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Me and a transvestite man
This isn't a 'story' at all, in the sense that it really happened. I just thought I'd share my experience with you; perhaps you'd care to comment if you enjoyed it, found it sexy, or want to know more. There isn't a 'transvestite' niche on xHamster, so this is filed rather awkwardly under 'Shemal... Read full Story
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Trannies Feminise My Bum
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change. Perhaps Carl's developing... Read full Story
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Gay Roommate crossdress
I have been cross-dressing since I was 7, always been a bit in the closet about my homosexuality and cross-dressing but I have always loved it and kept it close. I had one roommate when I was living in Boston his name was James. he was a pretty good looking guy who seemed to always be doing well ... Read full Story
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I went back for a male massage...
After my last visit, as I said my head was spinning...I'm not gay, but I loved being used that day...have a cock in my mouth and in my ass??...but, I loved it...so here I was again...when I went in, I didn't see the same staff...it was asain women this time...???...ok, this can still be fun but...A ... Read full Story
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She Male Photo Gallery Brought My High School Fantasy To Life
A friend of mine from high school came to visit me after many years when I moved into my new apartment in Los Angeles. We were good friends back then and kept in touch, but we went apart due to our careers. He was even one off the first and few people I came out to in high school, so our relationshi... Read full Story
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Gay chat
About 4 or 5 years ago I was a member in a free gay chatroom. I would go in every three or more nights (sometimes more) when my wife was at work. I loved to help guys get off while showing my hard cock for them. I would do all kinds of things, like telling them how I would suck their cock or lick a... Read full Story
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M Is for Mandi
That night, that Friday, had been highlighted on the kitchen calendar for weeks, though my wife didn't know the reason why. OK, so she was off to her sister's for the night and that was why she'd underlined it to start with. But I had other reasons. Since Sarah had turned forty she'd not gone out... Read full Story
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Experimenting with Cock
I was 22 and at the time did not have a girlfriend. I had a habit of jerking off at least once a day if not more. Starting masturbation at an early age made me bored by "normal" porn star videos. Leading me to amateur porn. Soon that became boring and I was experimenting with everything. O... Read full Story
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Cast party
My name is Dan, and I have always considered myself an adventurous and open minded person, but my experience was taken to a whole new level in my junior year of college when I got involved in an amateur theatre group. We all got along astoundingly well and I found myself becoming friends with severa... Read full Story
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Happy Halloween
Hello my name is Mike! Let me tell you a little about myself for the story. I'm about 5 foot 5 and thin, about 135bls. I am half white and half hispanic, so i have a nice light brown complextion. I don't have much body hair and am very GAY! I have always know that I was gay, there was never... Read full Story
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How i changed?!
I had been with my girlfriend for 4 years, after a drunken night i later ended up in a gay club. I came across a lad that went to my school who was always openly gay and he was shocked to see me in here. I just explained that I had only come in for a few drinks as most of the other places were start... Read full Story
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Starcrossed Sleepover
I never was one to push my sexuality upon others... I have always felt.... unrequired in that area. so much so, that I lack the ability to be discrimitive to people, regardless of there beliefs... there origin... there sexuality... or even there religious or politcal views... in the end. I felt we a... Read full Story
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First Time with a Male Part 2
After her hair was rinsed, Travis squeezed the water from her hair. Then he wrapped a towel around her head and sat her back up. Before Travis unwrapped the towel from around her head, Mavis reached over and began to massage his crotch. "We have company, darling," Travis said, as Mavis ... Read full Story
