I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father.
============================ The Big Dig
Bob laid on top of me in a heap with his cock still deep inside me. We were both sweaty and panting to catch our breath. I laid under him staring at the ceiling in stunned disbelief. I was trying desperately to soak in what had just happened. I had just had the most intense sexual experience of my life, followed by a mind blowing orgasm. All while I was dressed as a girl and being raped by my girlfriends dad.
As I stared at the ceiling, I became more and more disgusted with myself. I had just been anally raped by a guy, he was still on top of me, he was still inside me and all I could think of was how good it felt. I didn't know which was a bigger shock to my senses. That the first time I had dressed as a girl my girlfriends dad had caught me. That he had raped me in my own house. Or that I had been forcibly used as a girl and it was the best sex I ever had.
"Are you finished? Get the fuck off me!" I snapped.
I heard Bob laugh and felt him begin to pump his half hard cock into me again.
"We're just getting started Jimmy. You're my girl now."
"Fuck You! Get Off Me!!" I snarled as I began to kick and squirm under him again
Bob began pounding his cock into me hard while moaning in my ear. I struggled for a little while but I was so exhausted that I couldn't keep it up for long. I laid back and stared at the ceiling again. He was going to fuck me again and there was nothing I could do about it. I couldn't even call for help. Having the neighbors find me like this would have been even worse than letting him fuck me.
As I lay there accepting Bob's deep thrusts, I was once again struck by how good it felt. My worn out ass was on fire with pleasure. My whole body burned with need and desire for more. Laying on my back with my legs spread was so comfortable and relaxed. All I had to do was lay there and take it, but it felt so good I couldn't lay still. Was this how girls felt while getting fucked? Was this how Cindy felt when she was getting fucked?
I knew that fucking a hot wet pussy was great. I had no idea that being fucked like I had a pussy was even better. The feeling of a smooth round piece of meat slamming into me was so incredible that I soon became an active participant. My knees were pulled back so far that they were touching my sides. I was jumping and squealing continuously while giving instructions.
While he was pounding into me hard and fast, I was pushing hard while I kept telling him to fuck me harder. Then just as my orgasm was about to burst, I would tell him to fuck me slow and squeeze my asshole tight. I would shudder through a little mini orgasm for a few seconds then I would tell him to fuck me hard again. Bob did as I asked and was delivering a flawless sexual performance. When I got the feeling that I was in labor again and just couldn't shit hard enough. Bob ignored my request to go slow and fucked me harder than ever.
My orgasm washed over me and once again I began to squeal and convulse with pleasure. Bob was hanging on tight and drilling me hard the whole time.....................
At that instant, I found that I just couldn't get enough of his cock. I wanted it worse than anything I had ever wanted before. I was flailing around with a cock inside me for the first time and I couldn't have been happier. The harder he fucked me the more I liked it.
As my orgasm subsided, I was disappointed that it had to end. I laid there completely spent from the ordeal and glowing with a sense of total sexual satisfaction. Bob continued to drill my tender ass deep and hard. I soaked up the feelings of the thrusts of his cock and listened to the loud wet slapping noises of him pounding into me. Then he drove deep inside me and let out a symphony of grunts and groans into my ear. Because of all the times I had fucked his daughter and made the same noises, I knew he was cumming hard.
I loved the way he felt inside me but still didn't want to let him know. When his orgasm was over and he relaxed on top of me, I began pushing him off me. He kneeled between my spread legs with a big grin while his cock was still inside me. I looked down and except for my sandals and dress bunched up into a small strip around my waist, I looked like a nude girl. My big new tits were totally exposed and instead of a cock, there was a bald pussy with somebody else's pubes smashed against it.
I watched as he slowly pulled out. His satisfied cock came into view inch by tantalizing inch. It had a nice shine and big bulging veins. When it finally popped out, it was about 7 1/2 inches long with a fat bulbous head. His cock was a little longer and thicker than mine and I couldn't help but to think that this was what Cindy saw every time we fucked. It had turned into huge and unexpected thrill for me to see sex from the girls point of view.
"Feel better now?" I asked sarcastically.
"Fuck Yeah! I feel much better! Thanks for asking Jimmy!" he replied just as sarcastically while pulling up his pants.
It struck me as funny for some reason and I couldn't help but to let out a small chuckle.
"Fuck you" I said with half a smile.
"No shit, Jimmy. That was the best piece of ass I ever had. It was way better than pussy." he said with a nod.
"Really??" I asked confused.
"Fuck Yeah, the harder I fucked you the tighter it got. It was really good. Plus I'll never have to worry about you being on the rag or getting pregnant. Will I?" he laughed.
"No." I replied firmly.
"Good, then you're going to keep that thing rinsed out and ready to go 24/7, Right??" he asked.
