Sort by
Relevancy

Free Stories

100%
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
shemale lover 2012-05-30 4,604 hardcore shemale fuck
100%
Lady In The House Ch. 05
A story by MicheleNylons (Crossdressed prisoner is forced into prostitution.) From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread th... Read full Story
✘Transensual✘ 2019-02-25 4,398 Crossdresser domination PRISON prison sex
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
sagga 2018-09-18 30,198 Teen (18+)
20%
Meghan Chavalier
Meghan Chavalier is a transsexual entertainer and has starred in 150 adult films, has directed adult films, has written adult films, has appeared as a female impersonator, has written a novel, and has been a professional model. Meghan, has been called the most beautiful transsexual star by "... Read full Story
shemale lover 2011-09-01 4,491 transsexual essays
50%
jouir anale/vaginale mon ‘sine quoi non’
Quelque chose est sûre, mon désir est d’être baisée et baiser… Et dans c’est dans cet ordre des choses que je veux réaliser mes fantasmes depuis deux ans. Bien que je ne sois pas trop pointilleux pour choisir mes partenaires, la chance m’a toujours souri pour trouver le bon. Toutefois depuis quelqu... Read full Story
hippocampus_171 2024-04-05 216 anal solo Amateur Mature small cock big ass sissy femboy Vintage
100%
I Love To Love You
I Love To Love You Baby By Sabrina G. Langton Author's note: I have published this story on two other sites. I always said it was slightly aurobiographical, but reading it back it is a pretty accurate account of my summer of '88. There are only 3 things that I changed. 2 are itsy bitsy tiny deta... Read full Story
Brina Giselle 2023-09-24 4,875 anal Crossdresser Blowjob kissing transgender virgin romantic earrings
25%
Transsexual Actresses Part 2
On the way to Florida, in 1992, Meghan stopped in New Orleans, Louisiana. Her visit to this city lasted an unexpected five years, during which time she began her transformation into a transwoman. A popular nightclub, Papa Joe's, was looking for a replacement for a transsexual who had played Madonna,... Read full Story
shemale lover 2011-09-08 4,814 shemale transsexual porn star
100%
Brian and Bree, and Mitch Chapter 2
"What ever I want?" Mitch looked deep into Bree's eyes, she sheepishly nods up at him, "I've always wanted to please a man, I'm just glad it could also be my best friend." She replied, her voice trembling with nervous excitement, "Just give me ten minutes, and meet me in ... Read full Story
shemale lover 2012-09-20 3,289 anal cum fingering oral sex
100%
First Encounter (Mexican Travesti)
I grew up near the U.S.-Mexico border and am ½ Mexican Hispanic and ½ Anglo (white). I visited Nogales Senora on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for Mexican sweetie... Read full Story
AllenB 2022-09-07 6,674 anal sex Shemale Fucks Guy Blowjob mexicana cum in ass first time with a tranny
66%
A Girl's Best Friend
The party was in full swing when Ryanna and her friends arrived. Of course, they were an hour late, since Glenys had gotten lost on the way. The house was out in the back woods; the owners didn't exactly go out of their way to make it easy to find. Their fellow townspeople probably would have frowne... Read full Story
shemale lover 2012-03-06 5,375 Crossdresser Shemale and Girl oral sex condom sex
100%
Becoming Elizabeth Chapter 1
My name is Jack and I'm 32, and this is the story of how I was transformed into a pretty, cock-hungry slut named Elizabeth by my wife. I'm married to Debby, who is 44. Big age difference, huh? Well, it suits us just fine. How we met is a long convoluted story, but suffice to say that we were both... Read full Story
shemale lover 2012-03-11 3,244 cum fuck
100%
Angel on the Stage
It was three o'clock on Friday morning and Angel Jones was tired, especially her feet. She had just gotten back to her flat after six hours of working as a hostess at Madame Josephine's, and being on her feet in high heels for so much of that time had taken a heavy toll. Even worse, she would need t... Read full Story
shemale lover 2012-12-03 4,944 tranny
100%
TV in Training
The ad on the internet read... "Submissive cocksucker needed...will train if necessary. Horse-hung master seeks attractive TV cocksucker for oral servitude. Gentle but firm master will train you to be the good little cocksucker you have always wanted to be. Send application and photos to x... Read full Story
shemale lover 2013-01-04 3,696 sucking dildo domination handjob
100%
Erotic Daydreams
Sometimes I think my parents should have named me Eykan, rather than Eukan. Since I was old enough to get an erection, I have masturbated one or more times a day, three hundred sixty-five days a year. I don't know how much semen I have spilled, but I'm sure that were every sperm in it had impregnate... Read full Story
shemale lover 2012-06-28 2,998 Cumshot Masturbation fuck
0%
Tara's Adventures
Part 1 I had met them on line. Marla 1st then her owner Mistress Olivia. We chatted for well over a year and had met for drinks. They knew of my submissive fem side and we had planned meetings on several occasions but things always developed that upset them. Then a period of time developed whe... Read full Story
shemale lover 2012-08-11 5,127 anal Group Sex oral domination sissy
100%
Sunrise Motel
There's a Motel we know of, my group of friends, kind of secluded, off the main roads; very quiet and somewhere a guy or a girl could appear and disappear with the least of fuss. That's why we chose it. Here's how it works. Our group is an Internet-made friendship, like minded souls who chat abou... Read full Story
shemale lover 2012-09-18 3,984 Cumshot fingering oral sex massage
72%
From Tomboy To Boy
Mike Flannigan is a wealthy man who, at the age of forty, could certainly afford to retire from his law firm with a lot of money to spend. He had always been the most driven person in his family. He was born in 1951 in Dallas and lived there for most of his life. His parents were a working-class cou... Read full Story
shemale lover 2012-12-03 4,131 anal sex sucking Creampie
100%
How it all began...
