Sort by
Relevancy

Free Stories

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 11,820 Group Sex Masturbation shemale Ebony facial
89%
Father-In-Law Shemale Adventure
My wife's parents were visiting LA from back east. We live in a small one-bedroom apartment in the valley. She wanted them to stay with us but we didn't have room. They got a room in West Hollywood. My wife and her mom had gone shopping for the day. I was supposed to be at work but at the last momen... Read full Story
shemale lover 2012-07-04 7,819 shemale oral facial facefucking
88%
Female For A Day?
I have always been obsessed with boobs. I like them all but especially big ones. I stare at them in the grocery store and of course have an extensive collection of pics from the internet. Lately, I have even been thinking about what it would be like to have a big set myself. I'm a guy don't get me w... Read full Story
shemale lover 2012-07-04 4,998 Fetish oral orgasm crossdressing
100%
Amanda and Me Chapter 2
I rolled over after reading Amanda's note with a big smile on my face. I couldn't believe that after all the time I had spent masterbating to shemales and fantasizing about meeting one it had actually happened. Not only had it happened but it had been the most amazing sexual experience of my life. ... Read full Story
shemale lover 2012-10-21 9,132 anal Cumshot shemale oral
100%
Dressing for my Master
Master is coming round tonight and I have the flat to myself. He wants me dressed and ready for him. Good! I am aching for his meaty manhood and looking forward to tasting his cum. He has given me instructions as to what I must wear and I know exactly what will turn him on most. I have the requi... Read full Story
shemale lover 2012-11-27 4,323 sucking jerking facial
100%
A Change with Sam
I met Sam three days before her birthday. At the time this information was nothing to me, and she was just a shadow within the day to day of my life. The school cafeteria was busy the day we met, though I cannot recall exactly why. Some sort of event, one of the many ways my school sought to break f... Read full Story
shemale lover 2013-02-22 7,600 Cumshot jerking ass fucking big boobs ass fingering
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 13,070 transgender
100%
Darla's Diary: Slutfest 1993
Vacation Day One At last!! Another fantastic two weeks of freedom...the freedom to do as I pleased and dress as I pleased because it was my VACATION TIME!!! This year was better than other years because it was the first time my wife and I had two weeks vacation each. Just like she does every othe... Read full Story
shemale lover 2012-07-14 4,175 oral facial cum swallowing anus
100%
Down the Path Part 4
I haven't heard from anyone all week. Finally feeling like I can relax a little. The weekend was too much. I didn't feel right for at least a couple days afterward. I just kept thinking about the stuff I had done. I can't believe that I finally really sucked a cock and not just a cock but several co... Read full Story
shemale lover 2012-09-17 5,214 oral domination sissy
100%
Woman Cross Dresses for Power & Sex
Tucked in the far corner of a dark, dancehall parking lot, Sarah, also known as Robert, was having sex in a car with Joseph, also known as Josephine. Having sex in a car was no big deal. A lot of couples have sex in cars. Yet, if a passerby could see through the steamy windows, a sight to behold, ev... Read full Story
shemale lover 2012-10-09 4,391 sucking Fetish fingering crossdressing
100%
Whoring for freedom
It is four o'clock on a Friday afternoon and I have been driving for almost two hours on my way to a cabin in the middle of nowhere. According to the instructions my Mistress gave me, I still have about an hour to go. I have the air conditioner on because it is a very hot day and I have to make sure... Read full Story
shemale lover 2012-11-07 4,493 Cumshot teasing sucking off
100%
Francis Meets a Black Stud
First some background: I am a male, about 5'5', athletic and have long light brown hair and fair skin. I was on the swim team in high school and college. In college I had started shaving my legs and arms to cut down on drag in the water. My girlfriend at the time liked and eventually talked me i... Read full Story
shemale lover 2012-11-20 5,374 Stockings heels self sucking
80%
Transsexual Savage
John had walked for eleven days. He was headed towards Fort Winston at the Hiat River, and he still had about three days ahead of him. The Hiat River was the natural border that separated the civilized world, where he came from, and the savage and brutal wilderness, where the natives lived and pract... Read full Story
Anal Orgasm 2020-07-10 6,684 Big Tits Outdoor Masturbation Bareback Creampie Shemale Fucks Guy Blowjob Guy Fucks Shemale
71%
Glory Hole Girlfriend
