Sort by
Relevancy

Free Stories

94%
Tortured by the T-Girl Tutor
Duncan didn't quite know how to handle it. He'd planned on a quiet Winter Break. Sleeping til noon, watching too much television and eating tons of junk food. That kind of stuff. He had a whole two weeks off from community college. At school, he was an outcast. They say life gets better after hi... Read full Story
shemale lover 2012-12-18 33,905 Big Tits shemale Big Cock Lingerie domination
56%
First black T-girl
I've been wondering what to write about lately. I've received a request to write about me and my sister, but that is a road I might have trouble going down. Today I was thinking about my bi-sexual stripper girlfriend from the past, who loved bringing home other strippers (mostly lesbians) for some h... Read full Story
bigtranslover 2014-01-01 6,948 first time shemales interracial sex
85%
Shemale Sex Pics Are My Life's Poetry
My younger days are very hard to explain. All I ever wanted to do is to dress in girl's clothes, imagine playing with Barbies and their houses and watching my mom put on her makeup every day before she took me to school. I knew I wanted to become more girl and less boy, but knew nothing about it. ... Read full Story
shemale lover 2016-11-22 4,881 anal sex asshole shemale
92%
T-Girl Meets T-Girl
It was a silent car ride home. He looked at her, she looked out the window. She looked at him, his eyes were on the road. Neither of them broke the silence. It stayed that way until he parked in her mom's driveway. The soft-spoken young man told his girlfriend, "Goodnight Ashley. I'll call y... Read full Story
shemale lover 2012-08-29 6,068 anal sex Cumshot shemale and shemale domination blondie
100%
T-Girl Rodeo
Howdy folks, we would like to welcome y'all to the finals for the 10th Annual T-girl Rodeo! Now this here being the tenth anniversary and all we're gonna put on one hellva show for ya! Commentating up here in the announcers box with me is the first ever T-girl Grand Champion, Lorna "Tail Buster... Read full Story
shemale lover 2012-09-05 5,061 Masturbation shemale and shemale Big Cock condom sex ass fuck
84%
She never saw it coming
When I was 19/20 I used to frequent LGBT bars roughly twice every month. Most nights not much would happen but I found myself going to the trans nights more often. Until I eventually had some experience with trans girls. It was mostly fairly soft fun. Me getting oral and occasionally topping th... Read full Story
chris1989r 2022-02-01 4,994 shemale gangbang facial
100%
SOUMISSION BBC DE SISSY
« Tyler ! Arrêtez-vous – vous regardez à nouveau, et il l'a remarqué ! » La voix de Jack chuchota d'une voix rauque à l'oreille de Tyler alors que l'eau chaude de la douche tambourinait dans son dos. Il ne restait plus que les trois sous la douche maintenant. L'entraînement de basket-ball était t... Read full Story
Femboy 2021 2023-01-24 1,278 Stockings Teen (18+) Crossdresser Fetish Blowjob Big Cock Lingerie domination Guy Fucks Shemale Interracial cum in mouth
82%
1 st time
I was a student, I had a nice girl. I went out for a night on my own in Amsterdam. In a bar at de Nieuwmarkt I noticed a black woman on the bar and sat next to her. During the conversation I noticed there was something about her, and I knew what. Which set me on fire. I had sucked a friend's cock t... Read full Story
thunderbomber 2013-07-22 6,655 oral sex Interracial shemale sex
50%
JOLI GARÇON À SISSY GIRL ⚧️ ⚧️
J'ai rencontré ma femme Tara pour la première fois lors d'une soirée de réveillon. Je portais de l'eye-liner et mes cheveux étaient relativement longs. Elle m'appelait "joli garçon" pendant que nous dansions. Elle était très sexy avec un petit corps, de longs cheveux noirs et... Read full Story
Femboy 2021 2023-03-20 692 Stockings Lingerie Shemale and Girl domination Guy Fucks Shemale Interracial cum in mouth
95%
Mai