It all started about 10 years ago, coming home after a night out in the town and feeling horny... My shoe's left in a heap by the door and a trail of kebab meat leading up to my bedroom, I knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung ont... Read full Story
Trans Delights 2015-11-16 4,190 sucking shemale cumming wanking pre-cum
87%
You've Got Shemale
This is my first story of this type, so please, be gentle ;) It's a semi-true story, but definitely more fiction than fact, and it will be at least two parts. I moved to a smaller town when I was in college and found that I didn't fit in at all. I actually got so lonely that I took up a friends... Read full Story
shemale lover 2011-11-01 3,005 first time shemales hardcore
50%
Black Mafia - 1975
Bucky Collins downed the last of his whiskey and collected his chips to cash in. His cousin, Don Lee, who served as his driver and bodyguard escorted the Black Mafia attorney-slash-lieutenant to front door. His leisure trip to the Big Apple had been fruitful. Tonight, his winnings totaled $2,300.00.... Read full Story
shemale lover 2012-07-01 3,335 anal sex Creampie shemale oral sex
100%
A Strong Man at Work
In life, some people seem to get pleasure out of pissing others off. I think you know what I mean. We've all been there. The first time I laid eyes upon Joan, I thought she was a low-class, boring and obnoxious person. Where I come from, people like that are pretty common. Who am I? Stefan. A tall a... Read full Story
shemale lover 2012-07-05 3,405 anal Creampie shemale
50%
First Night Nerves Chapter 2
Debbie and I have lived together for over three years. We love each other very much, but as you will have seen from my first story, each of us has physical needs beyond our relationship. We are very fortunate in that we understand each other’s needs and can accept them without feeling threaten... Read full Story
shemale lover 2012-09-23 2,927 anal Creampie handjob
100%
Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story
shemale lover 2012-01-04 8,691 cum oral domination
0%
The Greatest Lie Part 13
Does Life Imitate Art? I love technology, in spite of the stereotype about girls. Although I was a guy, at least outwardly, until a year ago, I think I was always inwardly a girl. According to the stereotype, we girls are supposed to be indifferent to anything more technical than the designer cov... Read full Story
shemale lover 2012-01-20 4,684 femdom erotic encounters consensual
84%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 118,413 hardcore Cumshot sucking bdsm domination
100%
Dear Diary
It's now been one year since mother passed away. I still miss her terribly and think of her each day. I also feel ashamed at times when I just wish she were still here to protect me from father and to intervene. His hate for me seems to grow each day and he told me the day I turn eighteen I will be ... Read full Story
shemale lover 2011-11-09 5,081 taboo sentimental erotic
100%
The Greatest Lie Part 9
Two hours after saying goodbye to Rick and Randy, Tran and I left Minneapolis and boarded a plane to LA. I fell asleep at take off, and woke as the plane began its descent. Tran was staring out the window at the city’s lights spread in an endless shimmering galaxy below. "Wow, I love LA a... Read full Story
shemale lover 2012-01-19 3,741 hardcore erotic encounters fantastic
100%
FoxxiRoxxi xdresser slut fucked by BBC
Well this has been a fantasy I have had for a long long time .I'm a married man with a family and love fucking my wife she has a shaved pussy and a few sex toys so our sex life is good. However I have been xdressing on and off for about 12 years now and I really love it . I really love the feeling I... Read full Story
shemale lover 2012-08-02 2,990 anal sex Cumshot threesome throatfucking
50%
The change
Hello my name was Joe until I got caught in my girl friends cloths one day. Then my life changed ,some say for the better others say its for the worse. Here is how it all began. MY girg friend was out of town for a few days and I was house sitting for her . She had a cat I had to take care of. I ... Read full Story
shemale lover 2012-04-18 3,584 Sex Toys crossdressing sissy
100%
The Perversion of Bev - Part 1: The Beginning
“Some fucking romantic weekend this is turning out to be” thought Bev as she sat alone in the hotel room. Phil had told her he’d booked something special to celebrate their Silver Wedding anniversary and she’d been so looking forward to a weekend away without the kids. The fi... Read full Story
shemale lover 2011-10-11 4,433 anal first time shemales
50%
Polish Maid
