I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.
============================ Road To Stardom
The girl I was with rushed me to the dressing tables and laid my stuff down. She began giving me instructions while I followed suit. She told me that as soon as I was naked, I needed to be ready to collect my things. She told me to hang onto my money and counted it out in front of me. She then counted out half and put it into a jar. Instructing me that I needed to give half to the girl at the hole. Then she sat next to me and gave me a serious look.
"Was that really your first time stripping?" she asked.
"Yeah, Why?" I asked with a smile.
"Wow!?" she replied "Bob was right you are a natural."
I had a big smile and looked in the mirror just as Bob walked in the door............ He had two shots and a huge smile.
"Holy Fuck That Was Hot!! We gotta do a victory shot!!" he exclaimed as he handed me a shot.
We clinked glasses and drank.
"God, I love a good whore!" he said smiling "Now hurry up and get dressed............ Buddy wants to buy you a victory shot too."
I had a big stupid smile while watching Bob examine my nude body. I licked my lips seductively while I stood up and put my cowgirl outfit away. Then I pulled on my blue dress again and Bob quickly ushered me out into the bar. He put his arm around me and reached up the back of my dress immediately.
"You liked that didn't you?" he asked while sliding a finger into my ass.
I leaned into him and buried my face in his chest while we walked.
"You can tell me. You had fun, didn't you? It really turned you on?" he chided while fingering me.
I was so embarrassed. "It was the coolest thing I've ever done." I admitted.
Bob was fingering me hard and I could feel guys grabbing my ass as we walked to the bar.
"That's what I wanted to hear! I wanna fuck you so bad, I can taste it." he said smiling at me.
I had a big triumphant glow knowing he wanted me so bad. As soon as he said it, I wanted him too. I wanted to feel him inside me again. I wanted desperately to make him cum.
We got to the bar, where Buddy had shots waiting for me. Buddy and I drank while Bob continued to finger me and tell me what a good slut I was. I was so turned on, I was arching my back and moaning while he made no secret of the fact that he was fingering me. I bent forward and continued to moan. Bob began to laugh and pulled up the back of my dress so everybody could see what he was doing.
"You like having people watch?" he asked.
"Yes" I gasped.
"Good. Let's get you to a back room so I can fuck you" and started pushing me to the back rooms.
As we walked, I was stumbling along barely able to walk because I was so drunk. If it wasn't for the finger in my ass and his hand on my arm, I'm sure I would have fallen over. While we walked Bob was whispering in my ear about how hot it was to see me on stage. He told me how popular I was with the crowd, what a nice ass I had and how much he wanted to fuck me.
It made me giddy as a schoolgirl to hear how sexy I was and I was beaming with pride to hear how much he wanted me. The closer we got to the back rooms, the more I wanted to feel him inside me. I couldn't wait to be his slut and I couldn't believe how good it made me feel to know it was only minutes away.
When we got to the back room, Bob pulled his pants to his knees and said 4 words.
"Suck my dick Kitty"
I smiled at him and obediently dropped to my knees and began to stroke his soft cock. I looked up at him and gently licked the tip of his cock while he smiled back at me.
"Good Girl" he said reassuringly.
I immediately opened my mouth and sucked it in until my face was pressed against his belly. I could feel the head of his cock pressed against my throat, his balls on my chin and his hands pressing hard against the back of my head.
I could feel his cock throbbing and growing as he gently bounced his hips against my face. The head of his cock slid easily down my throat as his soft cock got longer and thicker with every heartbeat. I couldn't breath so I just held my breath and enjoyed the feeling of a cock growing in my mouth while sliding down my throat.
I couldn't believe how natural it had become for me to suck a cock. In one day I had gone from an average straight guy with a girlfriend to a drunk cross dressed slut who didn't think anything of it. It was like I had been doing it my whole life. Not only that, but I was really starting to enjoy being seen as a woman. Every kind of kinky depraved sex I could think of was available to me at any time. The whole experience was like nothing I had ever imagined.
