Maggie & Rodger

It was fall, but I think autumn is a much more descriptive word. There was a chill in the air that required a jacket, or a sweater. I had decided to go out for the day as Danielle and let whatever might happen, happen. I cleaned myself out thoroughly, shaved, showered, and applied my makeup, and perfume. I spent a little while considering various outfits and then decided. I slipped into opaque forest green thigh highs, and a thong, front closing bra, and a waist cincher all in black. I added a subtle plaid rayon full skirt, brown wide leather belt, and a silk blouse in burgundy. A tweed blazer topped it all off with my black leather riding boots with brownish maroon tops. I then selected a long curly brownish red wig, a scarf that had all the colors I was wearing, and lastly my leather purse. I checked the contents of my bag. I had my phone, make up, lubricant, condoms, numbing spray, and wallet. I decided to just head out of town and visit the countryside, beautiful now with the leaves turning. I stopped at several road side markets, and flirted mercilessly with the young man selling fruits and vegetables. I made sure to lean over and reveal my cleavage. I also stretched to reach a few items and let my skirt ride up my thighs. I could see him staring so I winked at him. I could see his erect cock straining against the fabric of his jeans as he shifted uncomfortably. I smiled to myself and noticed he was alone here working. Shifting the paper bag of produce in my arms, I let my breast forms bounce a bit which he noticed. He was so nervous and at last he spoke in a voice that was changing. He wanted me to know that he thought I was very beautiful. Not wanting to get arrested for assaulting a minor I asked his age. He said he was almost eighteen. I sighed, but even as cute as he was I paid my bill and promised to return next spring. The entire day seemed to go this way. Every place I stopped, whether it was a fruit and vegetable stand, an antique market, or an estate sale seemed to be manned by teenagers, or elderly women and men. I just could not believe how boring my day was turning out to be. Still, it was fun to be out as a woman. I began considering whether I wanted to stop someplace for supper, or return home, change clothes and go out dressed more provocatively and cruise for guys. I stopped at a rural general store and bought an ice cream cone to consume while I made my decision. I sat outside and licked the creamy confection thinking to myself what I was going to wear tonight. I was so wanting for sex that a slutty outfit was quickly taking shape in my mind. I was so consumed with my daydream that I failed to hear the person speaking to me.
“Miss? Can I have this chair?” Startled me from my reverie. It was a young man with whom I assumed was his girlfriend. I nodded quickly as I looked him up and down and then smiled as I licked my cone.
“Sure, why not?” I said in a breathy voice. I picked up a local advertising flyer and pretended to read it as I concentrated on licking my ice cream cone as if it were a throbbing dick. I glanced over and our eyes met briefly as I continued to fellate my cone. I glanced back every so often and noticed he was discreetly checking me out. The wind was starting to pick up now and the leaves were swirling around the outdoor seating area. I could feel a cool draft trying to make its way under my skirt. I slowly crossed my legs as I stared at the gentlemen again, not caring that the ice cream was all over my lips now. He blinked and returned his gaze to the girl with him and I quickly glanced down as she turned to look at me. I noticed, much to my disappointment that I was nearly finished with my ice cream. I glanced around and saw that the garbage can was located nearby, and in direct view of the gentlemen, and not the girl. I made a big show of wiping my mouth with the paper napkin before I rose and walked to the garbage. The wind cooperated with my plan and halfway there I felt my skirt being lifted by the breeze. I smiled as I tried to reach back with one hand, failing to hold the skirt down, on purpose of course. I tossed the cone into the can and turned as I pushed the skirt down, after having given anyone watching a few seconds to see everything I was wearing beneath. I grinned at the man and returned my seat winking just before sitting. I took out my lipstick, and compact and began to repair my lips. I took my time and concentrated on painting them precisely, and as seductively as possible, pouting just so until I had finished. Pursing my lips, I glanced sideways, barely moving my head to see the man was trying fiercely not to look at me. I adjusted my bangs slightly and then returned my things to my purse. I then stood up and walked to my car, pausing along the way to view the magazines on the news stand. I could feel my cock had stiffened and was leaking pre cum. Being as subtle as possible, I glanced back at the couple to see if the girl was pretty. She was pretty and I noticed she was looking at me, and then the man turned and glanced at me. I noticed them speaking and then she quickly put her napkin down and rose, hurriedly approaching me. I was a little alarmed. I wasn’t aware what all she had seen or what had been said at the table so I quickly replaced the magazine and fished into my purse for my car keys as I began to turn away.
