CD Rebeca Young Tranny pt 2 A Sexual Plaything

Young Tranny
2. How I Started part 2- A Sexual Plaything

Still smiling at him and post orgasmic, mouthful of semen, I decided to enjoy the moment and leave any wrongness alone.
Relieved, Mr. Carlton smiled back. He asked me how I felt and a several other forgettable questions to get a read on my emotional state and determine if he was in danger from me or, hopefully for him, he'd been patient and deliberate enough and waited till the right moment and he'd found his new toy.
I was in a daze as he questioned me. I felt good but different, somehow more awake, but still in a daze. Looking back now I believe that I felt pretty much exactly like I should have felt. Shock, self-recrimination, some fear, but those were the smallest of my feelings. They were overshadowed by the far more powerful raw emotions of ecstasy, hunger, accomplishment, and desire. Yet, in a dazed state, I tried answer his questions as I replayed what had just happened. As I spoke I tried to make sense and overcome the extreme feelings I was dealing with but was just stuck and unable to snap back for about five minutes.
I remembered the visual of his cock in front of my face, then his crotch over and over, then the rude smooth feeling over my tongue and the roof of my mouth and then in my throat of his smooth cock over and over. Then the smell of his sweat and must as the lustful face fuck continued. I remembered him urging me to stoke myself and how much more intense it felt as his cock complicated my breathing and my saliva dribbled onto my hand as I stroked myself. Then I felt degraded and used but somehow perfect, like I realized something I already knew. Then one thing locked into my minds eye- the total experience of his orgasm into my mouth. I remembered that I swallowed his cum after knowing he was going to explode in my mouth. I remembered his fist around his cock for several strokes and bumping my chin over and over. I remembered that when he came I inhaled a little bit and choked when it happened. I recalled I couldn't breath, it was like I was drowning, and as soon as he pulled his cock away a moment I coughed some sperm up and then was told to swallow it like a good gurl and then made to suck his cock again. I mentally flashed to a me smiling up at him as this coughing and swallowing occurred. How wonderfully degrading I thought.
Then I remembered the cum. His cum. The cum from the cock I had sucked like a whore. The taste was so strange and different than my own sperm or semen or whatever. His was thick and gooey...and a sweet-salty flavor. Then I remembered that he used both hands on the sides of my head to hold me down on his big cock and made me shoot my own cum.
After a bit Mr. Carlton stopped asking me about the experience. He'd achieved his goal or need for knowledge. Or, whatever had driven him to make me replay the humiliating experience had been achieved. He leaned forward, looked at me directly, smiled and said, "Hot...you are very hot, a very sexy gurl. I think you'll be one of the best." Then he sat back with a proud smile and he gazed at me still on my knees. He began stroking himself with a smooth, relaxed post-orgasmic stoke. Uuuuuuuup....dowwwwnnn...over and over looking me over. His cock didn't really respond but he continued as he looked me over and then he shifted from me to the porn on the TV.
After a blurry few minutes he stopped, looked up as if receiving a message form space, or maybe completing an equation, the back down at me and said with a smile, "Let me get you your new outfit and your new wig. Your new "You"!"
Then, excited, he sprang up and walked out of the main room to turn right and go into the small bedroom, his cowboy boots making a loud clomp with each step. A dim pinkish-red light came on and then I could hear the rustle of heavy paper shopping bags. The light went out as he stepped across about half way between the bedroom, now, facing me, bedroom on his left and bathroom to his right. He held three boxes in his hands and smiled. "These are yours." Then he stepped to his right and into the bathroom pausing just long enough to place the packages on the large counter.
Mr. Carlton reemerged and stood to address me, nude with his heavy mature penis half-erect and pointed to the small bedroom. Then he began, "From now on you will come in the back door and straight up here, take off your male clothes and place them in the bottom drawer of the dresser, close it and then start becoming the girl within. Just put on whatever I leave for you to wear and then," his left hand descended and right hand rose to point at the bathroom. "You will go in here to complete the change into the gulie-"You," my little girlfriend." He smiled at me, looked away a second then back at me and added, "You'll come in as a boy and come out as a gurl. Do you understand?"
Still sitting on my wide spread knees, high-heels against the back of my ass, back straight, a dampness on my palms and crotch, I nodded yes.
He smiled and continued. Pointing at the bedroom, "This is your room, but don't change anything without asking. Its your gurlie room, but I have it the way I like it, and I think you will too. You will always leave your gurlie things here. Always. They will not leave the house ok?"
I nodded yes again.
"Good. Also, in here you will find all the new things that I get for you on the end of the bed. Not every day, but often. If I lay them out on the end of the bed, then you put them on." He pointed at the bathroom counter and said, "Here is a new wig, new shoes, new makeup, and the first lingerie that is all your own. These are yours, but like I said, they always stay here." He paused and than added, "I hope you like them. I can't wait to see you in the new things, so get up, come into the bathroom, take a few minutes to change and come out when you are ready."
The haze lifted as my heart pounded with anticipation at the gifts. I complied and slowed my speed to try to not look as eager as I felt. My sticky cum and KY covered cock stung left and right a bit popping into my upper thighs. I knew I was beginning the hardening process but tried to not show it.