When I was twelve I met a new classmate named Dave, he and I became great friends hanging out, joining clubs and what ever else high school kids do. His family was from the Phillipines and he and his sister were the first generation born in this country. His sister Mai is the focus of this story. ... Read full Story
Zöe from Kingston 2018-08-09 11,253 Cumshot Bareback Shemale Fucks Guy Blowjob Asian Guy Fucks Shemale Interracial cum in mouth
80%
Amber
The summer after high school I moved into this cheap hotel downtown. I'd been working in the mailroom for a large company, and really needed to get my own place, but I didn't have much money. I also wanted to have more time to play dress up. It was an old building that had seen better days. I ha... Read full Story
ambersissy 2021-04-23 5,250 Crossdresser Amateur Big Cock Guy Fucks Shemale Interracial cum in mouth
100%
Stepping Out
All through the next week we searched through almost all the online dating sites and it was the same as before. Some wanted just me or just Deena, but not the both of us together. One good result was that I found a trans gender support group and they were going to meet on the next Tuesday which was ... Read full Story
Setinkhan 2021-06-02 2,976 Crossdresser Fetish Big Cock Interracial cum in mouth shemale + shemale
50%
LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️
Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... Read full Story
Femboy 2021 2023-03-25 1,046 Teen (18+) Cumshot Big Cock gangbang Interracial Sex Toys gloryhole cum in mouth femination forcé poule mouillé Maitress bdsm poule mouillé
50%
The Zodiac Coins: Libra
2400 YEARS AGO... He was a humble shepherd. It was night and the flocks were sleeping. As he gazed at the stars, he saw a shooting star. He knew it was a portent of some kind, but was not mystic enough to know what. A little while later he saw another shooting star and guessed that wha... Read full Story
shemale lover 2011-10-18 4,555 Group Sex Masturbation shemale oral
50%
A Revenge Fuck
It had been a long day. I had fought the traffic after a miserable week to get home early and surprise my wife for what was to be a romantic weekend. But as I pulled up to the house my heart sank. I saw a bright red motorcycle in the drive way and something inside told me, "This isn't right!&qu... Read full Story
shemale lover 2012-06-03 11,025 shemale oral sex Interracial
96%
The Backdoor
It was only my first time in the club and my hands were shaking beyond control. I almost didn't make it through the front door I was so nervous. I felt so out of place. Everywhere I looked, it felt like people were staring at me, judging me. It was like they knew I had no clue what I was doing. ... Read full Story
shemale lover 2013-01-03 16,443 sucking Shemale Fucks Guy Blowjob Big Cock Interracial
66%
Be My Bitch
After a long day at work, I get in my car, and look forward to the long drive home. It gives me time to unwind and relax. I try to forget about the hectic office and concentrate on my beautiful girlfriend waiting at home with that warm smile that she greets me with when I get there. However, tod... Read full Story
Go Balls Deep or Go Home 2018-08-06 31,126 Crossdresser Outdoor Bareback Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Interracial Sex Toys Ass to Mouth cum in mouth
78%
First Time Having Sex With A Shemale
Ok let's begin so I was walking down the street going to the store one day I saw a woman and her daughter moving into a house they had some heavy boxes that they need help with. At first I thought she was white girl but when I got closer to them they we're Asian becuase i only saw the back and they ... Read full Story
bigtranslover 2011-05-21 14,855 first time shemales interracial sex
82%
My shemale weekend
I arrived at Chandra's apartment about 2pm. She greeted me at the door wearing a pair of short gym shorts and a tube top. She kissed me and let me in. My cock grew hard immediately and all I did was walked into the apartment. Chandra led me into the livingroom whenre her roommate Jizelle was sitting... Read full Story
