Sort by
Relevancy

Free Stories

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 6,740 tranny Cumshot threesome shemale oral sex
86%
The Girl Next Door Ch. 01 by derezzed ©
Michael was your average 21-year-old college student. He was on his way home from college for summer break after finishing his finals and looking forward to a few months of relaxation. Driving home Michael reflected on his past three years of college. It had been a great junior year. He met a lot of... Read full Story
StevelovesTgirls 2019-05-27 17,883 Amateur threesome Big Cock shemale + shemale
45%
Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story
Manusha Tranny 2021-10-14 8,820 Crossdresser Cumshot Outdoor threesome Blowjob Big Cock Asian Ladyboy gangbang domination Guy Fucks Shemale Ass to Mouth cum in mouth
66%
I like to get exposed
I like to show you what I’ve got underneath my skirt. I’ve met my master on Snapchat. My master is my daddy. I like to show him how I enjoy masturbation. My daddy asks for video’s and then exposes me. He also knows my real name. It turns me on when he talks to me. I also gave him permission to take ... Read full Story
SannexDaddy 2021-12-03 2,361 Amateur threesome Sex Toys Homemade
100%
Couple and a Tranny
There is a saying that a single man looking for companionship and good fortune will seek someone for marriage. Lydia and I met several months ago on an online dating site. We agreed to meet at a bar restaurant for drinks and initial meeting. She was at the bar wearing a yellow sundress, white painte... Read full Story
Jon Paul 2022-09-20 5,097 Cumshot Outdoor Latina Bareback threesome Ladyboy Shemale and Girl Guy Fucks Shemale Ass to Mouth double anal
73%
My first experience with a tranny
ENGLISH: I want to tell you about my first sexual experience with a transsexual in 2018. I was a bit drunk and got horny, I searched the internet and found a brunette tranny with 7 inches of cock, wavy hair, young and attractive. She had an HIV negative health card. We went to the motel and I was... Read full Story
cuchillo 2020-08-28 7,276 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Lingerie cum in mouth brunette ts fingers cocksuck
100%
Got my ass pounded in Miami by a tranny escort
Got my ass pounded in Miami by a beautiful tranny escort with a 10 inch thick cock. Years ago I was in Miami for a business trip. Four days just me in my hotel room. I decided to treat myself to some of the X rated channels that my hotel provided. As usual I went straight to the tranny porn.... Read full Story
My Shemale Attraction 2023-01-03 6,535 Amateur Big Tits Masturbation Creampie Shemale Fucks Guy Blowjob
100%
Mikaela Lilyskin My story
Hello! My name is Mikaela. I want to tell you a little bit about how I became a "Tranny" I grew up as a normal straight guy. When I was 15 years old, I was looking at a porn magazine and saw an Asian girl with a cock. Oh my god, how horny I got. I jerked and jerked to those pictures for several m... Read full Story
Mikaela Lilyskin 2024-03-27 3,009 tranny Amateur Cumshot shemale masturbating
100%
My 1st Time was Not the Only Time.
One late night after hitting the slopes and partying I left my friends birthday party feeling extra horny. It was about 6 or 7 in the morning now and after having no luck finding an escort I responded to an ad on craigslist posted by a trans woman. I figured two things, this dick isn't going to suck... Read full Story
LesFuax 2019-02-16 8,911 first time Small Tits Amateur Latina Bareback Creampie threesome Blowjob Big Cock ass fucking barebacking barebackedshemales first time with a tranny raw anal raw dick raw fucking firsttime
100%
First work day!