Over the next almost forty-five minutes I changed into my own girlie things. I put on my own makeup. I even put on new high heels, black sandal-style pointed heels. Best of all, I put on my new wig, a burnt-orange fairly cheap Halloween costume wig. I knew it was crap, but it was mine. The new lingerie was also cheap, but it looked naughty and fit well. It was a black lace baby-doll with garters and red highlight piping of satin. The new makeup was amazing and was actually nice stuff by Loreal, Covergirl, and Mabelline. I came out looking great and totally different.
Mr. Carlton, still dressed only in black cowboy boots, beamed approval as he slowly stroked himself. He motioned me over and began my training saying, "I am going to make you the hottest, sexiest girl in the world. How do you like your new things?"
"I like them and-"
He stopped me placing his hand over my mouth and said, "From now on when you are dressed like a gurl, you never speak like a boy, ok?"
I nodded yes.
"Ok, just do your best to sound like a sexy gurl. It will improve with practice. So, try again. How how do you like your new things?"
In a shaky femme-boi voice I said, "I love them."
"Good, fucking very good." His cock was fully erect now. "Now we are going to make you the perfect gurl. And you know what that means right?"
I didn't know what he expected, so I shook my head slightly, red hair bouncing side to side.
"Good little gurlie-bois, well, good gurls like you, love to suck cock. So, we are going to make you the best. I'll show you what I mean, sit on the love seat."
I went and sat. He kneeled down and took my small hardening cock in his mouth and worked me. I felt his tongue and the pressures of his lips as he showed me how to make it feel good. Tight and loose at the right times and the right ways. Then he showed me what felt bad, the rear side of the cockhead, biting, whiskers, and pulling the cock down and away unnaturally. Then, he resumed the good styles and I appreciated it more than ever. I was close to cumming and he saw my eyes roll back and abruptly stopped.
"Your turn!" he said.
We switched places and I eagerly showed what I learned. Over the next hour he had me perform different styles of fellatio and when he'd had enough and stoked himself off in my mouth. I knew I'd done better, but wasn't happy he'd needed to finish himself off. The impact was to make me try harder. I wanted to get his cum myself.
We paused and he provided a small lunch on the leather padded sex-bench. After he'd cleared the plates he put in another porn movie and school was back in session.
The movie was titled something like "Coach's Secrets" and at the beginning the movie stated that all models were over 18 and that they could prove it. I thought this was a bit funny, and, I hadn't really noticed that before, but it strangely turned me on at that point. Teen boys sucking off older guys was hot. Another thing I needed to hide.
In the video, a series of coaches were being interviewed about all the twink boys they'd helped to find themselves and pass physical education, "because education is more than sports," one of the beefy coach/actors said. Most scenes were similar. An 18 year-old twink-boy wasn't going to pass school without an "A" to offset all the bad grades. So, the coach or, in a few scenes, coaches, were usually berating them for being to small to pass physical education, but offered them other ways to pass highschool. There were two or three group scenes, an interracial scene with two white coaches and a black boy, then the inverse, a black coach with two white boys, and all of it was hot, but not exactly as hot to me as the tranny movies. Mr. Carlton said it was a good movie to see all kinds of good cocksucking styles. I am sure he was right.
As the movie played Mr. Carlton discussed and highlighted the differences in sex styles and explained why one boy's moves were better than another's and then how some moves did nothing and were for the camera. Each time anal sex was about to occur Mr. Carlton fast-forwarded the video. Over and over this occurred and ended up making want to see it.

