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Party Surprise - First sex as a Crossdresser
This is a work of Fantasy. I hope you enjoy. Stephanie and I had been married a few years and enjoyed a reasonable sex life. She knew of my dressing and although she didn’t approve she indulged me now and then and we had sex when I was dressed or with me wearing lingerie. I think secretly s... Read full Story
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Fantasy Cum to Life
Ryan and Alyssa were in the midst of wild make – out session on his living room couch. She was leaning over him, one hand on his chest, the other behind his head; both of his hands we placed firmly on her ass. Ryan actually had the conscious thought that he had probably not kissed anyone this ... Read full Story
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The fun part of stephons run in with sora
Ok, its going to be ok stephon. I think to myself as I reveal her cock. It turns out shemale cock isn't that different from regular cock. Or at least mine, I have never sucked off a guy so...... Anyway Mouth, neck, upper chest, natural breast, chest, belly button, below belly button, shorts, p... Read full Story
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Better Than Video!
I held my cell in my hand just staring at the screen of my Mac. I had been searching for the past thirty minutes, reading the advertisements and trying to work up my nerve to call. Of course, I had been working on my nerve for the past month! I had decided she was the one I would call and now I only... Read full Story
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Biological...Father?
I stood on the stoop outside of a small white house with red shutters about a thousand miles from home. The house was in a nice neighborhood in the suburbs. There were rows of identical houses next to it with similar small patches of lawns and plain black mailboxes. All of the houses appeared to be ... Read full Story
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My first stranger
I practiced dressing hundreds of times before I went out in public. I went out in public dozens of times before I tried to pick up someone. I wasn't attracted to gay men - I liked men who appreciated me for my feminine side, so because of that I only wanted to be with a straight guy. Obviously this ... Read full Story
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Hotel Surprise
Working in the big city has it's perks and drawbacks. The other night some of my coworkers and I went out for a small celebration at a local restaurant. Everyone ordered drinks and we enjoyed our latest professional success. Finally the crowd thinned out and I was leaving with some others. One of th... Read full Story
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Afternoon's Delight
She stood at the folding table in the apartment's laundry room. She saw him across the room, reading a paper, but not really. She could tell from the glances around the paper every now and then that he was checking her out. She smiled to herself. She enjoyed being checked out, especially by an older... Read full Story
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Bobbi from Tennessee
Six months ago ... "I'm leaving now, Bob," Sue called out as she left. "I'll be back in a couple hours." Bob waited until he heard the garage door close before going to their bedroom. He looked through Sue's underwear drawer before deciding on a sexy pair from Victoria Secr... Read full Story
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Shemale Whore and Arab Pimp
Hermaphrodite Whore It had been over a year since Johnny threw that tantrum that ruined me and got him excommunicated from mom. Holding me down when mom walked through the door with her friends, colleagues, whatever and they all gasped and screamed as my big brother finished doing me. We had... Read full Story
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Fifi La Femme: A Pansy at Last Chapter 2
Coming Out Telling our wives wasn't easy especially for me who had seduced Shirley's gorgeous hetero husband by dressing up in my wife Doreen's lingerie and make-up and offering him full homo sex as a limp wristed effeminate lady-man. It was my first experience as a queer and when Frank asked me ... Read full Story
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Dawn's Diary
My name is Donald. I am a single businessman in a small northern California town where I am well known. I am 30 years old and six feet tall. My hair is sandy blonde. I am fairly slight of build and thought of myself as the 90-pound weakling shown in bodybuilding ads when I was younger. However, I am... Read full Story
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Caught y my roomate
Long time ago I helping a friend out,by leting him move in my house,which I owne.we had sex before,but that was before he new about my lifestyle.well he took off one weeknd,leaving me to have the house fore myself.so I decided to get all dressed up,and hook up a guy that night.I was sitting at the e... Read full Story
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Demoted Chapter 2
The next morning I was awoken by the sun rising and I just laid there comfortably in Kevin's arms. I thought about all the events of yesterday and last night. I was smiling to myself as I felt him move his head and kiss my neck and say, good morning beautiful. I said good morning sexy in reply and h... Read full Story
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Boy/Girl Chapter 1
Growing up in Vegas, you get used to seeing a lot of odd things. First off, since I am a resident, I get to see a seamier side of life that the tourists never do. But that isn't where I met Lola and Bob. I was standing in line at one of those hot dog carts that seem to spring up out of nowhere on... Read full Story
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Kelly Pimps Out Chrissie
When I think back on all the years that I spent almost every day with Kelly I can't help but think that she just may be a big part of the reason I'm a high paid "tranny whore" today. Kelly never missed on opportunity to "pimp me out" whenever she got the chance, especially if i... Read full Story
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Break-Up Surprise
I was 18 and had been dressing up for two years before anyone had learned of my little hobby. I had no intention of telling anyone until I saw a friend in need. I was perfectly content getting dressed up in sexy clothes and having fun with someone on the internet from the privacy of my house. My ... Read full Story
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Retail Therapy
