Sort by
Relevancy

Free Stories

90%
My first Theesome
I'd been flirting with Clare for a while in work. I always thought she would be one of the girls that would play around in work, but never actually go through with anything. It was a slow day in work and as usual the subject came round to sex. We were having a cheeky conversation about fetishes a... Read full Story
cdleesa 2020-06-01 14,542 anal threesome bisexual forced bi
100%
First intercourse with a man
If you read my previous story, “First time with a man”, I gave my first blowjob. What I didn’t mention at the time, was that I was on my way to work about 2pm in the afternoon, (I worked the swing shift). That afternoon meet up was just to see each other, talk and maybe meet again later. But my e... Read full Story
Mistysis 2020-10-23 7,350 Crossdresser Amateur Bareback
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 6,133 Teen (18+) Crossdresser Group Sex Big Tits Bareback Creampie Big Cock gangbang domination Guy Fucks Shemale Interracial double anal webcams
83%
Milking Time Jordan's Arrival
These stories involves a group of shemales who live on an island that exists in our world, but they chose to remain mostly isolated. That's part of the reason I also call them amazons. The shemales in my stories have genitalia that start at John Holmes' size, and then get much bigger. (This is a... Read full Story
gman57 2019-09-25 10,756 Big Tits Big Cock shemale + shemale
50%
La pistola NEGRA del Tío, entre Las Bragas de Mi Tía LA PUTONA
Aaayyy.. Yo sabía que la Tía había sido Flor de PUTONA.. pero, jamás me imaginé que me iba a tocar a mí 'hacerme cargo de sus cosas'.. su 'herencia'.. la casa ya vieja, por reordenar destinar y.. LAS COSAS que una descubre ya con los años! Todo estaba igual, pero HORRIBLEMENTE ARRUINADO.. más, e... Read full Story
Ari Riè 2021-06-03 2,269 Teen (18+) Small Tits Crossdresser Latina Bareback Shemale Fucks Guy Fetish blonde Big Cock Uniform Lingerie domination Premium HD
100%
Lope
Je suis une salope C’est un des fantasmes récurrents de la majorité des hommes qui aiment se travestir. Et j’avoue que l’idée m’a souvent excitée. Alors que j’étais avec ma femme dans une boutique de lingerie à Pigalle , des dessous très sexy entre les mains, un homme d'un certain âge a surpri... Read full Story
osvp75 2021-11-12 1,512 Stockings Crossdresser Cumshot Outdoor Masturbation Fetish Ladyboy Lingerie domination Premium HD
66%
Why Do Guys do this?
Why do guys on the porn, dating sites and social media sites I'm on want to chat live on video all the time? And if I don't agree they unfriend and even block me. Why? Aren't my videos and pixies good enough? They are of me...they ae real, and not photoshopped (except for sharpness and clarity.) I h... Read full Story
Chrissy Tunnell 2022-03-14 2,910 Crossdresser solo Amateur Fetish Blowjob Ladyboy Lingerie domination Guy Fucks Shemale Frottage Homemade pov Compilation
40%
Dating all whole my life
Julia and Ilya, together 10 years It was more than 10 years and 2 children ago. In December 2005, we agreed to meet at the gate of my office after a working day. I did not go out godlessly for a long time (40 minutes from the appointed time), but he still waited. I hope he does not regret it ... Read full Story
PornoDating 2019-08-15 4,155 Crossdresser Amateur Big Tits Cumshot Bareback Creampie Fetish Blowjob blonde Big Cock Asian gangbang domination Guy Fucks Shemale Interracial sex Mature Futanari Frottage Compilation Ass to Mouth Cartoon cum in mouth double anal dating life in Mars? life
80%
Alex pt. 3
After that b****** in the bathroom, me and Alex hung out a couple times. we went to a bar, and I ordered a beer, Alex had vodka and cranberry. I didn't want to get too drunk, because whenever I do I can't seem to get hard. Of course, I knew all along that somehow that night I would finally... Read full Story
Mike212 2018-07-02 6,223 Teen (18+) Blowjob Big Cock Ladyboy Guy Fucks Shemale Frottage Homemade