Mr. Carlton knew what he was doing as he denied me. I imagined he wanted me to beg to see the anal sex scenes, but I suppressed the desire to ask and in turn showed a bit of strength in no asking. Much later that night after going home and about to fall asleep I thought "How rebellious, you sucked his cock but didn't tell him to let you watch the gay fucking in the movie." I knew he was denying me to make me ask and in doing so he was making me want to watch the scenes. Why? I wondered, but deep inside I knew why, and I knew what was actually happening, but I put it aside and enjoyed the journey.

Back earlier that first day of blowjobs, the last scene of "Coaches Secret," or maybe "Coaches Favorites" or whatever it was, the last scene was pretty hot. In a locker room the boys stripped down naked to shower, but coach and showed up and called them "little bitches" and told them he'd seen their grades and that there was only one way to pass. Then his shorts dropped, and after short protests he pulled them to him and pushed them down into place. The boys were sucking the man off to get him hard and sharing the cock. The sex scene was hot and went through tons of oral sex in different positions and partner trades. Then coach didn't suck them though. They served him. Eventually the coach positioned the two boys kneeling over a bench next to each other, shorts around their ankles, offering their assholes to the coach to fuck.
Just as the spit-covered cock was about to touch the first boy's ass-rim Mr. Carlton forwarded through the anal sex to the very end; anal sex was over and the cum-shots were about to begin.
In the movie, Boy 1, long blonde hair, kinda femme, was standing bent forward in between the coach and boy 2, short brown hair, less feminine. Boy 1 sucked the coach's big cock and "earned" the cum load as boy 2, knelt and sucked boy 1 to "earn" his cum load. Boy 2 was shit-out-of-luck and jacked his cock. The coach started to cum in boy 1's mouth who in turn moaned and then came in boy 2's mouth. Then as boy 1 was almost done, boy 2 stood and boy 1 knelt and accepted both boy 2's cum and the coaches residual cum on his chest and face.
As I watched this, Mr. Carlton knelt and sucked me off, his mouth warm and the blowjob smooth and tight. His tongue swept side-to-side as he went up and down smoothly and evenly. Mr. Carlton taught me by example and video well and this was the first blow job I really remember. In only a couple of minutes he had me close to orgasm and he backed off. Then he did it again and backed off again. The third time he made me cum in his mouth. He placed my hands on his head and pulled me down on him. I got a sexual charge out of that too and realized that he was teaching me by showing me. I came as boy 2 and coach were wiping their cocks on boy 1's face.

After a bathroom break and some water, we settled back in for a trannsexual movie. We sat lightly stroking ourselves through the first two sex scenes and then half-way through a tranny movie I was on my knees again and made myself cum as he jacked off in my mouth.
Then again, about fifteen minuted later I was back down, sucking him off, but I and wanted to stop. My enthusiasm waned and I was a bit spent. He refused and made me keep going. Initially I felt resentful and violated, and then as he got closer and again, he pulled away to finish himself off into my mouth, I felt lusted for, objectified, and used like a sex object, a toy. The spent feelings dropped away and I felt hot. I was a sex toy and it was intoxicating.