“Hi there,” she said brightly. I greeted her in my breathy voice hoping that she was not going to accuse me of trying to seduce her boyfriend.
“Excuse me, but I just had to stop you. You look great, and I love your outfit.” I was relieved and thanked her. She introduced herself as Margaret, or Maggie to her friends, and asked me if I had to leave, or could I join her and her boyfriend to which I nodded and agreed introducing myself. She leaned close and whispered in a secretive kind of way.
“He doesn’t realize you’re really a guy!” I glanced at her and then asked.
“Well, what gave me away to you?” She gave me a subtle grin and whispered.
“You’re good. In fact, very good. But a real girl can always tell.” She must have noticed my disappointed look because she immediately took hold of my arm.
“I’d love to help you.”
“Really?” I said.
“Of course. It’s your walk.”
“My walk? Damn, I’ve worked hard on that.” I said honestly. She said that it wasn’t bad, but it needed to be more from the hips.
“Come on,” she said, motioning with her head and we walked over to her table. She introduced me to her boyfriend, Rodger and we sat down. We chatted for a few minutes as I answered a few of Rodger’s questions. Then he excused himself to use the restroom. Maggie immediately confided in me that she was bi, but thought that a cross dresser would provide the best of both worlds. I asked her if she had ever pegged Rodger. She sighed and said that she had hinted around at it with him, and that she had done it to a previous boyfriend. I knowingly smiled and said that it was very empowering for her. She leered at me and nodded.
“Oh my God, it was wonderful.” I nodded and added that Rodger obviously had no idea of how pleasurable it was to be pegged, and how wonderful a prostate massage could be. Maggie looked at me intently.
“You could show him.”
“Do you think he’d want to fuck me?”
“Maybe. But we could have him watch me fuck you.” Looking at Maggie I tried to imagine her naked. I could easily enjoy having her do me, and me doing her too. Rodger returned as I told her I was totally willing to do something like that, and much more. Winking at Maggie, I touched Rodger’s hand and asked him if he enjoyed the way I ate an ice cream cone. He paused and stammered a bit, looking at Maggie saying that he had. Maggie took control right away.
“Honey, would you like her to go down on you like that?” Rodger was a little confused. I squeezed his hand as I felt Maggie nudge me beneath the table.
“Please?” I whispered as our eyes met. I seductively licked my lips.
“Won’t you do it for me sweetie? I want to see another woman please you.” Maggie was convincing.
“But she’s, well, not…” Rodger paused.
“She’s not…what? A girl? Maybe not. She looks like a girl though, doesn’t she?” Rodger nodded. I leaned closer to Rodger and whispered.
“You don’t have any idea of what you are missing out on.” Rodger looked at me quizzically.
“What do you mean?” I explained to him the possibilities and what a fantastic experience it was to have a prostate orgasm. Rodger was unconvinced. That was when Maggie offered for us to show him.
“Come on. I’ll show you. You watch me fuck her and you can watch her come. I’ll probably get off too from the way the strap on rubs against my clit.” Rodger finally realized the wonderful opportunity before him and declared.
“You’re on!” We were soon in their car and on our way. It took about fifteen minutes for me to follow Maggie and Rodger to what was Maggie’s house. It was in a quiet neighborhood with plenty of acreage. The nearest house looked to be a quarter of a mile away. As soon as we were inside, Maggie fixed everyone a glass of wine. I excused myself to use the bathroom and check to see if I needed to do any prep work. I was fine and emerged to find Maggie kissing Rodger and rubbing her hands all over his body.
“Hey! You said we were going to share him,” I said as I approached. Maggie pulled me close and I began kissing Rodger around the ears and neck. Maggie reached over and tugged at my blazer which I slipped off. Maggie took hold of my hand and slid it down to Rodger’s crotch which was now stiffening considerably. Deftly, I undid his belt and unfastened his jeans, slowly unzipping them.
“Honey, I bet you won’t be able to tell which one of us is going down on you,” Maggie said softly. I began to unbutton his shirt as she whispered in his ear.
“Don’t be silly, he’ll know your touch in an instant.” Maggie slid to her knees as she pulled me along. She pulled his jeans off and pushed his knees apart.
