Date: Mon, 10 Dec 2007 02:46:54 GMT From: Check It Out <firstname.lastname@example.org> Subject: Dressed As A Girl-3 I'm Jimmy James and this is a story of cross dressing and sexual submission at the hands of my girlfriends father. ============================ Playing Pool In The Den When I finished cleaning up and redoing my makeup, I headed back into the living room to join Bob. I had just begun to accept what he already knew...... From now on, I was his bitch. When I came out, he was sitting in the chair again. He got a big broad grin when I came around the corner. "Wow, you look really hot Jimmy. Nice job." he said with a smile. I gave him a half hearted smile in return, but couldn't help but to be pleased at being called hot. Bob laughed at my response. "No shit Jimmy. You're hot. Show me your pussy again." I gave him a fucked up look, slowly raised my dress, showed him my pussy and slowly lowered it again. "Fuck that's nice. What do you say we head downstairs and play some pool?" he said while getting up and heading for the stairs. As we headed down the stairs, the feeling of my tits jiggling in front of me was intensely arousing. It was such a cool feeling, that when I got to the bottom. I wanted to go back upstairs just so I could feel them jiggle as I came back down. I had the basement set up like a den. I had a small bar, pool table, dart board, table, chairs, sofa, stereo and TV. It had all the comforts of a bar with an attached living room. Bob headed to the bar immediately and poured us 2 shots of tequila. He sat at a stool with one shot and pushed the other toward me. I sat on the stool next to him and grabbed the shot. He looked me up and down, raised his shot and said. "Here's to my new fuck toy." I scowled, shook my head and we both drank. He filled us two more shots and raised his glass again. "Here's to the prettiest guy I know." I smirked a bit at being called pretty, shook my head again and we drank. He poured out two more shots and raised his glass again. "This is another one for you Jimmy. To the best piece of ass I know." he said with a big smile. I couldn't help but to smile thinking of how good my ass felt when I fingered myself. Bob let out a small chuckle when he saw the smile and we drank again. "Rack 'em up Jimmy." he boomed. I put down my shot glass and scowled at him again. "Listen, if I'm gonna dress like a girl and be your new fuck toy. You gotta stop calling me Jimmy all the time." I said seriously. "What should I call you then Jimmy? Sweetie? Girly Man? Pussy Boy? Maybe since I'm gonna be hitting it so often, I'll just call you Pussy Galore." he mocked. "Man, Fuck You!" I snarled. "All right, I'm sorry." he said lifting my dress "You've got a really hot pussy, how about I call you Kitty?" I watched Bob as he stared at my pussy with a smile. "Yeah, I guess Kitty would be ok." I said with a smirk. It struck me as quite humorous to know that every time he called me Kitty, he was talking about my pussy. As inside jokes go, it was a good one. He let loose the hem of my dress and looked up at me. "Well rack 'em up Kitty." "Ok" I said with a smile as I jumped off my barstool. I don't know if it was the beer, the tequila, the heels, my oversized tits or the hard fucking Bob had given me. Maybe it was all of the above, but when I got up, I just about fell over. Bob saved me by grabbing my arm and keeping me upright. "Easy Kitty. Take your time. We got all night." he said with a big grin. "Thanks" I replied with a warm smile. As I walked to the other side of the table I was once again intoxicated with the feeling of my tits jiggling. I was quickly falling in love with that feeling. It was hard for me to wrap my head around the thought that girls got to feel it all the time. It really made my day when I looked down to see them bouncing around. They were firm, jiggly and the big erect nipples were unmistakable. I bent over, put the rack on the table and filled it with balls. As I arranged the balls into the proper order in the rack, I looked up to see Bob staring at my tits as they jiggled and bounced. Behind the bar was a big mirror and I looked at my reflection as I finished the rack. As I stood back and Bob got ready to break, I was mesmerized by my reflection. I couldn't look away. I had sandy blonde hair that cascaded around my shoulders, big tits, big hips, a thin waist and miles of cleavage. I turned sideways to admire the curve of my ass as it stuck out and how nice my long smooth legs looked. I heard Bob break and two balls fall, one stripe, one solid. When I looked back to the table Bob was watching me admire myself. "Not too shabby is it? I told you, you were hot." He laughed. "Really? You think I'm hot?" I asked. "Fuck Yeah. You look like a clone of that Helen, what's her name, from twister." "Helen Hunt? Really?" I asked in shock. "Yeah" he said with a nod. I had always thought that Helen Hunt was sexy and being compared to her was quite the ego boost. I turned to face myself in the mirror as Bob got ready to shoot. Mentally, I compared my reflection to her image and could see why Bob thought I looked like her. I had bigger tits and more of a bubble butt. But the hair was the same. I had the same sharp facial features The