The next day and through the middle of the next week was all blowjob training school.
It went like this. He continued to teach me by sucking me off and then making me do him, often after he made me cum first. He would make me go down on him, tell me what to do, then make me stop, suck me and show me how to do what he wanted, then he'd make me cum that way. Then, he'd let me catch my breath for less than a minute and make me resume sucking him off while I was in that awful few moments of the "Post-sex "I'm done" pseudo-phenomenon," as he called it. So, I would cum, catch my breath and balance, and then in less than a minute his cock was in my mouth and I was servicing him. As I got used to it I noticed myself back in the mood and fully desiring sex in a mere minute or two of sucking cock.

Then mid-week he said, "I think you'll like this." He pushed my high heels and stocking-clad legs over my head and bent me into a little "U" and pushed his tongue into my asshole.
It was amazing! My cock jumped and he encouraged me to stroke myself as he "Went down on" my hole. I came hard and then after a short while, we did it again. I was surprised he didn't make me do this to him and went right into another round of cocksucking and anal "rimming" as he called it. I came four times that day and we finished early.
I left after he said he had some work he had to do, which was weird. He was a fully pensioned medical retiree from some organization (I found out later it was the CHP). But he made me leave earlier than regular and I went home and eventually played with myself one more time before my mom came home.

The next day we played I went upstairs to "my room" and found my bed was made, but disheveled and damp in several places. Somebody had been fucking in my bed, I briefly mused at my reverse-Goldilocks reaction. I found a used, still-full condom on the floor and five or six condom wrappers on the floor and under the bed. I was jealous and my sex throbbed. Then, after I was dressed in all black, I went to the bathroom to find the condoms in the trash, one with the tell-tale residue from unprepared anal sex on it. I was still jealous but now I was sobered by the off-colored condom. I was jealous mainly because he'd played with someone else in my room. This tore at me as I did my makeup, but went away as I strapped on my heels, makeup complete, and strutted to the love seat to bend and suck his hard cock.
Oral Sex school continued the rest of the week, albeit with some rimming added in.

The next day started out the same as all the others. My sex education was going well, and I wanted more. Each day he tried to add a little something to the experience. A new item of clothing, or a new technique, or a position.
The day I found the used condoms he made me cum four times mixing rimming with blow jobs and he introduced his fingertip to my asshole. He skillfully used it to add pressure to the outside of my hole and rim my hole with a different intensity. It was amazing and I knew a whole new sexual world had just opened up.
Then the long weekend away from home and with my dad's family forced a stop to play. It was only two days, but it seemed to last forever. No matter how well we got along, I couldn't play with myself, well not comfortably. I did mess around with my older "step sister's" panties and the new mom's dirty lingerie and even found some shiny white residue I shouldn't have been excited to find in the crotch of some red panties. But I was generally unsatisfied and in total fucking lust the entire weekend.
On Monday, two weeks after Mr. Carlton had knocked on my window, a little over a week after he'd forced his cock in my mouth we continued my sexual education and grooming.
As usual Mr. Carlton greeted me as a boy and sent me upstairs as always and I dressed as always. There were no condoms laying about "my room" that day.
In just under thirty minutes I was ready and in heat. My cock was poking out of my new panties and the new outfit Mr. Carlton had given me was amazing- all black bra, garter belt, panties and stockings, with a leather dog collar, patent leather pumps and elbow-length hand-less Lycra gloves. He'd even left a colorized picture of Bette Paige in the bathroom, my makeup studio. I was getting better at every aspect of being the sexy whore he wanted and I really wanted me to be. I was determined to suck him to completion this week. I had obsessed all weekend and wanted to do it so very bad.

Mr. Carlton had other plans and I had no idea how different I'd be at the end of the next half-hour.