shemale lover 2015-09-05 9,357 shemales Group Sex interracial sex
100%
I was Teen Shemale for the US Army
Chapter 1 Reform School Romance! I couldn't believe that all I got from my uncle Bill when he died after all he said to me about my being his favorite grand nephew was an old diary from World War II. I mean I thought we got along pretty darn good, and its not like he had any money or anyth... Read full Story
shemale lover 2012-10-22 4,161 shemales gay male Interracial
68%
She Seemed To Love Shemale Video Chat
The wife and I have a really nice sex life. It’s all fine, although I’ve told her a couple of times that I’d love it if she could try and improve her ‘oral’ skills, if you get me. She didn’t seem to mind my comment and I can tell you that she really tried to work ... Read full Story
shemale lover 2016-04-22 5,775 Blowjob shemale oral sex
87%
Girl from Uncle
Tonight, I have to tell it all. It’s no secret that my uncle and I had a very special bond he had been eyeing me with those adventurous eyes from the time that I was 14 years old. And frankly I enjoy his ogling. I could feel my nipples get so hard when he looked through me with those alert and spark... Read full Story
Regina10 2024-02-14 4,868 anal Crossdresser Big Tits Bareback Blowjob Big Cock Ebony Lingerie Guy Fucks Shemale big ass femboy Ass to Mouth cum in mouth
50%
UNE FAVEUR INOFFENSIVE
Cela a commencé comme une faveur inoffensive; Je n'avais aucune idée que cela changerait toutes nos vies. La colocataire de ma femme à l'université et son mari avaient emménagé dans notre communauté et dominaient bientôt notre vie sociale. Nous étions à peine sortis de l'université de... Read full Story
Femboy 2021 2023-02-07 893 Stockings Crossdresser Fetish Shemale and Girl domination Guy Fucks Shemale
56%
My sexy Shemale Cousin
This is 100% True and whyim cumming in my pants while writing it This weekend on my birthday My sexy ass cousin came over I Loved my cousin From the first day i saw her And that was also the first time i beat my dick to her And i Knew she loved me cause i always saw her hold her crotch every tim... Read full Story
TheKingOfLadyboys 2014-01-27 30,216 suck Creampie Shemale Fucks Guy ass fucking cum swallowing
50%
ROBE MAGIQUE ⚧️ ⚧️
💞 MICHELLE 💞 Je n'ai pas réussi assez bien à l'école pour aller à l'université, alors je me suis retrouvé à dix-huit ans et au chômage. Je n'étais pas assez fort physiquement pour faire certains boulots et j'étais trop timide pour les autres, alors après Dieu... Read full Story
Femboy 2021 2023-03-22 518 Stockings Crossdresser Fetish Lingerie Shemale and Girl domination
40%
See Me At Shemale Cam Tube
I was dressing when I heard a new e-mail arriving. "You're hot as hell on Shemale Cam Tube", he wrote, "Wanna meet me 4 lunch? Promise to be a gentleman!" It was cute, especially coming from such a skinny guy. I'm a big girl - over six feet, with strong legs and huge breasts whic... Read full Story
shemale lover 2011-08-09 6,299 asshole Blowjob shemale
100%
Deal or No Deal
Tina and Gary have a marriage that worked wonderfully because they always checked with each other before doing anything important, and because each got what they wanted by making deals with the other. Deals about vacation - she chose the beach this year because he chose the mountains last year. Deal... Read full Story
shemale lover 2011-11-06 3,834 Big Tits shemale fantasy
98%
Shemale on Shemale
We were in the back of a taxi, our tongues deep in each other's mouths, tasting and sucking and swirling. My hand slowly moved up her perfectly toned thigh and under her skirt. I lightly caressed her half hard cock through her thong, barely touching her, just tenderly stroking with my fingertips. Sh... Read full Story
bigtranslover 2014-01-27 6,745 ass cock shemale
88%
A girl from the bar!
