Sort by
Relevancy

Free Stories

100%
SISSY MARI DE MAÎTRESSE
Morgan Ashley était une très jolie dame, pas une star de cinéma glamour, mais bien plus jolie que tout ce que son mari mauviette Robin attirerait normalement. À peine sortie de la douche, elle portait un peignoir en velours côtelé rouge et ses longs cheveux roux étaient enveloppés dans une serviette... Read full Story
Femboy 2021 2023-01-20 1,538 Stockings Crossdresser Fetish Blowjob Big Cock Lingerie domination Sex Toys
100%
ladyboy Yaqi
After graduating, she began to wear women's clothing to work all day for a month. After Yaqi went to work in this company, she had to wear tight dresses and stockings and high heels every day. After a long time, she also got used to the close-fitting feeling of wearing pantyhose. More importantl... Read full Story
Victor Chen 2023-03-23 5,619 Asian Ladyboy
50%
SISSY MARI CHANTAGE ⚧️ ⚧️
La journée a commencé comme n'importe quel autre jour. Vikki se lève à l'aube, prend sa douche le matin et se sèche les cheveux. Ses longs cheveux ondulés brun foncé Lucius tombant en place aussi élégamment, magnifiquement et naturellement que jamais. Avoir l'air époustouflant était une demande si f... Read full Story
Femboy 2021 2023-03-25 1,308 Stockings Big Cock Lingerie Sex Toys cum in mouth maitresse épouse femme dominante force poule mouillé
100%
Zoe procures a sissy..Chapter 1.
Zoe Viper sat back on her sofa extremely pleased with how her Friday night was shaping up. Wearing lace top stockings,a tight,black,latex miniskirt with a red satin corset and elbow length,black latex gloves,she took a drag on her blunt. Blowing out the smoke through perfectly painted red lips,she... Read full Story
Jasonlovesatin 2024-06-28 3,453 Lingerie domination sissy
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 5,926 anal sex sucking shemale
100%
I've Met My Match
I got tired of dealing with the games that girls in my area like to play so with the suggestion of a friend of mine I put my profile in a premium transgender personals. A month went by and I almost forgot about my profile. I need to give a little background on myself. I am a straight male a... Read full Story
shemale lover 2012-01-22 4,101 Lingerie transgender heels
100%
A busy Friday night
I had been looking forward to this weekend for a month. My wife was going to visit some friends in NYC, and I was staying home, by myself. Yup, just me and all of my favorite things, like stockings and panties, and sexy little outfits. The torture was finally over, and the Friday she was to leave, a... Read full Story
shemale lover 2012-02-28 4,224 anal gay male Fetish
40%
Little tranny for old pervert
It happened not later that there was 15 days. I do not hide I'm bisexual and love as the amorous jousts with men than women. I also like the transsexuals and trav .. There was a long time that I had not played with one of these wonderful creatures. And this weekend I was lucky. I always trolling ... Read full Story
shemale lover 2012-03-17 5,080 taboo anal sex sucking sperm rimjob
88%
Robbed And
I was in the ensuite off the bathroom applying the last of my make-up to complete my transformation from Martin to ‘Michele’ when I heard the disturbance. My wife Kerry was waiting for me in the bedroom nursing a gin and tonic. We had just returned from a boring party and I had convinced... Read full Story
shemale lover 2012-04-23 8,640 Creampie Fetish crossdressing nylon
80%
Michele And The Predator
The predator peered through the bedroom window and smiled; he couldn't believe his luck. This woman was just to his taste; he felt himself begin to stiffen as his eyes devoured her; he couldn't wait until he had his hands on her. In his mind he played out the scenario that he envisaged would soon ta... Read full Story
shemale lover 2012-05-13 4,772 Fetish transvestite fiction
100%
Betrayed Chapter 5
We slept until eleven Sunday Morning, made leisurely love, then showered. It was decided this would be a casual day for Dianna and Lisa; jeans, T-shirts, and athletic shoes. With Dianna's help, I still looked good enough to eat – at least, she thought so. Dianna looked… damn, no woman h... Read full Story
shemale lover 2012-05-29 2,953 cum jerking oral sex tit licking
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 24,566 Cumshot Blowjob fuck fingering big boobs
66%
Ladyboy dominatrix
If you read my other stories you know I'm intersexed and I was a ladyboy prostitute when I was um, very young. I don't condone such activities. They were sick perverts who used me. True I got a lot of money and expensive gifts but that doesn't make it right. They should all be castrated. Th... Read full Story
