Free Stories

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Jobe, Cross Dresser Extraordinaire
I used to be pretty bored. Not last week, or a mouth ago, but the last twenty five years. Life has just always seemed to be… dull. But lately, things have been looking up. I grew my hair out recently, I've got black hair, I'm tall and skinny, perfect body to pretend you're a girl in. I'm t... Read full Story
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A Cross Dressing Suck Off Fantasy...
Yes, this is a true story that really happened to me a while back. I went out of town a few weeks ago on business, and at the same time, I was hoping to hook up for some hot man sex. I went to the Male Hookup Forum page for the city I would be visiting and posted a message. The message read " W... Read full Story
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First Cross-dressings Loosing Anal Virginity
It happened after a month of me blowing that guy twice...I mean I was so damn excited and was craving for his cock....I was blowing him every weekend in his car after the school...his cock was almost 7 inches and was so thick and that I like so so much the gagging he was giving everytime, that chock... Read full Story
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ladyboy Yaqi
After graduating, she began to wear women's clothing to work all day for a month. After Yaqi went to work in this company, she had to wear tight dresses and stockings and high heels every day. After a long time, she also got used to the close-fitting feeling of wearing pantyhose. More importantl... Read full Story
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Cross Dressing fun at the Adult Book Store
I was chatting with a guy in San Leando, California named Jim. Jim was a 70 y/o, nasty old man black guy, 6'2", 210lbs, 8" cock and big cum filled balls. He loved to molest Cross Dressing sluts like me and wanted me to cum to his place in San Leandro and be his sexy cock sucking cum ... Read full Story
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Adult Bookstore Dancer
Adult Bookstore Fun At one time there were eight adult books in my city now there is only one. Makes me very sad as I loved dressing up like a twenty-five cent whore and visiting them on the weekends. I think I enjoy all the humiliating comments and condescending looks the customers would make abou... Read full Story
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I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
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HOW MY AUNT AND SISSY NEPHEW CHANGED MY LIFE FOREVER! (fictional
It was the very first night of my month long North Carolina July summer vacation stay when my Aunt Meg suddenly entered the bedroom that I was temporarily sharing with my younger cousin Rudy. Being so openly effeminine in his body language,voice and looks, I had already planted such dirty thoughts ... Read full Story
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A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
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My Mom the Whore
Since junior high I love the way women clothes look and feel. Sometimes after school I would wear my mom panties and bras I didn't think nothing odd that all my mom underwear where a bit sexy and revealing, but I was a dumb kid who started his life in cross-dressing. Not into several years ... Read full Story
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Thai Ladyboy goddes in Tokyo and a cheap love hotel
This is a real account of my meeting last week with a beautiful Thai ladyboy working at a flashy show at a night club in Tokyo. Written as a not to her. Hope you like it. You sexy ladyboy goddess, I must say you have the most beautiful body. When we first started drinking wine and talking ... Read full Story
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My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
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Cara's First Time
Cara's First Time This little true story is about the first time I was with a man and a night that I will never forget. My name is Cara. Well that's my girly name, I'm a cross-dresser. I've loved dressing up in women's clothes since I was young when I used to dress up in... Read full Story
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Ladyboy Loves Up The Midwest
When Jasmine, a Thai ladyboy, moved into a small town in Iowa the locals didn't know what had hit them. She was instantly the talk of the town; initially for being so different and exotic but once she opened her club her reputation spread right across the county and state line. It was only a real... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
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The reason why I became a crossdresser
At first, I was just a straight and ordinary boy who was into sexy lingerie, stockings and heels. But one day, I suddenly thought that I wanted to try on my mom's panties, stockings, and high heels. So I did it. It was so excited and I started to get addicted to cross-dressing. Before dres... Read full Story
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Woman Cross Dresses for Power & Sex
Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, ev... Read full Story
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Cum is a Cross-Dresser New Drink
Nikki looked up at me with her big, brown eyes as her head bobbed on my cock. Nothing was quite so sweet as one of her blow jobs. She had this way of dragging her tongue along the underside of my cock that made me want to cum in seconds. I always tried to hold it, but Nikki wouldn't let me. When she... Read full Story
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Sex with security guard in the apartment..!
I always fantasize about exploring the unlimited possibilities of cross-dressing and exposing myself in public such as dressing up and clicking hot pics in public places, seducing men and get picked up from pubs, having sex in car and on the roadside, etc., and some of my fantasies have already come... Read full Story
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Let me introduce myself
Hi everyone this is my first time cumming out to the public. I been cross dressing for about 20 years now. I’m 30 years old now. I started dressing up in my mother’s and older sisters clothes every chance I got. Both of them had swag so I dressed cute af lol. Now it’s my girlfriends clothes. I love ... Read full Story
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Soo, my ladyboy friend in Bangkok
This shemale story is not your usual one as it's written by a lesbian girl Jamie and it involves a very sensual description of sex with an Asian ladyboy. Enjoy reading! Well as an openly gay Lesbian woman (submissive as I say) a long way indeed. My friend in Bangkok, Soo is a beautiful, articula... Read full Story
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Do You Know A Cross-dresser?