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I finally take the plunge
I'd been crossdressing for a few months at this point but I'd never gone outside while dressed in women's clothing. I'd been to the shops once, wearing one of my outfits under my normal male clothes; that's the closest I've ever been but even that gave me an intense thrill. Even under a fairly loose... Read full Story
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Real event, OMG shemale and another surprise
This is a true event, a lil back history, for about 3 yrs ive become fascinated by shemales, no porn will do without a shemale cock, i dont see myself as gay but i do wonder that if i like penis there must be some gay in me, but i do not like men at all. Now regular porn just does not do it for me a... Read full Story
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I was Used
Last night I went to an adult book and video store to mainly buy a new dildo to fuck my ass with.I found a nice 8" real looking one that had multiple vibrator settings and picked up a bottle of lube as well.I of course got sidetracked looking at gay videos and magazines as I held on to my new t... Read full Story
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Black Master, white sissy Part 1
Every one who saw me at work used to think I was Mr. Clean, Mr. Respectable. I work in advertising and I used to model my appearance on the sort of guys you find between the pages of GQ. Very American, very preppy. I was a nice middle-class boy with a nice expensive haircut and a nice expensive suit... Read full Story
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My Wifes' Whore
I recently lost my job due to a scandle within the company. I've been looking for a job for a month, but noone wants to hire me because of the scandle. My wife has been paying what bills she can but she doesn't make enough money. I usually stay at home and do all the housework while I don't have a j... Read full Story
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Walk his way
Just for the thrill of it all, I moisturized my freshly shaved body, combed out my long hair over my shoulders, and put on a pair of very short cut off denims, cuffed them even shorter, and a Betty Boop T shirt with the neck and sleeves cut out. I looked and felt very much on the fem side. Not reall... Read full Story
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The Teacher and Me
Funniest and hottest story of my life right here: Growing up in a small, redneck community, I wasn't going to come out of the closet anytime soon. I had to find an outlet for my sexual desires, even if just for a single night. I resorted to Craig's List the day I turned 18. So there I was on c... Read full Story
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You Just Never Know... ya know?
I was out on the road, On my way to Montreal at the end of my stint behind the wheel. I pulled into a roadside rest area, or lay-by... or in this case a 'pickle park', a cruising area for local and tranient gay and bi-men looking for a quick NSA hook-up. Hell, so was I. I was all nice and clean f... Read full Story
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I've dumped my boyfriend. Now he wants cock..
Me and Marc had been going out for 7 months. He's nothing that special to the eyes but he has a way with words. He could put a simple sentenced together and get any girl, any age, with any genitals? I thought it was only a rumor going around that he was Bi-sexual so i ignored it completely because ... Read full Story
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Halloween Disguise
an original story by me. its not true more of a fantasy... this story starts october 14th. first of all i am a 23 year old boy, i just moved to a different state to go to college, i dont have many friends and have only been her a couple of months. today was like any other day, had to wake up e... Read full Story
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Me and a transvestite man part 2
OK this is the second part of my true story. I was going to leave it at two parts, but I think there's enough to make it three parts, now! I think I'd best point out that beyond the (I'm told) common early sexual experiences most straight men have as youngsters, with other men of their age, I'd n... Read full Story
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A Dogging tale
Last month I went dogging. I don’t often go out to dogging sites as there is always a chance of police being around and you sometimes meet the oddest of characters. But I was feeling very horny and there was nobody around to play with so I got dressed and drove off. I wore some black sexy l... Read full Story
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Caught in the Act....
