Free Stories

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First time in Bangkok
If you have read my story about the first time I was with a TS girl then you know my experience was limited to just a few times. So about 4 years ago I went to Thailand to visit my buddy who was working there in a high profile job with the Thai government. We stayed in his apartment on the 40th floo... Read full Story
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Charlie and the Chocolate Factory
One of the real joys of the holiday season is how the kink community comes together to celebrate. It seems that everyone is allowed to let their hair down that much more, to party like pagans, and to lose him or herself to pure hedonistic pleasure. This holiday season, the Houston kink community... Read full Story
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How I Became a Tranny Whore
When I was 30 with children at home I would get dressed in the bedroom. When it was time to leave the wife would take the children off for ice cream and as soon as they were out of the drive way I would head for my car. Of course when I returned home the children would be a sleep. The plan worked fo... Read full Story
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Losing My Virginity... Sort Of
Tonight was going to be the night. In just a few hours, I would no longer be a virgin. The route my girlfriend and I had taken to get there, however, had been somewhat strange. Lets start a while back. Her name is Kelly, and she's a beautiful girl. 5 foot 3, roughly 100 pounds. Her tits and ass a... Read full Story
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The Sweetest Taboo
"Hey sis! Remember me?" Tisha Roberts stood at the door in complete shock looking at the person in front of her, the latest KaySlay CD whispering its aural presence in the background. She scanned the person in front of her, trying to figure out what was going on. The woman in front of h... Read full Story
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Tony to Tanya
My name is Tony and I'm an average 19 year old boy. I'm 5 foot 7 inches tall, have shoulder-length brown hair and blue eyes. I often get mistaken as a girl from behind because of the length of my hair and because I look after it really well. I've been told I'm as good-looking as most girls my age. M... Read full Story
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Catching up, last evening, a date at last
After I moved to France I was too busy to do anything about finding somebody to have fun with – just life getting in the way. I had a date with a post-op ts woman when I went back to the UK in 2008 but since then, no dates. Last year I decided to do something about it so went online and found ... Read full Story
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A Butterfly Emerges
It wasn’t my fault that my parents were small people and passed their genes on to me. However, it was a curse that I was forced to live with during my formative years. Sports like basketball, football and baseball were out of the question and I felt alienated from other children my age. My ... Read full Story
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A Cock Loving Slut
My name's Jake and this is the story of how I became a cock craving slut. It started a year ago, I was walking home in the rain, when I slipped and fell into a muddy puddle. As I bundled myself up, a car pulled up beside me and rolled down the front window. I recognised the face of Neil, a man fr... Read full Story
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A Glory Hole for Tranny G
I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each ... Read full Story
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My first tranny Part 2
It felt so good to cum in her mouth. that wasn't planned. her mouth just felt so good. nice & wet. told her what really got me off so fast was having her cock in my mouth. "in that case, come here & suck it some more." she laid down with her legs open & her dick in the ai... Read full Story
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A Natural Sissy Part 6
Stacy Finds Joy With Joy I had told Stacy to write about how he came to be a sissy, even before I set it in concrete. But I need him up here in the bedroom now for another round of sissy humiliation. I've been entertaining Amanda and Joel, or Joy, I guess I should say. They just moved in next doo... Read full Story
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The Bridge Part Redux - Transsexual
Upon the mere mention of Bobby's name, everyone kinda got a little nostalgic as they reminisced about that afternoon two years earlier when the young eighteen year old came in form mowing the grass and fucked each one of them silly with his huge teenage cock!!! They all had to agree that it was prob... Read full Story
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Out of town, I broke free
So I was out of town on business, and I hadn't worn any female cloths out ever in my life, but this time I took some sexy cloths from my roommates girlfriend..and I had been chatting with this transgender girl in the city I was heading to for a few weeks, we would skype and get off together, and she... Read full Story
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Down the Path Part 5
I force myself to walk down the corridor and to the elevators. When the door opens there is an older couple in the elevator and I get on and move to the other back corner. The man's wife is standing a little in front of him and I see him look over at me briefly. Then he looks again, giving me the on... Read full Story
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Forced Entry
Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-... Read full Story
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Double Anal With a shemale
....He answered the door and there she was beautiful as ever. He had just paid 500 dollars to have a transsexual e****t come directly to his door and greet him. She had on a long pea coat and thigh high boots. When she took the pea coat off all she had on was a one piece swimsuit. Her tits were a 36... Read full Story
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Four Inches Cock
[Fiction] I've always thought dating coworkers is weird and awkward but here I am walking upstairs to my apartment with my coworker after a nice first date at Italia Parlor - the best calzones for miles. Natalia is a gorgeous, pale American-born girl of Slavic descent. She has raven hair th... Read full Story
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Local Hunting
Local Hunting. It was the easter holidays and I was home from school for a while, but James was away skiing so I was a little alone with no one to “play” with. I took to a couple of websites and apps to try and find someone locally who’d “play” with me. After a few fruitless attempts I found a ni... Read full Story
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DISCOVERING BLACK COCK
