Sort by
Relevancy

Free Stories

100%
A Black Tranny Fantasy
It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sleeping with a black shemale was about to come true. She paused... Read full Story
shemale lover 2012-02-08 5,270 Masturbation oral black tranny
95%
A Black Tranny Fantasy
It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sl**ping with a black shemale was about to come true. She paused... Read full Story
shemale lover 2014-12-03 5,636 tranny Cumshot suck ass fucking Interracial
83%
Tranny gang bang
It was pretty dingy in here, the sunlight came through a old dirty high window and a single fluorescent tube did little to lift the overall gloom. An oppressive smell of stale piss also hung over the whole place. What was I doing in here? In truth I did not know but I was 16, horny and wanted to ... Read full Story
shemale lover 2015-02-27 6,263 tranny Cumshot suck gangbang facial oral sex bukkake
93%
My First Girly Cock
It was cold. I was running fast so that I could not get too wet by the falling rain. The streets were quiet, because everyone was inside. It was twenty minutes before midnight. I was nervous. It would be my first time I'd have sex with anyone other than a woman. I love women. I'm in love with them. ... Read full Story
shemale lover 2015-02-27 5,480 tranny Cumshot Shemale Fucks Guy ass fucking Guy Fucks Shemale
83%
Fun with a latina tranny
So I'm a big fan of a big tranny cock in my ass. Just throwing that out there early on here. So this past summer I decided that with my school being off I should get some tranny cock as fast as I could. I went on a site and set up a new account, hoping for the same luck I had a few months ago wit... Read full Story
shemale lover 2012-09-15 3,520 anal Latina cum oral Sex Toys strapon
100%
Dirty Black Summer Chapter 3
"Do you have some extra cash on you?" Trina asked from the passenger seat as we headed downtown to meet Summer's Husband. "Why?" I turned and asked. "I told Larry while we were IM'ing earlier that I would bring some blow to the room...as drunk as he was I thought he wa... Read full Story
shemale lover 2012-09-25 3,480 tranny Cumshot oral cum swallowing
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 16,394 sucking Shemale Fucks Guy Blowjob Big Cock Interracial
100%
Amy The Tranny Part 1
I met Amy at an adult theatre in town. She was dressed to nines in a mini skirt, tight halter top, and pumps leading up a pair of fishnet clad legs. I invited her into a private booth and once inside, went over her price for some adult fun. She told me I couldn't fuck her as she was on her per... Read full Story
shemale lover 2011-12-14 4,676 shemales hardcore anal sex Big Cock
100%
Black Transsexual Power Play
The name is Christopher Jean-Bertrand. I'm a young Black man of Haitian descent living in York, a town located right outside the City of Toronto, Province of Ontario. I currently attend York University, where I major in Civil Engineering. Yes, I'm a deeply intellectual kind of guy. We have those in ... Read full Story
shemale lover 2012-07-11 3,021 anal tranny Creampie Ebony
66%
First Gay Experience
Me and a buddy decided to go see a rock concert at the Great Western Forum (that's what the Staples Center was called back then). I was 21 at the time, horny all the time and could never get enough pussy. So we go to the concert in our own cars since his brother lived nearby and he was going ther... Read full Story
shemale lover 2012-08-11 4,591 tranny anal sex Ebony fingering oral sex
85%
Interracial Encounter With Black Shemale
Me and a buddy decided to go see a rock concert at the Great Western Forum (that's what the Staples Center was called back then). I was 21 at the time, horny all the time and could never get enough pussy. So we go to the concert in our own cars since his brother lived nearby and he was going ther... Read full Story
tgirlloverme 2015-01-15 10,989 Interracial
75%
Virginia’s Luxurious Evening
West Palm Beach didn’t have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design’s building overlooking the Intra-coastal Waterway. She had been chilly all day, m... Read full Story
shemale lover 2017-07-16 10,865 tranny Big Cock fingering
100%
Joanna the Tranny Prostitute
Joanna stood on the street corner and casually shifted her posture from one leg to the other. So far it had been a quiet evening for her with few punters around. Not many girls were plying the streets either. She’d had one customer earlier. He had been an Asian guy in a Toyota who’d stop... Read full Story
