I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.
============================ Douched and drilled
I was awakened two hours later by Bob shaking me and telling me "Wake up Kitty. It's time to get dressed. You'll be late for work."
I looked around, all I was wearing was a skimpy top. I closed my eyes and stretched lazily on the lounge chair. I could feel my tits rolling around on my chest and exalted in the way it felt. They stood out so firm and proud, pulling at my chest. Having tits was such a luxurious feeling that I rolled around a little longer just to enjoy it.
I opened my eyes again to see Bob staring at me as I rolled around. I sat up with my legs spread and my chest pushed out.
"What?" I asked wearily.
"Nothing" he responded promptly. "You're really hot. When I found you yesterday, I had no idea you would turn out to be such a good girl."
I blushed and couldn't help but to smile. It was turning into quite a thrill to be told I was 'hot' or 'a good girl'. All the sexual attention that was attached to it had been quite exhilarating so far.
"I left everything you need in the front bathroom." he said pointing.
"Thanks" I said smiling warmly.
I walked to the bathroom making sure to swing my hips so I could show off a little. I knew he liked my ass so I was sure he would appreciate it.
When I got to the bathroom, everything was laid out on the counter. Black high heels, black stockings, garters and belt, black mini skirt, a white lace top and see thru white thong. Right next to them was a disposable douche. I giggled when I saw it.
I stripped off my top and stared at myself in the mirror. I had only been dressing like this for a day, but I was becoming quite used to seeing myself as a woman. I was captivated by my reflection as a redhead. I had long flowing red hair cascading past my shoulders covering most of my ample breasts. With the wide hips, smooth round ass and bald pussy, it was extremely sexy.
I jiggled my tits at myself while caressing my pussy and toying with my clit. The little love button sticking out between my swollen pussy lips was so adorable, I wished it were real so I could play with it.
While I played with my pussy, I reflected on all the sexual attention I was getting as a girl. I had been pimped out and pulled a train for 15 guys at the club. Buddy fucked me 2 times. Bob had fucked me 5 times and I sucked him off 3 times. Plus, I sucked off 3 guys at the glory hole, a shoe salesman and 2 truckers. That meant, in one night I had sucked someone off or been fucked 31 times, by 23 different men......... 31 Times!!!! By 23 Men!!!!
In my whole life as a man, once I had sex 6 times in a day and I had only had sex with 6 women. In my first 24 hours as a woman, I had sex 31 times with 23 men!! Plus, I made money while I did it! I made $200 while stripping and twice I made $50 to suck cock! It was the ultimate earn while you learn program. This had been a sexual adventure that I never would have imagined. It was a non-stop fuck fest, and Bob was my tour guide.
I thought about how much fun it was to ride Buddy's big black cock and how good he felt inside me. I was thinking about how good it felt while Bob fucked me and how intense my orgasms were. That's when I heard his words in my head.
"You've got such a hot ass..... You're going to keep that thing rinsed out and ready to go 24/7 from now on...... You're my girl now."
I smiled wickedly at myself in the mirror and grabbed the douche. I stared at my pussy and could feel my cock start to get hard while I unwrapped and assembled it as quickly as I could. I knew it wasn't right, but I was a girl now and I loved being a slut. If Bob wanted to fuck me again, I damn sure wanted to be ready.
As I sat on the toilet and douched, I was reminded of the smell of a woman. Nothing said fresh pussy like the smell of douche. Once again, I began to imagine what it would have been like to grow up as a girl. I would have had a real pussy and real tits my whole life.
I began to think about what a slut I would have been growing up as a girl.............. I began to finger myself and thought about what it would have been like to show off my pussy on the playground as a young girl.
I imagined being in the 1st grade and pulling down my panties in front of a group of boys. I was so turned on as I imagined them staring at my pussy I moaned and fingered myself harder. I got such a thrill from dancing at the club, I just knew it would have been the same way on the playground. I was sure I would have discovered early on that I liked the attention my pussy would get me.
What would it have been like to spread my legs and have a boy use my pussy for the very first time? How old would I have been?
Lisa, one of my neighbors when I was 7, did it for the first time when she was 9.