54%
hi is me
im happy later of much time im a verified model , because other person have much videos of me and is not good look your videos in other page is not your .... thanks shemale for give me the chance to be verified love you... Read full Story
Kimberly Polizzi 2019-08-21 3,671 Amateur Latina Big Cock Shemale and Girl Compilation webcams
0%
Cheeze or Sleaze ? , Chat up Shite
You Know what will look Good on You ? Me ! Wanna know what I like the most in you ? My Cock I’m not a weather man, but you should expect over a few inches tonight. I think there’s a mirror in your pants? Coz I can see myself in them Hi, can I buy you quite a lot of drinks? I can cook ... Read full Story
Lucy❤ 2021-05-05 1,678 Compilation Humour
50%
Need A New Keyholder/Daddy
I get an erotic thrill off of the thought of another man "owning" my body and having control over my sexual pleasure. I enjoy having my boyclitty, my cock, locked up in a chastity cage; it represses my erections, hides my cock so I rarely see it, and denies me any of that little sexual pleasure of t... Read full Story
Chrissy Tunnell 2022-02-14 2,470 Crossdresser solo Amateur Fetish Ladyboy Lingerie domination Guy Fucks Shemale Frottage
50%
My erotic dream
Over the past few years I have been thinking about one very important thing.To jerk off all the time and to think about beautiful, sexy trannies who want you to fuck them for the rest of your life. I give in to temptation and when I see cum on my face, that's when a strong orgasm calls to action. In... Read full Story
Kalio 2024-03-06 4,494 Cumshot Masturbation Shemale Fucks Guy Blowjob big ass Compilation
100%
My Noisy Upstairs Neighbors Part 2
In my previous post, "My Noisy Upstairs Neighbors," I shared the story of how I finally confronted my upstairs neighbors about the constant noise they were making. However, this encounter took a devastating turn, leading to a traumatic and deeply violating experience, when they raped me and filmed i... Read full Story
Chrissy Tunnell 2024-07-16 2,631 Crossdresser Cumshot Fetish domination Guy Fucks Shemale Mature Frottage sissy femboy
100%
Groped on the Bus
In real life I do not crossdress in public, I am not yet comfortable being my true transgirl self, I wear normal men's clothes and I look like a guy. So I look very different from my persona here. So...there I was standing among dozens of strangers at a bus stop. I kept looking up from my phone ... Read full Story
Chrissy Tunnell 2023-03-17 5,244 Crossdresser Amateur Masturbation Ladyboy Guy Fucks Shemale Frottage
100%
Groped on the Bus!
In real life I do not crossdress in public, I am not yet comfortable being my true transgirl self, I wear normal men's clothes and I look like a guy. So I look very different from my persona here. So...there I was standing among dozens of strangers at a bus stop. I kept looking up from my phone ... Read full Story
Chrissy Tunnell 2023-03-22 5,264 Small Tits Masturbation Fetish Big Cock Ladyboy Guy Fucks Shemale Frottage
100%
My Noisy Upstairs Neighbors Part 4: Getting Pimped Out
"Hey bitch," Paul said with his now routine greeting to me standing at my apartment's front door. "Lets talk." And as also routine with him now, Paul just marched passed me like a boss to my bedroom. I closed the front door and joined him there. "First off, get naked," he demanded. "Um..what?"... Read full Story
Chrissy Tunnell 2024-07-21 2,840 Crossdresser Bareback Fetish Ladyboy Lingerie domination Frottage sissy femboy shemale + shemale
50%
Carol, The Saga Continues
It's very late Monday night as Carol returns from the date that J C had forced her to keep, she places her purse on the hall table, throws her jacket over a chair and walks toward her bedroom. She can't wait to shed this clothing that J C demanded she wear. As she walks, her feet, clad in the five i... Read full Story
shemale lover 2012-03-09 2,874 anal sex shemale deepthroating
87%
My best night at a gloryhole and theater.