Joannacd1 2011-11-07 4,164 tranny Crossdresser Ebony
76%
Tranny Threesome
I met Chrissy about a year ago at a bar. We really hit it off. She was about 5'5" 120 with a nice, athletic body. She was Filipino. Her face, well, unless you knew, you would never know. She was different than the rest of the girls at the bar. While she was there to make a living, she w... Read full Story
trentdolby 2012-05-27 6,743 tranny Cumshot threesome shemale oral sex
100%
A Perfect Pandemic: A Transsexual Transition in a Troubled Time
A Perfect Pandemic A Transsexual Transition in a Troubled Time A Novelette by Alexandra Rios Text Copyright Reserved © August, 2021 Dedication Transgender Day of Remembrance is a solemn occasion. I am offering “A Perfect Pandemic” for free as an antidote to the fear, phobia, discrimination, d... Read full Story
the greatest liar 2021-11-16 4,842 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
100%
delicious virile male flesh
Tasted delicious virile male flesh… The breeze caressed my swollen nipples giving me pleasant shivers. The two glasses of Riesling had also contributed to my excitement. My crotch was burning as if the disappearing sun had blown all its thermal energy into me. Under my fine lace panties, purple o... Read full Story
hippocampus_171 2023-04-23 4,794 anal Small Tits Amateur Creampie Blowjob Mature small cock big ass feminisation cum in mouth gaycd virile
100%
Shooting with a tranny
I was bored one day so i decided to rent out a transsexual e****t. I called her up so we can do a special photo shoot together and needless to say, we ended up fucking. She came to my door with an all black dress on and the sides were transparent. She had 5 inch open toe heels on and a leather jacke... Read full Story
shemale lover 2015-05-01 3,976 tranny suck jerking ass fucking ass licking Guy Fucks Shemale
88%
Black Transsexuals
Whenever I'm off duty, I'm liable to get into some type of adventure. Who am I? I am Troy Shane, a sergeant with the Massachusetts State Police. I was walking around the Boston Public Library when I saw this tall, plump jet-black honey with a big butt. She was walking around strutting her stuff. A B... Read full Story
shemale lover 2012-07-14 3,857 anal tranny cum oral black
75%
Flowers in the Heart
Chapter 1 "Hey Scott, Fauna kind of likes you," Jenna said, snickering. "Hey Jenna, it hard to hear yourself over that echo?" Scott said as he caught the football, and then heaved it back to Ronnie. "Huh?" Jenna asked, puzzled. "Yeah, your head up your ... Read full Story
shemale lover 2012-11-11 10,263 anal tranny Cumshot oral
93%
SHEMALE SEX IS THE BEST
I had been in sex with gays for 1 year, but had always been intrigued by those hot looking chicks who packed more than a pussy between their legs. I had no idea where to find one in Kanpur I was definitely bi-sexual, still seeing whores, and still going to gloryholes for my cocksucking needs. I w... Read full Story
shemale lover 2014-03-07 4,561 tranny Big Cock ass licking doggy style big boobs rimming
96%
My First Sex with Tgirl
This is story about me......Hope you all enjoy it I was 19 years old and itching to have sex like every normal teenager. Years of jerking off to porn had only expanded my imagination and made me want to fuck a girl even more. I was turned on by just about anything and everything except gay porn. Ev... Read full Story
sach 2016-02-16 13,300 first time tranny ass fucking guy on shemale mutual suck
79%
My Shemale Stepmother Part 1
My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was re... Read full Story
shemale lover 2011-09-01 18,653 tranny Big Cock jerking off
0%
Black Transsexual Nation
Big black transsexual women are truly beautiful. And the big and sexy bisexual and heterosexual men who love us are truly wonderful. I ought to know, I'm one of these magnificent black transsexual ladies. My name is Amanda Joan Baxter, friends call me A.J. I'm a big and tall, big-breasted, wide-hipp... Read full Story
shemale lover 2012-07-06 4,331 tranny Group Sex cum Ebony oral sex
83%
An Arse To Die For
I'd arrived in Honolulu in the early evening from Sydney and got a cab straight to my brother-in-law's apartment on Kuhio, which he'd lent me for a fortnight while he was up in Europe on business. It's in an ideal situation, a couple of blocks back from all the hotels and Waikiki Beach. I slept l... Read full Story