It began, as many of these stories do, with a pair of panties. I love lingerie as much as the next girl, but never overly indulge, as money was a little tight. My new husband Alexander and I had finally settled into our post-college lives and were reasonably well off, but had a plan to pay off colle... Read full Story
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Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
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On the Run
“Your first mistake was stealing hundreds of thousands of dollars from me. Your second mistake was thinking you could get away with it.” As I stood trembling before his desk, Mr. Atwater regarded me as if I were a bug on the windshield of his Lexus. “Do you have anything to say for... Read full Story
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Open Wide
"Turn your head slightly to the right," she told me. I turned and my face bumped up against her left breast. "Oops, don't you bite that now," she said. "I wouldn't do that," I replied. "You better not 'cause you'd make a hole and I'd fly backward ar... Read full Story
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Transsexual Mistress
I had heard some intersting comments about this S and M club and so I decided to go by and check it out. I walked in about 9pm and things were just starting to get warmed up. I sat down with a beer and looked up at the main stage where a gorgeous raven haired dominatrix with an enormous set of ti... Read full Story
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My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
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Down the Path Part 2
I waited to hear from him again. At first, I didn't know if I really wanted to get together again. The first time we met, at times it was a little more intense than I was looking for. After a few days I couldn't get him out of my mind. I couldn't believe how badly I wanted him to call me. Finally... Read full Story
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Hidden Surprise
After staring at Angela's crotch for what seemed to be forever, the shocked young woman asked, "I-is that what I think it is???" "I guess it depends on what you think it is," Angela replied softly. "But how, why???" Midori asked. " I mean you have a cock for christ... Read full Story
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Sunrise Motel
There's a Motel we know of, my group of friends, kind of secluded, off the main roads; very quiet and somewhere a guy or a girl could appear and disappear with the least of fuss. That's why we chose it. Here's how it works. Our group is an Internet-made friendship, like minded souls who chat abou... Read full Story
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Brianne in her College Days
In my early days of x-dressing, when I was just getting the feel for what to do and where to go, I was a bit nervous. Maybe more so nervous than excited to be doing what I was doing, but not one event that changed things was when I stumbled upon a bookstore that was just a mile or so from my dorm in... Read full Story
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Alex
Alex and I had been friends forever. We had been neighbour's on the same street, attended the same schools, hung out with the same friends, even dated a few of the same girls. Alex had blonde hair that was kept medium in length, brown eyes, was fairly short for our age, scrawny, and always wore a... Read full Story
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Dirty Angel
"Are you really gonna go through with this?" I asked skeptically. "Yes, I am," said Scott, in his end-of-discussion voice. "And what if you're recognized by someone you know?" I said. "Then I'll simply tell them that I'm doing this to get into the fraterni... Read full Story
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Dirty Black Summer Chapter 3
"Do you have some extra cash on you?" Trina asked from the passenger seat as we headed downtown to meet Summer's Husband. "Why?" I turned and asked. "I told Larry while we were IM'ing earlier that I would bring some blow to the room...as drunk as he was I thought he wa... Read full Story
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First Time as a Cum Slut
I have been cross dressing for some time now, and have just recently taken to venturing out side dressed. Up to now I have only been to places where I was pretty sure I wouldn’t bump into anybody. I love the feeling of silky underwear underneath my skirts and dresses. I always keep by legs ... Read full Story
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Just a Dream
Ok – now here is the deal – in no way is what you are about to read a real story. It was only just a dream – going to put this down as fast and best I can remember it all before I forget. I walked into the packed sports bar wearing my U of State T-shirt. Not a seat to be found &... Read full Story
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Caught in High Heels
I couldn't believe the feeling as I slipped the pantyhose on over my legs. This was an absolute dream come true and I was living it right now. My friend Julie had gone out for the night with her 15yo daughter and she'd given me the spare keys to her house. She'd had a tradesman doing some work an... Read full Story
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Wife Meets a Trannie Chapter 2
Since discovering my wife, Lynn's fling with Jay and his TS wife, Tammy, I was constantly aching to know when they were going to invite me in. Lynn and I agreed that the right time would come for me to be let in on. I didn't mind too much because I'd occupied myself with the anticipation, the though... Read full Story
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Always Be Closing Chapter 4
Tina woke me up early the next morning because we had a flight to catch. She had clearly gotten up a while before she woke me up and already had all of our stuff packed and ready to go. "I thought you deserved a little extra sleep since you covered for me last night. By the way, I already go... Read full Story
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Wife Converts Husband Chapter 4
Seeing as how Shelley is the money maker in our household, it is my job to keep the house clean, so every morning I get up and make her breakfast while she gets ready for work and since my feminisation, my wife has made me dress up as a sexy French maid while I do the housework. Shelley bought me... Read full Story
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My older cross dressing friend
...come on up and take a shower". "Thanks for all your hard work". Tim is very gentle and courteous. "OK, thanks, I say" Wow, this shower is big enough for two" Tim, "I'll be right in" Looking at his hair free body I see how smooth his skin is, and what a nice... Read full Story