“Close your eyes baby,” she said. We leaned in together and began to fellate him. After a moment, Maggie moved away and I began to suck Rodger’s cock in earnest. After slathering the head for almost a minute, I slid down the shaft ensuring he was very wet. Then, winking at Maggie, I took him into my mouth and slowly took all of him into my throat. I relaxed and kept going until I reached bottom. Rodger let out a deep gasp and a long low moan. Then, I slid my tongue out to lick his balls. I slowly lifted myself off him as I heard him groan.
“Oh my God!” Maggie and I glanced at each other and tried not to giggle. Maggie took her turn as she licked him all over and then proceeded to rapidly bob up and down as she stroked him with one hand holding the base of his dick with the other. I watched for a few moments until Maggie paused, and then rose. She then tied a scarf around Rodger’s eyes.
“If you can tell who is sucking your cock, you can do anything to me or Danielle you want.”
“Anything?”
“Well, no watersports, s**t, or gross stuff,” I said softly. Rodger nodded.
“Yuck, of course not,” he replied.
“What if I’m wrong?” Maggie glanced at me and I nodded.
“Then I get to do anything I want to do, to you, or Danielle.”
“Okay.”
Maggie and I moved around to confuse him and then Maggie put on some soft music. We both knelt in front of Rodger and I began to lick his throbbing cock. I had to be careful not to moan like I usually do. After a few minutes in which I had taken him all the way into my mouth several times, Maggie asked Rodger who it was. Rodger seemed to think carefully.
“It was you hon,” he said. Maggie removed the blindfold and I watched Rodger’s eyes widen in surprise as he saw me kneeling between his legs.
“Nope.” Maggie whispered into his ear.

A few minutes later we were all in the bedroom. While I stripped Rodger out of his clothes, Maggie had gleefully undressed and gotten into her harness and dildo. I unbuttoned my blouse and tossed it to a nearby overstuffed chair, and removed my skirt, kicking it to the chair too. Then I felt Maggie slip my thong down my legs and I lifted each foot so she could toss it to the chair as well.
“I kissed Rodger and whispered, “Enjoy the show!” Maggie led me to the bed and pushed me onto the bed. She pushed a pillow under my bottom, raising it to the optimum height for the angle of her dildo. I pulled a pillow to me and propped up my head. Maggie applied some lubricant to the dildo and my ass before wiping her hands clean on a towel. She then took hold of my legs under each knee and stepped closer moving my legs apart. I felt the head of her cock at my boi pussy as she mouthed the words “Thank you” to me with a wink.
“Now Danielle, do you want this?”
“Oh my God yes, please!” I cried.
“So tell me,” she said as she looked at Rodger who had moved closer now.
“Please Maggie, please give it to me.” Maggie grinned and glanced at Rodger again who was now absent mindedly stroking his erect cock.
“She says she wants it honey. Should I give it to her?” Rodger grinned and shook his head slowly. I played along and began pleading for Maggie to give it to me, with her and Rodger going back and forth between them with Maggie threatening to put it away if I didn’t convince her I really wanted her dick. This continued for a couple minutes until I was practically yelling for Maggie to “fuck me like a cheap slut”. At last she slipped her strap on dildo inside me. She teased me again, and again, and this went on a bit longer until she gave me a little more each time, and then finally all of it balls deep. Now she went into a rhythm and began fucking me in earnest. She had moved her hands up to my ankles and spread my legs wide as she began to thrust harder and faster. Rodger had moved closer now and was kissing Maggie, and then her breasts. His cock was purple and erect. Maggie continued to verbally abuse me, calling me names and encouraging me to continue to “beg for her cock”. The fact that my “clitty” was erect now and oozing pre cum was not lost on her either.
“You see baby? You see how turned on she is from me fucking her?” Rodger nodded, his eyes wide at the size of my cock. Maggie was breathing hard now, and not just from the pounding she was giving me, but from the strap on grinding against her clit. I reached over towards Rodger and licked my lips as I stared into his eyes.
“I want to suck your dick!” I moaned. Maggie grinned at me.
“Go on honey, fuck her, fuck her slutty cocking sucking face!” I smiled at Maggie as Rodger moved over. I moved my pillow and let my head ease back over the edge of the bed slightly. Rodger was becoming more confident now and pushed his cock into my mouth.