Would I have started that young?
She also told me that between the ages of 10 and 12 she used to sit in the lap of her dad's friend while he felt her up under the table.
Would I have been like that?
I imagined myself as a 10 year old girl who was getting secretly felt up and fingered under the table by some 30 year old guy. I thought about what it must have been like to be finger fucked while the whole family walked around unaware and he talked to my dad like nothing was going on.
I was fingering myself hard and my orgasm was fast approaching while my imagination ran wild.
I remember Lisa sitting in his lap all the time back then and her telling me much later that she would cum just about every time. I thought about how hard it would be to hide an orgasm while being secretly fingered in front of the family.
At that age, his finger would have seemed huge, I could only imagine how big his cock would have seemed. Even at 7" it would have seemed bigger than Buddy's monster black snake. I imagined sitting on it like I had done for Buddy. I imagined what a tight fit it would be and how it would feel sliding in. I imagined what it would feel like while he blasted off inside me. Feeling his cock throb while pumping my pretty little pussy full of cum.
I was working my finger in as fast as possible, while sliding across my cock head on the way. The air was heavy with the smell of floral scented douche. I was pushing like I was in labor again and my bowels had pinched so tight, I had to force my finger in. I was moaning loudly while kicking around on the toilet.
The feeling of my tits bouncing around made me want to be a girl even more. I wanted to be that 10 year old slut so bad I could taste it. I wanted to be finger fucked under the table. I wanted desperately to know what it was like to grow up with a pussy and have guys sticking their cock in me my whole life.
My orgasm erupted while I fingered myself relentlessly. My hips bucked and I spread my legs while letting out a low squeal. I could feel my ass spasm around my finger while cum poured into the palm of my hand. My hips jerked a few more times and my orgasm was over. I sat panting quietly with my finger still inside me and sweat pouring down my face.
"I just got off by fingering myself like a girl" I thought with a smile while wiping my hands.
"Fuck that was hot!" I heard Bob say from the side.
He startled me and I jumped with surprise while looking over at him. He was standing in the doorway stroking his cock with a look of pure lust.
"Didn't mean to scare you" he chuckled "But I heard the commotion and had to see what you were up to. I'm glad I did. That was fucking HOT!!"
He walked over and stood in front of me with his cock pointed at my face. I smiled up at him and sucked the head seductively.
"Good Girl" he said smiling down at me.
I greedily sucked more of his cock into my mouth. I sucked him in until I felt him poke at my throat. I continued to look up at him as I slowly pulled back until I was sucking just the head in and out. I grabbed his hips, pushed him back a step and kneeled in front of him. I pushed forward quickly and didn't stop until I felt his balls against my chin. I bounced my face hard against his belly a few times, then looked up at him.
He smoothed back my hair and grabbed the sides of my head while smiling down at me. He pulled his cock back a little, then pumped it down my throat a few times while watching closely.
"God, you're fucking good!" he said beaming.
He pulled his cock out of my mouth and pulled me to my feet.
"I gotta fuck you!" he said while sitting me on the counter and rubbing his hard cock against my belly.
I laid back quickly and spread my legs with a smile.
"That's my girl"
He rubbed the head of his cock against mine, then plunged deep inside me. He put his hands on my thighs, closed his eyes and moaned. I had a big smile as I watched him. When he opened his eyes again he looked me in the eye and slowly began to piston his cock into me.
"God, you're a good fuck! Your hot little ass feels so good. I swear to god, you're the best piece of ass I ever had." he smiled.
I giggled and blushed "Really?"
"Fuck Yeah, you were definitely built for pleasure." he said caressing my thighs.
I felt my cock throb in response to the praise and smiled real big.
"You know. When I found you yesterday, I was just going to make fun of you for awhile, but I got so turned on by the way you looked and felt. I just had to fuck you." he said caressing my breasts while continuing to slowly thrust into me.
"Really? I turn you on?" I asked while we both watched his cock disappear inside me.
