring your outfit, and change in your car like last time. I don't need to remind you why you should be on time, but I will anyway. See you soon, bitch"
I read it over and over, looking at the attachments showing me tied over the seats at the adult theater being spit roasted, surrounded by more cocks waiting their turn. I had no idea what to expect for the weekend, and my breathing quickened when my phone buzzed.
A few days later, and I had parked at the address I'd been sent, a motel not far from the truckstop. I had changed into my slut clothes, and read the text again to make sure I was where I needed to be. Nervously, I glanced around to see if anyone was near as I made my way from the car to the room, knocking on the door right on time at 10am. The door opened, and I quickly slipped inside.
"Good girl, here on time and ready to go." Daddy leered at me as he set up a camera near the bed, and I noticed some familiar toys on the bed as I came closer to it. "Turn around, slut."
I did as I was told, and felt as the collar and restraints were placed and locked on my neck, wrists, and ankles. The leash was clipped to my collar, and he placed his hands on my shoulders, pressing downward. I got the message as I sank to my knees. Daddy didn't waste any words as he walked around me, his cock hanging out of his pants as he used the leash to guide his shaft between my lips. I sucked eagerly as he used the leash to tug at me, remembering how he liked it as I bobbed and licked on his head and shaft. After getting him harder and more excited, he pulled me off of his cock, and tugged upward on the leash.
"On the bed, all fours, bitch." He barked.
I crawled up onto the mattress quickly and waited for what was next as he moved around me, securing my limbs to chains he'd already set up. Positioning me so that I was sideways on the bed, I found myself looking ahead towards his laptop and camera, capturing my new bondage.
"Something a little new for you today, Whore. You're going to have a bit of an audience online, so I'm sure you'll be well behaved on camera. I doubt anyone would recognize you with your makeup and wig on, but I'll be nice and give you this." He produced a mask and slid it over my eyes, I instantly felt less nervous.
"Make sure you're a good whore, though, or I might have to take it away" He chuckled.
"Thank you Daddy" I meekly said, "I promise I'll be good"
"Better be, Whore." I felt a smack on my ass as he passed by me and went to the laptop, typing and setting up the video. After a couple of minutes he stepped back to me, cupping my face in his hand and making sure I was looking right at the camera.
"This is my whore, Stacey, and today is her first time on cam. Go ahead and tell all the nice men hello, whore, and what you are." He said as he began to finger my ass.
I gulped. "H-Hello everyone.. my name is Stacey, and I'm ...Daddy's whore.. I want to be a good girl for all of you.." I hoped it was what he wanted to hear.
"Good, bitch. Beg for a fucking, let's get the show started", he added a second finger.
Moaning a little, I began. "P-Please Daddy, I've missed your big hard cock in my boipussy, I need to feel it again. Please fuck me like the slut I am, I want to be a good fucktoy today and show all these men how much I deserve to be treated like a whore.." He added a 3rd finger.
"Good whore. Let's see what your new fans have to say"
I looked at the screen, a chat window was set up alongside the live footage of my chained body. I alternated between watching myself wince and moan at the intrusion in my pussy, and the comments that began to appear next to it. There was an indicator at the top, counting the viewers, and the number went from 12, 13, 14, and more. I got hornier knowing that I was helpless to be displayed like this, as I glanced at each comment coming in.
--"There's the whore, almost didn't recognize her without my cock in her mouth"
--"Cheeky little bitch came back for more, stupid slut"
--"Take cock like a good bitch, and maybe you'll get some good tips today"
--"You look like you need more cock, didn't get enough last week at the theater, whore?"
The number ticked up past 20, and I realized that many of these must have been some of the men I serviced last week, no doubt invited to chat to spur on my training. The thought of them coming back for more made my clitty twitch as I lightly moaned at my position.
Daddy chuckled, as I got used to hearing. "That's right, by little fucktoy, you've already been introduced to some of these men, I thought it would be fitting for them to help with your training. What do you say to the nice men, slut?" I felt the palm of his hand strike my assheeks in turn as he pressed his fingers into me.
"Unnnghhh.. Th..thank you for helping with my training, sirs, I hope I please you..."
"Good answer, slut." I felt his fingers withtraw, quickly replaced by the head of his covered cock, his hands griping my hips as he pressed in. "Time to fill you with what you need, right, slut?"
"Nnn yes Daddy, please fill me with your cock, I haven't been able to stop thinking about it all week"
"Good whore. Tell me and your audience what you did last week, and how you liked it. Don't be shy, I'm sure some of them will fondly help you remember."
The audience counter slipped past 40 viewers, and didn't stop. "Yes Daddy.. Last week uunnngghh... I met you at the truckstop, where you tied me up and used me in the woods"
"That's right, bitch. you had all of these naughty fantasies, and asked for it all, didn't you"
Another smack on my ass. "Yes Daddy, I knew what could happen to me, I didn't know how far you'd go ..uunnghhhh" More smacks rained down as he fucked into me.
"Is that a complaint I hear, whore?" Daddy growled with a hard thrust.
"Nnngh no Daddy, I'm sorry.. I had the choice, I should have known what I was asking for, I'm just a stupid whore" I cried out, hoping it was a good answer for Daddy.
"That's right, whore. Continue."
"Yes Daddy.. Unnghh.. Then Daddy shared me with truckers while I was tied and blindfolded.. I have no Idea who used me, and I loved it, feeling so helpless. Unnghh... Then Daddy.. put me in a c..cage in his van, and drove me to an adult bookstore somewhere.. Ohhh.. Unnghhh" Daddy's thrusts were speeding up, occasionally slapping my ass as I recounted events for my audience. The same haze of lust that had taken me over last week was beginning to creep up again, and I whimpered. "I was so horny.. he showed me around the store, and tied me, locked me in a gloryhole booth oohhh... I sucked so many cocks... nnnhhhh.. and then... oh god... Daddy tied me over the seats while men used me.. uuhhnnnnn mmmmm... I'd never been that horny before... oohh..."
The pressure of Daddy's thrusts gave both pleasure and discomfort with each stroke. "Good whore. You loved it all, didn't you, not knowing where you were, or who you were servicing" Smack. Smack.
"Yes Daddy.. I loved it!!"
"You want more of that, don't you whore?" Smack.
"Yes Daddy, please give me more of it, oohhhh."
"Ask the nice men viewing, then." He grunted as he spanked and fucked my defeated sissy pussy.
The attendance was at 51 now, and I could hardly picture that many men as I humiliated myself for their pleasure. "Please... unnghhh.. please help make it happen again, sirs, I'm a stupid sissy whore who needs the serve you pleasee... nnnnghhhh"
The comments scrolled faster, and I could only make out some of it in my haze.
--"No way the slut did all that."
--"I was there, I used her at the theater."
--"I was at the truckstop, the bitch took every inch of me."
--"Fuck, I want in, How can I help train this fucking slut?"
--"You'll be slobbering on my dick again soon, whore"
Daddy pulled on the leash as he used me, making it a little harder to breath, making me feel just a little more controlled. "Good whore, you're already making a little money this morning. Look"
I then noticed a part of the chat window that said "Tips Received", and the number had climbed to over $100. I felt like such a whore, not quite like last time, but the familiar humliation was growing again. I whimpered more as I accepted my fate. "Yes Daddyy...oohhh" The fucking and name calling continued for several more minutes. Daddy had me repeat what I said before about my last experience, but with even more detail, as the counter hit 62. Finally, Daddy pulled out of me and came around the bed, unsheathing the condom from his cock and holding it over my face as he neared completion.
"Now you get what every whore needs, her Daddy's cum all over her face. Take it all bitch, I know you missed the feeling"
"Mm yes please Daddy I need it." Was all I could get out when he erupted all over my cheeks, nose, mouth, and mask. I felt so lustful as he marked me again, showing dozens of viewers that I was his marked property.