One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pull... Read full Story
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A busy Friday night
I had been looking forward to this weekend for a month. My wife was going to visit some friends in NYC, and I was staying home, by myself. Yup, just me and all of my favorite things, like stockings and panties, and sexy little outfits. The torture was finally over, and the Friday she was to leave, a... Read full Story
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A Job in the Theatre Chapter 18
"You are not going to believe this," Andrew said. He managed one of Ted's businesses down by the beach. He was one of the few employees who were aware of Ted's special interests. "Believe what?" Ted asked taking the bait. "A new guy started working out over there about... Read full Story
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Growing up wrong
Hello my name is Krystal, but everyone calls me Krissy. I'm 25 & live in the Detroit area. I work at a local hospital as a Physicians assist & I love it! I'm pretty much a doctor but limited at meds I can proscribe & I don't have to have malpractice insurance. Last night was my third ... Read full Story
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Shemale Video Downloads To Sexy Male Bonding
A friend of mine stopped by at my place with some booze and we started watching TV. We did not watch anything in particular. We mostly flipped through channels trying to find something interesting, but we mostly focused on our chat. It was not that important what is on TV. It was a nice summer ev... Read full Story
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Me and a transvestite man part 3
This is the last part of my true story. I had expected it only to need two parts, but it seems that I'm quite a wordy writer, so it now spans 3 parts. Where did I leave off last time? Oh yes; Toni, the gorgeous Brazilian TV was leaning forwards, dressed in her black lingerie, her firm arse toward... Read full Story
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HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
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A Fantasy in Pantyhose
I always go out to the same bar on thursdays. The women are hot and long legged and they always wear pantyhose. Like usual, I dress in jeans, collared shirt and a jacket, deck shoes or dress shoes. Underneath, pantyhose. Always sheer to waist, no underwear and always nude. My jeans are long enough t... Read full Story
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bi to sissy caught and turned
It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... Read full Story
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Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
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Hermaphrodite Obsessions
Through the years Chris had developed a magnificently hard body. He had played football in high school and college and as the quarterback had always been a much sought after date. Even though he had many offers from cheerleaders and coeds he had never lost his virginity. Chris had fooled around with... Read full Story
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Force Feminized up Asshole
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's d... Read full Story
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Trannys Feminize Dandy Boy
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's... Read full Story
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Trannies Feminize Dandy Boy
"Yea I thought the singing was OK but I don't really go for that style too much" "And the girls?" Brian prompted me. "Oh come on Brian leave him alone we all know he's not really interested in girls." "Give him a chance, people can change! Perhaps Carl's... Read full Story
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The Bisexualizing Effect of Erotica
Our enjoyment of erotic or pornographic images may start with the simple desire to see naked people. However, before long, poses of even the most beautiful woman or the handsomest men becomes relatively boring. Where singles may be sufficient, as it were, to whet our appetites, we soon want to see c... Read full Story
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Sexing It Up
What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... Read full Story
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Betrayed Chapter 10
I would have loved to be waiting at the gate at O'Hare when Dianna de-planed from L.A. that Sunday night. I had to settle for the Baggage Claim Area. Those people working for the Transportation Security Administration have no sense of humor. I guess at eight dollars an hour, they can't afford one. T... Read full Story
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Procreative Fiction
I like penises. More specifically, I like circumcised penises. And I like balls, big or small. I prefer scrotums that, when they rise, high and tight, are smooth, although they may be wrinkled when relaxed. I like asses, too, especially feminine asses. Men's asses, to be attractive to me, must be sl... Read full Story
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I am Baaack! Part 1
PROLOGUE: Ross Thorn, aka Nick Mitchell, paced back and forth in his office high up in the Hancock Building. He glanced out the corner windows. North you could see out over Chicago's North Side to almost as far as Wilmette, and east out over the lake almost to Michigan. It was a perfect spring da... Read full Story
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Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
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FEM FIRM 4-POP SECRET
Fem Firm 4: Pop Secret by: B-Man View Story Details Rating: XXXAdd Review Added: 11/20/2016 Complete:no Synopsis: Ruby learns a family secret which will change her life forever. Categories:Bimbo Workplace Situations Keywords:Long Finger Na... Read full Story
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Bukkake and Gokkun