This guy picks up a chick in the bar and takes her to a private room, the only thing on his mind is to fuck her, but there’s a surprise that the chick has prepared for him! When I stepped down to the hotel’s bar I didn’t even notice that girl at once. I sat my ass down on the so... Read full Story
shemale lover 2014-04-23 6,958 shemale ass fucking facial
100%
Buffy the Shemale Vampire Slayer Part 3
Buffy couldn't stop smiling. It felt great to have left Spike on his knees, clutching his balls in pain after she'd sucked his cock and swallowed his load of icy vampire's semen. Sex was about power, not love, and nothing made a girl feel more powerful than reducing a man-or, in Spike's case, a u... Read full Story
shemale lover 2011-08-19 5,818 hardcore celebrities shemale
80%
Buffy the Shemale Vampire Slayer Part 13
Buffy's cock slipped out of Baubo's mouth, and she licked the smooth skin of the stiff, elongated shaft with her tongue. Baubo had no hands, but, even so, she was a superb cock sucker. More than once, she brought the Slayer to the brink of orgasm, then backed off, letting Buffy's sexual passion abat... Read full Story
shemale lover 2011-08-23 3,665 Masturbation pussy shemale
50%
Narrative Messages Part 1
The theme of a story is its moral, its message, its meaning. Today, the story's theme is rarely, if ever, explicitly stated. Instead, the writer leaves it to the reader to figure out the meaning of the story for him- or herself. The theme, in other words, is suggested by the story as a whole, especi... Read full Story
shemale lover 2011-09-11 3,379 shemale transsexual homosexual
100%
A Night Full Of Dicks
I was on a trip to Frankfurt for some work. It was a week long trip with some colleagues. After finishing the official work, I had to go out from Frankfurt for a day & my colleagues were to get back to India. I finished my work in the other citi & came back to Frankfurt to stay the night. ... Read full Story
shemale lover 2012-01-06 3,529 Cumshot shemale oral sex
90%
Shemale Charlotte caught wanking in the bath
Charlotte is a very small 18 year old, very skinny, only just 5 foot but has an amazing pair of breasts which stretching the skin makes them show veins all over. Her pale skin showing the veins even more. Charlotte is also a shemale, her small size and large breasts she also has a very large 8inch (... Read full Story
shemale lover 2013-06-18 6,885 Amateur Cumshot Masturbation jerking Shemale and Girl
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 6,992 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 13,256 suck shemale Big Cock oral swallowing stroking
94%
Renting out a room
When my wife suggested that we rent out the guest rooms above the garage to a college student it sounded like a good idea. It was very much like a small apartment, with a bedroom, bathroom, and small living room. No kitchen of course, but we could share ours and it seemed like a good way to make a l... Read full Story
Alic91lovesporn 2015-07-29 21,187 suck shemale jerking orgasm domination
92%
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
drleena 2022-12-08 12,688 shemale submissive cross dressing chastity prostitue real story
100%
How I sucked my first shemale cock
It was the beginning of the year 2023, in January, three days after New Year's Eve. I was driving home in the morning from a party 100 miles away from my hometown. On the highway, after going half the distance, I received a notification from my dating app, and I was like, "Oh, a new match", I'll che... Read full Story
cock&heels69 2023-05-25 8,466 Stockings cock Masturbation sucking Blowjob shemale orgasm oral sex porn high heels cum shot first experience
80%
My First Encounter With A Shemale Escort Part 1
I was feeling extra horny as I walked up the stairs to the apartment. Knocking on the door I heard a voice from within say "come in". The door was unlocked, so I walked into the hallway which led to the lounge. Seeing no-one around I called out "hello", to which a reply came &quo... Read full Story
shemale lover 2011-08-16 4,641 anal sex shemale genderbending
100%
A Shemale Vacation Part 1
I was eighteen, naïve and horny. After graduating from school a group of us decided to head to Europe for a last trip before having to enter our real adult lives. It was a chance to get completely drunk and have lots of wild sex. At least, that was the idea in our simple teenage minds. As for m... Read full Story
shemale lover 2011-09-05 10,776 Cumshot sucking cum swallowing
100%
A Maid Family Part 2
Sitting up with a start I felt the cold wet cloth that someone had put onto my brow fall into my lap, and then shortly after that I felt it slide in between my crotch and then onto the seat of the leather sofa where as luck would have it the damn thing then wedged up against me, and after a few ... Read full Story
shemale lover 2012-01-02 3,607 shemale femdom tg
87%
Wife fucked by shemale