When I started to run out of air, I started to gently push back with my hands on his hips. He groaned and drove my face hard against his belly. I relaxed a bit and waited until I couldn't wait another second, I began pushing back hard then. Bob groaned again and pushed even harder on the back of my head. My face was smashed against his belly. My mouth was wide open and I was desperately trying to breath. I was slapping his hips frantically and I was starting to gag hard.
He eased his grip and let me back off until just the head was still in my mouth. I pursed my lips around the bloated head while panting through my nose to catch my breath.
"GOD THAT FELT GOOD!" he said emphatically.
I looked up at him with tears in my eyes while he smiled down at me. It was kinda cool to know that it felt that good to him but it was really hard on me. None the less, as soon as I caught my breath, I sucked hard and deep throated him as fast as I could to see if I could do it again. He stopped me after only a few seconds.
"Take off the dress and get on the bed" he instructed.
I stood up, dropped it to the floor and kicked it quickly into the corner.. I climbed onto the bed and laid on my back with my legs together. I watched as Bob finished taking his pants off and stood at the foot of the bed naked with his cock sticking straight out.
He put his hands on the foot of the bed and began to crawl slowly upward. He was examining my body closely the whole time. The further up he crawled the further I spread my legs to greet him. When we got face to face, my legs were spread wide in anticipation and I was already guiding him in. He pushed his hard cock into me until it was buried balls deep and laid down on top of me. I wrapped my arms and legs around him, thinking of how good he felt inside me and what it looked like to have a set of balls hanging out of my ass. As he began to slowly thrust into me, he looked at me.
"God you're a good fuck." he said smiling "You can't imagine how good this feels and how much fun it is to fuck you. I'm glad I stopped to check on you this afternoon. I had no idea that I would find such a good slut"
I just laid there with a big drunken smile soaking in the praise.
"I always thought you were a pussy, but who knew you would turn out to be the perfect slut." he continued "This is like a dream, it's too good to be true. My daughters boyfriend is my best slut. You're the smoothest easiest piece of ass I ever had."
"Really?!?" I giggled.
"Fuck Yeah..... Calling you Kitty is as good as calling you a pussy to your face and I love that. All dolled up like this, you're hot. You're easy.. You're a good fuck. And you can suck dick too. Where did you learn that?" he asked.
"I know what I like so I just did that" I said shrugging.
Bob was slowly pumping his cock into me the whole time and I could feel my bowels begin to push to expel his invading member.
"Wow, you keep that up and I'll be the happiest guy ever. What about dancing? Same thing? Just do all the things you like a stripper to do?"
I giggled again "Yeah"
"It was fun though, wasn't it?" he chided "I mean, you liked being a girl and showing off your pussy, didn't you?"
I blushed hotly and covered my face with my hands.
"God that was a turn on!" I gushed "It was so cool to be naked in front of that many people and know that I was turning them on and they all wanted to fuck me! GOD THAT WAS COOL!!"
Bob pumped his cock into me hard and fast a few times.
"Yeah..... That's my girl" he chuckled. "If you like knowing guys want to fuck you. You'll love this. Our policy is 10 guys per girl, per night in the back rooms. But you were so popular that we gave you 15."
He watched me as I smiled while he told me about all the guys that wanted to fuck me. He began to laugh when he saw my reaction.
"God, you're a slutty little pussy boy! Kitty is a perfect name for you. Have pussy; will travel. You can't wait to get started, can you?" he asked.
I smiled, blushed and looked away.
Bob laughed again. "You like being a slut! Look me in he eye and say it! You love being a slut!"
I smiled, looked him in the eye and repeated after him. "I love being a slut!"
"You love a big hard cock!"
"I love a big hard cock!"
I could feel Bob sliding into me harder and faster as we talked.
"You love being fucked like a whore!"
