Sort by
Relevancy

Free Stories

100%
Porshe's Escapade Chapter 5
I'm walking through the crowded hotel lobby looking like a slutty school girl hooker, everyone's eyes are on me, and I'm being led by Jeff who is slightly in front of me holding my hand. We head to the elevator and step in just the two of us. I'm a little relieved yet now I start to get nervous of w... Read full Story
shemale lover 2012-09-06 2,675 Cumshot Masturbation Blowjob Big Cock fingering
100%
Voodoo
I was walking though a neighborhood, looking for a house to brake into, I came up on to this house it was small, I think about a three bed roomed house, I walked up the path, then I walk around it to find a open window or door and I found an open window leading into the cellar. Yeah, I am Alex Ha... Read full Story
shemale lover 2012-09-09 3,947 Cumshot Blowjob Big Cock Ebony domination
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 5,977 anal Cumshot Ladyboy oral
100%
Thai Ladyboy goddes in Tokyo and a cheap love hotel
This is a real account of my meeting last week with a beautiful Thai ladyboy working at a flashy show at a night club in Tokyo. Written as a not to her. Hope you like it. You sexy ladyboy goddess, I must say you have the most beautiful body. When we first started drinking wine and talking ... Read full Story
lblover77 2012-10-09 9,845 anal Ladyboy oral
66%
An Ass to Die For
It's a very strange thing. We all have our personal quirks. The things that make us unique and stand out from the crowd. I've just never met anyone besides me who has mine before, and to tell you the truth I'm not sure if it's a gift or a curse. You see, I have a girl's ass and not just any old girl... Read full Story
shemale lover 2012-11-13 4,102 big dick sucking porn
100%
Fucking and Getting Ass Fucked
Playing with Lisa. I have been seeing Lisa for a few years. We have what I call a "Role Play" game that we both love to do when we meet. It almost always starts the same. But it does have a different ending most of the time. It was early March and the weather was cold. I was driving ... Read full Story
shemale lover 2012-12-04 4,629 tranny fingering oral sex
57%
Futa's Are Real
I am writing this letter as my account of truth in the legend of Futa girls. Now I should write a little about me first. I am 26 now but when it started I was twenty-two. A college jock and loved women. I would go to all the parties and college bars and hang outs. I was good looking guy 6'3, 276lbs.... Read full Story
shemale lover 2012-12-14 5,436 Big Tits Cumshot sucking jerking
100%
Unconditional Love Chapter 8
After a two' hour nap, Alison and I awoke and the first thing we did was make our way to the bathroom to freshen up. I started up the hot water and climbed into the shower and' once she finished relieving her bladder Allie climbed in with me under the hot water and we embraced each other. We kiss... Read full Story
shemale lover 2013-02-04 6,352 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
81%
Tranny G's all Tranny Gang Bang
Chris had finally returned after a year overseas. During his leave he flew out to Phoenix and we would spend a few days in Las Vegas. We drove four hours and checked into the hotel. A year apart and we ripped our clothes off and fucked hard. We took a short nap and went for an early dinner. I told C... Read full Story
shemale lover 2013-03-05 7,730 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
94%
Visiting shemale goddesses
Sexy hung shemales have long been a favourite of mine and over the years i have had several sexy encounters of all kinds. As ive got older it has become more appealing to have these beauties top me if possible. Most ive met have been quite abrupt and arrogant and have suited the top position well. N... Read full Story
shemale lover 2013-05-17 5,818 Cumshot suck fingering doggy style condom sex
90%
She-Male Pimp Daddy
I’ve been working the streets for a long time and I know all the ends and outs of the flesh market. I have six she-males that work for me and I get 50% of everything they make plus all the sex I want, any time I want it. I make them work seven days a week rain or shine. I buy their clothes an... Read full Story
shemale lover 2013-07-18 4,979 anal sex Cumshot big boobs strapon shemale sex
100%
Oh The Joy!