shemale lover 2012-10-15 10,502 Fetish Asian domination sissy rimjob
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 7,252 Big Tits Bareback Creampie Shemale Fucks Guy Blowjob Mature cum in mouth
50%
PRIS DANS UNE NOUVELLE VIE
C'était mardi soir, ce qui signifiait que Lena se préparait pour son cours d'aérobic. Bien qu'elle ne travaillait pas, elle était certainement occupée à construire et à maintenir une vie sociale et à faire en général les choses qu'elle voulait. Il n'y avait pas un jour où Lena n'avait pas fait qu... Read full Story
Femboy 2021 2023-01-19 1,798 Stockings Crossdresser Amateur Fetish Big Cock Lingerie
50%
QUELQUE CHOSE DE NOUVEAU ⚧️ ⚧️
e me suis transformé en un fétiche de travestissement de poule mouillée de Tumblr à l'époque. J'avais l'habitude de m'habiller avec la lingerie de ma femme, de regarder sissy hypno, de discuter avec des hommes. Mais j'avais besoin de plus. Donc, comme "cadeau gag" parce que je n'étais pas du tout sé... Read full Story
Femboy 2021 2023-03-25 1,555 Stockings Blowjob Lingerie Interracial feminisation gloryhole strapon fuck plug anal cage de chateté domination fémi poule mouillé salope forcé a me protitué
50%
DÉLICE DES VOISINS ⚧️ ⚧️
C'était vendredi, le réveil a sonné ; ma femme a tendu la main et l'a éteint en se levant pour se préparer au travail. J'étais infirmier et j'avais un week-end de trois jours comme d'habitude ; et comme d'habitude, je me suis levé et j'ai préparé le petit déjeuner qui consistait à griller les bag... Read full Story
Femboy 2021 2023-04-02 1,039 Stockings Blowjob Big Cock Lingerie sissy cum in mouth surprised sexe anal travestisem
100%
A Line in the Sand
The Line in the Sand In my youth the relationship between the Black community of heterosexuals and the members of other branches of human sexuality was complex and delicate at best. The biblical interpretations of sexual laws coupled with the slavery based abuse of Blacks involving gender identi... Read full Story
DRILLMASTER 2023-11-03 6,406 sissy
100%
Lady In The House Ch. 05
A story by MicheleNylons (Crossdressed prisoner is forced into prostitution.) From Part IV Then Eddie looked down at my body and noticed the semen pooled at the front of my panties. My semen! He looked down at his tight belly and saw a slimy stain that was the result of my ejaculate spread th... Read full Story
✘Transensual✘ 2019-02-25 5,021 Crossdresser domination PRISON prison sex
50%
Hard Decisions by Elaine © 2020
Hard Decisions by Elaine © 2020 No one in this story is based on anyone alive or dead. It is a work of fiction and should not be read by minors. I appreciate the kind efforts of many of my friends who cast a welcoming glance over the initial writings. I owe you all a big debt of thanks. Prolog... Read full Story
Elainetguk 2023-09-06 5,330 Stockings Big Tits Creampie Lingerie Guy Fucks Shemale Mature
80%
Adult Porn Shops
Around my senior year in high school I became more enamored with sex as all teenagers do. I loved lesbian sex and was addicted to shemale's as well. Nothing turned me on about gay sex. I was only curious about being with a shemale. So being underage the only porn you can get is via internet or throu... Read full Story
shemale lover 2011-10-09 5,412 domination gay porn booth
100%
Becoming a Cock Worshipper
I first realized I was bi the summer after high school. Up until then I had only been really interested in girls. Like any high school guy I watched a lot of porn and soon realized that I really liked really nasty deep throat blow job scenes. I especially enjoyed watching a girl choke and gag and... Read full Story
shemale lover 2012-02-29 4,285 Fetish crossdressing
50%
A Perfect Life
The reasons I am not writing this myself. I have finally convinced someone to do it for me. She promised to post it on the Internet, but only as fiction. I suppose it is a bit unbelievable. It all started with the best of intentions. I had married my love while we were still in college. She... Read full Story
shemale lover 2012-05-05 13,141 transgender
87%
Seducing Daddy
I had started crossdressing when I was 5 years old when I went trick or treating as Princess Leia for Halloween. The first time I pulled on a pair of pantyhose, I was eight years old. I could not understand how a piece of clothing that I could crumple into the palm of my hand could cover my mother's... Read full Story
shemale lover 2012-08-01 7,606 Cumshot oral sex crossdressing
100%
My biggest ever-scary, but rue!