“Suck it you nasty slut.” I pulled him close as he turned so he could kiss Maggie. She was close to cumming down so I doubled my efforts on getting Rodger off. It seemed like only a few minutes before they both exploded together in a series of moans and cries. Rodger was lost in his orgasm and I relaxed to let him shoot spurt after spurt of creamy cum down my throat until I finally eased him up and felt him spurt more onto my face. He was prodigious and as I glanced in the mirror I could see he had glazed me very well. Maggie noticed and moved to lick the cum from my face. We kissed and shared Rodger’s cum as he moved around stroking his cock. I watched as he quietly unrolled a condom on his still erect cock. Maggie turned to watch with me and moaned softly.
“Look at him, still stiff as a board,” she said her voice filled with lust. He moved closer to us. Then he spoke.
“I want that bitch’s ass.” I felt a thrill in me as he approached.
“Please, don’t hurt me,” I stammered as he grabbed my ankle. I winked at Maggie as she played along. I tried to scramble away but Rodger was strong. He gathered me up and a few seconds later I felt myself bent over a huge pile of pillows and cushions. I felt a squirt of something wet on my asshole and then a hard smack on my ass cheek. My legs were spread and then what could only be Rodger’s cock was pushed against my asshole. He spread what I assumed was lubricant around and then gently pushed forward. I gasped and gave a little cry as I watched Maggie staring intently at her boyfriend. Rodger now had his hands on my hips and I wondered what he was going to do next, although I was hoping he wouldn’t stop.
“Did I hurt you?” he whispered quietly. I shook my head quickly and answered.
“No, keep going.” Maggie and I looked at each other and I nodded. We had already agreed on a safe word. Maggie smiled.
“Fuck her Rodger. Fuck that whore until you cum!” Rodger paused and then Maggie encouraged him on.
“If she wants you to stop, she’ll say ‘mayday’, okay baby?” I winked at Maggie and then begged.
“Please Rodger, fuck me baby, fuck me!” I heard Rodger chuckle slightly, and then his grip on my hips tightened. I felt him slide into me deeper, and deeper. Steadily he moved slowly forward until I felt his balls against my ass.
“Oh yes,” he groaned.
“She’s got a hot ass, doesn’t she baby?” Maggie said. The floor mirror was positioned so I could see all of us. Rodger’s eyes were closed tightly and I could feel him back out and then slide back in. His speed increased quickly and before long he was thrusting n my ass ay a raid pace.
“It is,” he moaned. I kept up a steady rate of moans and comments urging Rodger on. It was a mixture of profanity and detailed instructions of what he should do to me, all for his benefit, and pleasure. It was having the desired effect as Maggie joined in, while Rodger surrendered any inhibitions he had about roughly fucking a cross dressing slut. For me it was soon Heaven on Earth as his cock began repeatedly rubbing my prostate in just the right way to get me to orgasm. I moaned as Maggie kissed me.
“Oh yes, I’m going to cum!” Rodger rammed me again and again.
“Not yet slut! I’m cumming with you!”
“Oh fuck yes baby, do it, cum with me,” I moaned as Maggie slid around so I could lick her pussy.
“Fuck that whore Rodger! Fuck her baby!” she cried. Rodger really went wild now and thrust into me, pounding my ass. My whole body was shaking now. A few moments later he cried out.
“Take it you bitch! Take it all you fucking sissy slut!” I hit my peak a second or two later and cried out as Maggie pushed her sopping wet cunt into my face. Suddenly I felt a mouth engulf my cock and noticed in my haze of ecstasy that Maggie had swung around to 69 with me. I licked her clit furiously as Rodger let go and I too came, and came, and came some more as my whole body shuddered with pleasure. I listened intently as Rodger cried out “Yes!” again and again as he shot his load into the condom in my ass. Maggie was struggling to gobble down my own copious ejaculation. After a few minutes each of us fell silent, our breath still ragged and out chest heaving. Rodger had collapsed against me and Maggie squeezed out, her face covered in cum. Rodger slipped out of my ass, and rolled onto his back between us. I quickly reached down and saw that his condom had ripped apart and had gathered at the base of his cock.
“Whoops,” I said softly. He raised himself up and immediately tried to reassure me that he had been recently tested and had no diseases. I kissed his deeply and then whispered I wasn’t concerned. Maggie moved closer and we kissed too. Then I smiled at Rodger.
“Besides, you can’t get me pregnant.” We all began laughing and went about getting cleaned up. I left them my number, kissed them both, and went on my way home. It wouldn’t be the last time the three of us got together.