As I removed my trousers my mind started to think about the naughty things I could get up to very soon. What possible delights that may await me today. With my male clothes now in a pile on the floor, I stand there naked with a completely hairless body, the recent full body wax worth all the pain I ... Read full Story
Sexy Michelle 2013-12-17 7,296 Stockings suck oral Lingerie deep throat cd
100%
CD Jinn and Football Jerry
Last weekend my college football team was throwing a party during their off season as a way to relax and take their minds off school and football. I am Jinn a very limited experienced Cross Dresser. I have only ever experienced one man and one strap-on girl. The man was Jerry he was a college foot... Read full Story
Jinn.V23 2014-01-27 5,416 ass Stockings Cumshot Lingerie ass fucking cd
66%
The Coma Girl Brain Transplant
[This frivolous story is something I put together as an entry for a comedy competition earlier this year, not to be taken at all seriously, a bit more sci-fi than erotica, more of a mind-fuck than anything else so it’s not jerk-off material but hopefully some of you might still enjoy it] Thankful... Read full Story
cara_elaine 2017-12-19 6,555 Crossdresser Uniform domination
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 18,123 Amateur threesome Big Cock shemale + shemale
85%
Loving Strangers
In the past I had never failed to disclose my sexuality to a new male prospect. I looked good in my tight dress that showcased my woman's ass, and the spike heels that made me look so fuckable. I knew from past experience that guys could get really pissed and violent when they found out you weren't... Read full Story
Regina10 2020-06-23 4,716 Cumshot Bareback Fetish Blowjob Big Cock Guy Fucks Shemale Ass to Mouth
100%
College project surprise
So this story happened while I was still in college and remains without doubt, the craziest, most exciting experience of my life. So I the story begins one day when I walking to class. I went to a big university so my walk was quite long, and the first 1/3 was just through off our campus housin... Read full Story
Jsmithsub 2020-09-16 21,135 Group Sex Bareback Shemale Fucks Guy Fetish threesome Big Cock Ebony domination Ass to Mouth cum in mouth
100%
Alessia Travestita Hung Mature Blonde British Porn Star
Alessia Travestita Hung Mature Blonde British Porn Star If you like Transexuals, big cocks, bondage, domination, deep throat, fisting, spit roast, 69, ass fucking, cum swallowing and big loads this story is for you. If not don’t bother reading. If you like my story please leave comments and ... Read full Story
darrell 2022-01-03 4,727 Group Sex Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock gangbang domination Sex Toys Mature cum in mouth shemale + shemale
100%
Camming Down the Rabbit Hole Ch. 12
We woke up many hours later, still intertwined, my morning wood throbbing as Ellie slid inside my panties and wrapped her hand around it. This was a much better way to wake up than usual, and we proceeded to have a really relaxed slow fuck. She reached a much more low key orgasm but I knew I wouldn’... Read full Story
Dani_does_Dallas 2022-05-09 5,344 Crossdresser solo Amateur Cumshot Outdoor Masturbation Blowjob Shemale and Girl Sex Toys self sucking pov cum in mouth webcams
83%
Trans Daughter F*cks Daddy
This is true story. I am 50 age n avid shemale , Transgender, ladyboy lover. Two years back i was member of LGBTQIA community in Pune where i met this ladyboy trans girl . We spoke, chat sone time and immediately clicked. She said she lost her father and wanna me to be her daddy. I agreed and i ac... Read full Story
Stud4Shemale 2023-09-28 7,074 shemale Ladyboy transgender india Pune Shemale Fuck Man Man fuck Shemale trans daughter LGBTQIA father daughter fuck shemake cum popular shemale story best shemale porn
74%
My Daughter and I Visit a Lesbian Bar
It is an extremely warm Saturday night and my eighteen year old daughter Krissy and I are sitting around in the house having conversation while we drink sparkling wine. Around midnight I suggest it might be fun if we took off our clothes and sat outside on the front porch. Krissy giggles for a few m... Read full Story
shemale lover 2014-03-17 8,577 shemales Group Sex lesbian sex
100%
Little cock convention
They came from all over the nation to downtown LA convention center. It was the "Little Cock Convention" I watched as men from all races and status came in. Sometimes they came with their wives,friends,Mistresses,lovers, or even their boyfriends. I was on Guard duty and walking the conven... Read full Story