same lithe but sturdy body. Bob was right, I really did look alot like her. Bob sank a ball and got ready for the next shot. I thought I looked pretty good while I was in the dressing room, but seeing it while standing back in the middle of the room was something else entirely. I got the full view and I was pretty sexy. I smiled at myself, jumped up and down to watch my tits bounce. I wasn't disappointed either. They jiggled, jumped and swung from side to side as I jerked my chest back and forth vigorously. I heard Bob miscue and the balls smacking around the table. Bob just looked at me while I smiled back at him. I bent low to the table to make my shot and when I did that, my tit got in the way. I changed my stance and felt the cue slide between my tits as I made my shot. As I lined up for my next shot, I bent over while Bob stood behind me I wagged my ass a few times while I got ready to shoot. I knew that my dress had pulled up to reveal my swollen pussy lips to Bob. I had a big smile knowing I was showing off my pussy while I made my shot. When I lined up my next shot, it was too much of a stretch for me so I put one leg on the rail while on my tip toes on the other. When I sat down, I felt the cool rail of the table slide between my cheeks and smash my cock head against my asshole. I looked down quickly and was shocked for a second by the sight of it. There was a set of long shapely legs wearing high heeled sandals and at the top of them, my very short dress was hiked up leaving my pussy in plain view. I wiggled my hips a bit and watched in amazement as my pussy lips wrapped around the corner of the table while doing a short camel toe slide. For that instant, I had forgotten myself and thought I was looking down at a girl. Once I realized what I was looking at, I looked up quickly and noticed Bob was staring at the same thing. I watched his face as I swiveled my hips around the corner pretending to try to get comfortable. As I stretched to make my shot, I began to giggle about the look on Bobs face and missed my shot. I had a huge smile on my face while Bob walked around the table to line up his shot This was turning into fun for me and I decided to run with it...... He bent to make his shot and I watched his face closely while standing off to the side lifting my dress. Bob missed his shot and just smiled at me. I knew Bob was looking at all the same things I look at in a girl, only better. I didn't have a bra or panties. I posed as lewdly as possible and made my next shot, but I was so busy showing off my pussy. I didn't have a good leave so I missed the one after that. Bob Got ready for his next shot, I watched in the mirror as I lowered my top and exposed my tits. Seeing them was a total turn on for me and I felt my dick stir as I caressed them. It was such a surreal thing to look at them and feel them, knowing they were mine. I laughed when Bob missed his shot and pulled my top back up. As the game went on I became more and more comfortable with my new female body image. When I shot, I would stick my ass way out and wag it around. When Bob shot I would stand to the side and expose my pussy or tits to distract him. I of course won the game easily When we finished the game, Bob sat at the bar while I walked behind it to dig out two sodas and put on some music. When I joined Bob at the bar, he already had two shots poured and was waiting. We both drank and I washed it down with soda. He poured us both another shot and we drank those. I had forgotten myself again and was sitting facing him with my legs spread like a brazen hussy. He looked me up and down with an appreciative smile. "Listen Kitty. If you're going to be flashing me all the time, you should just take off the dress and save yourself some time" he said seriously. I giggled "OK, but you have to take off your pants too." Bob laughed and without a seconds hesitation, kicked off his shoes and stripped from the waist down. "Your turn" he said as he sat back down. I had a big smile as I looked at his cock sticking out beneath his shirt. I got up and stood a few feet in front of him. Then I began to seductively swish my hips back and forth to the music. I put my hands on top of my head and undulated as sexily as I could manage. I slowly pulled the straps of my dress over my shoulders while watching myself in the mirror. I slowly pulled my top down inch by tantalizing inch. Watching closely as my nipples were slowly revealed. I turned my back to him, pulled my top down, covered my naked tits with my hands and turned to face him. I swayed with the music, squeezed and fondled my breasts playfully before dropping my hands to reveal my naked breasts. The whole time I did this, my focus was entirely on my reflection in the mirror. I was mesmerized by watching myself do a strip tease and reveal a sexy female form. I had always found watching a strip tease as a raw and very sexual act. Doing one was so exhilarating and empowering for me I could feel my cock getting hard and pulling at it's restraints. I wore a huge smile and shook my tits at the mirror as my hips swayed provocatively with the rhythm of the music. I continued to pull my dress down until it was just a blue band around my waist. I slowly eased