"Good whore. Stay put." I stayed still, enjoying the degrading feelings washing over me, my clitty as hard as a rock, but left untouched. "Thanks for your attendance, boys, the show is over for the moment, but stick around. I have more fun planned for this slut, and I know at least a few of you who want another crack at her. I'm sure some of you newer viewers will want to make friends with Stacey soon, too." He turned to me. "Thank them, whore."
"Yes Daddy... Thank you sirs for watching me this morning, I hope I've pleased you..."
"Good bitch. Now you can take a break, I have some things to do before we have more fun."
"Thank you Daddy."
With that, Daddy placed a ball gag in my mouth, securing the strap around my head. He unclipped the chains from my restraints, and then led me away from the bed, into the bathroom. He had me kneel in the tub, before clipping my ankles together, and my hands behind me, before placing the blindfold over my eyes, and leaving me helpless. I heard the door close as he left the room, leaving me alone in the dark, with my horny thoughts racing as to what he could be planning for the rest of the weekend.
"Time to go, slut."
Daddy had left me tied, gagged, and blindfolded in the tub of the motel room for some time, maybe a half-hour or longer, before I heard the door open and his voice. It was all he said as he helped me stand, unhooked my ankles, and began to lead me out into the room. I was still gagged, blindfolded, and nervous as we moved towards the exit, pausing long enough for him to d**** some sort of cloth or cloak over me. Soon, we were out of the room, and I felt myself being loaded and chained into what was probably the same cage and van as my first day as his whore.
The ride was similar to last week, and I remained horny, lost in lustful thought. Over 50 men had just seen me being fucked like a whore on cam. No, not like a whore.. they all paid in 'tips' to see me used, and some of them had probably paid to use me last time. I was an actual sissy whore, and my clitty throbbed and twitched as I tugged at my chains, unable to touch myself. I couldn't remember any faces of the men who used me before, I was always blindfolded, in darkness, or behind a gloryhole. My mind raced as to the possibilities today, as I was getting a repeat of one thing for sure. I had no idea where I was being taken to be used. I whimpered into my gag at the thought.
Eventually, the ride ended and I was taken out of the van. The blindfold & gag stayed on, wrists cuffed behind me as I was taken through opening and closing doors, briefly feeling the sunlight before following the tug on my leash over thresholds. In moments, I came to a halt, and my asscheeks each got a fresh swat as I moaned in surprise.
An unfamiliar voice came from ahead of me. "Not bad. She's not the best I've ever seen, but she's young enough and cute enough. She really seems to like the rough treatment, too. Definite potential."
From behind me, Daddy replied. "Oh yes. Some things you didn't see on the videos, like her time in the gloryhole booth, she got very excited by."
"I'm sure. Her clitty is twitching. She's still worked up from her cam show earlier, no relief yet?"
"None. I kept her tied and blindfolded in the tub while I made the arrangements."
"Excellent. She should stay horny while she's here, she'll need it. You say she loves being forced."
I felt Daddy's hand squeeze my ass. "In more ways than one. I'll let her tell you." I felt Daddy handling the buckle on my gag, then removing it from my teeth. Moments later, the blindfold came off as well. Seated in front of me was a well-dressed older man in a suit. It was difficult to tell his age with the mask he wore, but he seemed in command of the room, which was a well-furnished office in low light. "Slut, you'll answer everything truthfully, understood?" He swatted my ass again.
I yelped. "Yes Daddy!"
The well-dressed man had a half grin on his face as he eyed me up and down. His cock was already out, it looked to be at least as big as Daddy's, as he stroked it slowly. "So, slut. Last week was your first time for everything you did, yes?"
"Yes sir, my first time for everything."
"You asked to be forced, yes? You get off on being tied up, pimped, blackmailed like a good sissy should?"
"Y..yes sir.." I whimpered. " I asked for it, it's what I deserve.."
"Good. On your knees, bitch, get those lips over my cock."
Daddy pushed me forward and down onto my knees, and the new Sir took my leash in hand. With a tug, the second cock for the day was in my mouth, and I sucked it down like a hungry slut, hands still bound behind me. He looked down at me with the same expression, never letting me fully off his cock, keeping the leash taut, as he spoke in a low voice to me.
"So that you understand what's going on. I'm the owner of the theater you played in last time, as well as the owner of this club, and more. Your Daddy over there does some work for me, and he's good at what he does, as you've already found out. He's going to be handling you, and you'll be trained and put to work here, or the theater, or any other place you're brought to. You'll always do as you're told."
As I moaned and whimpered around his cock, hearing about my fate, a tv turned on off to the right, and I glanced over to see video of me being used at the truckstop, stuffed with trucker cock in both ends as Daddy recorded.
Sir continued. "You are now my property, my whore, and you'll be getting all the cock you can handle, and more. Every weekend, you'll be brought to where I want you, and you won't know where you are most of the time. Your Daddy tells me you love that, too. Right, whore?"
He pulled my head off of his cock as I meekly answered him. "Yes Sir, I love it, god it's so bad.."
"Go ahead and say what you are, you know what we like to hear."
"I'm ...I'm a whore" I felt a slap across my face.
"You can do better than that. Again."
"Y..yes Sir.. I'm.. I'm a trapped sissy whore who needs to serve cock please.." I felt a slap on the other side of my face.
"Again, whore. More."
Tears were starting to roll down my eyes, partly from the sting of the slaps, partly from being overwhelmed at the realization of what I was going to be made into here, under the control of powerful men. "I.. I'm a stupid trapped sissy whore who has no choice, Sir.. " I cried more as I admitted what I was to these men, and to myself, out loud, so concretely. "I love being blackmailed, tied up, helpless, and fucked by men I don't know and can't see.. Oh god.. I'm so horny not knowing where I am, not having any control, please don't let me go.."
He grabbed my leash and plunged my face onto his cock again before I could continue, using my mouth like a pussy. Tears streaked my cheeks as I did my best to take him, feeling every word to be true, as horny as I've ever been.
He growled at me as he pumped my mouth. "Good whore, you'll do well here. Don't worry, we won't be letting you go any time soon. You'll be our trapped little slave for a long time. Maybe we won't let you go, maybe we'll sell you off to one of our clients. We love to give whores that experience and watch their faces as their new owners take them away. Mmmm take my cum you little bitch, swallow every drop!"
His cock pulsed, and warm cum flooded my mouth. I'm not sure how, but I drank every drop, suckling on him to lick every bit off. Daddy pulled my head out of Sir's lap, and I saw that he'd been recording everything again. Every word of my admission was theirs forever, and I knew they were going to make me watch it over and over with the other videos they had, and still had yet to make.
I was lost in my own thoughts and didn't pay attention to what they said to each other, but a blindfold was slipped over my eyes once more, as I was led out of the room, and down a hallway, feeling gropes and slaps on my ass as I was pulled along. Daddy spoke, his voice in front of me.
"You're ready to meet your fans, whore."
I whimpered pathetically. "Thank you Daddy.."
Daddy held me steady by the back of my neck on the elevator ride down. A short ride, but it was apparent that I was being taken underground. An underground sex club where I was to serve.. my lust-addled mind latched onto the thought tightly. This hadn't been one of my fantasies, but now it was past that, my new reality being more out of control than I imagined before. Marched around more doors and hallways, I could hear voices and music above me through the ceiling. I was soon mounted over a padded bench of some kind, my legs bent and cuffed to the sides, no longer touching the ground. My wrists were unhooked from behind my back, and secured together in front of me, tethered to the bench. My collar was clipped in place, and Daddy finished my new bondage with a wide strap across my back that kept me secure over the center of my perch, holding more of me snugly, underscoring how trapped I was with every moment.