shemale lover 2014-07-07 7,055 shemales hardcore sex humor
74%
Sexy Young Shemale
When I was twelve my next door neighbors Sam and Ted trained me in the art of cocksucking and creamy yummy delicious cum eating for hours everyday during my summer vacation and I fucking loved it! I was small framed and wore my long blonde hair in a pony tail and always wore my smallest shorts so I ... Read full Story
shemale lover 2018-09-28 10,601 sucking Big Cock cum swallowing
75%
A Dickgirl
With a start Ginny woke up. Sunlight gleamed through the windows and her alarm clock blared. Wiping sleep from her eyes, Ginny kicked off the covers and rolled out of bed. "Damn," she thought. "Its Monday." She stumbled into the bathroom and surveyed here naked body in the mir... Read full Story
shemale lover 2011-10-28 5,758 big dick cum oral
50%
Blue collar Master, white collar slave
I sit on the couch in my owner's house, dressed every bit the slave I am. My body from the tips of my toes to my eyelashes is completely and permanently hairless, smooth, soft and beautifully tanned. My upper body is clad in a thin, soft and pink rubber T-shirt and my ass is clad in a pa... Read full Story
shemale lover 2012-01-12 9,631 torture extreme fiction bondage and discipline
72%
Tilted Kilt
"Hey Shari. Take a look at the couple in the corner for me. Don't they look like a couple to you?" Shari took a glance while loading her tray with four cold beers in frosty glasses. "Yeah Danika, I'd guess they are. Why do you ask?" "Because she slipped me her phone nu... Read full Story
shemale lover 2012-01-24 5,006 sucking Big Cock cum jerking off
100%
First Time With a Shemale
I was living in LA and pretty fresh out of school, not to mention pretty naive in the peripherals of human sexuality. I'd been with a few girls growing up, but nothing ridiculous. I liked going out with my buddies, and we'd drink and there was the occasional recreational use of ummm, how should we... Read full Story
shemale lover 2012-02-12 6,163 first time Cumshot sucking
100%
A Change Of Luck Part 2
I froze when I heard the voice, because I knew who it belonged to. "Well, well, well...what have we here? I never thought I would get to see this - my roommate sucking off a girls cock!" I turned around, Lena's cum still splattered on my face, and looked at Gina. I was plastered with... Read full Story
shemale lover 2012-02-18 3,647 cum oral long cock
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 2,787 anal sex shemale deepthroating
100%
A Dream Come True
I am a straight guy that has a fantasy about being fucked by a shemale, but unfortunately in the place that I live in no one can find one . but one day while I was at the latin dance class a new girl arrived she seemed very nice but real tough, she was about 165 cm. , slim and a very beautiful face ... Read full Story
shemale lover 2012-05-07 4,169 facial oral sex huge cock rimming
100%
Fantasy Cum to Life
Ryan and Alyssa were in the midst of wild make – out session on his living room couch. She was leaning over him, one hand on his chest, the other behind his head; both of his hands we placed firmly on her ass. Ryan actually had the conscious thought that he had probably not kissed anyone this ... Read full Story
shemale lover 2012-05-30 4,074 Cumshot shemale oral sex handjob porn
100%
Olivia
So I worked with this girl at a Hot Topic in a busy mall where we both worked the same shift. I developed a massive crush on her over the course of a year. Her name is Olivia. She is a short haired brunette, with huge brown eyes, and a subtle amount of freckles around her nose. She is perfect tan fo... Read full Story
F7Z 2012-06-13 5,664 brunette Big Tits Big Cock
81%
A LadyBoy For My Wife
I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... Read full Story
shemale lover 2012-06-23 10,931 Group Sex Masturbation shemale Ebony facial
100%
After Gym Class Chapter 3
Sara jumped out of bed, and stood at the side of it, looking down at me. I lay back, still enjoying the afterglow. With my fingers, I absently rubbed circles of her silky cum where it had landed on my breasts and belly, enjoying the feel of it on my skin. I glanced up at her, and we both smiled. She... Read full Story
shemale lover 2012-08-23 4,273 Cumshot blonde jerking off small cock
95%
T-Girl University
