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Fun With Friends Chapter 7
After filling Kyle's mouth with cum his humiliation continued that night with the girls picking out a sexy little outfit for him to wear before Hannah & Steph took it in turns to fuck him with a huge rubber cock as we all watched on. At first he was a little unsure trying to walk in the 5" ... Read full Story
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My black lover
After one year as a sissy whore and secret wife to my turkish Pascha, I felt the desire to look for a black man. I looked for ads online and put ads online myself. One day I saw an ad from a young black man looking for a crossdresser and wrote him an email. I actually thought I would never hear from... Read full Story
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Cross Dresser Fucked Like A Whore By Black Cocks
My name is Ryan and I turned eighteen years old a week and a half ago. I live with my mom and s****r in an apartment in a pretty nice part of town. My dad left when I was little and I know that living with two girls had the effect on me that it has. A couple years ago when my mom and s****r were at ... Read full Story
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First Time
At this point in my life I have been dressing as a girl on and off for about 5 years. It wasn't just dressing I was into however, I have been fantasizing about a man using me as I tried to present myself. I was a virgin at 18 both with girls and with men, eventually the urge to change this was ... Read full Story
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Transformed
I slipped into my gf suspenders skirt and heels. I opened the door and led this man in his mid 40s to my room. Ive never done anything with a guy before, but as I was walking shaking m girly ass I couldnt help but feel that this is right. Once in my room I dropped to me knees and started to stroke. ... Read full Story
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Cindy and Juanita Kinky Shemales
Her name was Cindy and she had been born a male. Cindy was a beautiful woman is every way except one. She didn't like the term tranny and preferred being referred to as a shemale. She was truly happy living as a woman. She began taking light doses of hormones at 19 she had stopped hormones beca... Read full Story
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What are Friends For?
I was over at a friends house for guys weekend. I was up early Saturday and went downstairs to watch TV, so I wouldn't wake anyone up. Nothing was on cable, so I checked what else was on, Net Flix, etc.... There was Firestick, so I checked what movies were on there. I found one that was marked ... Read full Story
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First Tranny Experience_Part 2
I had said good bye to her at her door and drove home. I got home at a decent hour and went to bed. The following day at soccer practice, I could only think about how wild a time we had together and began fantasizing about the whole affair when my cell phone went off. To my surprise, it was Kim s... Read full Story
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MY First Time with a non-binary/cross-dresser
After I had graduated high school but before I had left for college: I was hanging out with a friend and a friend of theirs at their friend’s house. For the story let’s call my friend Dan and his friend Charles. We were watching some movie on Charle’s (parent’s) big TV. Charles gets up eventually an... Read full Story
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The Truckers Reststop
I had to work yesterday, it was Saturday,I had made plans to spend the day being the slutty little whore for the whole day, but work got in the way. I came home felt tried so I soaked in the tub, shaving my legs and puss yass and gurly clit. The weather was bad all day, when I finally decided to Fem... Read full Story
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Miko and Mali; Thailand's finest teen sisters
Last August my friends and I went on a “lads holiday” to the beautiful country of Thailand. We had booked a fortnight, which was to consist of five nights in a city hotel in Bangkok, and the remainder in a stunning 5* resort in Phuket. It was my first time in the country, my friends hav... Read full Story
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What I dream about
I'm shortly to embark on a trip to amsterdam in the new year and am very excited for one thing in particular, the opportunity to come across a real life shemale! I've been a massive admirer of shemales for a long time now ever since I first saw one. I don't remember exactly how I came across them b... Read full Story
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Trans Bookstore Adventure
I was walking near the corner of Polk and Post Streets past an adult bookstore when I noticed an attractive transgender standing on the corner. I walked up and struck up a conversation. I told her she was attractive. She asked me if I wanted a date. I asked her if she was functional. Then I asked he... Read full Story
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Poolside Fun
It was a perfect day for lounging by the pool, the temperature was just right and the sun was shining brightly with billowy clouds of white decorating the sky. With manicured hedges, the neighbors couldn't see a thing, which made nude sunbathing a perfect option. Chancellor had invited a friend over... Read full Story
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Salacious Sarah
Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... Read full Story
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The Terrace View Apartments Part 1
I got a great job, right after I graduated from college. And while the job required that I relocate from my hometown of Chicago to sweltering Houston, I was more than willing to pack up and go. Too many of my fellow graduates were stuck working in the food service industry while they waited for a dr... Read full Story
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Mark's Surprise
Mark had just broken up with his steady girl, Diana 2 weeks before. He was finding it really hard to get over her. They had been dating for almost 2 years, and he was devastated when he caught her in "The Act" with 2 guys from the football team. He saw her car at the hotel, and pulled in t... Read full Story
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TS Wife
I was on a business trip to Laos when I met my wife. It was quite by accident, I wasn't really looking to get married, even though I'm very nearly 37 years old now. I work for the richest man in the world, well for his company, so you know who I'm talking about, and I'd just made him a small fra... Read full Story
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Headmistress' Favorite Sport Part 12