Having just graduated from college in Miami I took up fashion as a career! Impressed? In fact, I managed to land a job as a clerk in ready-made clothes shop. Sounds not as impressive as I’d like to have but that is just a beginning. You think there are no other interesting places in the whole ... Read full Story
shemale lover 2014-05-31 8,946 tranny asshole
85%
A Surprise Stripper for My Birthday
My wife and I have always been a little on the kinky side. We have been swingers for seven years and have done many wild things during this time. Every Friday night we have a thing called dirty night where we go up to our room and watch two of our favorite shows Bliss and Kink. Bliss is a weekly ... Read full Story
shemale lover 2012-07-06 5,028 threesome oral sex cum swallowing pre-op transsexual
100%
Threesome fun
We had invited friend over who has big cock --he arrived and we sat around for awhile talking about sexual encounters of the past --I'm a bi part time shemale cross dresser who is very kinky --anyway it got around to looking around the house and as it happened we stopped in the bedroom , and all o... Read full Story
goodgurl34 2019-01-08 4,239 Stockings Crossdresser Amateur Big Tits threesome Blowjob Big Cock Lingerie domination Guy Fucks Shemale Mature Homemade threesome sex
75%
Tranny and Me Meet The Milf
This past Friday morning my phone rang. It was Chandra my tranny friend who I met and fucked some weeks ago. She told me that she had nothing to do this weekend and that her roommate was out of town and she was alone. I told her that if she wanted to get out of the city that she could spend the week... Read full Story
shemale lover 2011-08-08 3,146 shemales hardcore Group Sex
100%
A Couple and Me
I have obsessions. I have compulsions. I suppose everyone has them but not many of us act on them. I do. Every chance I get. I obsess and compulse on being gang banged, or on anonymous sex or on sex with young guys (sometimes girls too). I get into bondage and being forced and sometimes on violent s... Read full Story
shemale lover 2012-02-25 3,215 Fetish threesome transvestite
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
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 20,202 Group Sex Cumshot Bareback threesome Ladyboy Shemale and Girl
88%
Tommy Tries to Make It Up
Tommy Tries to Make It Up I have written about Tommy before. He was the eighteen year old neighbor that always stared at me checking me out, basically eye fucking me and that made me so hot and horny I eventually took his virginity and trained up on being a great lover. Well he had moved out... Read full Story
pennypenny 2019-04-30 5,998 Crossdresser Group Sex Bareback Creampie threesome Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth
25%
Fantastic threesome w/ Miranda Pinocchio & Danielle Albuquerque
Today taken by the craving for something really big I call Miranda who answers me immediately and despite the language barriers and her way of speaking not always understandable we agree for 70 and a quiet thing. I sling in Naples, central area, the usual low in the alleys between via Marina and the... Read full Story
RonWisley 2020-05-04 4,500 Amateur Cumshot Shemale Fucks Guy threesome Blowjob Big Cock
100%
Reshooting the Scene, Chapter 1
I have been a porn aficionado since I was a teenager. My first dabblings were with Hustler magazine and a *very* hardcore mini-novel called “Her Busted Asshole,” which told the raunchy story of Ginny Cummings’ sexual coming of age. In addition to the very graphic story, it had full color glossy p... Read full Story
Lovelace 2021-06-07 4,342 Bareback threesome Blowjob blonde Big Cock Sex Toys Ass to Mouth
100%
From a 50's virgin to a Mature good for all
***Prologue - Confessions: Every day since I offered my virginity, I put myself in the shoes of a woman. The little town where I live forbids me to show myself socially. However I made myself an accomplice, my epilator who receives me after closing. Since my new beginning, male masturbations are not... Read full Story
hippocampus_171 2023-01-11 4,116 Stockings Crossdresser Amateur Group Sex threesome Big Cock domination Mature foursome Homemade cum in mouth shemale + shemale milfs