The blindfold was removed, and my eyes adjusted to the well lit room. It was spacious, clean, painted red, and could easily hold more than a dozen people, with a sofa against one wall to my left, and a few chairs off to my right. Looking around, I could see what looked like a heavy door behind me, out of the corner of my eye - my collar making it difficult to turn my head. Directly in front of me was a large flat panel TV on the wall, and on it was a paused video of me from the truckstop, a still image of me bound and on my knees, from another camera, I hadn't seen set up at the time. I wondered how many angles Daddy had of my abuse from that first day, and I guessed that I was going to find out shortly.
Daddy moved around the room, setting up 2 cameras that I could see. "It took most of the week to edit this together with all of the different footage I shot, slut, I like to be prepared. Soon we'll have a camera in that Gloryhole booth, this little collection wouldn't be complete without that, right whore?"
"Y..yes Daddy.."
"Good bitch, soon we'll have a fun little library of your exploits. Well, of you being exploited, anyway. We'll make sure you see it all, too. We wouldn't want you to forget your place, would we, hmm?"
"N...no Daddy, I shouldn't forget.."
"Good whore. The cameras are ready, and your fans are waiting right behind that door to give you much more of what you had last time. This won't be a live stream... not yet, so there's no need for a mask. If you're a very good whore, you'll earn one later, after your break. Understood?"
"Yes Daddy, thank you.."
"Good bitch. No speaking unless spoken to now. Here we go."
Daddy moved out of view behind me, and little red lights on the cameras flicked on, capturing me as my breathing and heartbeat quickened, and the video began playing in front of me as the door behind me was opened. In moments, I felt hands groping me, glancing at the few men coming into view. They were mostly naked, except for the masks they were all wearing. I moaned at not knowing who they were, as their cocks were hard and dangling near my face. In moments, they were sheathed in condoms, and 2 of the cocks were sawing in and out of my helpless sissy holes. I hungrily sucked on the cock in front of me as my boipussy, still tight, was lubed and uncomfortably speared with a large cock behind me. Hands grabbed my shoulders, head, hips. Spankings rained down as I was used without mercy, cocks of different colors and sizes moving around me. Every time one left a hole empty, a new one immediately replaced it.
"Yeah, you're just as hungry as you were last time, whore. You're gonna be seeing me at the truckstop again."
"Mmmm just as tight as before at the theater, worth every penny."
"Damn, slut, you're gonna squeeze my cock off, they weren't lying about you on that livestream."
The comments came one after another, blending together as I saw a cameraman moving around, getting close-ups and different angles, my face clear as day, stuffed with strangers' cocks. In between sucking cocks, I caught glimpses of the edited video on the big screen, the men taunting me as they said how good I looked over the stump, and in the theater. I started to imagine an endless supply of blackmail videos to keep me in line, made week after week. Transported to different places in that cage, never having a real clue where I was, except for the truckstop. Unless.. they picked a different one. I squealed and squirmed under the constant assault, and the thought of such utter helplessness, perpetually blackmailed week after week. Months. A year. Or longer. It was then I saw Daddy, grinning at me as each man handed him cold, hard cash, making sure I saw it for myself for the first time.
My pussy clamped around cock as I moaned, cumming harder than I ever have in my life. My juices splattered against the back of the bench and ran down to the floor as my current fucker milked my prostate with each thrust. I could no longer think or imagine, I could only feel the pleasure and effect of the realization that I was truly a sissy prostitute being pimped to men who were only too happy to help keep me trapped as a slave, a whore.
Even after such an intense sissygasm, I remained horny and mindless as the men rotated in and out. I had no clue how many men used me, or how long I was there for, but I eventually passed out as I came hard and long for a 2nd time.
When I woke, I was sore and dehydrated. Daddy was taking down the camera equipment, and noticed me stirring. Soon, I was unclipped from the fuckbench, blindfolded, and led from the room, exhausted. I didn't try to register where I was being led, but in a minute, my blindfold was removed, and I adjusted to the lower light in this new room. From what i could make out, it was a space similar to the last rook, except the walls were bare, and along the rear wall were 3 cells with heavy bars. I was seated on a bed in the middle cell, and Daddy gave me water to drink as I accepted that I was going to be locked in here. Once I had enough, he clipped my hands behind me once more, and my ankles together, before chaining my collar to a loop in the wall. Once I was secure, he pulled out the wad of bills that he had collected from the men, and held them in front of my whimpering face.
"You made the club some money tonight, whore, it looks like training you will work out like I thought. You earned some rest, and a mask for later. I'll be back to get you cleaned up and in a new outfit for tonight."
I didn't have the energy to speak, I simply nodded as Daddy slipped a ring gag in my mouth. Without another word, he left, closing and locking the cell door behind him, and repeating the process with the heavy door at the far end, a heavier lock tumbling into place.
To tired to contemplate how trapped I was, I looked around the room as my eyes adjusted more, and in the cell to my right, I saw something unexpected. Another sissy, dressed up as a cheerleader, chained to her bed like I was to mine. She was gagged as well, and splattered with cum, looking at me with young, wide eyes. She looked younger than me by a few years, maybe 21, 22, it was hard to tell under the whorish makeup and cum. The other cell was empty, but another slave could just be in another room being used. I didn't have much time to think about it as I drifted off to sleep, still somewhat horny from being used like I had begged to be.
he haze of lust returned quickly as I awoke in my cell, hopelessly trapped. As consciousness returned, feeling the cuffs and chains, moaning through my ring gag, I recalled being lost in a sea of cocks as I was used over an over again by unknown men, in the basement of this sex club. My owners made sure I didn't know where it was, and I cursed myself for being excited by that. The slave in the cell next to me looked on with curiosity and sympathy, she was dressed as a cheerleader and chained up like I was. I wondered if there were others, how many, and what I'd gotten myself into as my clitty throbbed at my situation.
Soon, Daddy returned, and I was loaded onto a wheeled cart in my bondage, and taken blindfolded, always blindfolded, out of my cell, to a washroom where Daddy uncuffed me, cleaned me up and gave me my new outfit, an extremely short whorish maid's uniform that made it even clearer what I was there for: to serve and be used. I didn't have to stand long on the 7 inch platform heels with locking ankle cuffs, as he soon put me back on the cart.
"This is the first of your new outfits, whore." Daddy casually informed me. "I'd say to take good care of it, but if the men want to ruin it, then that's up to them. Of course, you'll be paying it off with your service here, along with other things we'll use to keep you in a bit of debt to us. Not that we'll ever let you really pay it off. A little whore like you probably loves that, though." He slapped my ass as he laughed. "Right bitch?"
I moaned through my gag, unable to use words. He was right, and it made my clitty twitch and drip just a little bit more. I hadn't thought of being in debt to these men, but now it seemed like a horny inevitability that I accepted with lust, a new kind of control to add onto the blackmail, the bondage, and confinements. The day was not over, and I was already accepting my place as their whore.
Down the hall to another unknown room, I was put on my knees. My gag was removed, but my hands were cuffed behind me, legs connected by a short length of chain. My collar was chained to a pole in the middle of the platform behind me, as Daddy made sure I was in the position he liked. No blindfold this time, so I could see the grin on his face as he walked over to a panel on the wall, and pressed something there. The platform under me came alive, rising off the ground, and the ceiling opened up. As the elevator took me upward, emerging through the hole, I saw red and purple lights all around, and men everywhere I looked. The elevator came to a halt, and I could see that I was on a stage in what seemed to be a main clubbing area. My breathing quickened, seeing that all of the men were wearing masks, and in various stages of undress. I lost count after 15, but there were more. Sounds of a porno played, and I saw different videos of my adventures being displayed across screens, and even the main projector that cast its image above & behind me.
One of the men stepped up on stage, his hard cock sticking out obscenely. In the light, all I could tell was that he was average, and had a beard. There was no sympathy in his eyes as he slapped my face with his cock, grabbing the back of my head, and fucking my face onto his rod. I sucked like the whore I had become, moaning around the warm intruder as I did my best to use my tongue and lips, even as he was gagging me with his length.