This is the story of me Rittu married to a guy named Harvinder in 1996. We had 2 kids from our marriage .Harvinder was very fond of girls and even before my marriage he use to fuck prostitutes right from young girls to middle aged women. He used to get his cock sucked and even used to fuck these pro... Read full Story
shemale lover 2012-07-30 7,057 sucking shemale fucking
77%
New Girl Chapter 2
Olivia's hands shook as she read the note, a look of stunned disbelief on her face. She had to hold on to the bar for fear of falling over. The note shook her to her core. 'Olivia, Tim agreed to leave with me. I am in the process of moving. Please come to my new address in two months time, at 7 ... Read full Story
shemale lover 2012-12-22 3,171 Crossdresser shemale cd heels
100%
My Life as a Shemale Part4
(this part may bore you but I need to tell you since it was important to me) The next morning I awoke with a new lease on life, everything had changed, the only question was; would Tim be my guardian angel or stop me from becoming. I came down to the breakfast table in my nighty where Tim was alr... Read full Story
shemale lover 2015-02-23 3,231 anal tranny shemale Lingerie ass fucking
88%
Seattle Weekend
Saturday morning and such a beautiful day nice and cool morning I went for a run. I consider myself in fairly good shape for my age but I try and make it to the top of a hill in our neighborhood. I get winded fairly quickly. Coming down the hill I ran into a nice looking athletic girl, maybe 38 year... Read full Story
Jon Paul 2018-08-09 9,954 Big Tits Cumshot Bareback Creampie Blowjob Ladyboy Guy Fucks Shemale cum in mouth
94%
Flight cancelled
I was on my way back from a long business trip to Chattanooga, Tennessee and deciding to hit the airport bar during my layover. As I walked up to the bar I noticed there was only one seat open. I took it. I ordered my favorite drink, an old fashioned neat with makers mark. As I sat there waiting for... Read full Story
Jsmithsub 2019-10-31 24,201 big dick Group Sex Bareback Shemale Fucks Guy Fetish Blowjob Big Cock pissing Ebony domination cum in mouth monster cock gang bang
100%
Sissy Slut Reunion
Rob had moved back to town and called me. He had just moved into his new place and he wanted me to come by and talk. I knew what he really wanted from the tone of his voice, because I wanted it too. He said he had been thinking and dreamed about me the whole time he was away. My spirits lifted and ... Read full Story
Regina10 2020-09-14 4,076 Crossdresser Big Tits Cumshot Bareback Creampie Fetish Big Cock Ebony Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth
75%
Honeymoon Suite 2
Jason is on the phone with room service, while I am about to change out of my wedding gown. I had just got married, and I was now the blushing bride. Yes I got married. I was nervous now and my pussy was burning, because of the crazy bet we had made about not having sex a week before the wedding. We... Read full Story
Regina10 2021-02-22 3,504 Stockings Crossdresser Big Tits Cumshot Bareback Creampie Blowjob blonde Lingerie Guy Fucks Shemale Ass to Mouth cum in mouth
100%
The Game 2
That next morning again Ada and I went down for breakfast and the table was smaller, It wasn't as grand as it had once been and to every guy at the table was now at least two girls. We had our normal breakfast and for once there seemed to be a little more chat between everyone, I think after bei... Read full Story
chris1989r 2022-01-24 4,222 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
83%
My girl in threesome with two shemales
As I watched my girl on the dance floor bumping and grinding with her friends, I was wondering if I would get lucky tonight. Little did I know, I was in for a night of my life. My girl, Lisa was sandwiched between two of the most beatiful blondes alive. Their hips swayed from side to side and as the... Read full Story
shemale lover 2014-04-17 6,489 pussy shemale
100%
My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use the ... Read full Story
shemale lover 2014-08-25 9,352 sucking shemale teasing
93%
My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use t... Read full Story
shemale lover 2015-01-19 6,182 blonde Big Cock Shemale and Girl
75%
by a Shemale Part 3
I woke up the next morning not sure what just happened was real or if I just dreamed it than I looked around. I was laying naked in this mammoth canopy bed the bed spread and canopy were both pink and feminine and I realized it wasn't a dream I couldn't believe I was begging to be fucked. ... Read full Story
shemale lover 2011-08-29 4,341 Cumshot asshole fingering
100%
Jo, Shemale Goddess! Part 1
Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... Read full Story
shemale lover 2011-09-04 5,323 anal sex sucking shemale
100%
Shemale Adventure
You: early 20's, tall boyish good looks with a lean and muscular body. Dressed in tight leather pants, from behind your tight buns are revealed by the shiny black leather, as are your cock and balls from the front. You are wearing black leather boots and a denim shirt that refuses to hide your stron... Read full Story
shemale lover 2011-09-06 4,267 asshole Lingerie bisexual