'You want to get tips,' I explained to Marek, our Polish cleaner, 'You should be more a maid more like her.' Across the street was a girl of about 19, dressed in a fancy dress French maid's costume stumbling home, presumably from a party the night before. She was dressed in a tiny black dress, l... Read full Story
shemale lover 2012-09-01 4,679 Stockings Crossdresser Cumshot sucking heels
90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 7,852 anal Crossdresser Blowjob domination ass fingering
100%
Vengeance is sweet
What a warm day. Really hot, perhaps even the camels fainted in the zoo because of the heat. The thermometer reached 35°C that day. At these temperatures people usually aren’t up to do anything. So did I, because I sat together with Claude in his front yard. We were both sitting on our bea... Read full Story
shemale lover 2011-09-04 4,441 anal shemales lesbian sex
100%
Story for adults Part 6
Once the healing was over Alice was ready to assume the position Mistress Catherine had in mind for her. Her everyday life was that of maid and housekeeper. Mistress Catherine liked an exaggerated little-girl look for her and dressed her accordingly. On her feet were white ankle socks with lacy edge... Read full Story
shemale lover 2011-12-20 2,954 bondage and discipline heavy feet reluctant
75%
Blue collar Master, white collar slave Part 2
About an hour later I was once again naked except for my chastity pouch and my stilettos and once again I was screaming and crying, my body covered with angry red welts from Master Darren's whip. On my knees crying and begging I held his cock in my hands, trying to give the best handjob ... Read full Story
shemale lover 2012-01-13 11,218 torture extreme fiction bondage and discipline
40%
Kitten: A Pantyboy StoryKitten: A Pantyboy Story
It's easy now to look back and play armchair psychiatrist and see where my fetish for school uniforms and cute cotton panties started, but it wasn't until I met MISTRESS that I realized exactly how deep that fetish was ingrained in my mind and soul. Mistress knew I was a pantyboy after the first ... Read full Story
shemale lover 2012-09-10 6,957 Crossdresser fingering Sex Toys handjob 69
66%
Showing Off For My Wife's Pleasure
There I was lying on my back, on the floor of a cheap adult bookstore. All I was wearing were 5" heels, black thighhighs, and a nipple chain. In one hand, I was jerking my throbbing shaved shaft while I was using my other hand to fuck my ass with a double headed dong. Cum was glistening on my f... Read full Story
shemale lover 2011-10-25 5,303 anal asshole shemale
100%
Wife Converts Husband Chapter 3
After about a month of being dressed up and acting as a female, trying out all the different outfits we had purchased and Shelley feeding her strap on cock to my willing mouth and ass every chance she got. My ass and mouth was now well and truly broken in. Shelley came home one arvo with a flyer ... Read full Story
shemale lover 2012-10-18 5,381 anal sex sucking cum swallowing
100%
Claudia Coming out adventure part 1
*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... Read full Story
MissClaudia 2015-01-04 5,830 tranny Stockings suck Creampie ass fucking doggy style Latex
80%
First time tale
I am confused sexually. I'm straight but curious I know I want to be with a real woman I always go out with a real girl and sometimes I get a date but most of the time I get played out. For about a year I have had this fetish for transsexuals I don't know why but I started looking at pics online ... Read full Story
shemale lover 2014-09-03 5,989 licking sucking shemale
33%
Being Barbi's Bitch
After ten wasted years of foolishly trusting in love to 'cure' me of my femininity, I had only just begun to re-embrace the sissy inside me when something made me reach out to an old friend. What made me do it, I really don't know. Although I was once again revelling in even the smallest aspects of ... Read full Story
shemale lover 2011-10-01 8,860 Stockings sucking domination
100%
A Not-So-Small Piece of Heaven
I'd never really been one for going out to bars to pick up women, but tonight was a bit different. It was my buddy's birthday, and he decided to invite me and a couple of other friends out to go bar hopping with him. Living in Miami, there was always something going on after the sun went down, so th... Read full Story
shemale lover 2012-04-28 3,754 Blowjob shemale handjob
77%
How I Became the Sissy Slut
It all started when I was about 11. I was a very petite and short and had long straight brown hair with whispy bangs as a child. I was often mistaken for a girl. I have a sister who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor b... Read full Story
Tvtrinity 2016-08-29 71,455 Teen (18+) Crossdresser transgender sissy slut.trinity