"Good whore, take what I give you. We've been having fun watching all of your videos, and using your stupid sissy holes. I especially like the one where you admit to love being blackmailed and crying. You'll be happy to know that everyone in this room was turned on by it, and they've all paid a cover charge to make sure you're well trapped and fucked. How does it feel, whore?"
He pulled out of my mouth and gripped my throat as I spoke. "I love it.. oh god, I love it.. please keep me trapped, fuck me like the whore I am, oh god i'm such a stupid whore, fuck.." I was cut off as he started fucking my face again, and I did my best to please him. Soon, his cum was blasting across my face, and I saw a cameraman capturing every shot on film. My face in full view, I knew tonight's video would make for a major addition to their growing blackmail library. As the next man stepped on stage, another joined alongside, and in seconds I was alternating between their cocks.
I thought about what Daddy said as I lost myself in the blowjobs, and wondered about what kind of debt I was going to owe. Did they do the same thing to the slave in the cell next to me? How long had she been there, and how did they trap her? The questions fueled my lustful state just as much as the cuffs and chains that kept me on stage, and soon I had 2 more loads streaking across my face, with new men to take their place.
I was too horny to count after 10 men, but several blowjobs after that, my chain was unclipped from the pole, and I was guided offstage, down into the pit of horny masked men. Teetering on the platform heels, shuffling with the short chain on my ankles, I was d****d over a couch on one side, and both of my holes were filled as the men crowded around. My boipussy was already sore from earlier, but still open and ready for the fuckings I was getting now. Soon, the ache subsided, and I felt full, the cock rubbing my prostate as it sawed in and out of me. My brain lit up with pleasure as I whimpered and moaned around the cock between my lips, and my mind went blank for the 2nd time in the day.
After the couch, they used me over tables, chairs, d****d me across the stage, anywhere they wanted. They took me from behind, or had me ride them, but I almost always had 2 cocks in me as my mind was assaulted with perversion, pleasure, discomfort, submission, degradation as I came from prolonged sissygasms. I only wanted more cock, more cum, deeper submission, deeper slavery. At one point I realized that I had been put on my back into a sling, hanging above the club floor, completely surrounded by men as they abused me two by two. Cum was caked on my face as my eyes rolled back in pleasure, passing out and waking up several times before slipping into u*********sness.
When I woke, I was still a mess, and still cuffed. The main floor area had fewer men, but they were still masked. The videos had been replaced with low dance music, and as I focused around me, I found I was in a cage on the stage, left to rest after the men had finished with me. I felt completely broken, sore, and exhausted. As I lay there, I saw the other slave on her knees, leisurely sucking on one of the men's cocks as he sat on the couch, holding her leash while she bobbed her head up and down. I assumed I'd have similar duties at some point, but I closed my eyes again and rested.
The cage was pushed onto the elevator at some point, and I sank into the ground as Daddy collected me. He cleaned me up, telling me what a good whore I was, although I can't remember exactly. I was wheeled back to my cell once I was dressed up in what looked like new schoolgirl clothes, no doubt added to my debt. Sleep came quickly.
I awoke the next morning, I found out later, much in the same position as before. Cuffed, chained, confined. This time, I wasn't gagged, and was grateful for being able to relax my jaw. I looked around, and saw the other slave in the next cell, bound, but also ungagged. She noticed my movement and looked my way.
"Hi... I'm Amber. They told me you're new here, and they're letting us talk for a while. I think they want me to tell you about things here, or how I got here.."
"Hi Amber.. I'm Stacey.. yes please, tell me how you got here, you're just as... trapped.. as me?"
"Yes.. maybe more. It all started about a year ago..."
I listened in her tale, I was a captive audience.
I was 19 and had only been in college for a year, and the job that paid my cheap rent and bills, kept me in town for the summer. Money was usually tight, but my parents helped out where they could, living a few states away, as well as some grant & scholarship money I was lucky to get.
I had 2 roommates to split the costs, but I had some privacy to dress up as my sissy self, Amber, with good practice in makeup and heels. I was small at 5'2", so it wasn't hard to find cute or slutty clothes and shoes that worked for me. I had a couple of outfits, and some toys that I was careful to hide in the shared house, including a couple of buttplugs and dildos I'd been stretching myself out with, working up to 8 inches in and out of my sissy hole, and learning to deepthroat.
I was horny all the time, but was very shy with classmates and peers, my slight frame and introverted nature getting the best of me. I liked girls most, but the thought of submitting to a man had started to turn me on not long ago, soon after I started my dressing in secret. I turned to the internet, and soon found there were plenty of older men who were willing to give a lot of attention to someone like me.
The first few times I sucked cock weren't all that exciting, the men were patient & kind as I quickly got into the act of giving blowjobs to real cocks. Warm, fleshy, hard, and soft, with a reward at the end to swallow. They let me take my time, but didn't want much else when it was over, a quick blow & go for married men. I never dressed for them, always nervous at being seen like that by anyone. Until I met Sir, which he would only let me call him. Mid 40's, fit, and a bit rugged looking, with what looked like a 7 inch cock.
I let it slip that I liked to dress, and he insisted that if I come meet him at his apartment, that I must dress for him. He made me feel wanted and desired as a sissy, and my growing adventurous nature soon led me to his door, where I dressed in my cute outfit of a pink dress, white stockings, and mary janes, with pink bows in my already long dark hair, down past my shoulders. A bit of makeup accentuated my features as he put me at ease, calling me pretty, cute, sexy, and getting me in the mood to please him. I gave him an enthusiastic blowjob, but he liked to give me orders on how he liked his cock sucked. I liked the feeling of being told what to do.
By the time I left, he had invited me back for another day, making me feel more welcome than the one-off encounters had before. I told him that I liked being ordered around, so he made his invitation an order. I knew that I would return. It was a week before it happened, and we messaged each other on kik to plan, and talk.
Sir had compliments for me. "You did such a good job the other day, Amber, you weren't k**ding about getting practice. You looked so cute while sucking me, I had a hard time not grabbing your hair and fucking your sweet mouth"
I giggled "That might have been fun, Sir, I really liked being told what to do.. if you wanted to be a little rough with me, I don't mind.."
"Very interesting.. I didn't want to scare you away, you seemed very skittish at dressing up for me and going as far as you did, but you ended up enjoying yourself"
"Oh yes Sir. At first I was really worried, but you didn't hurt me, and I felt like I could really relax as Amber and start letting go. Having your hands on my head, in my hair, and all the little orders you were giving me really got me going."
"I could tell, Amber, you seemed like a natural submissive from the start. Tell me, do you have other submissive thoughts and fantasies? You can tell me if you like, it's ok."
"Well... I've been reading lots of stories, and watching more porn, Sir, and... it really kind of excites me to think of being.. maybe... tied up..." I was nervous in my admission, but turned on, feeling like he was someone who might understand.
"Very good, Amber, that's perfectly natural for a submissive sissy. In fact, that's something I enjoy doing with sissies who are excited by it. Next time you come over, I'll show you the different bondage toys in my collection, and if you're comfortable, you can pick out some to wear for me."
"Oh wow.. thank you Sir! Umm.. another thing that I like in those stories, Sir..."
"Yes Amber..?"
"I kind of liked it when the men were a bit.. meaner, I guess? Like, when they called the girls 'Slut' or 'Whore'... that was kind of exciting, too.."
"Is that what you want, Amber, for me to be meaner, more dominant?"
"Yes Sir.. I think so?"
"Good slut. Then this weekend, you are coming over, and trying out my bondage toys. Understood?"
I gulped as I felt my clitty twitch at those words. "Y..yes Sir, I understand."
-----
"This is what you asked for. This is what you wanted, slut!" Sir growled at me.