84%
Abi's Virginity taken by Intruders
Abi got very little time to be herself, A closet TV, sharing a small two bedroom flat with a male friend, it was only once every few months or so she got the flat to herself and could dress up sexy and be her proper girly self, and tonight was one of those nights! Although she had no plans to mee... Read full Story
AbiTV 2015-03-18 6,269 Crossdresser threesome sex fantasy virgin
100%
Gangbanged By 3 trannys
Gangbanged By 3 trannys This is a story about the night I was Gangbanged by 3 trannys. I was at a Transgender after hours clubs that was filled with hot ass Tgirls. This tall white gorgeous woman was eyeing me the moment I walked in. She was wearing this fitting blue dress that showed off ... Read full Story
My Shemale Attraction 2022-12-11 8,147 Group Sex Shemale Fucks Guy threesome Blowjob gangbang Ass to Mouth cum in mouth
83%
Natural Born Bottom Boy
All my life I imagined how much I'd love sucking tranny cock. Never thought "if" I'd enjoy it, it was how much would I enjoy it. At the start of puberty I always liked women, but pussy seemed gross. Thought I'd suck some dick but I'm not attracted to men at all. Then I stumbled on my first tranny po... Read full Story
KendraK 2023-11-03 6,476 Amateur
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 7,380 Teen (18+) Small Tits Amateur Group Sex Latina Blowjob gangbang Guy Fucks Shemale cum in mouth
50%
My REAL life as an amateur cd superstar
Earlier,I wrote about what real cd sex was like.What I'm gonna say now isn't fiction.See my galleries.The turning point for me was my 1st 3some.I met Gloria and she came with a professional makeover.She turned me on to a salon in Staten isl called fairplay that catered exclusively to cd's.I'll never... Read full Story
shemale lover 2012-10-02 2,821 first time threesome cd
76%
My body became a gift for them
My name is Lely Bella Calistia, I am a shemale and I once had a boyfriend named Reza, she was handsome, muscular, sexy, and romantic, I was dating for a year. And a few years ago I broke up with him, because he made me a bet. At that time me and he planned a vacation to the villa where my boyfri... Read full Story
Bella Calis 2018-04-09 6,728 Amateur threesome Asian gangbang Guy Fucks Shemale
66%
A different couple
I am Hans, as I already mentioned in my previous story, I am a mature guy (47 years old) who came to the Island of Tenerife more than two decades ago. I am a drinker, a womanizer and a gambler. In these more than 20 years I have seen them in all colors. I have made a lot of money and lost as much, I... Read full Story
lkusex 2021-03-08 5,501 Amateur Big Tits domination
92%
Best girls night ever!
Recently I had a meet up with a couple of CD girlfriends at a hotel for drinks. We had planned on taking some pics together, having some fun, changing outfits, etc. But, I kind of accidentally got drunk on rum real quick (I don't drink but once or twice a year, but I was super nervous about meetin... Read full Story
Princess Bunnie 2021-11-22 4,182 Crossdresser Amateur threesome crossdressing crossdressers crossdresser fucks
100%
L'amica di Paola
Un' altro sabato sera finalmente è arrivato, è stata un' altra settimana dura da trascorrere, ho una voglia pazzesca di rivedere Paola. Ho voglia di sentire il suo cazzo nella mia bocca, ho una voglia furiosa di farmi scopare, di sentire il suo membro penetrare la mia figa sissy, una voglia pazzesc... Read full Story
Sissy Mari 2022-03-11 2,046 Crossdresser Amateur threesome Lingerie Homemade shemale + shemale sissy slut sissy crossdresser slut crossdresser slut whore
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 4,136 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
50%
Les choses avance!
Dans ma premiere story, je vous expliquait qu'apres avoir tout dit a ma femme,elle ne pouvait s'imaginer moi en femme et m'amuser avec un mec. Comme quoi il faut laisser du temps pour digéré une info. Maintenant non seulement elle valide sa presence si, mais nous avons meme placé une annonce s... Read full Story