Hello, this is an account of what I consider my best night of my life; I was living in Baltimore, MD, Essex area at the time. A little background on me is that I am married now and at the time of this night but not that happy at the time. I was married for about 8 years and my wife and I decide to f... Read full Story
jenniferboobs 2021-11-12 5,469 Crossdresser Cumshot gangbang Compilation cum in mouth gloryholes theater
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 5,617 anal sex sucking shemale
100%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
shemale lover 2011-10-13 3,896 asshole Blowjob asslicking
83%
Five Years Gone
"Five Years Gone" "Hi, this is Maribel." Her voice was a little more throaty and lower than I had envisioned, but that along with her Spanish accent made her even more alluring. I kept running her photos through my mind while I answered: "Hey Maribel, I was hoping t... Read full Story
shemale lover 2012-11-07 3,811 Cumshot oral ass licking
93%
Chance Encounter Part 1
My first encounter with a trans woman wasn’t all that great to be honest but I still felt it was something worth exploring at the very least as I am open minded. My second encounter was trully something special. Through word of mouth I was asked to stop by at a house not too far from where I was ... Read full Story
Katlick 2019-10-07 8,252 Small Tits Frottage Homemade
100%
Lola Chapter 4
We sat at the table. I had made the effort to cook a small three-course French-inspired dinner. I was in love, but Lola’s mind seemed elsewhere. - How nice… She was chewing absent-mindedly. - I have to ask you something. - Shoot baby. Ask away! Lola looked deep into my eyes: - Could you ima... Read full Story
BellaBeau 2023-10-30 5,843 anal Cumshot Latina Bareback Creampie Shemale Fucks Guy Frottage Homemade Lola
76%
Porn Princess
They say if you are going on a journey of revenge, to dig 2 graves, one for your enemy and one for yourself. I thought I understood the meaning of that saying, but never so much as right now. My name is Dan, and at the age of 21, I had been working for nearly 2 years as a production manager for ... Read full Story
shemale lover 2012-09-02 24,184 Cumshot Blowjob fuck fingering big boobs
92%
Southern Hospitality Ch. 04
XtinaSmith2017 Ash awoke feeling cold, he pursed his lips a little and shivered, curling up a little tighter, nude as he was, the action brought little relief from the cool air. He let out a soft murr of discomfort as his mind shook off the cobwebs of lingering dreams, he could see light throug... Read full Story
Gwapo67 2022-05-16 6,906 Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Mature cum in mouth
90%
Liberty in Lisbon Part 1
My wife and I started to plan early retirement. We planned to take trips and live in various parts of the world for a few months here and there. Of course enjoy the grand kids more. Then my world changed. All plans out the window. I was suddenly by myself. The thing I wanted to get away from most, m... Read full Story
Rusty12 2019-06-28 8,256 Amateur Big Tits Cumshot Masturbation Blowjob Big Cock Frottage
100%
Horny Writing A Strange Habit
I enjoy watching videos which I can Vicariously live. This is nothing more than my horny hobby, an amalgamation of various thoughts. My form of hands free edging. Spell checked only, "No I haven't proof read a first draft, not trying to publish masterful works here." Hope to hear from those w... Read full Story
Araina 2021-03-08 2,865 Crossdresser Amateur Big Tits Cumshot Bareback Fetish Blowjob Big Cock Guy Fucks Shemale Frottage Homemade Ass to Mouth cum in mouth
92%
Lola - chapter one
This is a fantasy but with a lot of inspiration from real life experience. More chapters to follow. Chapter 1 So now I knew, without a shadow of a doubt, what it was that caused this familiar smell in my house - and where it came from. When I got back home my laptop was lying open on the kitc... Read full Story
BellaBeau 2023-10-05 6,252 anal Amateur Cumshot Masturbation Bareback Blowjob Guy Fucks Shemale Frottage Homemade
96%
Family Frolic
FRIDAY My sister and her husband wanted to take a few weeks off in the sun and asked me to look after their kids for a while. I'd move out of my tiny apartment and into their house for the duration. As I was still living off my severance and they had a nice spread with an indoor pool and a h... Read full Story
shemale lover 2012-01-14 31,203 strapon porn
33%
A Certain Perception
Kyra was not the girl of my dreams. I never DARED dream a woman that good would just walk into my life. She was smart, sassy, vivacious, intuitive, resourceful, and a real 'people person'. We met in an Internet chat room called "Working Girls". We're not talking about the kind you find in ... Read full Story
shemale lover 2012-02-23 8,399 Fetish transformation dildo
83%
Elaine & Me
- Chapter One – Our First Meeting - I had two weeks to go before the final degree exams and I was working hard. Perhaps too hard, because I desperately needed a break from the hours and hours of revision. It felt like I just couldn't take in any more detail about Quantum Mechanics or Solid ... Read full Story
shemale lover 2012-03-31 11,554 sucking Fetish transsexual
100%
Lola Chapter 2
Lola Chapter 2: A couple? It wasn't as if we were together. We had jerked off together once, and of course we slept in separate rooms, but I slept restlessly that night. Dreamed something scary that I couldn't remember in the morning. I didn't have work scheduled that day so I took it easy. When ... Read full Story
BellaBeau 2023-10-05 5,577 anal Cumshot Creampie Guy Fucks Shemale Homemade latina Tgirl
100%
Masturbation fantasies 2: Looking for Amanda
Previously: William, a young lawyer who has no luck with women, decide he needs some relief from a live girl. Scared of going with a prostitute, he decides to try out a peep show first. Without knowing that the stripper he chose is kind of special, he ends up in a show with a shemale called Amanda w... Read full Story
ThatEroticWriter 2019-07-24 9,026 Big Tits Cumshot Masturbation threesome Frottage
73%
My night with my Black Master
I posted on this site i would like to be a blackmans sissy,i did get a response from a guy who said he was looking for a white sissy to use i told him i was 55 and never done this before but i would love to be his sissy for a night,we arranged to meet at a holiday inn on the M6, we meet in the bar h... Read full Story
bigtranslover 2013-12-29 7,733 first time shemales interracial sex
74%
Becoming the girl i really am....