Since I'm pretty much sub, I don’t really ever say no, but maybe sometimes I should? I got an IM from a guy on a hookup site I sometimes visit and after a little bit of chit chat about the weather and what sorts of music etc we liked, he invited me to his place for an afternoon of fun. I'm usu... Read full Story
shemale lover 2012-08-14 2,954 anal Cumshot Fetish oral
66%
Dirty Black Summer Chapter 2
Back in the safety and seclusion of my mountain retreat later that afternoon, Summer and I sat back and drank a few beers to unwind, allowing the adrenaline and endorphins racing through our systems to subside somewhat. "I think we succeeded in getting inside his head a little," I told ... Read full Story
shemale lover 2012-09-25 4,721 tranny erection kissing
85%
Busted and Hoodwinked
INTRODUCTION Mack and Barry were cell mates in prison which is where they first met. They had both been convicted of burglary and breaking and entering. The befriended each other while in prison and became lovers. Barry was gay and Mack became a bisexual during their time in the same cell. Mack a... Read full Story
shemale lover 2012-09-30 6,403 anal Cumshot Ladyboy oral
92%
Caught in High Heels
I couldn't believe the feeling as I slipped the pantyhose on over my legs. This was an absolute dream come true and I was living it right now. My friend Julie had gone out for the night with her 15yo daughter and she'd given me the spare keys to her house. She'd had a tradesman doing some work an... Read full Story
shemale lover 2012-10-12 6,226 Cumshot Fetish crossdressing
100%
Whores And Pimps Part 3
Michele pulled at her bonds, struggling and wriggling on the bed trying to break free for a few minutes until she realised that she was securely tied and had no way of escaping. Ellie sauntered over to the bed and looked down at Michele, "Well honey, looks like we have you just where we want... Read full Story
shemale lover 2012-11-09 3,870 Cumshot wanking swallowing
81%
Forced Entry
Danny sat at the bar of the Holiday Inn nursing his fourth double scotch, espousing to the man beside him the reasons why his company was the best designer and distributor of accounting software in the world. Danny was a large man in his forties and was running to fat. He was dressed in a travel-... Read full Story
shemale lover 2012-11-16 16,265 Big Cock oral transvestite forced sex
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 8,576 Shemale Fucks Guy doggy style Guy Fucks Shemale cum swallowing riding cock
62%
White Sissies on Black Dicks
Sunni inhaled the marijuana, held it in for a few moments, and then released a puff of smoke in the air. The effeminate white man with a platinum blonde Mohawk pressed the number two button on his phone to listen to the message. He heard a deep-voiced Black man say he needed his dick sucked and woul... Read full Story
shemale lover 2014-09-11 12,993 ass suck Big Cock oral sex Interracial cd
77%
Lay Report #2
Real TS Encounters Lay Report #2 6/12/2016 Hey, what’s up! So I’m writing to you on Sunday afternoon. I had another TS Encounter last night, well early morning really. This girl I also met off Craigslist. As usual I’ll try to weave some information/teaching into the story which will hopeful... Read full Story
caspergrey 2016-07-04 7,879 cock sex ts pictures stories
75%
Lay Report #4
Real TS Encounters Lay Report #4 6/27/2016 Hey there, Welcome to “Lay Report #4” So this is yet another Craigslist hookup. I would love to make my next report show a different way to meet a girl other than Craigslist. It just so happens that my last four hookups have been from Craigsl... Read full Story
cngwriter 2016-08-29 3,501 party Best Lay Report So Far #4 Bronx Hot as Fuck
40%
Lay Report #5
Lay Report #5 8/10/2016 Craigslist Style Meet-up from TS Dating Hey, It’s been a few weeks, but finally hooked up again and therefore I am presenting to you “Lay Report #5.” So I was in Manhattan at around 12:30 am on a Wednesday. I was in my car about to go back to Long Island when I... Read full Story
cngwriter 2016-09-04 4,385 ass fucking tgirl
65%
Lay Report #6
Lay Report #6 Sunday Night into Monday Morning, August 29th, 2016 Location: Long Island to New York City Title: “Post-Op TS Hookup. Not my first, but probably going to be my last.” What’s up! It’s Casper again, and I have yet another “Lay Report” for you to check out. So let’s just get r... Read full Story