I never considered writing a story about cross-dressing until I was confronted with it. I just recently found out that a friend of mine who I have known for several years is a cross-dresser. He's a good guy, a family man, is married with kids, and, by all accounts, appears normal. Whatever that mean... Read full Story
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Becoming Zoe
My soon to be wife Annie had taken a job out of town and I only saw her every two weeks or so. I was so missing her. She and I had become long distance lovers. She was scheduled for a flight home on Friday night. I was going to pick up her son Zakk from his dorm and the two of us were going to p... Read full Story
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Tight Spot
XtinaSmith2017 Cody bit his lip as he looked over towards the shop, a little anxious about their planned endeavor but not wanting to come off as uncool to his friends, "Are you sure this is a good idea?" he asked. His friends grinned and laughed, playfully nudging him as they made their way ... Read full Story
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Looking-Glass Ladyboy
I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding ... Read full Story
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Run
I felt the cool night air hit my face as I barreled down the long sloped driveway. The rope around my ankles and knees had converted my movement to just a pathetic hop. Each hop I took caused my aching feet to hurt even more. Just my luck, I had been on my feet all day long and now the opportunity o... Read full Story
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美娇酱幻想系列一
正常的青壮年男子,三天左右就可以排出高浓度的大量浊精,大部分人选择插入女人的毛穴肉洞达到排精,而我雌雄同体人妖享受肛门被插入高潮同时排精,双重享受,女人化妆,涂指甲是为了取悦男人,我浓妆艳抹,红艳艳的脚趾甲让男人流口水,而我比女人更浪,更知道怎么让男人舒服,男人喜欢玩妖艳女人,雪白的玉脚让他吸吮。淫荡的艳舞后舔弄骚臭的阳具,卵蛋,屁眼,龟头冠状沟系带用舌头敲击,舌尖挑弄,马眼流出汁水就吸吮干净,不时用舌尖顶马眼,双手拨弄男人的奶头,爽的上天。 我疯狂的变装持续了11年,从最初的偷母亲奶罩内裤穿身上自慰,到如今……听着嗨曲扭动,甩着没毛的小鸡巴,扭曲红色脚趾,戴着铁链,脚链手铐口枷一次次的灌肠... Read full Story
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Dressing Up For My Wife
My wife and I had a bet on the football game that pitted our two rival teams against each other. It was a horrendous day for my team and hers slaughtered mine 31-0. It was the same bet we always have with each other. It is a bet where no one really loses because it ends up with us having wild kinky ... Read full Story
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A Flash of Lace
The insistent ringing of the phone broke my concentration and with great annoyance, I climbed off the bed and picked up the receiver. "Hey little brother!" My sister's sparkling voice filled my ear. "Di, Is that you?" I exclaimed happily "Got any more sisters I don'... Read full Story
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Dressing Up for New Years
My wife and I attended a costume party every year to celebrate New Year's Eve. This year we decided to cross dress with her dressed as a man and me dressed as a woman. I put on her sexiest silkiest garments and she put on one of my nicest suits complete with a fedora. We had a blast at the party... Read full Story
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Duped by a Cross-Dresser!
I don't brag about much, but I do have to say that I am a damn good cross-dresser. When I slip into a dress, no one can tell I have eight inches of meat hanging between my legs. I've had relationships with more than a dozen men who never knew the difference. It helps that I have a girlish face wi... Read full Story
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First time buying cross dressing undies and more
First off I had a sister that was 3 years older than me. In my freshman year of high school I hit the point I wanted to know what ladies under wear felt like. My sister had a strict no entering her room policy. So the summer after she graduated she went on a two week trip. My parents went to wor... Read full Story
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Next time fucking her cross dressing husband and bred his wife
Wachenheim dressed up in a pretty skirt and loose blouse with his wife watching walked up to and knelt between my legs. He sucked my thick long black cock. His wife watched and masturbated as he worked my cock deep in his mouth. She knew as soon as I did him that she ws next. It was her wishes for t... Read full Story
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My cross dressing journey
I am a man who likes to cross dress, currently single and living alone in Beijing. I like to dress up as a woman and go out, passing through every street, entering nearby shopping malls and supermarkets, as well as the women's restroom inside, and live streaming on a live streaming platform. I also ... Read full Story
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First time dressing and having sex
I had some experiences with men in the past but for the most part I had been living my life as a straight man. I was in a relationship and happy. I was walking through a thrift store one day when I happened upon a form fitting stretch denim jumpsuit. For some reason this garment aroused me. I am not... Read full Story
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Shy boy to bimbo sissy
it's all started when my older brother showed me a shemale masturbating video when I was 15. after I saw it I was instantly attracted to trans girls than cis girls. I was a very shy pale feminine looking boy.high school wasn't great, boys used to bully me. I am too shy to talk to the girls... Read full Story
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Fucked by indonesian ladyboys
this is a true story of what actually happened to me in bali When i was 17 i was on holiday in bali, indonesia. i'd only had sex once prior, with a genetic girl, and i barely managed to get hard and wasn't able to cum so i knew pussy wasn't for me. i had been clubbing several tim... Read full Story
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Sissy Femboy Chrissy in Drag 2: At the Apartment
This is Part 2 to the article I wrote called "Sissy Femboy Chrissy in Drag at the Club." In that story I explained how I am 41 but look, feel and sound younger, that I shave myself smooth and like dressing in gurly panties and other female clothes to be a sissy femboy for older guys. A guy I met on ... Read full Story
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Slut bi cross dresser
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 ... Read full Story
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But it's just two guys right?