Jason was apprehensive about starting college, as any freshman would be. His high school girlfriend, Becky, whom he loved dearly, was going to a different college on the opposite side of the country. They had to promised to stay together but Jason was worried; there would be a lot of temptation for ... Read full Story
shemale lover 2012-09-05 14,849 Cumshot Masturbation Blowjob ass licking redhead
100%
Lesbian adventure
I had worked a day shift - I got off at about 5 and wanted to go do something. My two buddies, Niles and Will, were there and they asked me if I had ever been to this little bar in the same strip mall as the club I worked in. I hadn't. It looked dingy and dark from the outside, and since I didn't dr... Read full Story
shemale lover 2012-10-03 2,826 Cumshot Big Cock oral sex
100%
Amanda and Me
I walked in the door of my one bedroom apartment and headed straight for the computer. Lately it seemed like I had the same boring routine everyday: get up early, work all day at my stressful IT job, go straight to the computer when I get home to look at porn and masterbate, then eat dinner and go t... Read full Story
shemale lover 2012-10-21 7,360 Cumshot sucking shemale
71%
An Area of Expertise
This happened in my first year in college. I was horny all the time but also a bit shy and I didn't do too well with girls. I was reasonably good-looking, though I was slight of build and I looked quite a lot younger than my age. I went to a bar to meet a friend (I spent my first year of college ... Read full Story
shemale lover 2012-11-09 3,258 Masturbation shemale handjob
100%
Anastasia's Life
Chapter 1: Humbling Beginnings My story starts where most every crossdresser's story starts. It starts somewhere around the time I was an infant. I can remember, not to mention being told several thousand times that my choice of toys as a child was dolls, strollers, dress up and tea parties, Barb... Read full Story
shemale lover 2012-11-26 7,231 Fetish cock sucking crossdressing
76%
B.D.K. Chapter 1
In retrospect, it was nothing short of a miracle that I'd known Kelly for four years without any suspicion towards her secret. We met freshman year of college on a co-ed soccer team, quickly developing an open rapport and becoming close. We didn't spend every waking moment together, but we did meet ... Read full Story
shemale lover 2012-12-20 8,758 Blowjob Big Cock ass licking big boobs handjob
87%
Why you should never cam
* Sorry for the poor writing but since it is the summer and I am taking sometime off to reflect before starting school next year I thought I would write up about what had happened to me the summer before. It is currently a work in progress and if spot any spelling mistakes or errors feel free to cor... Read full Story
jennychen 2014-09-02 5,260 cock shemale Big Cock Asian
82%
First time with a trans escort
I've thought about seeing a t-girl escort many times and a few weeks ago I finally made a date with a local girl named Carol. She´s a lovely Colombian girl with long dark hair and a slim, sexy body. She welcomed me into her home wearing a sexy black dress and high heels and after pouring a d... Read full Story
Gracemel121 2017-03-28 19,449 anal Amateur Cumshot shemale escort top
68%
I meet my new Mistress for the first time
I was feeling excited about and looking forward to Friday night. The reason for this was that I intended to dress up as my alter ego, Tania Harvey, and to go for a night out to a club nearby that is popular with TG’s, TV’s and other like minded people. I took a lot of care and attention over the way... Read full Story
Tania Harvey 2017-06-26 8,168 Amateur gangbang 3some shemale on shemale dominating
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 20,454 Group Sex Cumshot Bareback threesome Ladyboy Shemale and Girl
80%
A New Spin On Role Playing Games
A New Spin on Role Playing Games By: Shawna Summers shawnavinylltv@gmail.com I've always been something of a geek. I love sci-fi and fantasy books and movies; I can recite countless bits of useless trivia back to you about all kinds of movies. So, it was no real surprise that I took to rol... Read full Story
shawnavinyltv 2018-06-14 10,769 Crossdresser anal sex Blowjob gangbang Lingerie bondage
50%
Angel The Shemale Vampire
Angel stood in the shadows watching hungrily as the group of laughing young college kids came toward her down the alley. The group was made up of four guys and a girl. The girl was hanging all over one of the guys and it screamed how badly she wanted to get in his pants. Angel's smile broadened with... Read full Story
ASSEaster5678 2018-10-29 7,439 Group Sex shemale vampire
100%
Decisions, decisions.