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First Times
A little background is in order. During my teen years, I became involved with a woman that helped me discover the pleasures of my female side. Sue helped me to dress and act in a very feminine manner. We were almost like sisters in the way we became so close. She would sometimes describe how good... Read full Story
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FMDM Inc - Jerry's Story
"I just want him to get what he needs without destroying my family or our marriage," said Mrs. Farrett quietly. She was sitting in a corporate office speaking to Amber Giles, a woman half her age and twice her breast size. Approaching this mysterious FMDM, Inc. had been her last resort to ... Read full Story
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Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story
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When the Balls Drop; A New Years Tale Chapter 6
Chapter 6: The Titty Fuck... Breakfast came and went. Mason had made scrambled eggs, bacon and toast, topped off with fresh Juice and coffee. All the staples one needed to keep going through a long weekend filled with sex. After breakfast they caught the remnants of the New Year's Day parades on ... Read full Story
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Fun With Friends Chapter 6
The following week flew by and I visited Becca and Greg's twice, each time presenting myself at their door in sky high heels and a slutty outfit. Each time having let the two of them use my body as a fuck toy for mine and their pleasure. I knew that I wasn't gay as when I saw men I didn't wonder ... Read full Story
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Brianne Rides Again Part 1
After the last excursion at the rest stop I had to check it out again. I couldn't believe the fucking I got the last time. All the next day I couldn't even walk right because of the ass pounding I took. Days past and I kept wondering what kinda luck I would have if I went again. I was getting so exc... Read full Story
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The Meeting
He could not believe that he was finally going to see her after all these years. Since his divorce, she had been all he could think of. He fantasized every day how it would be to see her again, make love to her again, and now the day had finally arrived. He could barely sit still. He had decided... Read full Story
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The Accidental Sissy
My girlfriend and I live in an apartment in small town in Texas. She a good looking 31 year old babe with a great body and sex drive to match. My girlfriend, Suzy is full figured but not fat, just a big girl and I love every inch of her. Me, I'm 6', 185, starting to put on a little of that middl... Read full Story
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Christy's Fantasy Come True Chapter 6
The alarm went off and Christy rolled over and hit the off button. The clock face was starting back at her flashing 8:00. Since it was Friday she had slept in a bit. Jim had gotten up early and left for work after spending the night. They had gotten into a minor argument last night but came to a... Read full Story
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My shemale girlfriend
I met Andrea out side a bar on the west end, she was outside smoking a cigarette, I started a coversation with something stupid like "you come here often?" she laughed and we started talking had a couple of drinks and exchanged numbers. Andrea is about 5"10", shoulder lenght dark... Read full Story
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For my Tgal Mistress
If one night You don't feel sl**py, that's the kind of thing i could do to help You with that: You'd be laying on Your bed, in pyjamas, ready for bed, but not sl**p. i would take Your pants off. First i'd put Your still soft cock in my mouth, feeling it grow bigger on my tongue and sucking it deep... Read full Story
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My friends new roommate and her surprise
So my friend Rebecca and I were planning on going to this bar for the evening but she called me and said she was running a bit late and that I should wait at her place and that her new roommate Shawna should be there to open the door for me. Rather, than wait in my car I went upstairs to her apartme... Read full Story
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Fitting Room Fantasy
Being a 'girl of a certain kind', I always use the women's fitting rooms in stores when I am out trying and buying clothes. I tend to avoid the 'communal' type, where we are all stripping off together, as I'm quite shy and you also never know if someone may pick up on the fact that not everything ab... Read full Story
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Franks Friend
Frank is a buddy of mine. We grew up and went to college together. While we were in college Frank and I went on a road trip from Lubbock to Dallas. We got to Dallas went to a few strip clubs and then finally found ourselves on Harry Hines Blvd. It was about 1 in the morning we were both horny and a ... Read full Story
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For my Tgal Mistress
If one night You don't feel sl**py, that's the kind of thing i could do to help You with that: You'd be laying on Your bed, in pyjamas, ready for bed, but not sl**p. i would take Your pants off. First i'd put Your still soft cock in my mouth, feeling it grow bigger on my tongue and sucking it deep... Read full Story
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A Close Encounter
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
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Traci the Maid
Traci had gotten a job as a maid in a rich man's house. She looked just like any blond 26-year old woman - long legs, slender waist and high size C breasts. She had a heart-shaped face and giggled at all the right times. Only Traci had a secret that nobody at her knew job knew about - she had a 6&qu... Read full Story
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First time
For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tranny... Read full Story
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Horny Aerobic Instructor
Carla is big on aerobic workouts and she loved watching her instructor's muscles as he worked out hard with them. His hot sweaty muscular body did wonders for Carla's sexual appetite. She puffed around the room when he did, did step-ups when he did them she always worked out at the front of the c... Read full Story
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