"Hell Yes! It turns me on to see you strut around. It turns me on to know what a hot ass you've got. It turns me on to know I can fuck you anytime I want. And it really turns me on to know how much you like it. You took to this like a duck to water. You're the perfect slut...." he said as he began to pump his cock into me harder and faster.
"UH" I moaned as I felt my bowels contract in response to his quickening pace.
"That's my girl" he chuckled "You love having a big hard cock in you, don't you?"
"God Yes" I moaned.
Listening to him and feeling his cock pounding into me was driving me wild with desire.
"God, I love fucking you! Sticking my cock in you feels so good, it makes me want to fuck you all day every day. Knowing you'll take a cock anywhere you can get it makes me want to fuck you even more. I love seeing you in action. Seeing you take Buddy for a ride was really fucking hot. I wanted to fuck you the instant he pulled out."
He was picking up speed as he talked. He was driving his cock into me deep and hard. My bowels had pinched so tight, I could hear him grunt every time he stabbed it in.
I had my legs spread as far as possible, while I panted and moaned incessantly. He felt so good inside me, I couldn't get enough of his cock! I wanted it bad! I had to have it!
"Fuck Me, Fuck Me Hard" I whispered.
"I knew I wanted to fuck you as soon as I saw you put that dress on. You were so hot with those big ol' tits and tight little ass. Then when you were sitting on the couch, all made up with your pussy peeking out the whole time. I knew I had to fuck you. There was no way around it. I had to fuck you. Then when I did, it felt so good and you were so good at it, I knew you were my kind of slut." he continued.
He was starting to sweat and he was grabbing my shoulders to increase the force of his thrusts. The feeling was so intense, all I could do was curl my toes and take it.
"At the club was the best. Seeing you on stage while Buddy told me what a good fuck you gave him. Made me want to jump up on stage and fuck you right there. Knowing you were in the back room putting out for all those guys was even better. It made me want to fuck you so bad, I almost didn't get you home. I was going to pull over, fuck you on the side of the road, then fuck you again when I got you home." he growled.
He was pounding into me like a wild man. I laid there squealing and gasping.
"Oh God! Here It Comes! Uh! Uh! Uh!" he sighed.
I laid there with a warm glow as I felt his cock throbbing while he emptied is balls inside me again. I laid on the bathroom counter with a big satisfied smile while watching him grinding his cock into me and grunting with pleasure.
It made me feel so good to know that I was the source of that much pleasure for him. It was so cool to know how much he liked how I looked and felt. How much it turned him on to know what a good piece of ass I was and how much he liked to fuck me.
I had to wonder if women drew the same satisfaction from delivering this kind of pleasure to a man. I could only assume they did. He felt so good inside me and it was so nice to hear.
As he began to pull out, I wrapped my legs around him quickly.
"Leave it in" I pleaded.
"Yeah, Feels good in there doesn't it?" he asked as he pushed back into me.
"Yeah" I giggled "Did you really mean what you said about how good it feels to fuck me?"
"I sure did. You know how we're always looking for the girl with the tightest pussy that fucks the most. Well, You should be proud of this thing." he said slapping my ass. "You've got the tightest pussy and you love to fuck!.... You're my girl."
I giggled again and stroked his arm as he caressed my breasts.
"So now that you're my girl, how do you like it?" he asked as he began pumping his cock into me again.
I spread my legs wide and smiled. "Deep and hard"
Bob laughed "Good Girl!"
Then began pounding his cock into me ruthlessly. I laid there with a smile and played with my tits while watching his cock disappear inside me again and again. I was looking at my pussy and watching him fuck me. It was such an amazing feeling, to be playing with my tits and seeing that. I looked and felt like I was a girl getting fucked.
Almost immediately I began to moan and squeal "Fuck Me!"
"You are such a good slut! I can't wait to see you at the glory hole tonight. I'm gonna fuck you so hard. Watching you suck all those stiff cocks! I might have to fuck you while you work. It's gonna feel so good to stick my cock into your tight little fuck hole while you suck cock."
I began thinking of Steve Carver again and all the times he put out for the guys. All the gang bangs while we all watched. All the times we would be hanging out and one of the guys would tell him they wanted to fuck. Then they would either fuck right there or go in the other room to fuck. Quite often when they were done 2 or 3 of the other guys would be turned on and fuck him too.