Novice1981 2023-10-31 413 Amateur threesome Lingerie Homemade sissy
68%
Extra credit for me
After failing my mid-term exam my day was ruined. I headed back to the dorm crying. Through lunch my friend consoled me and suggested I make an appointment with my professor for extra credit. I called the office of Dr. Writt and was told to show up at 2:00 sharp. At 2:00 I knocked on the office d... Read full Story
shemale lover 2015-06-27 6,436 tranny Cumshot threesome
50%
Dirty Tranny gang bang
Deep breath Charlotte, step into the night air and strut your stuff girl. This is what I was born to do; I snuggle into my short white fleecy coat as my 5” platform heels click on the pavement. Glancing down I can see my shapely stocking clad legs and, the all important, ankle bracelet glit... Read full Story
shemale lover 2011-12-27 4,571 anal shemales Group Sex
80%
Bisexual Black Man's Paradise
The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... Read full Story
shemale lover 2012-06-24 5,222 big dick tranny anal sex Cumshot orgy facial oral sex
100%
One experience with two black men
Hello again this is EvA…I am a 40 year old tranny. I do not consider myself a cross dresser anymore, because I am doing that for so long that I have been transformed to a very sexy and feminine lady boy. I have been taking also hormones for 4 years, on and off and I already saw many changes&h... Read full Story
shemale lover 2013-05-16 4,307 Stockings anal sex suck threesome Interracial cum swallowing
57%
Real TS Encounters
Real TS Encounters Lay Report #1 Thursday June 9th, 2016 Hey, so this is my first “Lay Report”, which is what I will call them for now. My intent with these is to share stories of my encounters, while at the same time being informative enough to the point where you can get some value from ... Read full Story
caspergrey 2016-06-15 15,671 tranny ts hot sex real ts encounters sexy tgirl
92%
MY TS FOXXY & VENUS LUX FANTASY
Alyssa Gomez and Venus Lux were visiting Newark, NJ and decided to have lunch in the restaurant that I work in. It was a rainy day. The seductive pair were returning back to their suite in the Courtyard Marriott, but not before grabbing a bite to eat. Alyssa and Venus sat the bar and ordered a coupl... Read full Story
I_GO_3WAYZ 2021-03-02 11,017 Latina Creampie Shemale Fucks Guy threesome Blowjob Ass to Mouth cum in mouth double anal
55%
story of Jojo
Some find it confusing of who i am or what i am, including me. i found some kind of definition: femboy A young boy who presents extensive feminine mannerisms and actions often blurring the line between a boy and a girl. Can be confused with a cross dresser, but it usually refers to boys at v... Read full Story
jojo58654 2017-09-12 10,403 Amateur transvestite strapon cd femboy
83%
Las Vegas Swingers
It had been over 6 months since I seriously dated someone, and I was getting depressed and in a rut. I had directed my attention to my work and it kept me from feeling sad about my loss of someone I almost married. I had met a transsexual girl that absolutely adored, but she was tragically killed. (... Read full Story
Jon Paul 2018-06-11 10,079 Amateur Guy Fucks Shemale Mature Ass to Mouth cum in mouth double anal shemale + shemale
96%
Making A Man Out Of Tommy
I have two good friends, Brad and Matt who are actually my fuck buddies. Both of them travel for work, so they tend to be gone a couple of months at a time. I have a key to their apartment, so I can let myself in for sex when they are home and to bring in the mail when they are not. I also get to us... Read full Story
pennypenny 2018-08-31 9,680 Teen (18+) Crossdresser Amateur Masturbation Bareback Creampie Blowjob Big Cock redhead Guy Fucks Shemale Ass to Mouth cum in mouth
91%
From gamer to b*tch
Chapter 1 So me and my buddy have been gamer friends since high school. When we graduated we started going to different schools and working so we didn't have time to game like we used to, but we made time to get together have some drinks and game once or twice a week. When we we would game we wou... Read full Story
Mightyb1g 2020-02-21 15,884 Crossdresser Amateur Blowjob cum in mouth
50%
The BIG COCK that I will eat.
