Sort by
Relevancy

Free Stories

100%
First Encounter (Mexican Travesti)
I grew up near the U.S.-Mexico border and am ½ Mexican Hispanic and ½ Anglo (white). I visited Nogales Senora on the Mexican side on and off during my teen years. As a young adult, I was fearless and sometimes went across alone to visit the strip clubs, get a cheap lunch, or look for Mexican sweetie... Read full Story
AllenB 2022-09-07 6,713 anal sex Shemale Fucks Guy Blowjob mexicana cum in ass first time with a tranny
66%
A Ski Bunny is Born
AQToday I am a fully-fledged she-male, living with my girl friend Kim, who, to me, is the most beautiful girl in the world. We live as sisters to the outside world, but we are in fact passionate lovers. This whole true story started some 5 years ago, let us tell it to you. At that time I was a si... Read full Story
shemale lover 2012-06-21 11,302 anal sex Cumshot Lingerie oral sex Sex Toys
100%
Angel Chapter 5
On Monday morning, Angel Jones woke up smiling and with a feeling of well-being. She was still feeling the effects of the great sex that she enjoyed Friday night and Saturday morning, and the plaudits of the people at the Friday dance at the Gay, Lesbian, Bisexual and Transgendered Association. She ... Read full Story
shemale lover 2012-12-01 4,371 Cumshot sucking fingering
73%
Tabitha at 19
Tabitha’s home from her freshman year of college. She’s gone off to California to a screamingly liberal school and I’m sure she’s been making new friends, learning new things, opening her horizons and fucking safely. After I popped her cherry and we had a very discreet summer of me teaching her a lo... Read full Story
Giantsquid 2017-05-16 6,587 Small Tits Amateur Cumshot Blowjob Guy Fucks Shemale cum in mouth
60%
The first day of a sissy bitch
She's preparing to become a sissy slut First long and extensive showering then a total shave and she started to turn into the femme of a sissy slut. Naked in front of the mirror, she applied the foundation and spread it evenly across all areas of her face and neck. Next she slipped into her b... Read full Story
sqimyetxräa52 2017-12-19 9,164 Crossdresser Amateur Blowjob Mature cum in mouth
40%
Bewitched, Bothered And Bewildered Part 2
Still sitting beside Vivian, his mother put the catalogue down and shuffled closer so he could feel the warmth of her thigh against him. She took hold of his right hand, brought it to her lips and kissed it. “Can you do it left-handed?” she said, squeezing his fingers affectionately. ... Read full Story
shemale lover 2011-10-15 3,124 Stockings crossdressing feminization
100%
Turning my neighbour on in pantyhose Part 2
So.....there I was. Lucy...dressed up to the nines, crossed legged on the window sill. The guy next door, rock hard, almost licking his lips! I was sooooo turned on. I knew I looked fab today! Big headed? Sometimes you just know dont you? You are about to get to know me better.... Was it wrong to... Read full Story
shemale lover 2012-03-16 2,849 Fetish huge dick
100%
Fantasy to Reality Chapter 2
I faded in and out of consciousness My mind was pulsating from the excitement of a glorious dream, it involved a sissy kneeling subservient at the feet of her master, a single drop of cum dripped from her bottom lip and landed in the small puddle on the floor. The sissy's eyes looked up at the re... Read full Story
shemale lover 2012-07-02 3,059 Cumshot oral sex crossdressing
100%
A Wife Comes Around
Let me start by explaining that I was the prude wife. I wasn't very experienced in the sex department, and also very naive, when we were married, although neither was he. We had sex but mostly missionary position or me on top, nothing adventurous like doggy style, which in my naivete then I thought ... Read full Story
shemale lover 2012-07-25 3,989 fingering oral sex Sex Toys
87%
Story of Heather Chapter 1
So I have been struggling with who I am ever since I could remember. I guess the main point I'm trying to make is I was born a boy, but have always had the urge to be a girl. For years I have battled this and the growing hunger of letting this inner woman come out. As I have progressed through the y... Read full Story
shemale lover 2013-01-17 3,520 Teen (18+) Crossdresser Cumshot sucking Interracial
67%
My brother caught me crossdressing