cngwriter 2016-10-10 6,140 post-op soft real ts encounters Lay Reports manhattan
100%
Lady In The House Ch. 08
A story by MicheleNylons (Crossdresser must comply with jailhouse heavy.) "You!!!" Eddie screamed through the bars, then laughed. "Well done girls, quite a show, I really enjoyed that; and so did Michele obviously," he said snickering and pointing at the tent in the front of my skirt caused by... Read full Story
✘Transensual✘ 2019-02-25 6,174 Crossdresser domination PRISON PUNK prison sex Prison Bitch
50%
How Nasty is Car Sex?! Nasty & Depraved
How Nasty is Car Sex?! Nasty & depraved for a worthless POS like me. My living situation does not allow me to have people over, but I have a car... and ts-based social media. It's been real easy to connect with the Blk men I desire. Nothing feels like a veiny 8"+ B B C. It's addictive and it gets me... Read full Story
Carleé Pinx 2022-09-07 4,018 Interracial bbc car sex Hookup Interracial Car Sex Black Men
100%
My story, more or less pt.3
Earlier on, when I was scouring through various drawers and closets for feminine clothes in my home I have stumbled upon two old skipping ropes. "A fun time" I thought to myself, not giving them another look and continuing with my search. Little did I know they would become the backbone of my "sessi... Read full Story
Thigh_High_Boi 2023-01-06 4,076 Stockings Masturbation Fetish Ladyboy Lingerie Homemade pov
100%
CD Gone Wild
I'm a little CD slut, and get strong sexual urges that I can't control or resist. I think I'm far from passable, but men seem to think otherwise. Some men value a slut as a precious thing; the kind I look for. For that reason, I'm proud to be a slut. I love to be told what a slut I am; being called ... Read full Story
PetiteSlutKimberley 2023-03-30 6,707 Creampie bareback anal sex bbc fucks cd
66%
CD Sister play I
I posted an ad in my favorite hookup list seeking a sister CD to come and play with me. None of the dozens of ads I had placed before had received a single response so I expected none this time. I began to assume that CDs tend to regard each other as competition rather than sisters. My ad, includ... Read full Story
PetiteSlutKimberley 2023-04-07 5,529 trap bareback anal sex cd fucks Lesbian Crossdresser
100%
Hits, Misses: G
Ok, what follows are some accounts of hookups and almost hookups I've had with transwomen in the late 2000s, early 2010s. Some I think about a lot. Others I've forgotten completely and am attempting to interrogate my memories. Things have changed a lot in the culture, mostly for the better. Visibili... Read full Story
bybaking 2024-02-06 5,267 anal Amateur Cumshot Bareback Big Cock Ebony Guy Fucks Shemale Interracial black Tgirl
85%
cruising park blowjob in the moonlight
Back in the early 2000's I was really having this lust for sucking cock. I would come home from work, watch porn, stroke, cum and then a few hours later I would want the real thing. So I searched the internet and found a site called "squirt". On this site they tell you where all the cruising plac... Read full Story
likesboth 2024-10-08 1,537 Cumshot Blowjob Big Cock
100%
Making A Sissy - The Story Of Melvin & Ryan
Making the Sissy Faggot the story of Melvin and Ryan The beginning chapter 1 I am Ryan I am forty years old and recently separated from my wife of twenty years. The separation has been a rough and the worst experience in my life up to that point . Unbeknownst to me at that time I was about to ... Read full Story
CandiLovecocks 2024-11-27 928 domination humiliation submission sissy faggot degradation
100%
My Favorite Trans Model Turned Me in to Her Slut
A couple months ago I was on a trip out in Las Vegas for work. We had some down time after dinner and I was pretty tired of socializing, so I went back to my hotel room to relax. I found myself pretty bored and horny, so I started watching porn and jerking off. I’m married to a beautiful woman, and ... Read full Story
strongjohn518 2024-12-02 2,630 anal Cumshot Bareback Blowjob facial domination virgin rimjob Ass to Mouth gape gaping Hookup topping
91%
Stepdaughters Pleasure Daddy