I guess I'll start from the beginning, I was in my early teens and my parents had friends in town who we did everything with, travelling, camping, holidays, the works. They had a daughter who was a couple years older, and a son who was my age who was pretty much my best friend. We started masturb... Read full Story
shemale lover 2014-05-27 8,436 first time shemales licking
94%
Becoming the girl i really am part 2!
I smiled up at my best friend, dressed up in sexy lingerie and smiled, "Can i dress up too?" i asked in a hopeful tone of voice. "Oh, wow, really? Yea sure!" brian answered with excitement in his voice. "Go into the guest room, my sister keeps all her clothes in the dresser ... Read full Story
shemale lover 2014-06-11 5,660 first time shemales cum
94%
My black shemale fucking me
My dear guests, I can't deny the fact that I enjoy reading Your comments more and more. Here is what a guy that goes by nick EbonyTSLover writes about the way his black shemale lover Mary with a huge 10.5 inch cock dominates and fucks the hell out of him. I've had Mary's very large black cock so ... Read full Story
shemale lover 2015-06-11 9,025 anal domination dick
76%
The Anniversary
After ten years of marriage, Anne and Edward were still very much in love. They had no children and still had a very active sex life. They tried to keep things interesting by trying new positions, techniques and playing games. They often role played and wore costumes which was a lot of fun. Howev... Read full Story
shemale lover 2015-07-25 4,919 cock shemale fingering
40%
Been a ladyboy slave
I have been a slave to a ladyboy in thailand. I challenged her to wrestling match to see who is dominant and she won and sat on top of me nearly naked with her cock hanging over my face, and proceded to taunt me, and made me suck her cock and submit to her. Then she strapped a leash on me and tol... Read full Story
shemale lover 2015-08-07 9,153 sucking shemale domination
83%
His First Tranny
He quietly said "Is it true you have a dick?" I looked directly at him and told him he should put his hands under my skirt and find out.I got hard right away. I love the way my dick feels rubbing against my panties. He put his palm over my panties and starts stroking my dick. His eye... Read full Story
shemale lover 2015-09-21 9,787 Creampie fucking dick
97%
Her First Encounter
Chrissie took him back to her apartment. He sat on her couch and sipped at his drink while easing slowly toward her on the couch. He put his arm around her shoulder; Chrissie felt so excited and felt her cock hardening. He started kissing her and pulled her close.Chrissie sucked on his tongue.One... Read full Story
shemale lover 2015-10-27 9,672 shemale cum oral
80%
Who Could Choose Between Shemales And Females?