shemale lover 2012-11-10 4,280 anal tranny oral
80%
Me and 2 black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider my self a crossdresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine ladyboy. I have been taking also hormones for 4 years, on and off and I already saw many changes&he... Read full Story
shemale lover 2013-06-22 5,417 Cumshot suck Ladyboy Guy Fucks Shemale Interracial swallowing
83%
Gina Thank You Surprise
I get pretty excited when my company sends me to Cincinnati for the week. I think my wife can sense something and I have been getting a little nervous she might be catching on. Over the last year I have made the trip seven times and on the first trip I met up with Gina a nice 35 year old CD I friend... Read full Story
shemale lover 2013-12-08 3,131 tranny Cumshot suck threesome shemale oral facial deep throat
57%
That girl with long cock
She opens the door and says hello and as I walked in this dim lit room with smells of candles and perfume in the air. It put my body at ease. She closes the door and immeditaley she says your mine now. She stood tall 6ft1 long dark tan legs wrapped in sexy pink fishnet stockings that ran from th... Read full Story
blkmale83 2014-10-06 7,278 tranny Stockings suck Blowjob Big Cock oral
100%
Black Dickgirl Fanstay
It was only when she emerged from the bedroom in a purple silk nightie that not only clung to her full breasts, but also betrayed the hint of a bulge between her legs, that I realised that it was actually going to happen: my fantasy of sleeping with a black shemale was about to come true. She paused... Read full Story
ASSEaster5678 2018-09-14 6,373 Ebony Ladyboy dreamgirl
80%
F Is for Fiona
I drove into the store car park. Stopped in my usual place, the one which said 'MAN' in bold letters on the tarmac, short for manager of course. Just for a moment I shivered despite the warm spring weather, this was honestly the first time the incongruity of that label struck me. I pulled on the ... Read full Story
shemale lover 2012-05-07 3,921 tranny fuck heels
95%
An itch that finally got scratched
Hey all! New to the site, but have been a major fan of TS/CD etc since I was a teen. I remember always fantasizing about what it would be like if I was to ever get an opportunity to make the fantasy a reality. Well, I finally got that chance and took full advantage of the situation and I wanted ... Read full Story
sizeman 2013-04-10 7,996 Shemale Fucks Guy doggy style Guy Fucks Shemale cum swallowing riding cock
100%
Tgirl Fantasy Cum True
Before the gay man fantasies were the tranny ones. Looking back, I think I was drawn to them because they have the feminine bodies that I always loved mixed with cocks, the male body part that drove me crazy. 3 years ago I was jerking off to tranny porn online everyday. I loved the very hung t-girls... Read full Story
shemale lover 2011-12-07 3,695 first time shemales hardcore
100%
G Is for Gemma
Stories with transgender themes which I hope will be of interest to those who like women, or would like to be a woman. Which includes me! *** It all really started on a Monday. One bright sunny Monday, early summer, an unusually warm day for June in England. And it really was stupid thing to do... Read full Story
shemale lover 2012-12-15 4,567 anal Cumshot cock sucking club
100%
Kayla and Tracy: The Layover
Kayla and Tracy strode across the marble-floored lobby, their heels clicking across, and suitcase wheels rolling across, in rhythm as they walked up to the desk. They seemed incredibly out of place in the relatively quiet hotel room. Kayla, of course, always stood out, especially when platform heels... Read full Story
shemale lover 2011-10-31 4,074 big dick tranny asshole
85%
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
the greatest liar 2019-06-14 11,592 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
85%
A Glory Hole for Tranny G
I am reveling in what a difference almost a year has made. I remember meeting Chris online, exchanging a few funny e-mails, two days after my birthday. No more and no less, just a person somewhere who I had no idea what he was like or looked like, but someone who made me laugh with our e-mails each ... Read full Story
shemale lover 2012-03-07 3,322 Group Sex licking sucking cum gagging
100%
Birthday Surprise