So if you have read my stuff I’ve posted before I was with a tranny named Nicole for awhile but she left for work last year so after she left I actually started dating normal again went back to girls but never forgot her. I’ve hid the dildo and all my secrets from my current girlfriend for almost a ... Read full Story
Duke04 2019-07-25 7,895 Shemale Fucks Guy Fetish Blowjob Big Cock cum in mouth
100%
Camming Down the Rabbit Hole Ch. 10
As the sun beamed in through a gap in the curtains my now familiar morning wood strained at the silk of my nightwear. How was it that no matter how hard I came the night before it would wake up eager and ready to go. As had become customary my mind would be filled with the events of the previous nig... Read full Story
Dani_does_Dallas 2022-04-12 3,522 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
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 5,496 anal sex sucking shemale
0%
Shemale
My whole world changed when Brant came into the scene. I was all set to take over from father in the Jann Troika, something I’d been trained for since birth, and doing anything else just never entered my mind. Then I met Brant Tor, a Killian soldier. I’d met Killians before, and like ... Read full Story
shemale lover 2011-09-22 4,951 shemales taboo humiliation
100%
All Night Forced Sex Part 3
When I woke up there was a woman standing in front of me. She looked gorgeous. She stood approximately 5'2'' tall and slender build. She had on a tight fitting thin red dress that clung snugly to her, accentuating all her curves in all the right places. The hem of the dress came to about half thigh ... Read full Story
shemale lover 2011-10-09 5,792 shemale cum domination
57%
Angel The Vampire
Angel stood in the shadows watching hungrily as the group of laughing young college kids came toward her down the alley. The group was made up of four guys and a girl. The girl was hanging all over one of the guys and it screamed how badly she wanted to get in his pants. Angel's smile broadened with... Read full Story
shemale lover 2011-11-08 4,137 suck shemale
90%
Daddy’s Little Girl
Tony was a beautiful baby boy. Perfectly healthy and well formed. The mother, Susan remarked to her husband James that Tony got a little stiffy everytime she nursed him and wondered if that was normal. They all slept together and that night as soon as Tony started to nurse he sprang a boner. Susa... Read full Story
shemale lover 2011-11-10 8,657 cum oral crossdressing
100%
A Job in the Theatre Chapter 8
Sarah smiled at her. "Oh yes dear. I will be happy to teach you. Don't worry about a thing. I will show you how to be the best damn girlfriend he has ever had." Paula was so relieved to hear that. If anyone could teach her how, it was certainly Sarah. "But first...first you need to he... Read full Story
shemale lover 2012-03-13 2,475 shemale cum oral sex
100%
A Not-So-Small Piece of Heaven
I'd never really been one for going out to bars to pick up women, but tonight was a bit different. It was my buddy's birthday, and he decided to invite me and a couple of other friends out to go bar hopping with him. Living in Miami, there was always something going on after the sun went down, so th... Read full Story
shemale lover 2012-04-28 3,859 Blowjob shemale handjob
100%
Big Surpise In Small Package
It was a Friday night and I was extremely horny and just my luck my girlfriend was out of town, but I wasn't horny for her I was craving cock. I knew I was bi for a long time and loved to have a nice hard cock to play with every once in awhile. So I decide to call my girlfriend to tell her I was goi... Read full Story
shemale lover 2012-06-11 4,326 anal Group Sex Cumshot Blowjob