I knew that this guy was one of those eccentric rich people who don’t really know what to do with themselves, and I was not really expecting an invitation to the party at his villa on the beach. But why not. I don’t refuse free drinks and other stuff that can make you happier about your ... Read full Story
shemale lover 2016-06-08 5,758 Cumshot stroking hand job
71%
A night with Jilly
My stomach tensed as I heard that knock on my door. A week of excitement, email and photo exchanges had finally come to this moment. I slightly opened my hotel door as a man carried a bag quickly into the bathroom and closed the door. I nervously waited with my hard cock soaked in pre cum over and o... Read full Story
shemale lover 2016-10-26 5,941 sucking shemale ass licking
100%
Free Shemale Cams - Source Of Hidden Gems
So, at my bachelor’s party my friends set me up with a hooker. We had been partying in a hotel room, and after quite a few drinks they left the room and closed the door behind them. They had told me they would be right back. Instead of them, a really hot chick opened the door. She let herse... Read full Story
shemale lover 2011-08-10 2,640 sucking facial dickgirl
50%
My first threesome
My lover and I just finished sucking each off and were laying next to each just talking and he ask if I had any fantasy's and I said I like dressing in lingerie. He went to his closet and came out with a black bra and panty set along with a full black slip. He asked if I would put these on and I was... Read full Story
shemale lover 2011-08-22 2,577 shemales oral sex Mature
100%
My first time with a shemale
Let me tell you a little bit about myself I'm five feet 10 inches tall around 220 pounds, brown hair and eyes very muscular, I'm an ex-professional boxer. Around 10 years ago I I was working as a bouncer erotic a nightclub in Fort Lauderdale, when one night I heard a commotion in the parking l... Read full Story
shemale lover 2011-08-23 3,959 anal sex cum oral sex
100%
Charisma & Tiffany Part 5
The sorceress set aside the bamboo cane. She released her captive from her chains, and Tiffany fell to her knees, a dead weight, before sprawling upon the cold, stone floor. The shemale sobbed repeatedly, her face as awash in sweat and tears as her buttocks were awash in blood. Her breath came and w... Read full Story
shemale lover 2011-09-02 2,314 hardcore shemale domination
50%
Come to the party
It was Saturday and all the other bois had plans. I was alone in our rental home. I decided to dress up and go out. I put on panties, a bra and cami. All matching black. I put on eye liner, shadow and mascara, lightly. Lip liner and lipstick. I was going to wear jeans so I kept the makeup barely not... Read full Story
shemale lover 2011-10-01 2,410 first time shemales
82%
I am a Shemale's Slave
I live here to serve a shemale and I know the role. I am not a sissy dresser or anything like that and she is not rough on me but whenever she wants to fuck me or wants me to suck her cock I do it and if she wants to watch her shemale friends pleasure themselves on me I let them do it. I have... Read full Story
shemale lover 2011-10-16 9,715 anal Creampie oral cum swallowing
66%
First time
I once met a sexy tranny when i was out walking and she enticed me along a forest path and into some bushes where she began to slowly undress me. I was wearing very soft satin and lacey lingerie underneath my normal clothes, she knelt down in front of me and slowly took my soft satin cock into her m... Read full Story
shemale lover 2011-11-07 2,537 Creampie Lingerie transvestite
87%
My first time with a shemale
My girlfriend had been out of town for a couple of weeks and i was so horny and wanted to get upto something kinky. I called a shemale site from la costa del sol called taiakshemales and arrange to meet one of the beauties. I was very nervous as i drove to her house as i never touched a dick befor... Read full Story
shemale lover 2011-11-07 4,172 anal shemales Fetish
100%
The never that you never know
My story began when I use to promote adult entertainers. It was no surpise to me that alot of them was gay ( that didn't bother me my sister-inlaw is a Tgirl). Anyway I began going to the after parties, while attending the different parties I met Mya she was so beautiful. We hit it off and became be... Read full Story
shemale lover 2011-11-24 2,481 first time shemales big dick oral
92%
The clerk needed a ride
It was a Friday night, and was out with some friends heading to the bars when we stopped at a convenience store for some snacks, and condoms etc. This was my second year of college and these guys had turned into friends that I hung out with almost every weekend. This night I noticed this stunning cl... Read full Story
shemale lover 2011-11-28 2,903 anal shemales taboo
50%
My Fantasy
This dint really a sex story, more of a plan I would love to find someone willing to play with me. I would like to find a women who has a plumbing problem call me and ask me to come over and look at her problem, she would meet me at the door, wearing a robe tied at the waist, as she shakes my hand I... Read full Story
shemale lover 2012-01-03 2,359 first time shemales Mature
50%
Penis dreaming
Boys love blow jobs and I know that oral pleasure are often better than sex -if its done properly. I sincerely hope I’ll one day life my dream and get the chance to take on a huge black cock or a tiny pretty penis like mine. There are of course some constraints. Hairy, smelly or strange colore... Read full Story
shemale lover 2012-01-03 2,121 first time shemales Fetish