As I came out he was nude, semi hard, and wearing high-top black police tactical boots. He smiled, licked his lips and motioned me to turn around and show him how I looked and then to come to the work-bench, a new addition to the upstairs play area placed between the TV and the love seat. As I strutted over he said, "I know the perfect position to rim you. Come over here and lean over this. Look you can see yourself in the mirrors."
I did as directed and felt my lust swell, along with my cock.
He said, "Now, even though you can see yourself in the mirrors, you look amazing by the way, I want you to close your eyes and keep them shut. Shut your eyes the whole time. Shut them and keep them shut. It will intensify the experience, ok?"
"Ok," I agreed eagerly.
Then he stretched me over the short bench, my lower ribs curling over it instead of my stomach and hips. My chin was just over the edge of the short bench and I felt exposed and both excited and exposed at the same time.
Mr. Carlton moved my wig hair left over my ears and down my face and said, "Thaaaaats my gurrrrl..." Then Mr. Carlton positioned my hands outstretched and spread wide. He had me briefly close my legs as he removed my new panties, then spread open wide again.
I eagerly complied. I wanted to give myself to his mouth.
He began to lick me. After a few seconds one of his hands reached up, teased and then slowly dry-stroked my firm five inch cock. I was in lust and decided that if the bench were shorter this really would be amazing. He continued and then fidgeted around behind me, using his hands to spread me wider and then stroking me more. He paused and fidgeted around me more and I felt his weight shift left, right and then he moved upward. I felt him bending down and licking my hole and I could hear him slow-stroking is cock behind me. I snuck a peek and he caught me, scolding me until my eyes were closed, mascara pressing into my upper cheek. Then I felt him, still on his feet, kneeling now with his warm face cheeks in between my ass cheeks and his tongue inside me.
"Relax and push outward a little, that feels amazing," he affirmed for me and urged me to agree. This went on a while, maybe ten minutes, maybe more. He said, "Yessss, that's a good gurlie," and "Perfect," and "Oh that is soo sexy..."
On and on he went, and I was extremely turned on and fighting to keep my eyes shut.
Then I felt him shift again, and then I felt his hand slick with KY stroke my cock and I thought, "Ohhhh yesss!! Here we go!!!"
His hand went up and down on me only a few times and then he shifted again and I felt a large glob of KY pressed into my hole. It was cool and slick, and I was distracted by it. I was annoyed and wanted him to resume stroking my cock.