It all happened 3and a half years ago.I started secretly crossdressing about an half a year before.One day my parents went out and told me that they will be late,and my b*****r was staying at his friends house (he was 17 back there and i was 14).As soon as they left the house i ran down to my mom's ... Read full Story
shemale lover 2013-08-09 55,257 Crossdresser Cumshot suck ass fucking cd
87%
My one and only meeting with a very hot cd
Meating Samantha It had been almost two years since my first experience with Dave. That was the first time a man had sucked my cock. It was the first time I had touched another cock and the first time I had sucked a cock. That day was the birth of a new me. I no longer was a homophobe. Although, ... Read full Story
BushBuns 2014-05-07 3,925 first time Stockings suck Blowjob cd
100%
Lucy and Emma 2
Saturday Special As Emma stirred from her deep sleep Lucy took it as an opportunity to roll her naked body within the arms that had softly held her all night, By the time Emma opened her eyes Lucy had managed to completely roll over so that they two were know face to face so that when Emma opened... Read full Story
Shadow8822 2015-12-08 4,444 kissing crossdressing cd girlfriend
76%
My Ts Escorts Favorite Memories 2
There ain't nothing like finding a sexy mistress that makes you do things you wouldn't usually do. I called her up wanting to fuck but instead she ended fucking me really good. I walked in her apartment and she had on a black sexy lace dress she stood about 5'9 super thick hips and... Read full Story
Ur Papi Chulo 2016-02-02 3,817 shemale cum mistress ts escorts tranny experience
83%
the start of what to cum
I responded to an ad on Craigslist from some guy asking for help to move some furniture. He was paying pretty well and, after I practically laughed at him for asking if I could lift the furniture, he agreed to have me over to get it done. We moved everything around for what felt like hours, often mo... Read full Story
oliviabecket23 2023-07-04 6,619 Crossdresser Lingerie domination Sex Toys femboy forced webcams
80%
A Fairy Tale Part 1
=-=-Chapter One-=-= "Heather?" My boyfriend was knocking on the bathroom door. "What's wrong, are you okay? Heather?" "Yeah..." I swallowed thickly and that was a mistake. I threw up some more, kneeling on the floor, feeling like I was dying. "Heather?&q... Read full Story
shemale lover 2011-12-06 11,356 Bareback cum ass fucking slave
50%
Caitlin and Mistress Vicky Chapter 2
I hummed softly as I put the finishing touches on the salmon. Teriyaki salmon was my wife's favorite dish and it filled me with pride to know that I was making her happy. My mouth watered slightly as I arranged the tray. (I would only be having a salad myself, as I had to maintain my figure.) Tak... Read full Story
shemale lover 2012-03-01 3,236 Fetish fuck domination oral sex
100%
One Special Night
Marilyn called me at the office with just three words. "It's on tonight." After a few moments of listening to the silence on the other end of the disconnected call, I realized what she was referring to. Immediately my cock began to swell, sliding slowly inside my satin panties unti... Read full Story
shemale lover 2012-09-02 4,309 Stockings Cumshot Masturbation Fetish Blowjob
76%
My Wife's Secret Fantasy Chapter 1
PART ONE: REALIZATION The old saying "you never really ever know some one" is quite true when it comes to my wife Debbie. Debbie has always seemed to come up with new surprises to keep our marriage stimulated and adventuresome. As I've recently found out though she seems to have been ke... Read full Story
shemale lover 2012-09-09 9,809 Crossdresser Cumshot Masturbation Lingerie heels
100%
When Curiosity Fills
I sat in alone in my office at 11:00 p.m. on a Thursday night in April, preparing an important motion in a multi-million dollar malpractice suit. After editing the final draft I sat back and took a deep breath. I was exhausted, and, oddly enough, pretty horny. The wife was out of town and somehow I ... Read full Story
shemale lover 2012-12-08 8,579 anal shemales cum
100%
bi to sissy caught and turned
It was during a Wednesday nite supper this past April when Penny my wife of seven years, suddenly looked me straight in the eyes while calling me a GAY COCKSUCKER ! Instantly while I swallowed hard and quickly looked away from her, my worse dreaded fears in life had somehow just become reality! So ... Read full Story
redthongthong 2022-08-02 8,705 Crossdresser bisexual sissy crossdresser forced feminization CAUGHT!