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 5,627 Crossdresser domination PRISON PUNK prison sex Prison Bitch
100%
Sultry Mistress,
Sultry Mistress, Natacha has now been living with me for over a year. It is a cerebral and perverse Domina who immediately wanted to submit me to her desires. She took power over me by making me discover my femininity during role-playing games. Like a spider, she imprisons me in her web a ... Read full Story
sandratvtg 2022-09-20 3,916 Stockings Amateur Lingerie domination Sex Toys
80%
An Eyeful
“Mom you don’t understand and I can’t talk about it, but trust me it’s something that can’t be helped,” Erica explained to her mother. “Honey you’re not being very understanding.” Erica just rolled her eyes and pulled the phone away from he... Read full Story
shemale lover 2014-10-23 5,691 sucking shemale
50%
My First Time Out Part 4
It was Sunday morning at eight o’clock when the phone rang. Shayna’s eyes felt like they were glued shut but managed to answer the phone on the third ring. “Morning,” said Shayna as she was still half-asleep. “Good morning Shayna. This is the Bell Captain calling.... Read full Story
shemale lover 2011-10-18 4,369 cum oral facial deep throat fucking
50%
Debbie Part 6
Debbie was awakened by someone holding a hand over her nose and mouth, so that she couldn't breathe. She struggled, weakly tossing her head before opening her eyes. She looked straight into the eyes of Dr. Jacobsen, smiling evilly down at her. He continued to hold her head so that she couldn't breat... Read full Story
shemale lover 2011-12-23 4,293 transgender toys bondage and discipline heavy
100%
A Downtown Moment
I had reason to head downtown for a meeting with some industry colleagues and after my meeting I dropped in to see a friend of mine who I used to work with. Loretta and I worked together for about a year on similar project as contract workers, I moved on to other things and she stayed with the compa... Read full Story
shemale lover 2012-02-28 4,780 pantyhose mistress
100%
Head Cheerleader Mikki Part 4 Mikki wants a Boyfriend
This is part 4 of Mikki's story. Please read the previous chapters. After Monday night at Tommy's house I came to the conclusion that I want to be with Donna when I'm Mick and guy when I'm Mikki . It's Friday night and Donna is coming over . My dad is coming home on Sunday so my mother wants to s... Read full Story
shemale lover 2012-06-16 2,489 first time Cumshot oral sex double penetration
100%
Black Transsexuals Rock Chapter 2
Hello, there. My name is Sarina Jean. I'm a big and tall, busty and big-bottomed Black Transsexual of Haitian descent living in the City of Ottawa, Ontario. People say I remind them of Hollywood Superstar Queen Latifah, only taller and with a much bigger ass. I'm a Business Administration major at C... Read full Story
shemale lover 2012-07-17 2,453 jerking oral sex assfucking
100%
Retail Therapy
It began, as many of these stories do, with a pair of panties. I love lingerie as much as the next girl, but never overly indulge, as money was a little tight. My new husband Alexander and I had finally settled into our post-college lives and were reasonably well off, but had a plan to pay off colle... Read full Story
shemale lover 2012-08-31 3,736 Crossdresser Cumshot Blowjob jerking Lingerie
69%
My aunt made me a transvestite
My aunt and uncle lived two doors down from me when I was growing up. They had a son one year younger than me. We played together all the time and I was at his house or him at mine all during the summer months. My aunt was a big woman, she was 6ft. tall and weighed around 165. She was even taller in... Read full Story
shemale lover 2013-08-09 29,181 Teen (18+) suck oral Lingerie make up
100%
Life Lesson #2: Freaky People Attract Other Freaky People :)
So for the most part, having sex while crossdressing is a bit of a fetish and once people know you are into it they are now free to share their own fetishes with you. That’s were my next life lesson comes in and I have a couple of stories about people doing some surprising shit near me or to me. ... Read full Story
EtainDarcy 2019-05-14 4,268 crossdressing Fisting Anal
80%
One night Transtand ;)
One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... Read full Story
BalkanLoco91Ri 2019-10-24 8,781 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth
91%
First Meeting with Couple
Hi everyone, I actually went through with it and got together with the couple from the fetish party to experience my first sex and scene in real life. It didn't go as i had dreamed of; but, thinking that it would go like that was pretty naive on my part. To start with, i Must tell how cute I l... Read full Story
shemale lover 2014-08-13 5,179 first time shemales bdsm