Sort by
Relevancy

Free Stories

100%
Brazilian Discovery Chapter 3
Chapter 03: Partying in Copacabana On the Ipanema beach, Barbara and Joan were joined by Tereza and Consuela. The beach was less crowded than the Copacabana one. Tereza pulled down her shorts and her T-shirt to appear in a quite hot red bikini, an uplift bra that was supported only by a band arou... Read full Story
shemale lover 2012-08-25 3,888 Group Sex Cumshot oral sex Sex Toys
100%
Be My "Girl"
I run my hand through your long silky hair. You whimper as chills run down your back. I slide the back of my hand down your face, stroking your soft skin. You take one of my fingers and slide it into your mouth. I massage your tongue with my finger. I slide my hand down your dress, sqeezing you... Read full Story
shemale lover 2012-09-16 1,384 anal Creampie oral fingering
85%
Busted and Hoodwinked
INTRODUCTION Mack and Barry were cell mates in prison which is where they first met. They had both been convicted of burglary and breaking and entering. The befriended each other while in prison and became lovers. Barry was gay and Mack became a bisexual during their time in the same cell. Mack a... Read full Story
shemale lover 2012-09-30 6,232 anal Cumshot Ladyboy oral
100%
Whitney's Way
My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard ... Read full Story
shemale lover 2012-11-18 8,887 Cumshot oral sex kissing
100%
Angel Chapter 1
On her eighteenth birthday, fresh from her shower, Angel Jones looked at her nude reflection in the full-length mirror in her bedroom, and was mostly pleased with what she saw. Her blonde hair, down past her shoulders and still growing, was soft and shiny, and all that she could have asked for. She ... Read full Story
shemale lover 2012-11-30 6,355 wanking feminization climax
100%
Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story
shemale lover 2012-12-01 4,177 anal sex Cumshot tgirl
95%
Shocking shemale surprise
I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came ... Read full Story
shemale lover 2013-06-25 7,314 Cumshot suck shemale oral Lingerie cum swallowing
89%
Shocking shemale surprise
I had been out with friends partying after a professional basketball game and reached my hotel around 12:00 I wasn't yet tired and not needed anywhere the next day I decided to call for a massage. I had an adult newspaper and really didn't read the add. I basically called the first number I came ... Read full Story
shemale lover 2013-08-09 13,560 suck shemale Big Cock oral swallowing stroking
100%
Vegas Honeymoon to Remember
I had dated my wife (Carmen) for about 6 months before we decided to Marry. One evening we were soaking in the Jacuzzi together and drinking wine. She always wants to try different things, which makes our sex life wonderful. Carmen asked me if I ever had any fantasies. I said I guess like most me... Read full Story
Jon Paul 2018-05-30 20,766 Group Sex Cumshot Bareback threesome Ladyboy Shemale and Girl
33%
sex
Hello I am mahan Very handsome and curious. The date goes back to last year. With our sister, Sepehr, from childhood, we were on the floor of Khalmun Arshida's daughter. One day we went out with the scene, Arshida called me and his parents went to Istanbul and that lone. And asked us to go over the... Read full Story
sima2000 2019-04-18 3,844 Amateur Big Tits Creampie gangbang Shemale and Girl pov double anal
100%
Karen, My School Teacher Part 2
Just Staying a bit By FoxyHosed “Don't mention it. Now let me start on the pasta with meatballs!” She stood up from her chair “And besides, it will be nice to have someone to eat with, for a change!” She went to the kitchen to start dinner. “Make yourself feel at home!” I watched some TV ... Read full Story
FoxyHosed 2021-02-01 11,517 Crossdresser Fetish pantyhose Mature pantyhose cd
80%
Chapter 2 - Cuckold Cruise
If you read Chapter 1, you know how I’ve been a weak, submissive sissy my whole life. My tiny nub of a penis never fully developed has never been inside a woman. I was fortunate enough to find and marry a strong and beautiful woman who accepted my submissive nature but only learned the full scope ... Read full Story
Sissy Annabelle 2022-10-07 5,782 Interracial crossdressing sissy cuckold chastity
0%
SOUMISSION CIEL ⚧️ ⚧️
J'ai regardé les pieds de ma mère se frotter lentement les uns contre les autres, les nylons de ses collants produisant ce son distinct et délicieux pour lequel j'étais si faible. *Suisse* Un pied posé sur l'autre, bougeant doucement et lentement, se caressant dans un mouvement hyp... Read full Story
Femboy 2021 2023-03-18 1,042 Crossdresser Cumshot Masturbation Shemale and Girl domination Ass to Mouth
50%
ADAM PERD UN PARI ⚧️ ⚧️
La dernière feuille d'automne est tombée au sol alors que j'emballais le dernier de mes livres dans une boîte en carton. Je n'en ai jamais lu aucun, mais ma mère était catégorique pour que je garde chacun d'eux. En raison de problèmes financiers, notre emballage et notre déménagement ont été retardé... Read full Story
Femboy 2021 2023-04-15 1,590 Teen (18+) Blowjob Lingerie Sex Toys humiliation sissy sissification feminisation forcé forcé anal
100%
Hung Alessia Travestita meets MILF
Hung Alessia meets MILF with Giant Clit Several days ago, Alessia a beautiful English Transvestite met a tall slim sexy Canadian woman named Sandra on the internet. They were captivated with each other's nude bodies and genitals. They immediately engaged in a video sex session together. Sandra fu... Read full Story