50%
Sissies Training Part 2
I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by ... Read full Story
shemale lover 2011-09-17 6,468 shemales Fetish bdsm
100%
Becoming A She-Males Bitch Part 2
After last nights ordeal I was given something to drink and taken to a bedroom upstairs. What I drank must have had some kind of drug in it because I was knocked out. I bet I was asleep in just a couple of minutes. I barely even remember lying down. When I woke up I was naked, sore as hell and fe... Read full Story
shemale lover 2012-01-04 8,726 cum oral domination
100%
Becoming Elizabeth Chapter 1
My name is Jack and I'm 32, and this is the story of how I was transformed into a pretty, cock-hungry slut named Elizabeth by my wife. I'm married to Debby, who is 44. Big age difference, huh? Well, it suits us just fine. How we met is a long convoluted story, but suffice to say that we were both... Read full Story
shemale lover 2012-03-11 3,271 cum fuck
100%
Meeting a guy from online Part 1
I had been talking to a guy Jim online for a few months he was white 47 and we got into some very erotic conversations on line and even had phone sex together a few time then we decided to meet,I was all too excited thinking about seeing him in anticipating what both of us knew what was going to hap... Read full Story
shemale lover 2012-06-03 3,029 Crossdresser Cumshot Ebony oral sex
100%
A Revenge Fuck Part 2
Frankie had been a great sport about the entire affair. She had taken me in, she'd showed me how to become and be the beautiful woman, Josie- she had completely made me who I was, even against her will. And then she was also there to shoulder support in my emotional crisis when things did not work o... Read full Story
shemale lover 2012-06-03 4,767 anal sex Creampie shemale oral sex
88%
Dark Temptation
Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... Read full Story
shemale lover 2012-06-22 5,742 shemale Ebony oral sex
77%
How I Became the Sissy Slut
It all started when I was about 11. I was a very petite and short and had long straight brown hair with whispy bangs as a child. I was often mistaken for a girl. I have a sister who was 6 years older than me about my size she used to dress pretty sexy with the tight jeans and the skin tight sailor b... Read full Story
Tvtrinity 2016-08-29 71,503 Teen (18+) Crossdresser transgender sissy slut.trinity
78%
My Shemale Stepmother Part 2
"Not yet, bitch. You've got to beg for it first," she slapped my face with her semi hard cock, "Now, tell me what you want." "I want your cock, mistress," I said wimpily. "What do you want to do with it, slave," she slapped her cock across my cheek again... Read full Story
shemale lover 2011-09-01 11,217 Cumshot asshole licking sucking
50%
Judi's Fantasy
When I got home I could hardly stop thinking about the wild night with Judi. I didn't even care if my wallet was empty. I was going to work plenty of overtime that next month to make up for it. Judi gave me specific orders not to call her but she would call me whenever she was not busy. About two da... Read full Story
shemale lover 2012-01-02 5,825 anal sex dildo orgasm
100%
Harem Slut Nikki
It has been one year since I began making adult films. I have an exclusive contract with Drew Wilson, the porn director. In that time I’ve mad some 40 odd films and I’ve become quite the internet celebrity. There are tons of fan websites dedicated to me. I was nominated for a few adult v... Read full Story
shemale lover 2012-01-30 3,571 Masturbation cum fucking
100%
A Night At the Party Part 2
Sharon and I went back into the main hall of the New Years Ball and mingled with the crowd. We drank more champagne and nibbled on food from the buffet. I could smell the cum that the guy I blew had left on my chest mixed in with the glitter I had on me and every now and then someone would look at m... Read full Story
shemale lover 2012-04-17 2,470 Creampie oral sex assfucking
87%
Feminized By My Mother Chapter 2