I knew they were turned on because it turned me on. Even though I didn't want any part of it back then. It turned me on to see and hear all that sex going on. It was a real turn on to know that someone was getting fucked.
"Was that how Bob felt when I'm getting fucked?" I wondered.
Bob was tearing my ass up while he talked about seeing me at the glory hole. He was fucking me so hard and it felt so good, I was moaning and squirming the whole time.
While he talked, I imagined the scenes he was describing. I imagined myself at the hole sucking all those stiff cocks. I imagined making them all cum and swallowing all their sperm. I imagined myself sucking at the hole while Bob and Buddy took turns fucking me.
"Oh God Yes!" I moaned.
Bob was leaned over so far that he was just about laying on top of me. I had my arms and legs wrapped around him tight and couldn't lay still. It felt so good to feel him hammering his cock into me while telling me how good I was. I jumped, squealed and begged for more. I couldn't get enough..........
He continued to tell me how I turned him on and how good it felt to be inside me. How he and Buddy both loved to fuck me and how much he liked seeing me with other men. How much he enjoyed seeing the thrill I got from satisfying a stiff cock. The peaceful look I got while they dumped their load inside me. How much he enjoyed knowing I was walking around with a belly full of cum.
My orgasm exploded. I jumped and shook like I had epilepsy. Bob hung on tight and kept fucking me for all he was worth. I moaned and squealed while flailing around like a rag doll.
"That's It Kitty! Take It!! Take It All!!!" he grunted while continuing to hammer his cock in.
"Oh God! Give It To Me!! OH!! OH!! AH!!!" I squeaked while my bowels convulsed around his invading timber.
I flopped around like a fish out of water while my orgasm peaked. I was trying so hard to spread my legs even farther apart, that my hips hurt. As my orgasm began to subside, Bob drove deep inside me. I felt his cock begin to twitch and throb.
"UH! Take It Kitty!!" he grunted in my ear.
I wrapped my arms and legs around him tightly again.
"Oh God Yes! Give It To Me Bob!!" I whispered back.
I squeezed my asshole as tight as I could and laid there with a dreamy look while I enjoyed the feeling of him throbbing inside me. I had such a sense of pride knowing that was the feeling of him giving me 'a belly full of cum' to carry around.
"Uh..... God That's Good" Bob panted as he relaxed on top of me.
I looked in the side mirror at our reflection and smiled at myself. We were both sweaty and out of breath. My crimson hair was soaked. He was arched over me while piled up inside me. My long smooth legs were wrapped around his waist and I could see his balls sticking out between the creamy white globes of my ass. I could feel my asshole squeezing tight around his softening shaft. It was such a sexy sight, I was glowing with satisfaction.
Bob stood up with his cock still buried in me and chuckled. "That's the look I was talking about. You like being a girl.... Don't you Kitty? What do you like most?"
I blushed and looked at his pubic hair mashed against my pussy.
"Come on Kitty. You can tell me. What do you like most about being a girl?" he chided while squeezing my tits.
"All the sex" I admitted reluctantly.
Bob smiled broadly and began to caress my thigh with one hand while playing with my pussy with the other.
"That's my girl.... Don't be shy. Admit it. You're a slut!"
I looked up at him with half a smile and squeezed my tits together "I'm not a slut. I'm a cum filled whore."
"You sure are. I can't wait to see all those guys fuck your mouth at the hole tonight." he said anxiously.
I smiled, squeezed my asshole tight and jiggled my tits at him. Bob grabbed my ankles, spread my legs wide and pulled his cock out.
"You are such a good slut!" he chuckled. "You need to hurry up and get ready. You've got a busy night ahead of you."
"OK" I said while staring at his cock.
It looked so nice swinging around in front of him. It had a soft smooth shine and it was covered with thick white gobs of cum. I was infatuated with the sight of it. It was like the first time I saw tits. I couldn't take my eyes off it.
"This is Mary's side. Help yourself to another douche." he said pointing.
Then he pulled up his pants and walked out.