it over my hips and let it fall to the floor while grabbing my ass and thrusting my hips forward. I could feel my cock throbbing beneath the pussy panties. When I looked at Bobs cock it was rock hard and I could see it jump every time his heart beat. I looked him right in the eye as I bent at the knees and spread my legs wide while I picked up my dress. He had his gaze fixed on my pussy while his cock stuck straight out in anticipation. "Did you like it?" I said with a giggle. "Hell Yes! That was AMAZING Kitty!" he said in disbelief. It's hard to explain why, but I had such a warm happy feeling knowing I had made his dick hard again. I had never gotten a good look at another guys cock, especially not a hard one and made no effort to hide the fact that I was staring at it. It was so stiff and rigid that I could watch it throb. It was thick and smooth with a pointed head and lots of thick veins...... It had such a majestic look as it curved upward like a scimitar. Bob must have noticed my fixation because he spread his legs and scooted forward on his stool. Without thinking I reached out, grabbed it and gently began to stroke it. Having a hard cock in my hand that wasn't mine was the most exhilarating thing I had ever done. Knowing that it had already been inside me made it even more of a thrill. I was finally getting to examine the tool that had given me so such pleasure only a short time ago. Bob quickly spun me around so I was sitting in his lap. Just as quickly, I reached back and pushed his straining cock against my pink puckered hole. I pushed back and felt the head of his cock ease in. I pulled forward, pushed back a second time and felt half his cock slide in. I pulled forward, pushed back for the third time and I let out a little coo when I felt him slide in balls deep. I sat back while he wrapped his arms around me........ The whole thing seemed so fluid and natural that I could hardly believe what I was doing. I was volunteering to sit on a hard cock. "You really like being a girl don't you Kitty?" he chuckled. I smiled and leaned back "Yeah, it's not near as bad as I thought it would be." "See, I told you that you'd like it." "I know, I was pissed at you when you said it, but now that I've been introduced to what it's like and have had some time to get used to it. I think it's kinda fun. I noticed that you seem to enjoy it too." I said as I ground my ass onto his meaty pole. "Fuck Yeah, This is the perfect covert op. We both get plenty of sex. You get to find out what it's like to be a slut while Cindy is gone. I get to fuck a Helen Hunt clone while Mary is gone. Definitely a win, win situation." he chuckled. I had been undulating my hips up and down the length of his cock while we talked. I had gotten a good look at his cock and it felt so good to have it inside me again. I couldn't believe how quickly I had been turned from an average straight guy who thought gay sex was gross. To a cross dressing cock loving whore. I wasn't turned on by men, but I was definitely learning to love what a big stiff cock could do for me. "Definitely" I giggled in agreement As I continued to squirm around and enjoy how good his cock felt inside me. Bob poured 2 more shots and gave me one. We both drank and I had another drink of soda. Then Bob began to caress my torso and tits. It felt so good, I began to moan and thrust my ass onto his cock faster. I had totally surrendered to all the wonderful new feelings. Bob was caressing my side and playing with my pussy while panting in my ear. "Is this really the first time you dressed like a girl?" he asked quietly....... "Yes" I moaned. "And you've never been with a guy before?" "No" I squeaked as I was quickly driving myself into a frenzy. "Now that I popped your cherry, can I do anything I want with that pretty little ass of yours?" "God Yes!" I gasped. "You'll take a big stiff cock any way you can get it, won't you?" "Yes" I moaned again while driving my ass against him. "Yeah, You're gonna take it every time like a good girl should." I was so close to getting off, I could barely hear him. He grabbed around my waist and stood up effortlessly. Picking me up off the ground while impaled on his bony member. He walked over to the pool table and laid me down face first. No sooner had he put me down than he began pounding his cock into my tender ass like a pile driver and it drove me wild with desire. I steadied myself and began driving my ass back to meet his thrusts. My tits were bouncing wildly with every thrust. It was like I had real tits swinging around in front of me. I felt so much like a woman to have my tits swinging around while Bob was fucking me silly that I began to squeal like a school girl on her first date. Bob had a firm grip on my hips and was making loud grunting noises every time he slammed home. I squeezed my asshole tight and I could feel his balls slapping against my nearly hard cock head. I was going wild, I was driving my ass back just as hard as I could so I could enjoy the feeling of deep hard driving penetration. It was fucking great!!! With my asshole squeezed so tight I could feel the head of his cock poking at my insides. It wasn't the smooth feeling like when I pushed against the thrusts. "Oh, Oh, Ah" I