CD's and TV's are not really chicks they are guys and they have guy sex drives! Unlike many online Cyber Queens as I call them. Years ago I did do some cross dressing. Unlike those AOL and Yahoo frauds I really did dress up and unlike them despite digital cameras being new things and ve... Read full Story
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Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
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intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
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Ladyboy Fuck Show
Thai Kathoey Ladyboy Fuck Show in Patpong So last night my TG girlfriend and I went to Bangkok's Patpong prostitutions zone to see a fuck show. Instead of the "normal" sex show with old women shooting darts out of their twats, we asked the touts to take us to a ladyboy fucking show. ... Read full Story
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He Could Have R*ped Me!
This guy was so big, taller than me and I'm 6 feet, and bigger, not fat, just right for his big size, and I am so skinny, except for my tummy, that he could have pinned me down and forced himself onto and into me against my will, and no matter how much I'd struggle with him and fight back, he could ... Read full Story
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Santa & Mrs. Claus
In my story called "Santa Likes Fembois" here I explained that I discovered that last Christmas when Santa Claus visited my house then made me suck on his cock before fucking my boypussy. He also gave me an actual present: a winning lottery ticket. Well, with that multi-million dollar winning ticket... Read full Story
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Cheating Sissy Wife chapter2
My sweetheart Keith is back from his road trip and we were about to make up for lost time. He didn’t even want me to fix dinner. Instead he said that we would order pizza later. Meanwhile we started making out right there on the couch. We were both horny and anxious to get next to each other. I felt... Read full Story
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Alex and Jon
Alex was not beautiful, but had a sexy attractiveness that most could not help but take a second look. This was the case with Jon as he searched adult Friend-Finder ads for someone that would satisfy his desires and dreams of a companion. Alex, a transgendered Filipina girl, had the bronze skin colo... Read full Story
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Bangkok Night with Thai Ladyboy Dancer
I was visiting Thailand back in the 90s and was blown away by the “Potpourri” of sites, sounds, and smells (not all of them good) of this city. Beautiful women were at every corner and very friendly to foreigners. I went out with a group of guys on the town after dark to check out the go-go bar scen... Read full Story
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Be Careful What You Ask For
I've been living with Janet for ten years now and for the first eight all was well. But over the last two years things have changed completely, and not for the better. I started looking at various sites over the years, you know the type, and I concentrated on cross-dressing and transvestite sites. B... Read full Story
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Fourth Slave
I had been to this particular establishment before. I knew very well what they did and the women here were nearly all abducted. I knew that. What had brought me here today or rather on this night, was the loss of my slave. I had sold her when I got bored with her. I had a particular taste in women t... Read full Story
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A Game within a Game Part 4
Dr. Catherine. The next morning when Rob wake-up, Helena sat beside him on a chair, looking anxious. "Good morning, sleepy head. I hope that you slept well. The pills Kim gave you, surely helped." Rob got out of bed, but lucky for him, Helena grabbed him, otherwise he would have f... Read full Story
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Don/Dawn of the Dead
I did all of the 'normal' things first. Checked all the doors, checked all the stores, closets, back hallways, stockrooms and bathrooms for zombies. Made sure everything was sealed off. Established a base inside the mall to operate from. Made an escape plan. Hid some of my guns and ammo in a cache w... Read full Story
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Sauna Special Services of a Kind
Sauna Special Service of a kind My name is Yaki, a shemale in Tai Chung, Taiwan. One Saturday afternoon, I dress in my usual lady costumes and go to the sauna parlor on Daya Road with my three CD friends. This sauna parlor is really gorgeous. It occupies three floors with over 20,000 ft in a... Read full Story
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BANGING AROUND BANGKOK
BANGING AROUND BANGKOK: THE AMOROUS ADVENTURES OF CAITLIN "MEOW" MORRISON after living and working in Thailand/SE Asia for many years i decided to write an erotic story based on some of the people i have known, venues and places i have been, and the P4P night-scene where i spent way too much... Read full Story
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Santa Likes Shemales Femboys
Did you know Santa Clause is real....and he likes shemales femboys??!I It happened last Christmas Eve. I fell asleep watching the snow fall just outside my window. I was comfy under my layers of warm blankets I clutched tightly, in the black lace panties and red lingerie night dress or nighty I wear... Read full Story