"I love being fucked like a whore!" I repeated.
"Speak up! I can't hear you!" he insisted as he began to fuck me harder.
"I LOVE BEING FUCKED LIKE A WHORE!!" I just about screamed.
"That's it! Tell me how much you want my cock! Tell me what you want and how bad you want to be my slut!! You like it when I fuck you, Don't you??" he exclaimed while fucking me harder still.
"GOD YES!! I LOVE IT WHEN YOU FUCK ME!! I WANT YOUR COCK SO BAD!! FUCK ME!! FUCK ME HARD!! I WANT YOUR COCK INSIDE ME!! GOD, I WANNA BE YOUR SLUT!! FUCK ME BOB!! FUCK ME HARD!!" I babbled between squeals of delight.
Bob responded by squeezing me tight, grunting in my ear and slamming his cock into me as hard and fast as he could. Seeing the rewards for my admissions, I continued to rant about my sexual desires. I babbled on about how much I loved being a whore. About how much I loved feeling a hard cock inside me. How much I loved to make guys cum. How much I wanted to be a cum dump for every guy I met.
I found myself rambling off every kinky thing I had ever dreamed of doing to a woman. I screamed about how I wanted to be fucked by as many guys as possible. About how I wanted to be tied to a bench at a party so guys could use me as often as they wanted. About going to a card game and crawling under the table to give blowjobs while they played cards. About being led around a park on a leash so that anybody we met could breed me like a bitch in heat. About how I wanted to be a sleazy whore and let every guy I met fuck me any way and any time he wanted.
Bob responded by fucking me silly until he drove deep inside me and let out a long low groan. I could feel his cock throbbing inside me and smiled contently as he filled me with more of his baby batter. When he was done dumping his load, he looked at me and smiled.
"God, you're a good fuck!" he repeated. "You are the perfect piece of ass.. You'll never be on the rag, you'll never get pregnant and you love to put out. You are the perfect slut."
I could feel his cock getting soft inside me and wrapped my arms and legs around him tightly with a big satisfied smile. For some reason, I loved knowing he liked fucking me. Maybe it was because I had never been the focal point for such intense sexual desire. Or maybe it was because he had never approved of me before. Whatever it was I just couldn't get enough of hearing him tell me what a good fuck I was.
Bob pulled out and stood next to the bed. I stared dreamily at his satisfied cock as he got dressed. Once he was dressed, he looked at me thoughtfully.
"I'm going to start sending in some of your fans. You're going to be a good girl and show them a good time, right?" he asked.
"Sure!" I said brightly. "Anything you say"
"Perfect.... I knew I could count on you." he said while stroking my breast.
Then he turned and walked out. Leaving me laying in bed nude while staring blankly at the ceiling.
No sooner had I begun to relax when a guy of average height and weight walked in smiled, pulled down his pants, got on top of me and started fucking me for all he was worth. I was immediately drawn into it and began groaning and squealing.
"Oh God!"
"Oh God Yes!"
"Fuck Me!"
"Oh God!"
My ass was so worn out, I was jumping and squealing in a near orgasmic state the whole time. When he finished his business, he got up, pulled up his pants and walked out. I laid there half passed out from all the alcohol and exercise when another guy walked in and did the same thing. The rest of the night went by in a haze. I laid in bed half asleep. A guy would walk in fuck me until he was done and walk out. One after the other they walked in, fucked me and left just as quick as they could.
I don't remember which guy it was, but one guy walked in and my ass was so worn out and tender that I exploded into an orgasm just as soon as he stuck it in. My bowels were pushing so hard that he had to force his cock into me. It must have felt good, because he only managed 5 or 6 good thrusts before he came too. As the night went on the puddle of cum I was laying in got bigger and bigger. When the night finally ended, about half the bed was soaked with cum. Bob had to wake me up and help me get my dress on.
The next thing I knew, I was at home in bed and it was morning.