My boyfriend likes to take me to the local adult bookstore, into the back where the video arcade is. There's always a lot of men there, strangers that we don't know, and I feel funny when they look at me. They wonder why a pretty young woman would be back there. It smells too. A rich sweaty sc... Read full Story
shemale lover 2011-12-18 7,725 Creampie ass fucking mouth fuck
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 8,701 Fetish transformation dildo
60%
A Sissy Boy is Made
By any measuring stick Greg Martin was a wimp, and a very submissive wimp at that. His wife of 14 years, Jaclyn, had discovered this even before the two of them were married. Actually, Jaclyn wouldn't have taken a second look at Greg, as most women didn't, had it not been for his submissive nature. ... Read full Story
shemale lover 2012-06-15 8,896 Cumshot oral sex sissy
71%
Down the Path Part 2
I waited to hear from him again. At first, I didn't know if I really wanted to get together again. The first time we met, at times it was a little more intense than I was looking for. After a few days I couldn't get him out of my mind. I couldn't believe how badly I wanted him to call me. Finally... Read full Story
shemale lover 2012-09-16 5,336 hardcore Cumshot oral sex
61%
Uncle's slutboy: the attack of the black men
On the way home from Grandpa would I through a park. Or I would not. but the road outside was sooo long and I felt frankly a bit sore and spent in the ass after being violated by gramps. so I shortcut through the park. After all it was not that bad. Not like those dank places without light and a lot... Read full Story
worshipbbc 2015-12-25 7,043 Creampie interracial sex ass fucking sissy
100%
Meeting Amanda Ch. 2 - The Next Day
After a hot evening together, the story continues https://www.ashemaletube.com/story/meeting-amanda-6595/ ------------------------------------------------------------------------------------------------------------- “I could really use a shower,” Amanda said while she... Read full Story
rforasht 2022-09-07 4,700 Masturbation Shemale and Girl redhead Guy Fucks Shemale cum eating anal creampie couple & shemale
90%
Becoming a Drag Queen
I was thrilled when my boss told me he was sending me to San Francisco for a conference. It was a location on my "Top 10 places I wanted to go". I went online and Googled the major attractions and tourist "must sees in San Francisco. The conference was Wednesday to Friday and I figure... Read full Story
shemale lover 2012-03-01 14,472 first time sucking fuck domination
100%
Anastasia's Life So Far
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, Barbi... Read full Story
shemale lover 2012-11-27 11,442 Fetish crossdressing feminization
100%
My First Time Out Part 6
Preface: It is not imperative, but helpful that you read Chapters 1-5 in order to grasp the personalities of characters in this story. WARNING: The following story contains some explicit foul language and IS NOT for reading pleasure for anyone under the age of 18; nor is it permissible to read if... Read full Story
shemale lover 2011-10-18 3,273 shemale dick skinny
84%
I want you used!
I'd been Will's little CD slut every time that I'd overnighted in his city for about a year. That was one night every other week. He was always very good to me, bringing wine to my room and spoiling me with his gentleness as he had his way with me. He loved to have me lie still while he teased me al... Read full Story
shemale lover 2014-11-05 4,374 shemales gay male voyeur
90%
Feminine Persuasion
Chapter 1 One must look back at events in their life and laugh at times. One must even remember those that have come into there life and smile about them. But when someone has had such an impact on your life that you can no longer go back to how things were before them, you are forced to remember... Read full Story
shemale lover 2012-07-09 4,177 Cumshot oral sex feminization
0%
Sexing It Up
What catches your eye when you're viewing sample pornographic video clips on the Internet? When it comes to sex, my own tastes are eclectic, although I find myself watching videos involving anal sex, bisexual threesomes, cum shots, gay males, lesbians, oral sex, public nudity, shemales, and spank... Read full Story
shemale lover 2011-11-26 4,849 interracial sex spanking
83%
Head Cheerleader Mikki Part 2
Last night was one crazy night. I spent the night dressed femme and being used like a slut by my girlfriend. It was a wake up call for me. I guess wearing my mothers panties from time to time should of given me a clue about how much I liked being a femme boy. So here I am sitting in my room looki... Read full Story
shemale lover 2012-06-10 3,477 Cumshot lesbian sex oral sex
84%
The Making of Erica - Sperm Loving Crossdresser
Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... Read full Story
shemale lover 2015-09-03 17,041 shemales Masturbation Fetish
100%
Alexis Season Part 3