I couldn't say anything with his cock using my mouth at that moment, but I moaned loudly in agreement. This time I was dressed in a short black pleated skirt, fishnet stockings, fishnet arm gloves, tight black halter top, and red 5 inch heels with ankle strap. My makeup was much sluttier than before. I looked like a whore, and now I was starting to be treated like one.
In the few days before, we messaged more, and each time he teased me, and was more dominant than before, calling me names, and getting me to agree to moving beyond cocksucking. I got a safeword, 'red', just in case it was all too much for me, but I was getting more excited as the days passed.
As soon as I was dressed at his apartment, he wasted little time in making me feel sexy, groping and smacking my ass, and bringing out his box of toys. Cuffs, collars, clamps, some things I didn't recognize but was afraid to ask about. His downtown apartment was very spacious, clean, and had a beautiful view, but all I could focus on was the restraints that were about to be used on me.
Minutes later, linked leather cuffs held my wrists behind my back, and a black leather collar with 4 rings surrounding it was looped around my neck, with a chain leash attached. Sir held the other end of that leash as he used it to pull my face onto his cock. The feeling of helplessness was intoxicating. Scary, thrilling, I was feeling conflicted as Sir began to dominate me, all traces of his kinder demeanor having vanished now. The safeword lingered in the back of my mind, wondering he would listen to it..
"Keep sucking, just like that, slut. Mm yess, good bitch. Use your tongue like I told you, no teeth. If I feel too much teeth, I'll tighten your fucking collar."
I whimpered as I tried to give him my best blowjob, feeling the collar snugly around my neck already. I didn't want to find out if it could get tighter, so I picked up my pace for a minute, and did as I was told.
"Mm good bitch, you're getting it. Training you is going to be fun, you're a natural born fucktoy. Would you like that, slut? Do you want to be a little bondage fucktoy?"
The words were turning me on more as I serviced him, and a high pitched whimper escaped from me, unable to hide. I had started sending him links to stories and porn that got me going, stories about sissies like me that get turned into those helpless fucktoys, and I was starting to realize that some of those stories were beginning to come true.
After having some more fun with me, he pulled me off of his cock and bent me over his coffee table. I had already cleaned myself out before I arrived, having a feeling what was coming next. I stayed still, nervous, and horny as I felt him smear lube all over my sissy hole.
"You've already been training with your own dildo, so I know you can take this" Sir held up a large buttplug in front of me.
"Y..yes sir.. I think so.."
"Start getting it wet, then, slut." He brought the plug to my lips, and forced it in my mouth. In moments, he was swatting my ass, calling me a good little slut toy, warming me up as I licked and slobbered on the plug filling my mouth. A couple of minutes later, the plug was removed, and he slowly penetrated my pussy, until the plug was firmly lodged in. I was stretched as far as I'd ever been, and was in some discomfort, but it started vibrating, and discomfort started turning to something more pleasant as I got used to it.
"Soon you'll be ready for cock, slut. Your first real cock, first fucking. Turned into a real sissy fucktoy. I bet you like the sound of that, don't you bitch." He delivered a couple of swats to my ass, jarring the plug, sending ripples of sensation through me.
"Unnhhh yy...yes Sir..."
"Back to work, then, slut." He pulled me to my knees and turned me around, facing him as he sat on the sectional couch. Tugging my leash, I leaned into him, engulfing his cock once more, enjoying the sensation of being filled from both ends, and enjoying the feeling of helplessness from my secure bindings.
"The stories you sent me were enlightening, slut, and I'm sure you have more surprises in you. I especially liked the one about sharing the sissy with a friend. If I didn't know any better, I'd say you wanted that to happen to you, but that would mean you're really a whore."
He let me off of his cock for a moment, resting it across my face as he kept my head close. "Yes sir... I would be... if that happened..."
I was loving the way he teased me with that fantasy. He was right, showing that to him was almost like me admitting I wanted that..
"Well, it just so happens I told a friend about you, what a good little slut you could be, and he was very interested in meeting you."
"A.. a friend, Sir? Really?" I whimpered.
"Oh yes, and to be honest, he's even more dominant and mean than I am. The kind of man who will definitely enjoy training a cute little slut like you into being a real bondage fucktoy. Perhaps you'd like to meet him, hmm?"
My breath quickened and my mind reeled. Was this going too far? Or was this what I wanted? I was starting to be overwhelmed, and for the first time, I considered using the safeword. "I.. I don't know, Sir... oh god.."
He smiled at my squirming, and for a moment, his kind expression returned, stroking my face with his fingers, calming me down.
"I'll give you the choice. You can use your safeword right now, and I'll let you go. We can call it a fun day, and maybe have more fun another time, no strings. Take a moment to think about it, because if you stay, you'll stay until I say you're finished for the day. You'll only be able to use the safeword to take a break, but you will stay tied up until you're ready to finish. I think a part of you wants to lose your sissy virginity while being more helpless though."
I let out a low moan, breathing fast as I weighed my options. I enjoyed this helpless feeling, being used, so much more than I thought I would. If it felt this intoxicating now, I wanted to taste more, and taste it deeper. One little word would end it, but I didn't want it to end. While I was scared of how intense it could be, I also knew that I wouldn't be hurt. Not in any real way. He could see me thinking about it for the moments it took, continuing to comfort my vulnerable form.
"So, if the next word out of your mouth isn't your safeword, if it's anything else at all, then you'll stay, and do as you're told. You'll meet my friend, and you'll start knowing what it is to be a helpless fucktoy for us. Understand, Amber?"
Part of my brain was telling me to use the safeword, to get out of there, and go home with the thrill having been experienced. The naughtier side of me thought about the stories, knowing this was my chance to be a real sissy slut for men. Words from the stories came to me, words that a helpless sissy would use if she didn't have a choice, rising until they escaped from my mouth.
"Sissy whores don't get a choice, Sir.." What did I just do? My clitty twitched, the plug vibrated, and I panted like a bitch in heat as I realized I'd given my freedom away.
Sir's kindness vanished once more as a grin spread across his face.
"That's right, slut. You don't have a choice." He growled as he forced my mouth back onto his cock to stifle my moans.
I looked up at him with pleading eyes as he picked up his phone from a side table, and began to dial.
Sir's cell phone rang out as he called his friend. He used the speaker, so the volume was louder as he held the handset by his stomach, and I continued to suck his hard cock in anticipation. In moments, the call was answered.
"Is she there?" Sir's friend simply said.
"Yeah, she's right here, being a good little slut for me. You're down the street at the coffeeshop?" Sir inquired.
"Yeah, in a quiet corner for the moment. I take it she said yes?"
"Something like that. Here, I'll let her speak." Sir grabbed my hair and pulled my head off of his cock, holding the phone closer to me as I grunted. "Say hello to my friend, slut. He prefers to be addressed as 'Daddy' by little whores. "
I nervously followed Sir's order. "H...hi ..Daddy..."
Daddy spoke evenly "Hello Amber, I've heard some good things about you. Tell me what you're wearing and doing right now."
"Yes Daddy... I'm... I'm on my knees, dressed like a.. a whore.. I'm wearing a collar and leash, and my hands are cuffed behind me.. while.. while I'm sucking Sir's cock.. oohhhh." Saying it all out loud made me feel even naughtier in the moment.
"Good whore. And you're enjoying yourself, yes? My friend gave you a proposition, what did you say?"
"I.. I said that... sissy whores don't get a choice, Daddy..." Sir's grip on my hair was tight, he was grinning as he stared at me, expecting me to be truthful. I whimpered as I admitted these things over the phone to a stranger.
"That's a good answer, whore, and you're right. You don't get one. You know what you'll be doing shortly?"
"Yes Daddy.. I'm going to be made into a.. a fucktoy.. ooohh"
"That's right whore. A helpless bondage fucktoy. Get back to sucking, I'll meet you in a few minutes."
Before the call ended, Sir pushed my mouth back onto his cock, and kept me focused on sucking him as my mind raced. It was so humiliating talking to his friend over the phone like that, and I blushed as my mouth was used, my lust increasing little by little.