began to moan with every thrust. The feeling of him slamming into my ass while my cock head dragged on his invading shaft only to be slapped by his hairy ball sack put me in total ecstasy. Feeling my big tits flopping around made it even better. They were so big and heavy, I couldn't ignore the way it felt to have them running free like that. I just couldn't get enough, the whole experience was just too good to be true. I shuddered through a mini orgasm while Bob kept driving hard and grunting. I began to squeal again, I stared forward in a daze with my mouth hanging open. My ass was so worn out and tender that I started to push like I had to shit. It felt so good I kept slamming my ass back to meet his relentless thrusts. I was in love with his cock. I wanted it inside me all the time. I wanted him to cum to me every time he wanted to fuck. I wanted to satisfy any sexual urge he had, any time he needed it. I couldn't believe I was such a freak that I wanted to be Bobs on call fuck toy. Dressed as a girl 24/7 and ready to let him fuck me at the drop of a hat. Even though today was my first time as a girl, I thought it was great. I began to imagine what it would be like if I really was a girl. As much as I loved cock, I'm sure I would have been a huge slut. I could have these big tits jumping around all the time. I could pull up my skirt and show off a real pussy any time I wanted. I could have guys eyeing me up, feeling me up and fucking me hard all the time. I could cruise around and look for stiff cocks to take care of. Every time I found one, I could let them use me as a mobile sperm bank. I could go downtown and provide a free sex service for the bums on the street. I bet they never got laid. It would be like a humanitarian service for the sexually deprived. I just knew that If I was a girl, I would be a sloppy whore, I would put out just to feel them inside me. That's when it sank in, I really was a freak! I wanted to do all those things. It felt so good to be fucked that I wanted to be a girl and be used by every stiff cock I could find. I was still driving my ass back to meet Bobs pounding rhythm when he drove deep and began to grunt. I could feel his cock throb and twitch inside me as he emptied his balls again. I had a big smile knowing I had satisfied his cock for the third time. Steve was right, it was fun to know that I could get guys off the same as a girl. What made it even more satisfying was knowing that Bob said I was better than pussy. "God you're a good fuck. If I had known you were such a good piece of ass, I would have bent you over and fucked you the first time Cindy brought you home." Bob whispered while still buried in me. I had a big stupid smile on my face. For some reason I was beaming with pride at hearing what a good piece of ass I was. It was odd but comforting to know that I turned him on and he liked fucking me. "If I had known how good it felt, I would have let you. Now I know where Cindy gets her sex drive." I giggled while looking at him over my shoulder. He picked me up and we turned to face the bar. Then he sat back on the pool table with me still impaled on his cock We were looking directly at our reflections in the mirror. He was much bigger behind me. I was flushed and sweaty. My tits were heaving with every breath. My legs were slightly spread with Bobs legs between mine. I could see my perfect hairless pussy with a big set of balls pressed up to it. I watched as big white gobs leaked out around his cock and dripped from his balls. The sight of it took my breath away. It was the perfect M/F porn scene. It was hard to believe I was the girl in the mirror. Even splayed out nude with a cock inside me I looked like a girl. "Cindy gets that from her mother. Mary's an insatiable sex machine that just can't get enough. Since you'll be filling in for her, you need to get used to it and take it like she does." He said plainly as we looked at ourselves. "Every time? Think I can do that?" I said playfully. "You're off to a good start, keep it up and you'll do fine." he said slapping my ass hard. I had a big smile as we stood up and he slowly pulled his cock out. I squeezed my asshole tight and enjoyed the feeling as he slowly withdrew. Bob racked and we played another game but it took forever to finish. We started to do everything we could to silently distract the other. I played with my tits and pussy, I even fingered myself while he tried to shoot. He wagged his cock around and laid it on the table while I tried to shoot.... It turned into one of the longest games I ever played. It was fun tho, I got to look at his cock often while we played. I was way more interested in it than I wanted to admit. Standing around playing pool for an hour looking like a nude girl while a guy walked around with his dick out was a big turn on for me. I was becoming more and more comfortable with thinking of myself as a girl. I would admire myself in the mirror every chance I got. The more I looked at myself, the more I would picture what I looked like while I was laying under Bob taking a hard fucking. I pictured myself jumping and squealing when I would cum. I thought about what it looked like while he had me bent over the pool table.