My girlfriend and I have the same fetishes and interests for the most part. We both find latex irresistible. We love the site of a tranny with a big cock. Robbie knew everything about me. For my birthday she went well out of her way to make me happy. The date rolled around. I figured it was jus... Read full Story
shemale lover 2012-06-19 3,921 tranny anal sex Cumshot Big Cock
88%
The first tranny I looked for
So i've had some tranny experience unwittingly. I respond to this ad on craigslist from this 19 year old tranny who lives fairly far away, but her picture was so sexy I decided to take the hour drive. So I drive to her parents house, nervous the whole way, when I get there I get out of the car. Ston... Read full Story
shemale lover 2012-11-04 2,902 anal sex Creampie little ass
90%
My Secret Girlfriend
I've been roommates with this weird guy named Casey for several months now. He's pretty quiet and doesn't bug me, but I feel he might be a bit... insecure. Earlier I'd be working on laundry and some girly clothes like panties and bras would get in. At first he said it was his sister's (who had staye... Read full Story
RedCircle 2011-07-18 4,679 tranny Cumshot sucking
100%
My tranny slave
I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the ve... Read full Story
shemale lover 2012-08-19 3,244 shemale facial domination oral sex
50%
Why, She's A "He"!
Tina had mentioned to Dave a bar she’d heard about that catered to certain sorts of sexual adventurers and suggested she and Dave visit one night to check out the scene. A friend had described it to her and said she occasionally liked to go there with her husband. These two were old fashioned ... Read full Story
shemale lover 2012-10-26 4,504 anal tranny oral rimming handjob
76%
A night out with Tamanna
We had been chatting online for a few weeks , when Tamanna said she would love to come it with me. The doorbell rang at my flat and I wobbled on my stripper shoes to the door. The butt plug Imwas wearing made me squeeze my ass cheeks together and gave me a wiggle in my black latex dress to die for... Read full Story
shemale lover 2014-07-21 4,633 tranny Stockings Cumshot Lingerie Latex
83%
Cindy She Thong
Dialogue from Cindy’s point of View: Her name is Cindy and she is a shemale. Cindy is a beautiful woman is every way except one. She does not like the term tranny and prefers being referred to as a shemale. She is truly happy living as a woman. She began taking light doses of hormones at 19 she had... Read full Story
mrstanley 2015-07-29 5,010 Big Cock ass fucking deep throat piercing
100%
Alessia Travestita Hung Mature Blonde British Porn Star
Alessia Travestita Hung Mature Blonde British Porn Star If you like Transexuals, big cocks, bondage, domination, deep throat, fisting, spit roast, 69, ass fucking, cum swallowing and big loads this story is for you. If not don’t bother reading. If you like my story please leave comments and ... Read full Story
darrell 2022-01-03 4,374 Group Sex Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock gangbang domination Sex Toys Mature cum in mouth shemale + shemale
96%
Most stunning woman
My first experience with a shemale came about after a gay guy I knew introduced me to a friend of his who was this gorgeous creature. She had long black hair, perfect breasts a great ass and legs to die for. The fact she was wearing a figure hugging black dress and black pantyhose just got me as hor... Read full Story
shemale lover 2015-08-15 8,832 tranny sucking pantyhose
100%
Exotic Escapades Chapter 3
The smell of wood and coffee filled the quiet house as Tammy slowly picked herself up from a plush couch. Daggers of sunlight blinded her eyes as she eventually got on her two feet. Her body ached, and she noticed a small pink bandage on her left leg. The terror and pain of last night shook her as s... Read full Story
shemale lover 2012-05-05 2,885 tranny Creampie Big Cock Ladyboy fingering oral sex
86%
Cindy and Juanita Kinky Shemales
Her name was Cindy and she had been born a male. Cindy was a beautiful woman is every way except one. She didn't like the term tranny and preferred being referred to as a shemale. She was truly happy living as a woman. She began taking light doses of hormones at 19 she had stopped hormones beca... Read full Story
darrell 2016-11-30 10,994 anal Big Cock deep throat swallowing foot fetish piercing
100%
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
darrell 2022-01-03 4,108 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
85%
Fucking with Gina!