Bukkake and gokkun were introduced by the Japanese, who are nothing if not imaginative and creative in their depictions of pornography, especially of the sadomasochistic and bondage and discipline varieties. Rabid feminists are not apt to like bukkake or gokkun. They tend to see even heterosexual... Read full Story
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An Unexpected Encounter
Alexander entered the bar with trepidation. He really, really hated going out to new places to get fucked up, but dealing with his friends at the bar just down the street from his place wasn't an option. He'd -- albeit accidentally -- wrecked his best friend's car into the side of the bar. To be fai... Read full Story
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Giving my first blowjob
I was recalling the first time that I ever gave a blow job while I was jerking off last night. I thought I would tell you the story and share what my experience was like when I finally took the plunge and made my first attempts at having sex with a man. At the time, it was a little awkward, but the ... Read full Story
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FÉMINISÉE PAR BBC MALE ⚧️
Après avoir abandonné l'université, je n'avais évidemment plus le droit de vivre dans les dortoirs. Mes parents ne me reprendraient pas. Je n'avais qu'un seul endroit où aller : l'appartement de mon ami Jack. Nous nous sommes rencontrés au collège en première année. Il a toujours été bon avec moi. ... Read full Story
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How My Wife Became a Swinger
Hello, my name is Jackson, Jack for short, and I'd like to tell you about my wife and I and how we became swingers. I've changed the names of people and places to preserve privacy. Just so you know this does involve male on male sex and inter course with a transsexual. So let me begin. For the fi... Read full Story
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Peepshow Pimps
I like to go to adult bookstores. No matter how many times a guy has sex and regardless of how many partners he has, he can't possibly compete with the men in the magazines, on the videotapes, and in the old filmstrips. These tan gods, with their deep chests, broad shoulders, and rippling muscles, f... Read full Story
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Just One of Those Days Part 2
Hello again. My name is Amanda, though sometimes I use the shortened version Mandy, when the mood suits me. I'm 33 and have stayed single for three years, since I discovered that Richard, my boyfriend, was not only cheating on me with dozens of women, some my so called friends but was al... Read full Story
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Black Transsexuals
Whenever I'm off duty, I'm liable to get into some type of adventure. Who am I? I am Troy Shane, a sergeant with the Massachusetts State Police. I was walking around the Boston Public Library when I saw this tall, plump jet-black honey with a big butt. She was walking around strutting her stuff. A B... Read full Story
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Being Catfished By Bigoted Bullies?
Okay women, have you ever been in a situation where you're not able to live as your authentic self yet publicly but you also have people in your orbit that KNOW you want to transition and make jokes about you for that? I have people who know me from my life where I'm not out of the closet as MTF pub... Read full Story
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She was male
Near my home, a red light is the hub of prostitution in the town. Personally, I have no interest in having a prostitute but some of these sluts are nasty and attractive. Among them there was a tall blond green-eyed chick whom I had a special feeling to her. She had such a sex appeal that I could not... Read full Story
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The Best Of Both Worlds
The best of both worlds Sandra Grosset climbed out of her bath, and began drying herself off with a huge fluffy bath towel. She had a big date with Greg, and she was really looking forward to it. Greg understood her, not only understood, but was very eager to fuck her. She had been spurned b... Read full Story
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delicious virile male flesh
Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... Read full Story
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Ladyboy orgy in Thailand
During one of my many nights in the sleaze capital of the world Pattaya, Thailand I was at a certain ladyboy bar all dressed up in my sexiest outfit that the "girls" had ask me to wear in as I had shown them some pics of me dressed. Not that I could ever hope to compete with any of them! ... Read full Story
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Meranda James date
Vince rang my doorbell at about 7. I answer the intercom and I buzz and let him in. There were couple minutes and he was at my door. I opened the door and his eyes of hazel brown cut into me and sent a shiver up my spine. The look told me He like what he liked. He was about 5 foot 11 tall. I knew is... 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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the lollipop intro
I'd just put on a pair of really short cut offs and a cut up t-shirt that was midriff and loose on the shoulders. I was shaved smooth all over and my long hair fell over my shoulders, making me look quite femmy. I drove down the interstate sucking on a lollipop feeling sexy all over. After a bit, I ... Read full Story
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made to be his gurl
After waiting tables for a good 6 months, I had finally got myself clear and could maybe get myself back to California. But I wanted to get there with some money in hand, so to save the air fair I thought it would be fun to share an the ride with someone or ones. I put an ad on Craig’s list fo... Read full Story
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Crossdress fuck