darrell 2023-08-13 4,559 anal Big Cock deep throat cock sucking milf fisting pierced cum shot muscular big clit Swallowing Cum Hard Body
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 6,166 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
When I realized I was Bye and gay
I was a late bloomer I got married had kids bought a home had all the things to make a happy home but I was restless i needed something else. I was going out with other women about once a week and it was fun and sometimes very hot i even had a few three somes but I always felt I needed something ... Read full Story
shemale lover 2014-12-09 8,768 anal first time shemales
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 4,843 transsexual essays
57%
Transsexual Actresses Part 1
The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... Read full Story
shemale lover 2011-09-08 9,559 shemale transsexual porn star
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 5,156 shemale transsexual porn star
44%
Gargantua
Women do not have penises or testicles. These sex organs are specific to men. As the boy in Kindergarten Cop demonstrates, even young children are aware of this most fundamental fact of life. However, in the genre of erotic fantasy art known as futanari, hermaphroditic "dickgirls" defy nat... Read full Story
shemale lover 2011-09-12 7,954 Futanari dickgirl big cocks
50%
Lust and Love with Leona
This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... Read full Story
shemale lover 2011-10-07 4,864 hardcore celebrities oral extreme
75%
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
shemale lover 2011-12-01 5,038 gay male oral
66%
Candy Pink Part 2
Chapter 4 My parents had a letter shortly after from the headmaster Mr. James Allen. I was to head out to CA before the start of winter term to get settled into the dorms and go through orientation. The letter said I should be there no later than December 1st and that they would arrange for me to... Read full Story
shemale lover 2011-12-08 4,669 taboo Fetish crossdressing
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 4,080 hardcore erotic encounters fantastic
50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,624 anal shemales Group Sex
83%
My first dressed meeting
I had been talking to John online for months - I met him in a CD chat room and we progressed to swapping emails and pictures and then going on webcam. After three months of webcam we had seen just about everything there was to see of each other - me always dressed for him and him often undressed for... Read full Story
shemale lover 2012-02-15 2,995 first time Fetish fingering
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 5,729 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 3,597 cum fuck
50%
Tony's 1st Shemale date
The internet was responsible for Tony finding the best sex he had ever had in and considering he was living in Gosport, Hampshire thought he'd never find his dream shemale date and was able to develop an online friendship with an insatiable, sexy shemale. He had begun an affair with Joslyn about si... Read full Story
shemale lover 2012-04-30 3,363 anal sex Cumshot jacking off
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 4,961 hardcore shemale fuck
100%
A Shell of A Man
Six years ago, I was doing well enough to finally afford my dream apartment. It was a studio apartment on the upper side of town. So, I had the job, the apartment, the money... but I was lonely. Very lonely and very horny. Not only would I get all hot and bothered from looking at all of the pretty w... Read full Story
shemale lover 2012-06-11 9,856 Cumshot Fetish sissy
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 3,284 Cumshot Masturbation fuck
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 3,660 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 3,685 anal Creampie shemale
80%
Dear Karen Chapter 2
02.20.09 Dear Karen, We have come a long way in a few weeks. A few days into our new arrangement I went into the bathroom and BJ was standing in front of the commode taking a leak. I told him I wanted him to stop, which he did as he gave me an incredulous look. I told him to put the seat down ... Read full Story
shemale lover 2012-08-05 2,549 Fetish feminization sissy
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 5,515 anal Group Sex oral domination sissy
100%
Coco love -first group sex-
I had my first group sex with 3 black guys in a hotel. it was a wild first experiences for me, it was 1 of my fantasy to get gangbang by a group of guys, my ass is still in pain getting fuck hard by them, they stretch my ass really good.... all 3 of them had huge fucking dicks couldn't fit my mouth ... Read full Story
shemale lover 2012-09-23 4,393 Group Sex Cumshot deepthroating cum swallowing
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 7,513 Fetish cock sucking crossdressing
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 4,494 anal sex sucking Creampie
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 5,263 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 4,056 sucking dildo domination handjob
94%
Fooled by the Wrapping
It has been about 8 months now since my husband left me. No big blowup, or much arguing. He admitted he had been having an affair his third. I admitted that I had spent an evening with a young man. He had a long talk, and agreed to move out, we could live our separate lives. I kept the house, he agr... Read full Story
shemale lover 2013-03-28 8,839 hardcore sucking Big Cock Shemale and Girl Interracial
80%
How it all began.....