As I was showering, I was thinking about Anna coming. What would I say to her? How would I act? I felt very uncomfortable and I was getting extremely nervous. I finished washing, then shaved. As I was getting dressed, Dawn came in. "I know your hungry, Daddy, but let's go out for breakfast.&... Read full Story
shemale lover 2011-12-05 8,153 anal licking Creampie
100%
Fixing The Car
I had been cross dressing since I was about 10 years old, I'm now in my thirties and this story is about my first encounter with another man. It all started one day when my wife would be out for the day and I had settled down to surf the net looking for transgender sites, I was only dressed in a bla... Read full Story
shemale lover 2012-11-08 4,388 first time Fetish crossdressing sucking off
100%
I Give Up
The following story is the first of four parts of a tale that explores the theme of transformation. It is thematically similar others that I have submitted but has a larger narrative arc. I hope you enjoy reading the first portion, Act One & Two. I continue to work on better editing and someone h... Read full Story
ASSEaster5678 2018-09-14 9,662 Cumshot Bareback Shemale Fucks Guy Big Cock Ladyboy
75%
A Couple And A Shemale Encounter
Not long ago I was sitting home alone on a Friday night with nothing much to do and feeling horny so I decided to go out. I showered, misted myself with my favorite perfume, put on a sexy black bra, rolled on a silky new pair of jet black sheer to waist pantyhose, slipped into a tight, very short, l... Read full Story
shemale lover 2011-08-26 5,656 anal Creampie shemale
50%
One Torrid Night
I had no idea how a sexual impulse one night while we were fooling around would excite us so much later. We have been married for nearly 27 years and we have just found our love life again after some barren years. A year previous to this story I had come out of the closet and told my wife about my c... Read full Story
shemale lover 2011-12-28 4,537 shemales Group Sex sucking Big Cock
100%
Tilted Kilt Chapter 3
Girls Only Party I drove down to my sister Katie's house in Carlsbad on Saturday morning to spend the weekend with her and her girlfriend Brandi. I live in North Orange County so it was only an hour drive. She's 25 and I'm 24 so we grew up together and were always friends. We shared our lives and... Read full Story
shemale lover 2012-01-25 3,413 Cumshot sucking Big Cock
75%
Backseat T-Girls
A few months ago I had another one of those hot encounters that only adult film stars/models such as myself seem to have. It was one of those spontaneous, animalistic, “got-to-have-it-now” type encounters. For those of you who do not know me I am a transgender (male to female) adult v... Read full Story
shemale lover 2012-02-09 3,397 Cumshot suck Big Cock fuck
50%
A Murder Misstery
When I rolled out of bed that fateful morning, I had no way of knowing that it would be my last day as Matt McCoy. After showering and dressing quickly (how I long for those days!) I bolted out the door for my train, looking forward to another manic day on the floor. Although I was one of the younge... Read full Story
shemale lover 2012-03-20 5,422 Fetish crossdressing feminization
100%
Hose and Heels in School - I'm a bad girl
A knock on the door? Who could that be? After all it was mid-evening on a Friday night and I certainly wasn't expecting anyone. I was looking forward to a night of relaxing on the sofa and nothing more. I opened the door and there stood Liza, staring at me with a smile on her face. "U... Read full Story
shemale lover 2012-05-11 3,428 anal sex fingering spanking crossdressing
100%
Caught and Used
I am a secret, heterosexual panty boy, that loves to dress up in my wife's lingerie when she is not around. My wife and I have two mutual friends named Mike and Mandy. Mike and Mandy had things stored in our garage while they moved. Well my wife had to go away for a day seminar for her company, and ... Read full Story
shemale lover 2012-06-09 6,009 anal shemale Lingerie crossdressing
100%
Fender Bender
It was the first week of June and school was out for the summer, I was 18 and had just finished my Senior year. One night while we were eating dinner, My Mom and Step dad informed me that they were going away for a week. When they got married they did not go on a honeymoon so they wanted to take one... Read full Story
shemale lover 2012-07-26 8,828 Teen (18+) Fetish crossdressing