At the academy little had changed. As Denise was being led through the hallways, bound and gagged with a leash attached to her chastity device, she saw new sissies in training hurrying to class, eager to please the mistresses and to avoid punishment. The new sissies tried not to stare at Denise, but... Read full Story
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I Call on Jill & Mary
When Jill was born the medical staff looked at the baby's genitals and told the parents "You have a baby boy." The baby was named Jack, after his uncle and spent the next several years as a boy. Jack never got involved in sports with other boys, partly because of his small stature and p... Read full Story
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Abigail's First Time
This is the story of the first time I dressed for a man. I had been with men before, but had never been with one as a girl. I would say 95% of it is true. I tried to keep it as close to the truth as possible. I will say that the acts described actually happened, and we really did go four times. I le... Read full Story
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Emily and Steve Part 1
As I pulled my cock out of Emily's ass and shot my load onto her flat stomach, where my cum mixed with the load the beautiful blonde cross-dresser had just shot from her throbbing cock a moment before, I thought to myself that work was suddenly going to be a lot more fun. My name is Steve and I w... Read full Story
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Best of Both Worlds
Keith, 37, and Linda, 35, are very liberal people. Both enjoy sex although Keith had bi-sexual fantasies, he would never act on them, but also thought his wife was maybe a little shy and too submissive. Keith was a fairly attractive man, but his wife was still gorgeous at her age. With her long b... Read full Story
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Bi Pantyhose Passion
I've had a Pantyhose Fetish for over 30 years now, and love wearing them on a daily basis. But back in the summer of 1995, I suffered a heat stroke, and almost died, when I recovered, I vowed I would stop fantasizing, and live out these dreams and fantasies. I had been masturbating while dress... Read full Story
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A Schoolgirl's First Time
I’d been emailing and phoning Dan for several weeks when he first suggested that we meet up. It was very exciting and I couldn’t wait. My every waking hour was spent thinking about it. The only odd thing was the request he’d made. “Can I ask you a bit of a kinky favour?&rd... Read full Story
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Seducing Daddy
I had started crossdressing when I was 5 years old when I went trick or treating as Princess Leia for Halloween. The first time I pulled on a pair of pantyhose, I was eight years old. I could not understand how a piece of clothing that I could crumple into the palm of my hand could cover my mother's... 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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Letting Debbie Out
Ok, this story has some explicit sex stuff, so if you shouldnt or dont want to read naughty material then please go away. Also, I write because I want and like to. I am not a writer. Typically I write in one sitting and just do a stream of thought. I rarely edit. But please let me know what you ... Read full Story
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All Right I'll Do It
"Alright I'll do it but you promise you will never tell or bring this up again?" It was spring of 1970 and I had just turned eighteen a week earlier. My last year at Reidel High, located in a small northwestern town Nowhere USA with a Population of 2,700 and far away from the anywhere e... Read full Story
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Anna's Panties
I am a 32 year old guy living in the UK and married to Anna (25) for two years. I have never had sex with another guy but recently I have been thinking about it more and more and the thought is really driving me wild. My recent experiences have taught me that I am definitely ready to explore my bise... Read full Story
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Daddy and his wicked ways
My name is Miss ________________ (You fill in the blanks). I am a TV/TS/CD who likes to be used in a sexual context by manly men. This tale is about me and my desire to be used over and over again. In a way I'm a little reluctant to share my fantasies with the great British public because they&... Read full Story
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Gym time surprise
Another day, another gym session. Kelly was not looking forward to her gym session, she was bored of doing the same old routine and just going through the motions. She knew she was hot, she knew she didn't need to work at it. She wanted to go home and chill and play with herself as she'd seen that h... Read full Story
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Exotic Erotic Janaina
As the music played in the background, Janaína, the lovely Brazilian babe and her partner slow danced together. Their bodies moved almost as one and from across the room a tall handsome older man looked on. Behind his glass of wine he admired them, the way they moved together, the way his coc... Read full Story
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Forced Feminisation
It all started as just a game. i logged into a forced feminization chat room and portrayed myself as a slave being punished by my Mistress. Saying She had instructed me to enter this room for 5 minutes and obey any command given to me. It seemed harmless and exciting. How stupid could i have been. I... Read full Story
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My First Tranny
I met Charkara (her real name) through an adult dating site. You can find her pictures on my xhamster page titled, "My First Tranny". We corresponded through the dating site quite regularly before we decided to take it to next level and exchange phone numbers and email addresses. We ... Read full Story
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Leona
This is a work of fiction. * I think of myself as resolutely straight. I look at a lot of porn although I have plenty of girls to fuck. Steven, an old college buddy, dropped by and proposed that we go to a shemale bar that night. I was shocked and refused. But Steven retorted that if I was sur... Read full Story
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Debbie Part 4
As morning came round Mistress found her newest sissy-slave completely incoherent with pleasure and pain. Debbie was thrashing and screaming, her eyes wild and unseeing, a thick mixture of lubricating gel and blood running out of her ass, down her legs. The computer connected to the box controlling ... Read full Story
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My wife dressed me and used me like a slut