It all started 7-8 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 was knew that my happy wank time was about to commence. As soon as I got in my room my jacket was flung onto the... Read full Story
HotDamn 2013-06-04 6,902 Amateur Cumshot shemale Big Cock jerking
68%
Asian Crossdresser - How My Crossdressing Journey Began
My name is Patrick (Pat) Young and I was in Hong Kong. It all started when I was 5 years old. I was an innocent and naive boy, who had no idea the difference between boys and girls. I thought the differences were that girls had long hair and they wore skirts. When girls grew up, women were sh... Read full Story
pat1young 2015-12-08 12,341 solo masturbating crossdressing high heels Asian TS
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 4,592 sucking shemale cumming wanking pre-cum
61%
Calenton
Todo ocurrio una noche en la que salimos todas las chicas del grupo. Suelo salir siempre con las mismas amigas, nos concemos desde hace unos años y la verdad es que nos lo pasamos de la ostia casi siempre. Mis amigas conocen perfectamente mi pequeño secreto, es algo que no me supone ningun proble... Read full Story
IdoiaBoom 2016-01-25 4,719 tranny Amateur shemale ass fucking
70%
Los moritos
Hola queridos amig@s, Una de las cosas que más me ha llamado la atención y que hoy centra mi historia son los que van vendiendo por las calle y establecimientos. No me refiero a los conocidos top manta, sino a esos de los relojes, linternas, cinturones, ... de casi todo y, en su mayoría de natura... Read full Story
IdoiaBoom 2016-01-25 5,139 tranny shemale trans fuck guy fuck ass
90%
Fortunate accident part 1
Back when I was young, I had a lady pen pal. She lived in the town over and we briefly gone to school together. We exchanged emails when we parted ways and kept in close contact with one another. In that time, I had gotten into sissy cross dressing. One day, I read a sissy captions post on tumblr te... Read full Story
Jenna_NB 2016-02-22 4,715 solo gangbang fingering ass fucking crossdressing
83%
Una noche de domingo
Habia sido un fin de semana muy corto pues el sabado me toco trabajar.El domingo por la tarde solo en casa y aburrido llame a un par de amigos para ir a dar una vuelta a la noche a Bilbo. La verdad es que estaba bastante triste la noche, todo muy vacio. Ya pasadas las 2 de la madrugada entra... Read full Story
tocar-el-cielo 2016-06-21 6,717 ts transexual;bilbao
77%
SE LA CHUPE A UN AMIGO
Me hago llamar jesisca, vivo en Colombia y soy travestí de closet. Todo comenzó un viernes por la noche, yo salí de estudiar y luego fui a la casa de mi madre. yo de pequeño siempre me puse la ropa de mi medre, primas y amigas, pues no tengo hermanas, incluso he llegado a robar ropa interior esc... Read full Story
jessicanal 2017-03-15 4,361 Teen (18+) Amateur cd sissy travesti
78%
Getting dressed one second, cum dripping from my thong the next.
So, I was going to write a cute little story of how excited I was to see my friend tonight. We hung out last week and didn't do much, but cuddle. But, ever since that night I have been craving a hard cock inside me. All I've thought about is sucking his dick until his cum is running down m... Read full Story
Shiloh Patutie 2017-04-29 7,073 Masturbation Guy Fucks Shemale panties Solo Shemale cum in panties
70%
My sissy experience
I guess you could call me a sissy, maybe even a whore but one things for sure... I love cock. So my story begins as a young teenage boy, curious like most. I would raid my sisters panty drawer for the excitement of trying on her sexy lingerie. It became an addiction, I couldn't help but want mo... Read full Story
Emilysweetxo 2017-06-26 10,142 Crossdresser solo cd sissy teen cd (18+)
50%
Urges
I've been having Urges to Get Fucked. The thought of a Dick in my mouth gets me so Hard... I masturbate to Sissy videos at least 2wice a week; I'll laydown on the bathroom floor to spread my legs to finger misf while I stroke my Cock w/ my right hand. Sometimes I wish there was a Strong... Read full Story
Ray Vegas 2017-07-25 5,302 solo shemale gangbang black cumming 69
42%
PROSTITUCIÓN SISSY
PROSTITUCIÓN SISSY HIGIENE  Se muy limpia: Depílate siempre. Pelo limpio, sedoso y brillante, bien peinado.  Preséntate siempre como una rosa fresca, como si acabaras de salir de la ducha, maquillada y alegre.  Ducha fría: para quitarte el calor de la cama y el olor del hombre que acababas... Read full Story
Marinatvfem 2017-10-16 3,055 domination Prostitution
63%
Vecinita con algo más
Todo comenzó con un joven que se llamaba Adriano que recién se mudó al barrio, que resultó ser una nena muy bien camuflada. Era una tarde-noche en la ciudad, yo venía de jugar fútbol con los amigos cuando encontré a Adriano en el andén, a lo cual dispuse saludarle y hechar una corta plática, que lu... Read full Story
Muska Von Helvete 2017-10-19 4,876 sissy Vecina Sorpresa