My mom was staying in as were Jen's parents so we parked on a dark road and made out while I fingered her. Her panties were absolutely drenched when I was finished, and she rubbed her hand inside them and used her pussy juice to jerk me off, I spurted all over my pants and she laughed. "I ho... Read full Story
shemale lover 2012-07-24 13,047 sucking Fetish fucking sissy
100%
My first time with sheilacd
U know exactly how to please a man. u make it hard to say no...(as my cock grows again) even when u come in to kiss a straight guy he cant deny ur feminine essence that is so strong his body betrays him. he surrenders knowing he is in good hands..."soft white hands" he knows his manhood ... Read full Story
shemale lover 2012-08-30 2,838 first time Cumshot orgasm
100%
Angel Chapter 7
Angel Jones's Christmas sex affair with Dennis McGowan had been extremely enjoyable, but strictly a one-time thing. Although tempted to stay in London, in hopes of enjoying more of the lovely T-girl's charms, he had previously taken on commitments that had to be met, and he left London in order to m... Read full Story
shemale lover 2012-12-01 3,834 anal sex Cumshot tgirl
84%
Becoming a Shemale's Bitch
I just got into town and spent the whole day moving in and cleaning my new apartment. I didn't have much furniture but the place needed a lot of cleaning. I saw their was a bar a few blocks away from my apartment and decided to go out for something to eat. It was around five o'clock when I walk... Read full Story
metamafia 2012-12-21 118,498 hardcore Cumshot sucking bdsm domination
100%
A Close Encounter
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
shemale lover 2013-07-16 3,883 tranny Cumshot shemale sex transexual
90%
Сd Shazza my life as a crossdresser (chapter 2 of many)
Hi everyone I hope you read chapter 1 because you will understand chapter 2 a lot better this is a true story which some of you might be able to relate to. I was a little confused with my little episode with Fred I wasn’t sure what I wanted I had wanked another man’s cock and I had let him cum over... Read full Story
cdshazza 2016-09-07 5,096 Stockings Crossdresser sex swallow spunk undies
65%
My first encounter
This story details my first encounter with a stranger I met over the internet. I was 25 and reall getting into being a girl, I dressed all the time, and dreamed of sucking a cock dressed as who I really wanted to be. So I took a plunge in meeting someone for a quick bj in the area. I sent him some p... Read full Story
Robyn Peirce 2017-10-19 9,140 Crossdresser Amateur Cumshot Outdoor Blowjob
100%
The Mocha Club... A Wife's Awakening
Fran had spent a restless evening in her hotel room, flicking through the channels on the television, finishing the large glass of red that room service had brought her and writing up the actions from the client meeting earlier that day. Now she was bored. It didn't help that the hotel her manager h... Read full Story
ASSEaster5678 2018-07-09 8,952 Amateur
0%
Giving my first blowjob
I was recalling the first time that I ever gave a blow job while I was jerking off last night. I thought I would tell you the story and share what my experience was like when I finally took the plunge and made my first attempts at having sex with a man. At the time, it was a little awkward, but the ... Read full Story
SissyAnalPrincess 2021-05-11 4,832 Amateur Blowjob Danni Cherie
84%
The Truckers Reststop
I had to work yesterday, it was Saturday,I had made plans to spend the day being the slutty little whore for the whole day, but work got in the way. I came home felt tried so I soaked in the tub, shaving my legs and puss yass and gurly clit. The weather was bad all day, when I finally decided to Fem... Read full Story
bigtranslover 2014-02-07 13,277 shemales gay male voyeur
85%
Unforgettable First Time
I am in my late thirties and have known for a while that I have a sexy body. I'm 5'11", slim and athletic with little cherry butt and shapely legs. A lot of women have told me my body is sexy. A few men have mentioned it too. Sometimes I get photo-snapped at the pool or the beach. I've been luc... Read full Story
shemale lover 2016-05-06 10,074 cum oral deepthroating
100%
A Close Encounter of the...