To the greater Boston general public it was simply a small little known quite private night club located in the back part of Roxbury called The Black Rooster Bar. While in local Gay Community circles, insiders called this private by membership only pub, THE BLACK COCK CASTLE! When first learning... Read full Story
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She Wood in the Wood
"Alright, juniors and seniors to the white bus please." Mr Jacob's voice cut above the rabble of the moving crowd. All 50 of us filed into the large vehicle, talking loudly, a mixture of excited comments and loud complaints. It was field day, which meant the whole school was going to take up an e... Read full Story
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Liberty in Lisbon Part 3
After Olivia had so perfectly taken my anal virginity, we laid in bed cuddling, touching, kissing and her cum leaking from me. I had not been so lovingly caressed for such a long time. It was just perfect. She asked me how I was feeling. I think I said before that I don’t do deep and meaningful very... Read full Story
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Homework
Daniel was a 15 year old teenager, like any boy his age, he was full of hormones and sexual fantasies for every pretty girl that passed in front of him. In the last weeks of the school year, the history teacher had a child and was absent from school, being replaced by teacher Marlene, a trans woman.... Read full Story
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Passion in the Rough
Tonight, I was searching in vain for a parking place close to the club, but unfortunately, I had arrived late and there were no empty spaces close by. I drove around and went down several streets in the same block until I found an empty spot. That was perfect I thought as I found a parking place and... Read full Story
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Lonely in L.A.
I don't do this. I simply don't. But I was emboldened by theloneliness of being in a strange city without any friends around. I was taking my first trip to Los Angeles for an appearance on a game show. I'd be getting up bright and early the next morning and was spending the evening alone in a hotel... Read full Story
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Little cock convention
They came from all over the nation to downtown LA convention center. It was the "Little Cock Convention" I watched as men from all races and status came in. Sometimes they came with their wives,friends,Mistresses,lovers, or even their boyfriends. I was on Guard duty and walking the conven... Read full Story
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Seduced Willingly Part 2
She must have had on lacy silky panties, but cause as she picked up the rythm doing my back and lower back with her hands, her cock was slowing sliding up and down. I was literally having butterflies, I was probably trembling in my thighs and precum was leaking out of me like a faucet. I was more tu... Read full Story
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Showroom Part 2
I had rushed out of the showroom and quickly driven off, removing myself from her... him, hell I don't know what. It just seemed impossible that such a beautiful woman could... well could have been a man. Why didn't I see it? She seemed so natural, so seductive and so good at giving me a blow job. ... Read full Story
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Red Line Curls
I hadn't noticed her walk up, I was leaning against a low wall waiting for the Red Line back toward the Metro Center when I looked up and there she was. Immediately drawn by her short, curly blonde hair I wondered how she just suddenly appeared just a few steps in front of me. I hadn't really been p... Read full Story
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A Night of Makeup, Cock and Cum - froam Annamalice
It was all I could do not to accept. After all, it's been a fantasy of mine for years. When given the opportunity, I had to go for it. I had been surfing the internet for crossdressers, shemales, transvestites and transsexuals. The idea of a hot woman with a cock had always turned me on. Further, I... Read full Story
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Eden
"Hey Frank, where ya been? I need ta ask ya somethin' man." "I'm on vacation. Talk to Abbey. She's the boss until I get back. Ya better get used to it, because when I retire in a few months, she'll be taking over on a more permanent basis." "Retirement? You're only 29 years ... Read full Story
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Permanent Stay in Mastersville Part 1
I had just turned eighteen, finished high school and was ready to take on the world. My parents were long dead and I hated my foster family and they hated me, so when I turned eighteen and finished high school our ways parted. I left the small town I had grown up in never to return. I had no real fr... Read full Story
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My best friend
When i began dressing as Ana i had three sexual experiences one with girls and two with boys.. this is the experience i had with my second boyfriend his name was Connor and he was this cute shorter boy with longish brown hair and he was so cute. anyways when we first met i could tell he knew somehow... Read full Story
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Whatever dreams may cum
I just have to share with you an experience that I hope someday becomes real. It was cool Saturday night in August and I was out at the club with some friends. I was wearing a black and blue stripped dressed that went down to my thighs. It wasn't quite a mini, but you could see my sexy black thong u... Read full Story
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A Future Society
Anna was lined up with the other girls beside her, the heat from the electric torches on the wall stinging her bare backside. Her long blonde hair stretched down to the top of her ass, shielding her back from the heat, but she often wondered during line ups whether or not a bulb would burst and send... Read full Story
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Becoming a Sissy Slave
He gave me the choice. He had programmed me for a week and knew which way I would probably choose, but he gave me the choice. I could get out. Or I could continue. It was up to me. On my knees or out the door. It was that easy. Now I had to choose. I guess I should backtrack, first. You ... Read full Story
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A Job in the Theatre Chapter 14
Sarah and Paula shared at drink as they tried to decide what to wear for their date. "Every good outfit starts with lingerie. What do you think of these?" Paula asked holding up a pair of baby blue panties. "Nice. But I really think these will be better" Sarah said holding up ... Read full Story
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Shemale Surprise!!