ENGLISH: Hello friends. In the link below, you can see the tranny cock that will fuck me in the days to come. I saw her advertised on the internet, I picked up the phone and called, I will see her when her clinical tests are negative for sexually transmitted diseases, because I will surely swallow... Read full Story
cuchillo 2020-09-18 7,509 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Homemade cum in mouth brunette ts swallow cum
100%
My lusty landlord
Gopal Reddy has been my landlord for about 7 years now. I rented his flat back in 2015 at Whitefield, Bangalore and have been staying there with my mom. Gopal Reddy and his wife Manjula are from Anantapur, Andhra Pradesh and they keep visiting us whenever they come down to Bangalore. Both of them... Read full Story
Manusha Tranny 2022-12-12 4,141 Crossdresser Amateur Bareback Homemade Ass to Mouth cum in mouth
100%
When Rene Calls
Chapter One I first met Rene at an Art Museum Benefit. I aware of it at the time but Rene was the guest of honor as a result of his impending large donation to the museum's endowment fund. The reception and cocktail party was to be the event at which he was expected to announce his considerable... Read full Story
shemale lover 2012-09-14 2,719 tranny fuck oral
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 6,496 Amateur Cumshot shemale Big Cock jerking
54%
Deflowering Tgirl - Nathalie Daniels
--{ All my sex-stories are told from my own-experiences }-- “My imagination was becoming equal to reality” After the tour , which by the way was really great , I sat down facing the bed that stood where a maid was busy spoiling . Someone down on a bench There were several people watching and... Read full Story
Nathalie Daniels 2015-01-04 3,995 Amateur suck shemale oral deep throat
100%
My Life as a Shemale Part5
I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it... Read full Story
shemale lover 2015-02-27 2,810 tranny Amateur shemale fingering stroking
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 4,320 tranny Amateur shemale ass fucking
58%
La Señora de la casa te la va a meter todita
Tras mi estancia en varias ciudades y, aunque tengo mi grupo de amigas, a veces necesito desconectar. Para ello suelo perderme durante una o varias semanas por casas aisladas, de turismo rural en su mayoría. Siempre busco casitas con encanto, para disfrutar de mi retiro como es debido...con pisci... Read full Story
IdoiaBoom 2016-01-25 6,504 tranny Amateur shemale fuck ass fuck guy ass
86%
Marido grosero pero bien follado
Mxxxxa es una de mis amigas de mayor confianza, Ella es algo gipi en lo que a sus pensamientos, si bien nunca ha llamado la atención en su forma de vestir, peinarse, etc.... Ha sido siempre liberal y a pesar de tener un carácter marcado nunca ha exagerado o formado escándalos en público y demás. ... Read full Story
IdoiaBoom 2016-01-25 5,767 tranny Amateur shemale ass fucking fuck guy fuck ass
80%
Ann and I
Last night I had an awesome experience. I was down in Fort Worth to meet a tranny I had been talking to on squirt. I got off work early, took a shower and shaved my cock and balls and dressed in jeans and a t-shirt and headed down to Club Changes to meet her at four. The bar was pretty empty, Thu... Read full Story
Giantsquid 2017-10-13 13,757 Small Tits Amateur Bareback Guy Fucks Shemale Ass to Mouth cum in mouth
100%
Carla goes out
As a cross dresser who loves to dress as a dirty slutty girl I was sat at home thinking about what it would feel like to go out dreesed in public. I had often thought about it but never had the courage to do so. I was so fucking horny and wished I had a reason to go out and do something rather than... Read full Story
Carla Kitten 2018-01-16 8,074 Crossdresser Amateur gangbang Homemade
87%
Alex
I'm a straight guy! a few years ago, I stubble the cross shemale p***. now I must say, it felt weird, I mean being used to watching females doing p*** on my life. but I have to admit, these shemales that I was watching were passable, and most of all looked very f*******. shemale p*** made my di... Read full Story
Mike212 2018-05-28 6,508 Teen (18+) Small Tits Amateur Blowjob Ladyboy Guy Fucks Shemale
100%
azdim galiba
azmak ne fena Bir erkek istedim!!! Olgun kıllı erkeksi sıcak, sexy sahiplilik tavırlı bir erkek ve tabii ki büyük bir aleti olan bir adam.....! Böyle bir fantezim ,beklentilerim vardı, ve bu deneyim için can atıyordum. Tam bu noktada bu yüzden internette küçük bir tarama yaptım ve bir Transexual... Read full Story
cdilayda3434 2019-01-08 2,391 Small Tits Amateur Creampie Blowjob
90%
Oh What A Night
Oh What A Night! As the old 4 Season's song stated, oh what a night. Having been a crossdresser on and off my entire life, I have done the old collect and purge routine too many times. After putting Jennifer away several years and relationships ago, the old urges returned recently. Having lost ... Read full Story
JenniferJones 2019-01-21 4,516 Crossdresser Amateur Outdoor cum in mouth
95%
My introduction to tits & cock
I was just 18 and working maintenance at the Florida condo complex always curious and super horny. It was a Friday and I was sent to 2032 to do a minor repair, I knocked but nobody was home so I used my master key and entered. The condo was very clean but right on the coffee table where some porn ma... Read full Story
In Need Of Some Huge Black Cock 2019-04-23 9,798 Amateur gangbang Interracial