Another great tape and another great yank of the crank. Yea, she-males were pretty hot, Tom thought as he hit the eject bottom on the tape deck, but where on earth would he really find one? He had little doubt that if he did find a place where they hung out that there would be more than a few with a... Read full Story
shemale lover 2011-11-13 4,929 Cumshot Blowjob massage
80%
Chelsea cumdump series intro
Let me begin by telling you a little about myself. My name is Chelsea, I am a 24 y/o transexual, and I abso-fucking-lutely LOVE sex. Cock, cum, the works. The majority of this and the stories to cum are actual facts and events from my life. I have always had a feminine body, even before my transitio... Read full Story
ts_chelseacumdump 2011-11-19 3,827 Bareback shemale slave
100%
The Wonderful Adventures of Miss K
Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... Read full Story
shemale lover 2011-12-03 5,820 anal oral fingering long dick
100%
Debbie Part 2
There were no clocks and no windows in the dungeon, so Debbie (as she thought of herself after a long night of pain, lust and confused thoughts) couldn't really tell that it was morning. But she assumed it was morning when Mistress came back. Debbie's walk was still perfect even after walking around... Read full Story
shemale lover 2011-12-22 5,135 transgender toys bondage and discipline heavy
100%
Darlene, Jack and I Part One
I was driving home from a local peep theater when my car broke down luckily I knew a couple from work that lived nearby. I called my road service company who told me they were unable to help me before Monday since it was a three day holiday weekend. Luckily, when I arrived at their home someone was ... Read full Story
shemale lover 2012-02-20 2,303 suck deepthroating porn
100%
Emily and Steve Part 9
Over the next few weeks things really started to settle in at work. Emily was being more than accepted, she was being lauded. Emily, feeling much more comfortable as a woman, started being a much better worker. The quality of work that Emily was producing was far superior to Mike's work. She was fea... Read full Story
shemale lover 2012-04-07 2,742 anal sex Group Sex blonde oral sex
100%
Sabbatical or Continuous Gang Bang?
My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... Read full Story
shemale lover 2012-08-28 5,475 Crossdresser Cumshot Fetish Blowjob gangbang
88%
My very first experience with my classmate
He was amused by the sight...of me in lingerie..standing on the porch,it was obvious he was in a shock (or state of extacy?) and couldn't take his sparkling blue eyes off my firm body inside the dress...he closed the door behind,like he was worrying if someone could see us ..I don't know why but i f... Read full Story
shemale lover 2012-10-01 3,892 anal first time Creampie
95%
Fitting Room
Several years ago when I was just starting collage I had just gotten my grant money and like a good responsible young man I decided to spend it on some new clothes to try to be more attractive to women. I went to a clothing store that had both men's and women's clothing. While browsing around the me... Read full Story
shemale lover 2012-11-03 4,763 anal cum oral deepthroating
87%
Making of a new Sissy
I became a Sissy at the hands of a friend of my parents. When they worked long hours they would normally ask a friend to check in on me to see if I was OK, despite the fact I was at this point 18. One time it was Tom who came over. He was mid 40's, an old friend of my dad's. A guy who ... Read full Story
sissychloe 2016-05-09 9,682 suck Blowjob crossdressing cd sissy
92%
Darlene, Jack & I Part One
I was driving home from a local peep theater when my car broke down luckily I knew a couple from work that lived nearby. I called my road service company who told me they were unable to help me before Monday since it was a three day holiday weekend. Luckily, when I arrived at their home someone was ... Read full Story
Quib 2017-01-23 7,349 Crossdresser suck ass fucking cumming threesomes
85%
The Sex Club
When I got divorced back in 1987 I was a very horny man that had not had sex in many years. I had always liked to dress up in nylons etc and learned long ago that I was Bi and liked cocks and pussy. When I finally got my own place after the divorce I almost always would lay around the house dressed ... Read full Story
crossdresser55 2019-09-11 9,698 Stockings Crossdresser Lingerie Sex Toys
80%
One night Transtand ;)
One Night Transtand By BalkanMan990 Published on Lush Stories on 05 Oct 2019 I had no idea she was a trans.. I didn't stop kissing or fondling her when I found out. I went out for a drink at one of the many bars at Croatia,where my girlfriend Sabina and I were staying.Sabina and I had been drin... Read full Story
BalkanLoco91Ri 2019-10-24 8,818 Small Tits Amateur Cumshot Masturbation Creampie Shemale Fucks Guy Blowjob blonde Lingerie Guy Fucks Shemale Homemade pov cum in mouth