"Yeah" I conceded meekly.
"Excellent. I thought I was going to have to go without sex while the girls were gone, but it looks like we'll both be getting plenty. Won't we?" he chuckled.
"It sure looks that way." I stated flatly.
I was still laying spread eagle on the couch while Bob stood looking at me.
"Don't look so sad Jimmy. You'll like being my bitch. Hell, you seem to like it so far. Why don't you go get cleaned up?"
When I sat up, the weight of my new breasts pulled heavily at my chest. I pulled up the top of my dress while staring at the floor. I stood up and straightened out the skirt while still looking down. Then I silently turned and started to walk to the bathroom. As I walked, I couldn't decide if I should be embarrassed, pissed off, ashamed or what I should feel. In a way, I felt all of those things but not really.
I was kind of embarrassed about dressing like a woman and getting caught. That was pretty embarrassing. I was fairly pissed off about being raped. It was extremely degrading. Mostly, I was ashamed of myself for enjoying it so much. That was the thing that got me. I liked it alot and couldn't wait to do it again. It wasn't something a man should enjoy. To me it was like surrendering my manhood.
As I stepped into the bathroom and closed the door, I didn't know what to think about what had just happened. Having Bob force himself on me in this way had opened up a whole new world of sexuality for me. A world where I was submissive and drew my pleasure from satisfying the male sexual urge. I found myself wishing I had known how good it was 10 years ago when I was 14.
I never told anyone but that's when I had discovered several of my friends were doing this. All they wanted to do at that age was to stick their dick into something warm. So they got some lubricant and started fucking each other in the ass. They stashed a tube of KY and got together for a group fuck fest quite often. Steve Carver liked it more than the others, so more often than not, they would get together and take turns fucking him. Several times they let me watch in the hopes that I would join them but I always refused. It always struck me as wrong to want to fuck another guy and even worse to be the one to get fucked. Now I was regretting my decision not to try it.
As I stood looking at myself in the mirror, I could see why Steve liked it so much. I thought about Bob on top of me and forcing himself inside me............. I thought about me struggling underneath him while he fucked me. I thought about how good my orgasms were while he used me like a girl.. I thought about how good he felt inside me and what an eye opening experience it was. It was a revelation to finally understand why Steve always volunteered to be used as the gang bang bitch.
I lifted my dress and admired how nice my new silicone pussy looked. As I examined myself in the mirror, I thought about the times I had watched Steve bend over and be taken by a line of 14 and 15 year old boys. I imagined myself dressed like this while I took his place as bitch. I imagined my huge tits swinging around while they took their turn in my ass. Steve had never dressed up, but it only seemed fitting to me. If I was going to be used as a girl, I might as well look like one.
That's when I began to think about what Bob had said. He said I was the best piece of ass he ever had. Better than pussy. I had to wonder, was my ass better than pussy? Had the guys discovered something I missed out on? I understood why Steve enjoyed it, and why he volunteered to be bitch every chance he got He told me he thought it was cool to know that he could get guys off just like a girl would. All the guys seemed to like it. They all told me he was a good fuck. Were they getting something that was as good as pussy? Did it really feel that good? I had to know.
I quickly pulled up my dress and sat on the toilet. I ran my hand through my crotch just like I was feeling up a girl. When the tip of my middle finger touched my asshole, I drove it in as far as it would go. It went in without resistance and I was shocked by what I felt. It was so smooth, soft and warm, I couldn't believe it. It felt an awful lot like a wet sloppy pussy. I began to run my finger in and out and finger myself. Bob was right, that did feel good.
Because I had been fucked so hard and my ass was still so tender, I automatically began to push like I had to shit again. I felt my sloppy bowels close in and squeeze my finger tight. I fingered myself hard and drove my ring finger in as well. I moaned and pushed twice as hard while I drove two fingers in. They were squeezed so tight, I couldn't believe it. It was way tighter and every bit as slick as any pussy I ever had. I pushed as hard as I could and continued to finger myself while spreading my legs. It felt so good to drive my fingers in, that it was hard to believe it was my own ass. I could only imagine what it would be like to stick my cock in there.
"Holy Fuck! I'm a tight, juicy piece of ass!" I realized.
I sat quietly with my fingers inside me while I thought about it. All those years ago, I was going without sex when I could've been letting the guys fuck me every time they felt a need. Plus, I could've been tagging Steve's ass every time I felt the need. Wow; did I ever miss out. Bob had really opened my eyes. I wasn't sure I was ready to be his buttslut, but I didn't see any other choice.
When I pulled my fingers out and saw that they were covered with thick white gobs of cum, it sank in. I had been used as a woman to satisfy a mans sexual needs. Ready or not, I was his.