I'm a country boy. About a year ago I left my small town and moved to the city so I could attend university. Initially, I had nowhere to stay so I was going to move into my cousin Mike's flat for a few days with him and his room mate, Sandy till I found somewhere of my own. Mike and Sandy worked tog... Read full Story
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The bridge party redux
"It's your bid, Kimberly," Marion said, "we don't have all day, you know!!!" "Keep your shirt on," Kimberly replied good naturedly, "I'm thinking, I'm thinking!!!" "About what," Barb chimed in, "it certainly mustn't be about bridge, you've been ... Read full Story
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A Turkish Delight
My export business was beginning to take off as I was now on my second over sea's trip. I was doing business with the Turkish government and I also saw it as an opportunity to explore more my fascination of cross-dressing. I would be visiting a country where I was not know and I would blend in with ... Read full Story
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A Walk
I really was not doing much. Being unemployed I had way to much time on my hands. Sure, I used some of that time to get dressed up and walk around the area. But there was something missing. Looking in the mirror as I was putting on the finishing touches to tonight's outfit, I admired my long thin... Read full Story
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Blossoming Shemale
My name was James. It was, before everything that happened, anyway. I'd come from pretty good stock, as the snooty, upper class would likely say. I guess I still did, although it would take a DNA test to prove it now, and to be honest, I didn't really have the desire. That was all before. I have to ... Read full Story
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Z is for Zoë
My name is Zoë. Sometimes. At least that's how I like to think of myself. A sexy name for a sexy lady. Again, that's how I like to think of myself. For the last 18 years or so I have lived a sort of a double life. Most of the time I'm Alan, a guy who works in the medical profession - let's just... Read full Story
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Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
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First time out, first time fucked
I was looking good even if I do say so myself. Six inch black platform heels, black hold ups, the obligatory little black dress, long red wig and my fave faux fur jacket. I felt sexy, I felt like a slut and I wanted the world to see me. I hadn’t been out before but I had been building mysel... Read full Story
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Amatuer Strip Night Chapter 2
Sasha stood in her bra and panties looking nervously out over the crowd at the topless strip club. She shuffled her feet and looked down, her blonde hair covering her face and she wondered to herself if coming back out onto the floor had been a good idea at all. Sasha had just won first place at ... Read full Story
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Cinema fun
I love all sex, anything is good sex as long as everyone involved is happy. Many years ago while working in Berlin i took my car into a garage to have some work done, i was told it would take a couple of hours to complete, not really wanting to take a taxi home for such a short wait i decided to go... Read full Story
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Flowers in the Heart Part 2
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
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G Is for Gemma
Stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It all really started on a Monday. One bright sunny Monday, early summer, an unusually warm day for June in England. And it really was stupid thing to do... Read full Story
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Different 3some in Acapulco
My job in a large travel agency takes me every march to Acapulco for the Tianguis Turistico, (Mexico tourist fair) that takes place in this nice resort. I very much enjoy those trips, and especially the pole dancing bars, were I would hang out at least 2 or 3 times during my stay. Those places ar... Read full Story
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Shemale feet
Hi, im a 20 year old european guy with a true great story I wanted to share with you people. It all happened on a warm but rainy day in the summer, was single at that time. I broke up with my girlfriend because we didnt came along anymore. Anyway, I was bored, not to many options and everyone els... Read full Story
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My Tgirl lover
This is my first attempt at writing one off these stories so if you like it than please let me know and I'll look into writing another one also any feedback would be welcome My names Phil, I'm 28 and I currently live with my girlfriend with whom I've been dating for several years. U... Read full Story
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Couple and a Tranny
There is a saying that a single man looking for companionship and good fortune will seek someone for marriage. Lydia and I met several months ago on an online dating site. We agreed to meet at a bar restaurant for drinks and initial meeting. She was at the bar wearing a yellow sundress, white painte... Read full Story
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Sex In Stilettos
Standing before the full-length bedroom mirror, I treated my reflection to an almost unjustly critical appraisal. My indecently short black leather dress clung for dear life to my every curve and went perfectly with my high heels, whorish fishnets and black leather jacket. It was the sixth outfit I ... Read full Story
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Father In Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
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Pay the Genie
Scott trudged along the beach while waving his metal detector from side to side. His afternoon walks had yielded little in treasures over the past months, but helped to center him when he felt lost or depressed. His fiance', Denise, had left him for his boss at the firm when Scott had been passed ov... Read full Story