Hi! Here I am with my own story! I’m a young white guy, a good looking son of a bitch! When I was a college student, one of those numerous young people who always rush for something, then I was a focus of interest for lots of chicks around! But then something changed. Changed a lot. As I remem... Read full Story
shemale lover 2014-05-13 6,542 tranny asshole Blowjob
75%
Tranny whore Samara Rosetti at a Trucker's jo
Last night I got a call from a client. He told me to meet him at a small bar close to Olga Street in Stuttgart. He ordered me to dress as follows: Short black leather mini skirt slit up the side, button down red silk blouse unbuttoned 3 buttons, 16cm spiked heels boots, fishnet body stocking, no br... Read full Story
shemale lover 2011-09-25 6,964 anal shemales hardcore
100%
The Tranny Shocker
Tammy, my step daughter and I had not seen each other for a while and she called me suggesting that we meet for a drink. Naturally, I agreed. She suggested a gay bar near her home and we agreed that 7pm would be good. Tammy is a lesbian who is in a relationship with a beautiful, tall, sexy blond ... Read full Story
shemale lover 2012-04-23 3,429 anal sex Cumshot oral sex cum swallowing
75%
A Tranny Whores Tale Chapter 2
By the time I pulled up near the house it was 4am. I was drunk, completely revved up and ready for some action. I emptied my pockets of everything except Elle's 'offering'. I took my last swig of vodka from the bottle and took one last deep breath. "He we go, again." I thought. Here I am 4... Read full Story
shemale lover 2012-07-10 3,106 shemale fingering oral sex
59%
NORTH HOLLYWOOD GAY BATHHOUSE
Hi so the first time i went to a bathhouse was when i was 18 , i was dating a 44yr old dominate top tranny (Tina) who had the biggest uncut latino thick cock, her cock was the one that made me not only give up on girls but she turned my body and mind into a complete bottom sissy , my butt became her... Read full Story
daddyssissyla 2016-02-22 12,838 anal submissive sissy bbc doggy styду
100%
Exposure, Disclosure
The Greatest Liar, Exposure, Disclosure © Alexandra Rios 2019 Author’s Note: This is a continuation of the narrative which commenced with “My Awkward Phase”, which I posted here previously. Readers may wish to read that before continuing, although I have written them to stand alone. Natives s... Read full Story
the greatest liar 2019-06-18 7,381 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,171 Cumshot threesome Blowjob Big Cock condom sex
94%
My first shemale sex
I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our ... Read full Story
shemale lover 2013-07-17 7,775 tranny sex Stockings oral sex kissing shemale sex
90%
My first shemale sex
I had developed a strong desire to be with a hot looking shemale for a long time. I really did not know how to make contact with anyone in the small city I lived in, and figured it would likely never happen to me. One day at work at my computer support job, I was informed that another branch of our ... Read full Story
shemale lover 2013-08-14 94,151 tranny sex toy anal sex suck Shemale Fucks Guy dildo