I think you are about ready my wife “Jen” exclaimed and she rotated me towards the mirror. My cock was already rock hard and sticky soaking the silky panties as I looked at my reflection. I gazed at my blonde shoulder length wig bounded into two braided pig tails, my face heavily coated ... Read full Story
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Becoming His
I need to tell you how it started and then maybe you'll understand. We had always had a great sex life, and one night she was a little tired, so she gave me a hand job instead. While she was stroking my cock she began to tell me a story that got her hot. It was about a threesome, and form that point... Read full Story
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A Night At the Party Part 2
Sharon and I went back into the main hall of the New Years Ball and mingled with the crowd. We drank more champagne and nibbled on food from the buffet. I could smell the cum that the guy I blew had left on my chest mixed in with the glitter I had on me and every now and then someone would look at m... Read full Story
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Bi-Three Way with CD/TV
I was glad she called. It was always great to see her. I was freshly shaved and wearing panties when she called. I was on the bed, reading porn and masturbating with a vibrator and dildo. I had started off with the hard plastic vib. My ass, freshly shaved and smooth, lubed up with just enough Glide ... Read full Story
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A Thrilling Adventure
This is a story about one of my friends. She's xtremebly attractive and is a 24/7 girl that I've known for two years. Every now and then we get together and fuck like minks but that's another story altogether. This is a story she told me about one of her many exploits. My name is Anastasia---I'm ... Read full Story
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Chrissie and the Professor
Possibly the after hours engagement with an English Literature professor at college may have been the thing that convinced me that older men might be more to my liking. It was during my Junior year at the university when we were discussing the poetry of Arthur Rimbaud, the French poet, that I beca... Read full Story
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Jo and I
It was a typical Saturday morning. I was at the grocery store doing my weekly food shopping. As I was perusing through the vegetable section my eyes caught sight of a a very attractive woman. She had long dark brown hair, pretty face and a nice body. I worked my way over to her and checked her left ... Read full Story
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Kimmy the T-girl
Introduction: Hello. My girly name is Kim, but in my every day life, I am known as Ken. I am 5"5, 135 lbs. I'm eighteen years old, and this story begins on the last day of school before spring break. I have been a closet cross dresser for the past two years. I started off from stealing my si... 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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Alleys
My mother told me never to take a girl into an alley at night. She went on about how dangerous they were, with strangers lurking in dark doorways waiting to do horrible things to the people who wander in alleys. Alleys can be dark, imposing and dirty especially in the city. I spent my youth avoiding... Read full Story
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The Room Mate
My wife and I have been happily married for about nine years now. We had never slept with anyone else during our relationship. I have greatly enjoyed my time with her. However a few weeks ago a coworker of my wife’s moved in with us. Her name was Denise and she had just lost her job, car, and ... Read full Story
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How I began my crossdresser transformation
Here are the usual disclaimers this story is for adults only if you are viewing this and are not 18 years of age or older please close this page immediately. There is no crossdressing in the story but this is how I began my transformation from regular boy into cock sucking teenage crossdresser.... Read full Story
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Crossdressed cocks
I was looking forward to the fun I could have in my own place. I spent some time on the male chat line looking for someone to play with. he to liked to dress but like me was not at all passable . when he showed up at my place he hade on black thigh highs open toe heels and a corset ,he was taller th... Read full Story
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Everything Is Not As It Seems
The ad says Femdom looking for malesub. Must be willing to follow all my instructions. Call xxx-xxx-xxxx for consideration. Well I answer the ad and am told to show up at the femdom’s home at 7:00. I arrive at the front door and am greeted by a beautiful woman. She’s wearing a low cut... Read full Story
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Becoming a Sissy Cocsucer
I always loved feminine things. I'd wear my s****rs panties as often as I could. I loved the way they felt, the soft fabric, the high cut legs, and especially the frilly lace edging! I graduated to bras and padding them and wondered what it'd be like to be a girl. I always loved watching porn whe... Read full Story
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Chance Encounter Part 1
My first encounter with a trans woman wasn’t all that great to be honest but I still felt it was something worth exploring at the very least as I am open minded. My second encounter was trully something special. Through word of mouth I was asked to stop by at a house not too far from where I was ... Read full Story
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Strip Gaming gets with Kelly
After taking an extremely boring Christian ethics class (required by my college, not by choice) on a late Friday afternoon, I checked my cell to see I had a few messages. It was Kelly and she was celebrating a well deserved A on an Calculus test. The first message read: "Got an A in Calc. Vo... Read full Story
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Kayla and Tracy: The Layover
Kayla and Tracy strode across the marble-floored lobby, their heels clicking across, and suitcase wheels rolling across, in rhythm as they walked up to the desk. They seemed incredibly out of place in the relatively quiet hotel room. Kayla, of course, always stood out, especially when platform heels... Read full Story
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A Sissy Surprise
I got home early from my night out with the girls. Jeff wasn't in the living room watching tv so I figured he was in the bedroom jerking off so he wouldn't have to bother me with a request for sex when I was toasted. I decided to surprise him and slowly made my way up the stairs. I walked into th... Read full Story
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