Then Mr. Carlton took me.
His forearm crossed over my shoulder blades and he pressed me into the strong work bench and he held me there as if it were medieval stocks. His free hand wiped another generous amount of KY into my ass, opening me a bit and hurting a bit, similar to the doctor's visit almost two years before. Then he let me know what was really happening.
My inner-being already knew. On some level I wondered why it had taken this long.
He said in a firm and almost menacing manner, "This is going to happen, you may not like it at first, but you will eventually love it. Remember, we are upstairs in my house and nobody can hear us or see us. You can be as loud as you need to be, but this is happening and you will love it," as he pushed his mature cock into me, violating me and making me submit.
The stretch of my virgin rim was more intense than anything I had ever felt and hurt more than anything to that point. Pain overwhelmed me and my eyes shot open and I struggled to make it stop. My legs left the floor and curled upward, high heels pointed at the ceiling and inadvertently opening me to him even more
"Awwww-noooooooooooo!!!" I yelled in one long breath and depleted my air. Lightheaded, I breathed in as his cock-head pushed deeper and his shaft entered me. "Noooo!!! Please don't!!! Please...owww...hah...awwwwooooeee...noooo!!" I yelled out in betrayal and pain and violation. Then his cock was in all the way and his pelvic area, shaved, poked stubble into my creamy young ass.
I panicked a bit, my eyes wide and looking all around, searching for escape.
He looked at me in the mirrors and followed my movements and had the oddest look of curiosity and lust and accomplishment all at the same time.
I lashed out but found I was pinned and immobile. His forearm and now his heavy mature body pinned my crotch to the side of the bench. His crotch directly behind mine. His knees were inside my legs pressing outward and opening me totally. My arms were outstretched and unable to reach him. I was only able to breathe.
Then he said, "Good gurl. This is what we have getting to all along. Stop fighting yourself and let yourself enjoy it. You know it feels good. You know You wanted this. Don't worry, this won't make you a faggot who doesn't like girls, you will just be special." Then he thrusted in and out of me nice and smooth. He paused. Then he did it again, then again, until he was fucking my tight young asshole with a smooth even rhythm. He was fucking me like the porn stars in the movies, smoothly like masturbation strokes, like the same speed I heard my mom experience. Like all the fuck scenes I'd watched, except now it was me taking it.
My mind bent. I was being fucked and being used. I hated it. No, I hated him, no, I loved it, but it hurts, I don't want to do this, I'm calling...ahhh... I can't believe how this feels inside, I want, I want, I want to stop, I want more...
His voice broke my flood of thoughts. Good gurl, relax and that's it, move back into me like the gurls in the movies, get all that cock like a good whore. Remember, you're not a faggot unless you cum from getting fucked up your ass...your just a sexy person, you're not a faggot.
I consoled myself with his words for a second. I wasn't consenting. He was wrong for doing this. I didn't want it- all that flashed...I'm not a faggot...he says I'm not a faggot...
Then, Mr. Carlton, who knew what he was doing far too well stood up a bit and lifted my ass upward just a hair and pointed his cock downward into me and punched my prostate, my g-spot. He pumped it quickly a few times and I felt a buildup of cramping and then, convulsions, lots of convulsions inside my lower body, behind my cock and my body spasmed. I shook and my eyes rolled back and then shut and then I made them open as I felt something new, but oddly familiar occur.
As I tired to figure out what was happening over the span of about two seconds, or one breath after he'd just said I wasn't a faggot, Mr. Carlton altered his fuck of my ass, drove into me and made me cum.
Mr. Carlton, a smile in his mature voice said as the first leaks of snot-like anal orgasm drooled from my little cock, "Well, I guess you are a faggot, I guess you are a little ass-whore, I guess you are my good little gurlie."
I looked at myself in the mirror array and saw from three different angles that I was cumming. Semen lines flopped in all directions as my cock swung around in time with his thrusts. My cock twitched and cum flowed like a runny nose in winter. After a moment I saw a long uninterrupted line of semen went from my cockhead to the floor break and then another line restarted from my cock as the convulsions, now fully recognizable as orgasmic convulsions, shook me under his hold. I came and watched it all. My mascara and eyeliner ruined and running a bit, my glossy lips still perfect and ready for a dick, my wonderful breast forms pushing up and out of my perfect bra, but most of all, my open and taken body draining cum everywhere. I was overwhelmed and continued to cum longer than I had ever cum.
He poked me deep about twenty more times and then came up my ass, pushing into me over and over as he came deep in me.
This physically hurt, but the stretching wasn't my rim any longer, it was my insides, my colon. The pain was a push up into my body, instead of horizontal and at my rim. In a split second I noticed with fleeting pride that my rim actually felt fine at this point. But his poke, or cock punch into me was extremely hurtful.
Above the fray, part of me was hopelessly in the moment and relished his orgasmic thrusts into me. Bam! Bam!...Bam-bam! Bammmmmmmmmmm!!!! He held in me for a short eternity and then finally he pulled out. My legs came down and supported me. I was weak and faint, and in a weird, kinda shameful way, I was also wonderful all over.
I felt Mr. Carlton relax and I was ashamed, still bent over the bench with his cock buried deep in my hole and his crotch still pinning me down. I tried to avoid his eyes, and then saw him in the largest of the mirrors in front of me. His eyes were shut and he had a strange grimace of a smile across his open mouth. He breathed hard and deep and moaned a low moan that was somehow similar yet deeper than the moans I'd heard so often over the past weeks. Then his eyes closed in bliss and after five seconds opened to see me bent before him. He pumped out and back into me once more and breathed hard, holding himself deep in my small body. He wasn't hurting me any longer. My body had adjusted around him.
I was ashamed of how it felt...how did it feel? It wasn't bad. Was it good? I couldn't decide. But it didn't hurt. It was something else.