Finally, Alexis decided to take off her shirt, followed quickly by her bra. John went back to groping them, but was kissing at a bit of a faster pace now. He was so delighted that he was showing his appreciation through his kisses, and through his hands. John pulled away from her mouth, no matter... Read full Story
shemale lover 2011-11-27 2,616 Masturbation erotica romance
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 6,931 shemales Fetish bdsm
100%
Angel on the Stage
It was three o'clock on Friday morning and Angel Jones was tired, especially her feet. She had just gotten back to her flat after six hours of working as a hostess at Madame Josephine's, and being on her feet in high heels for so much of that time had taken a heavy toll. Even worse, she would need t... Read full Story
shemale lover 2012-12-03 5,366 tranny
100%
Am I Who I Think I Am? Chapter 2
Well,I can't lay here all day and dream! I feel so good, so loved, so ravished. My smile is touching the pillow on both sides! I'm laying here daydreaming about my deflowering this morning. Inside me lives my lover's DNA, looking for a life to create. (Nice try little spermies, but you won't find it... Read full Story
shemale lover 2012-10-19 3,830 Cumshot sucking Fetish
100%
The Greatest Lie Part 9
Two hours after saying goodbye to Rick and Randy, Tran and I left Minneapolis and boarded a plane to LA. I fell asleep at take off, and woke as the plane began its descent. Tran was staring out the window at the city’s lights spread in an endless shimmering galaxy below. "Wow, I love LA a... Read full Story
shemale lover 2012-01-19 4,186 hardcore erotic encounters fantastic
45%
Lost bet
It all began as a bit of a joke really. We'd all been out clubbing in some raunchy nightspots and were still high on the atmosphere. As the night wore on and morning was quickly rearing its bright and beautiful head, the group began to dwindle until only three of us were left. My husband Phil, my be... Read full Story
shemale lover 2012-04-04 24,642 Stockings Fetish domination crossdressing
100%
Blame Abba Chapter 2
Part 4 Out alone I wanted something which would let me wear my black 4 inch leather stilettos with ankle straps, really sexy shoes, my very first pair of TV heels. I opened the wardrobe to get them out, then started choosing; black seamed stockings; a black thong; my waist cincher bustier; my sho... Read full Story
shemale lover 2012-07-17 4,763 Stockings Fetish crossdressing
100%
Fucky-Fucky
Dan felt his insides repeatedly fill up and then release with the colonic irrigation solution. His erection pointed straight up and swayed. "Please?" he asked. The colonic therapist, Pamela, smiled sweetly and shook her head. She willingly discussed sexual topics with Dan, a regular ... Read full Story
shemale lover 2012-12-07 5,869 fucking handjob tit licking
100%
Claudia Coming out adventure part 1
*Author's Note: This story starts off being told in First person and after awhile the story shifts to third person* Hello everyone, my name is Claudia I am a Cross dresser who one day hopes to be transgendered, although I do not want the surgery, I am looking to eventually live my life full... Read full Story
MissClaudia 2015-01-04 6,321 tranny Stockings suck Creampie ass fucking doggy style Latex
75%
Caught cross dressed Part 1
My name is Philip. I am married to a beautiful woman called Helen, and a few days ago... I did something very stupid! My wife, her mother, her beautician, my P.A. from work, and any of their friends, (in fact, anyone that they choose,) are now completely in control of my life. They are my Mistres... Read full Story
shemale lover 2011-10-02 5,445 shemales Fetish bdsm
100%
Story for adults Part 2
The next morning training began in earnest. Pete/Alice ate breakfast by sucking a thick liquid out of a dildo mounted on the wall and after breakfast his insides were cleaned out by five very painful enemas. Then his corset was tightened to make up for the slack coming from his body adjusting to the... Read full Story
shemale lover 2011-12-20 4,579 bondage and discipline heavy reluctant
100%
Danielle's First Time
Danielle was born in the winter to 1976, but she was born a male by the name of Daniel. Daniel looked like a normal male child aside from liking girly things. Whenever Daniel would play dress-up he'd always dress in his mother's or his aunt's clothes and his parents thought that was cute until Danie... Read full Story
shemale lover 2012-02-03 5,957 cum dildo fingering
100%
Dean and the Tgirl
"Hi, it's Kelly," the sexy transgendered girl cooed when Dean picked up his hotel room phone. "Just get in?" Dean asked. "How was the drive." "It was quick -- I made good time." "Bet your thirsty," Dean said. "Meet me in the lounge down... Read full Story
shemale lover 2012-08-05 4,472 tranny anal sex cum oral sex
75%
My Neighbor and I first time!