Minutes later, Daddy arrived, opening the door without knocking. Sir kept me on his cock, so I was unable to see the doorway behind me, but I was acutely aware of being watched while I was used as a bondage slut. The humiliation I was starting to feel was almost as potent as the feeling of helplessness in the cuffs and collar.
"She is a cute little slut, especially in that outfit. And those bindings. You found a good one, my friend." Daddy casually said over my shoulder as I heard his zipper come down, and his hand stroking my ass.
"Yeah, she's a natural, and her mouth feels great. I bet her pussy will feel even better."
"Perhaps, I can already see that this slut has a lot of potential. She's used an 8 inch dildo on herself, and took a large plug well?"
"Yeah, the little bitch wasn't k**ding. Didn't take much to stretch her out, her sissy hole is hungry."
"Good. How long are we keeping her today?"
"Maybe an hour or two. The slut is still new to a lot of this, I don't want to overwhelm her too much. Enough time to give her a real taste of what it means to be a sissy whore."
"Good, a prime piece like this needs to be broken in helplessly."
I felt a couple of smacks on my ass, followed by Daddy fingering the vibrating plug. The way they were talking about me, making plans like I wasn't there was adding to the humiliation, and I found myself liking it more. I moaned around Sir's cock as Daddy pressed the plug inward, forcing me more forward onto the cock in my mouth, gagging in the process.
"Music to my ears" Daddy chuckled.
"She doesn't gag often, she can really take a cock. Give her a try."
Sir pulled my head off and handed the leash to Daddy, who was taking a seat next to Sir. I shuffled sideways at the leash went tight, and his cock was the first thing in saw. Larger and thicker than Sir's, it reminded me of my 8 inch dildos. He was also fit, older than Sir, maybe 50, and he had an evil smile on his face as he forced himself into my mouth. I gave him the same attentions that I gave to Sir.
"She's enthusiastic, damn. Talented little thing, with a little work, she'll be a pro at it."
I did my best to take his large cock. Every pull of the leash was a tiny rush to my sissy brain, already going into overdrive at being shared with this stranger, and the new humiliation of it. I was in a lustful trance as I bobbed my head on him, and soon I felt Sir gripping the plug in my pussy, slowly twisting and pulling it out. I moaned, knowing what was coming next, unable to stop it.
"Time for your lesson, slut." Sir said as he removed the plug and slapping me on each ass cheek. "Let's get these out of the way, too"
For a moment, I didn't understand, but then Sir gripped my wrists, crossing them higher on my back, before attaching a jangling chain between the cuffs and the rear loop of my collar, which felt tighter with the added tension. I somehow felt more helpless. Daddy pulled my head off of his cock by my hair, and held me there, my lips just out of reach of his glistening rod.
"You're still learning, slut, so we won't go too rough on you tonight. Do a good job and we can teach you more. If you use your safeword for a break, we might not invite you back." Daddy was stern, and it made me want to please him more. I heard a condom wrapper being ripped open behind me, and I moaned as Daddy held his grip tightly.
"Yes Daddy, thank you Daddy..." I whimpered. I was nervous, but so excited, more turned on than I'd been in a long time. At that moment, I hoped I would be allowed to come back for more.
I felt Sir's hands on my hips, his cock pressing against my loosened sissy hole as he knelt behind my bound form. Without anywhere to go, I took inch by inch as he took my sissy virginity. Already stretched and practiced, there wasn't much discomfort, just pressure and fullness as he went deeper. I held my breath as I was impaled, realizing that I had a real cock in me, panting again like a bitch. Soon it was all the way in, Sir using my hips to hold my ass close to him as I adjusted to the intruder.
Moments later, Sir was slowly thrusting in and out of my pussy, and I began moaning as he found the right angle to rub my prostate, my sissy button. I had found it at times with my dildo, and on those occasions, pleasure flooded my brain as I gasped for more. Sir was rubbing his cock across the spot slowly, squeezing my hips as he did so, and my arms moved as a reflex to the sudden pleasure, pulling the collar against my throat. My eyes started rolling up as I let out a high pitched moan, the combination of everything driving me crazy.
"That didn't take long, jesus, what a little whore. This is going to be good" Daddy smiled as he held my head up, and with the other hand, stuck his thumb in my mouth. I immediately started to suck on it, whimpering as Sir continued his pleasurable assault.
The pace of the fucking started to speed up, and Sir was both rubbing and jabbing at my button. I rhythmically moaned around Daddy's thumb as I got used to the intensity. Daddy removed his thumb, and I whimpered incoherently for a moment before my face was plunged back onto Daddy's rock hard cock. He roughly used my hair and the leash to fuck my face, as I did what I could to keep my teeth from grazing his shaft. I couldn't focus enough to throat him well, and I ended up gagging on him as he used my mouth.
Somewhere in all of that I realized that I was now a real fucktoy, stuffed with the cocks of two men. One I hardly knew, and one who I'd only just met. Tied up and helpless, until they were done with me, whenever that would be. I didn't want it to end, I was scared, turned on, excited, and out of my mind with pleasure. Beyond intoxicated, I went into a mindless trance as I was overloaded and overwhelmed.
"I think the little whore might get addicted to this, hasn't needed a break yet." Sir said without changing his thrusts, always in control.
"Oh yeah, this slut is gonna do real well with us. Let's step it up a bit and see." Daddy said as he pulled my head up again. "Enjoying yourself, fucktoy?"
"Y-yes.. yes Daddy!! Ahhhh!!!" I could barely think with the constant stimulation.
"Good, because that's what you are now. A sissy bondage fucktoy. How do you like being so helpless, slut? Is it like you thought it would be?"
"Yyyesss, yes Daddy... oh God, I love it!!!" Tears were streaking down my face as I admitted that, making my mascara run as well.
I felt a sting on my face as Daddy slapped me across it. And again on the other side. I moaned as the new sensation joined everything else they were doing to me, I felt so degraded by the slaps, making me feel even more like a plaything. The break safeword lingered in the back of my mind, but it stayed there, it was now a useless option. If this was what did it for me, I wanted more, and to be able to come back again and again.
They used me at both ends like that for a while, I had no sense of time. Eventually, they pulled out and switched places, and Daddy stretched my pussy out as Sir fucked my mouth. The rhythms changed, but soon, Daddy was taking advantage of the right angles, and while he kept the waves of pleasure going, he alternated slaps on my ass as he pulled on my wrists for leverage. Sir used the leash to control my head when there was enough slack from Daddy's thrusts, at points he pulled my head up and slapped me like Daddy had. They didn't hurt a lot, but they were firm enough to keep me humiliated, and I was quickly beginning to love the feeling.
It was a while before they were finished, calling me slut, whore, fucktoy, telling me how I was made for this, and other things I could barely register. Once they were ready, they pulled out of me and sat me back on my knees, but pulled my head up.
"Open wide, whore" Daddy said as they neared climax.
I did, and moments later, forceful jets of cum blasted across my tear streaked face. They covered my face in their loads, turning me into a cumdump in the process. I caught what I could with my mouth, swallowing what I got, and whimpered pathetically as they finished on my cheeks and forehead, wiping their cocks on my lips, smearing around what they had given me.
I stayed there like that for a while, catching my breath, still horny and reeling from the intensity of my first fucking. I wasn't tired, yet I felt exhausted. I wanted more, but knew I needed to rest, and think about everything that happened. Soon I was pulled to my feet, and escorted to the bathroom.
Sir removed the restraints, and set my boy clothes out as he told me to undress and take a shower, and to process my new piece of reality. In a haze, I obeyed, and cleaned myself up.
Before I left the apartment, both men were waiting for me near the door.
"You did well today, Amber, and we know you enjoyed yourself." Sir said as he put his hand at the small of my back.