One day while at university I went to the toilet. There was some one in the next cubicle. I could see a shadow under the partition. It was moving back and fort very fast. Was he wanking? I started to feel horny thinking about it. As a cross-dresser i was wearing a satin night-dress under my clothes.... Read full Story
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Shopping
As I walked through the shop my heart raced. I was here for one reason. To buy women’s lingerie. I had always chickened out at the last second and was determined to go through with it today. I slowly made my way into the small shop browsing over nothing in particular when a older good looking ... Read full Story
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A Savannah night
Crossdressed fully and very seductively in only fishnet thigh highs; hooker heels, g-string, garter belt, and bra, (all black), I had intentionally let the man walking around the motel parking lot see me. He'd stopped in his tracks, mouth open, and stared, as I stepped out onto my motel room balcony... Read full Story
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Loving TS Sex
living in a medium size city 30 years ago, it was necessary to stay into the closet. That way of live is really still the reason why I never outed myself, even after years living in different bigger cities and several countries. I had acquired a taste for transsexuals, considering them the best o... Read full Story
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First TS sex
I think I was near my 35Th birthday and, believe it or not I had never had experience with a transsexual. I had plenty adventures with men and liked it very much as well as with women. Decidedly I was completely bi. As I wrote in previous stories, I’m writing about near 30 years ago. It was... Read full Story
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More TS sex
Some time passed since my first encounter with the lovely transvestite and I often remembered it in my lonely bed. But I couldn’t make the decision to seek her again. Maybe afraid from being seen, as she used to walk around near my office I started leaving office before dark. When I went ou... Read full Story
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My Sister's First Bra
When I was growing up, I was very close to my mother and my sister. My Dad had skipped out on us when I was two. I really don't remember him at all, and to this day i don't ever want to see him again. It was only natural thatI did "girly" things instead of playing ball with the boys. I did... Read full Story
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Lucky Afternoon
For the past few years I have had this urge to have sex with a man. After finding Xhamster The urge has gotten to the point where I was going to have to do something about it. I found a guy on this site who told me what to watch out for and the best places to meet someone. I do not like going to bar... Read full Story
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He NEEDED me!
I had gotten dolled up nice and slutty looking in my motel room, and had been internet chatting for a couple of hours, so I was feeling very sexy. All dressed up and nowhere to go in a small southern town. I peeked out my window and could see that the place looked pretty dead. No lights were on in t... Read full Story
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Porn shop slut
I walked into the booth excited to use my new toy, while dressed in garters and sexy panties under my loose fitting jeans. I had just purchased a lovely new butt plug and could not wait to try it out on my pretend pussy. Taking my jeans down I deposited a token into the slot and got out my lube and... Read full Story
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Shemales in Barcelona
Due to my job, I had the opportunity to travel a lot. Once I had to travel to Barcelona and the complexity of the meetings required that I had to stay there for about 2 weeks for consultations with customers. After long working hours, normally we went for a nice dinner (nothing better than begin the... Read full Story
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I want you used!
I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me al... Read full Story
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Caught in the act
After my first encounter with John’s dick, I couldn’t get it out of my mind. Two weeks later we met at a friend’s party and we talked about it. He was worried his girl friend might find out. I told him he had noting to worry about as I had as much to lose as he had. But I also said... Read full Story
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Practically gang at a sex club!
About 6 months ago I went to my local sex club in Sydney. It was only about 8pm and not much usually is going on at that time. On the 2nd story there is called the "Orgy Room" a place where people go and sit on the bed with no locked door and it's just first cum first served. I stuc... Read full Story
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The Convoy
Several years back I was driving down I-95 south through South Carolina. I was dressed in fishnet thigh highs; platform heels, g-string, bra, all black. Over it was a black zip up the front mini dress. I had a hand held CB radio so that I could hear truckers talk about me as I passed them, and I'd b... Read full Story
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A Trannie takes her first big black cock
Sitting on the lounge at my local sex club I was watching the guys go by. You get to notice certain guys going past trying not to look like they are checking you out on the sly (and vice versa) thinking how they can approach me. Normally it’s just the usual crowd of guys but several weeks a... Read full Story
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I decided to try prostate milking today...
So last night when I was browsing the infinite collections on xhamster, i came across a video of a tranny ( <3 ) doing something called "prostate milking". I had never heard of this before so I click on the video to see what it is. First off the lady starring in this video was gorgeous,... Read full Story
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