Recently I had a college student move into the apartment next to mine. He was small, shaggy blonde hair, without any facial hair, looks like ever. Skinny with little muscle tone. We started talking while he was taking a break. I told him the normal neighborly bs. Then I went on about my day. Seen hi... Read full Story
shemale lover 2013-05-31 7,972 first time suck oral stroking cd
60%
The Creators: Book One by
Chapter One: The Life Giver BRANDON My twin sister is dead, but she’s not gone. Death is a tragedy in the remote village of Towerhead, but it’s not a rarity. Farming accidents, disease, famine, natural disasters, you name it, it kills people in Towerhead. So, six years ago, when the oxen-pul... Read full Story
sagga 2018-09-18 30,832 Teen (18+)
50%
Feeling Womanhood Deeply
It seems somehow that my desire for womanhood is the one thing that everyone says I can’t have, but who are they to say why I should feel a certain way or want certain things? I want the very thing that their closed minds crusade against. It seems that the thing that brings me the most joy is the th... Read full Story
Regina10 2021-08-26 2,546
50%
M Is for Mandi
That night, that Friday, had been highlighted on the kitchen calendar for weeks, though my wife didn't know the reason why. OK, so she was off to her sister's for the night and that was why she'd underlined it to start with. But I had other reasons. Since Sarah had turned forty she'd not gone out... Read full Story
shemale lover 2012-02-07 3,585 gay male Fetish Lingerie
50%
An Unexpected Encounter
Alexander entered the bar with trepidation. He really, really hated going out to new places to get fucked up, but dealing with his friends at the bar just down the street from his place wasn't an option. He'd -- albeit accidentally -- wrecked his best friend's car into the side of the bar. To be fai... Read full Story
shemale lover 2012-11-18 4,427 Cumshot Blowjob fingering ass licking
100%
My First Time Out Part 3
Angelo was still working on Shayna's blonde wig. He fussed with it, combed it, and teased it. Angelo knew a romantic style was very important to Sir Dominique. Shayna was escorted to a tremendous makeup table. Saki placed a headband on her that stretched her scalp and raised her non-existent eyeb... Read full Story
shemale lover 2011-10-18 4,721 blonde shemale massage
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 9,290 cum oral domination
100%
A Game within a Game Part 4
Dr. Catherine. The next morning when Rob wake-up, Helena sat beside him on a chair, looking anxious. "Good morning, sleepy head. I hope that you slept well. The pills Kim gave you, surely helped." Rob got out of bed, but lucky for him, Helena grabbed him, otherwise he would have f... Read full Story
shemale lover 2012-03-05 4,928 Fetish bdsm Lingerie
100%
Becoming Marie Chapter 4
During the following week I had gotten hornier and hornier thinking of the wekend visit to the air raid shelter. I popped into town during the week to get some make up and some clothes to wear for the following Sunday. This was going to be a bit awkward, but egged on by my urges i set off shopping. ... Read full Story
shemale lover 2012-03-23 3,708 anal Group Sex oral Sex Toys
85%
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 2012-12-21 120,029 hardcore Cumshot sucking bdsm domination
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 3,943 Crossdresser solo Amateur Cumshot Masturbation Lingerie Sex Toys Homemade self sucking cum in mouth webcams
50%
Headmistress' Favorite Sport Part 8
For Denise her life as a fully trained slave began with a stay at Mistress Rachel's house before joining the twins' household. Since it was their idea to turn her into the sissy she now was, it was agreed that she would be their slave. But as the twins were moving out of Mistress Rachel's house and ... Read full Story
shemale lover 2011-12-13 6,251 torture toys bondage and discipline chastity belt
100%
Headmistress' Favorite Sport Part 12
At the academy little had changed. As Denise was being led through the hallways, bound and gagged with a leash attached to her chastity device, she saw new sissies in training hurrying to class, eager to please the mistresses and to avoid punishment. The new sissies tried not to stare at Denise, but... Read full Story
shemale lover 2011-12-14 4,803 torture toys bondage and discipline
50%
Christmas time
This Christmas I spent time with my Black master. We decided it would be fun to crash at his pad and have some fun together. Yes, we had sex again but I found even more kinky then before. When we met up we greeted like typical guy friends. Walked in and talked like always. Soon sex came up and I pro... Read full Story
shemale lover 2012-01-03 2,208 gay male sucking Fetish crossdressing
31%
Headmistress' Favorite Sport
When Susanna lost her second job only two days after losing her first; she had no choice but to accept her sister's kind invitation. Susanna had been loath to do so because of two things. Firstly there was pride. Although she had accepted Rachel's offer of help with paying for the children's school,... Read full Story
shemale lover 2011-12-12 7,328 torture toys bondage and discipline
100%
Tranny Gang Bang
Gang Banged I stood there looking in the full length mirror very pleased with the image I saw. I was ready for the evening and the first time I would be with more than two men at once. Freddy, had talk me into doing him and two of his friends in a sleaze motel. Freddy had found me on my internet... Read full Story
shemale lover 2011-11-12 5,118 shemales Group Sex gangbang