"Yes, you were born for this. We'll both be texting you soon, I'll definitely enjoy training you more. I think you're looking forward to it, aren't you, slut?" Daddy said as he lightly gripped the back of my neck, squeezing slightly. I felt so controlled by these men, and I liked it.
"Yes Daddy.. i am.." There was something more dominant about him than with Sir. He didn't show the same kindness, and was the one who made things rougher. It seemed like he was a bit more in charge of things than Sir was, and I liked it. I wondered what the next time, or times, would be like, and my clitty twitched at that thought as I left, reflecting on the events of the day as I made my way home.
After I got home, I came harder than I remember ever cumming, buzzing afterwards. Shame didn't last long, and arousal took over quickly again. I came hard twice more that night, drifting off to sleep wanting more. I played with myself every chance I could over the next few days, reliving the memory of becoming a helpless fucktoy, and the two men that did it to me only fanned the flame with the texts they sent during that time.
"You took your lesson well, slut, we're more than happy to teach you again and again, as long as you're a good whore."
"Your sissy button was easy to find, slut, you'd better return soon if you want to feel our cocks sliding over it again."
"We have more toys for next time, slut, don't disappoint us or you won't be allowed back to play with them."
I was too nervous and horny to reply with much other than a "Thank you Daddy", or, "I want to be a good slut, Sir." As horny as I was for more experience with these men, The rational side of me resisted. Have I already gone too far? How deep did this well of perversion go, and did I want to find out? Yet, every time I pondered it, the stories and porn that kept me up late at night crept into my thoughts, and how the possibilities could unfold from my new experience. They hadn't hurt me, and they let me go after giving me what I had asked for, so I felt somewhat safe. My sissy hole was sore for a few days, but once that subsided, I felt the itch in my pussy and my mind, pushing me to meet with them again.
I texted them back. "I'm free tomorrow night, Daddy & Sir, may I please have another lesson?"
----------------
Daddy's house was near town, and didn't take long to get to on the bus. It was nice, but so ordinary in the suburbs, you'd never know by looking what happened behind his door. They decided to move my lessons there, which Daddy said was more equipped to teach little sissy sluts their place, but he said fun might still be had at Sir's apartment. There seemed to be a lot of room in his 2 story home, but the only tour I got was down into the basement, where the playroom was set up.
"That's a good little slut, I missed those cute cocksucking lips. Don't slow down, take it deep, whore." Daddy sternly said as I sucked him.
My wrists were once again cuffed up behind me, attached to my collar, with Daddy holding a heavy chain leash instead of the thinner one from before. I was wearing my whore outfit and 5 inch heels from my first time with them, my makeup appropriately slutty. This time, the cuffs and collar were secured by padlocks, and even the chain that tethered my wrists upward was thicker. I felt a little more trapped and helpless than before, and it was like a d**g I couldn't get enough of.
"She's such a good, obedient fucktoy, so eager to learn her place. There she is, all secure now." Sir chuckled behind me.
I was bent over a padded stool, and Sir had just finished putting new toys on me. My top had been pulled up to make room for the nipple clamps that bit into me, and the momentary pain turned to a throbbing discomfort that felt lewd and obscene, amplifying the feeling of submission. Ankle cuffs were locked onto me, separated by a spreader bar he attached to the stool's base. A wide strap kept my belly tight against the padded surface as he twisted the familiar plug in and out of my sissy hole.
"The little whore loves being helpless, more than most of the sissies I've used. I didn't think she'd come back this fast." Sir laughed, smacking my ass.
"Me either. It's been a while since I've had a slut this naturally good, but she needs to learn a few things before she's ready for something more than play." Daddy intoned as he used the leash to control my head on his rod.
"True, but I think she's headed that way already, wants it too much for her own good. It's hard to believe she was a virgin less than a week ago." Sir chuckled.
I wasn't sure what they were talking about, but the intense feelings from a few days ago were building again, and I knew I wanted to learn as much as I could from these men. The deal was the same as before, I had a safeword to use in case I needed a break, but it was clear that once they started using me, I wouldn't be able to stop it or leave. Daddy kept teasing that if I used it, I might not be able to come back for more, and I wanted to come back.
Soon, both men were fucking into me as they had last week. Their use was rougher, the smacks on my ass stinging more, with harder poundings and mouthfucking. They kept my sissy button, my prostate, stimulated at the right angles and speeds, and it wasn't long before I was mewling incoherently as Daddy held up my head once more to slap each side of my face occasionally, telling me what a good little whore I was.
After switching positions and using me hard some more, they pulled out and looked at their handiwork, panting for more of the same. Sir walked to a cabinet, and pulled out a large dildo that was soon lodged firmly up my well fucked hole.
"We're going to take a small break, but we'll be back soon. Open up, there's more for you to try out." Daddy said with a smirk.
I obeyed, and a moment later a metal ring gag was placed between my teeth and secured around my head. Feeling the buckle tight around my head, I also felt the dildo start vibrating strongly, pressed up against my sissy button. A piece of tape across my ass kept it in place. As I started to moan again, a black cloth was placed over my eyes, and tied around my head. My moans intermingled with whimpers at the new additions.
"You're getting a fuller treatment today, whore, you can thank us later. Don't have too much fun while we're gone, hehe" Daddy laughed as I heard them exit the playroom and close the door. All I could do was moan and squirm, realizing how thoroughly I was tied and locked to this bench, gagged, blindfolded, stuffed, and left alone to contemplate my utter helplessness at the hands of these men. It was more intense than it had been before, and a part of me whimpered pathetically at the thought of nobody knowing where I went today, before getting relentlessly turned on by that same thought.
If I wasn't addicted before, I was now hooked for sure, not wanting to go very long without this kind of treatment. It terrified me how much I loved it, a terror that only sharpened my arousal. What was wrong with me? I couldn't think clearly anymore, all I craved was this abuse. The safeword lingered, but I liked that I was gagged, unable to say it, as much as it made me nervous.
It was a lot longer than a few minutes, not that I could tell by how long. I heard them come back, though, and I was still squirming in my bonds, unable to touch my dripping clitty, or the dildo keeping me stimulated. They unstrapped me from the stool, and unhooked the spreader bar before helping me stand, and guiding me to another part of the playroom.
When I looked around before, there was a cross with shackles, a cabinet with all sorts of straps and toys, and a padded table of some kind. I felt myself being laid down on my back on the table, my cuffs momentarily unhooked. My collar was clipped to the table behind my head, the spreader bar was reattached to my ankles, and they bent my legs up, folding me as they looped a chain between the bar and the front of my collar. A strap went around my midsection, securing me to the table, and my wrists were finally attached to the same place as my ankles on the bar, with my ass hanging slightly over the edge.
Open, vulnerable, and immobilized, they knew how to handle me, groping, pinching, and slapping me as they manipulated my prone body. My moans and yelps filled the space as they played with me, untaping the dildo and slowly fucking me with it. Soon, the ring gag came away, but the blindfold remained.
"Your clitty is so stiff and dripping, slut, it's obvious that you're loving this. Did you enjoy your little break, chained up and alone? We even locked the doors behind us to make sure, hehe" Daddy cruelly chuckled.
"Unnnghhh yes Daddy, thank you Daddy!!" I whimpered out, being driven crazy by the constant bondage and stimulation.
"Of course, now that we were generous enough to give you that break, you won't need your safeword for the rest of the day, will you, whore?"
I whimpered for a moment, the thought of having my only choice removed, as small as it was, was daunting to my nearly defeated rational mind, but it quickly became another link in the chain binding me to these men. If they took it away, I wouldn't be tempted to use it, and risk not being invited back.
With that hesitation, Daddy slapped each side of my face again. The humiliation, combined with everything, pushed me over the edge.
"Ohhhh god.. y...you're right, Daddy.. Please take it away from me uunngghhhh"
The words fell out of me as my moans increased in pitch.
"Good whore." Daddy said with some satisfaction, a moment later, a ball gag was stuffed in my mouth, strap secured, and the dildo removed. My pussy missed the feeling for only a few seconds, quickly replaced by Sir's cock, and he wasted no time in finding the right spot as he fucked me long and deep.
They continued their pleasurable assault on me. Calling me filthy names, spanking my ass, pulling on my nipple clamps, slapping my face occasionally, and even gripping my throat lightly, squeezing a little as my muffled sissy mewlings let them know that every piece of bondage and treatment were making me too far gone to care about anything other than being a real, undeniable sissy fucktoy for these men, who knew how to play me like a cheap fiddle.
I lost track of time again, all that mattered was the delirious feeling of cock and helplessness. Eventually, Sir pulled out, and was replaced by Daddy, stretching my hole for him again as he immediately began roughly fucking me while Sir tended to the clamps pulling and face slapping. They kept it up for some time before Daddy started changing his rhythms, I could feel myself starting to become sore and exhausted, even though my brain screamed for more.
"Yeah, little helpless fucktoy. All tied up in a basement, dressed like a fucking whore, being used by two men old enough to be your father. I bet your parents would love to see you right now, bet they have no clue what a little sissy slut you're becoming" Daddy growled.
His words only added fuel to the fire, shame mixing with pleasure that sent a stab of lust through me. They laughed at my high pitched whimpers, and I felt pressure building underneath the pleasure. Daddy didn't stop fucking or growling.
"Yeah, you're a fucking natural sissy whore, can't get enough cock and cum. Maybe we should turn you into our sissy sex slave. Unngh. Would you like that, whore? You'll be dressed up and serving cock a lot, being used often, just like this, an on-call whore."
Pressure continued to mount deep down as I took in his words, his cock, and his spankings. Sir punctuated the words with well timed face slaps, and I felt more humiliation at my position than I thought possible moments before. Daddy wasn't done yet, though.
"Mmm you'll make such a good slave, whore. You're about ready to meet our friends, they absolutely love abusing sissies like you, and you're too good not to share with the group. Yeah, you'll make a great little group whore."
At picturing being a slave to more cocks, and not having a choice in the matter, I let out a tortured moan as I exploded. Without touching it, my clitty erupted all over my belly, my chest, even reaching my face, in the most powerful orgasm of my life, my first sissygasm. Daddy kept grinding his cock against my sissy button as I came all over myself, slowing to a drizzle. His constant stimulation prolonged the event, and I was powerless to stop it as the moments of pure bliss stretched on for longer than I knew was possible. Something in me broke, and the rational side of my brain was nowhere to be found.
I didn't register much after that, until the blindfold was taken off, and the gag removed. I saw the two of them with their cocks pointed at my face, and I whimpered as their jets of cum once again covered and decorated my face.
I lay there, bound, as I came down and regained my senses. Daddy and Sir had cleaned up in the nearby bathroom, and helped me out of my trappings. There were moments of pain as the clamps came off, followed by a dull throbbing, and being bound and used in those ways for that long, left me sore. They helped me to the bathroom, with undressing, and cleanup, letting me take my time and rest a bit afterward. Daddy said he'd keep my outfit at his house, for the next time, and nodded in my post-bondage haze, before Sir drove me back into town.
-----------
That night, totally spent, I fell into a deep sleep dreaming of being tied, surrounded by faceless men and large cocks. Even in my rest, I could not escape the new desires that drove me forward into the hands of Daddy, moreso than Sir.
My alarm woke me, and I was still aroused from the previous night. I took an effort shrug it off on my way to my job, my rational side trying to reassert itself, but I was distracted throughout the work day, the intense memories and feelings regularly invading my thoughts & daydreams.
Was last night going too far, too deep? Was this safe? How is this going to affect my life, my job, and school? But I also rationalized that I was unharmed, and that the ways they hurt me were very arousing. They let me go, and made sure that I was healthy and clean, Sir even giving me a ride afterward to my part of town. What's the harm in going back? The choice was still mine. The choice..
It's as though they were testing me with each new turn of helplessness and humiliation, seeing how I respond to such rough treatment. So deliciously rough..
It all floated in my mind for hours, and I got texts from both men as the day progressed. Sir's kind side was comforting, but somehow less appealing than it was just a few short days ago.
"You did very well, Amber, taking harsher treatment than most sluts can take. Not too sore or disturbed today?"
"No Sir, I'm fine, thank you.. I had a lot of fun. I'm still processing it, thinking about it all.."
"That's good, Amber. I want to make sure you can handle it, before you get in too deep. The rabbit hole goes a lot further, and you might not be so addicted that you can still walk away."
"Yes sir.. I think I understand.. thank you, I'm not sure about a lot right now, but I'm figuring it out."
"Good slut".
I wondered what he meant exactly, but I was afraid to ask. Or I didn't want to know yet. Daddy's texts were firmer, and I found myself wanting to listen to him more.
"You're a gifted fucktoy, slut. You took the abuse well, and are coming along quickly. Next time should be even more memorable."
"Thank you, Daddy... what will happen next time, do you really have more friends who would join in?"
"When you come back, you'll find out, slut. I think you need to be kept in suspense a little. My friend checked in with you, and told you that you could still walk away, before going too deep, yes?
"Yes Daddy.... but I don't want to walk away, I want to see how far it goes... will it be safe?"
"Safe? You won't be injured, or hurt.. at least not any more past what you've already experienced. I know you liked most, or all of it.
"Thank you, Daddy. And yes.. all of it.."
"Good. I'm emailing you some stories, and some porn links. They'll give you a clue as to what might be in store for you, depending on how you respond to things."
"Respond, Daddy?"
"Yes, slut. We need to make sure that you can handle it, and that you really do want it. Since you're newer to this, you probably haven't had many fantasies, and we've already blown past them. Am I right?"
"Yes Daddy..."
"So now you need an idea of what's beyond that, and where you might fit. Follow the instructions in the email, and we'll talk soon, slut."
"Yes, thank you, Daddy."
After work, there was an email waiting for me with instructions to read & watch the attached stories & porn, with a plug or dildo up my ass, but not to cum, and to tell Daddy when I had viewed them all. My roommates were still at work, so I had privacy for a few more hours.
Soon, a modest dildo, thin 6 inch vibrator, was lubed and up my sissy hole as I sat on it, beginning to view what Daddy had sent. A lot of them were about gangbanging tied little sissies like me, which was really turning me on, but intermixed with many of the stories were more extreme things. Slavery, blackmail, sex in seedy places, and I moaned loudly as I pictured myself in their places. Each piece seemed so crazy and wrong, but so unbelievably naughty that I couldn't help but grind against the dildo while savoring every word.
I knew I shouldn't tell Daddy or Sir which parts I liked best, out of fear of it happening to me, but I wondered if that mattered.. if I show up next time. No.. when I show up next time. I was so aroused & a little confused about what I wanted, or needed, but the rational side was losing again to my growing addiction.
After replying to Daddy, I was definitely highly aroused, and wanted permission to cum while thinking of all the new naughty possibilities that had been shown to me. Daddy's reply was a simple message with an attached video.
"Cum while watching this, whore"
I clicked play, and I nearly choked on my own arousal. It was a video they took while I was strapped to the table on my back, blindfolded & gagged. Seemingly set up on a tripod I never knew was there.
Daddy was fucking me, with Sir groping and slapping. The dirty talk was clear, and for the first time, I saw myself being used as a helpless fucktoy. I knew that nobody would be able to recognize me underneath everything strapped to my face, but the nervousness mixed with my arousal, and I felt a similar stab of lust I had felt the previous night.
I looked like a whore, a whore who loved every second, and who deserved every slap and spank while being used. I bounced on the dildo, panting like a bitch, rubbing my own clitty, and my orgasm came fast and hard.
I had trouble sleeping that night.
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