Sort by
Relevancy

Free Stories

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 3,259 Cumshot oral sex crossdressing
50%
Black Transsexual Power
My name is Aaron Joseph. A six-foot-tall, good-looking young Black man of Haitian descent living in the town of Nepean, Province of Ontario. I hate the town of Nepean and the Ottawa Metropolitan Area, man. Folks out here are racist and seriously kind of fake. I really wish I lived in a more diverse ... Read full Story
shemale lover 2012-07-08 3,955 Cumshot shemale Ebony oral sex bbw
100%
My shemale GF Part 5
If you read my last story, you know that Ashley said she was going to dominate me, well that's exactly what she did. So today after work I went back to Christy's place not actually thinking she was going to fuck me. Christy was home before me and asked me to clean up, which is the universal sign ... Read full Story
shemale lover 2012-07-22 3,136 anal sex facial cum swallowing sissy
100%
Shemale Whore and Arab Pimp
Hermaphrodite Whore It had been over a year since Johnny threw that tantrum that ruined me and got him excommunicated from mom. Holding me down when mom walked through the door with her friends, colleagues, whatever and they all gasped and screamed as my big brother finished doing me. We had... Read full Story
shemale lover 2012-07-24 3,154 anal sex Cumshot oral sex hermaphrodite
100%
Roberta, Molly and Ed
Friday "Commander Cromartie?" Lt. Commander Edward Cromartie, USN, turned toward the voice that had spoken his name. He saw two female naval officers, a tall willowy light-skin Black woman, and a short Asian one. The Black one was wearing the uniform of a full commander, the Asian of... Read full Story
shemale lover 2012-09-04 5,547 Cumshot threesome Blowjob Big Cock condom sex
100%
Totally dominated
I was out walking one night, a walk i used to make with my girlfriend. We had just broken up a few days ago. I don't know why I was walking here again, the memories weren't good ones. She had cheated on me with my best friend. Anyways, I was walking this familiar path through the city streets when I... Read full Story
shemale lover 2012-10-27 5,871 anal Group Sex Cumshot Creampie Big Cock oral
90%
Collette's Property
I've been Collette's lover for four years now and this gorgeous, incredibly kinky woman still continues to amaze me. Our sex life would be unimaginable to most people, even those who live lives embracing BDSM and other fetishes, and it's Collette who makes it happen. Of course everything is a trade ... Read full Story
shemale lover 2012-12-19 8,169 anal Crossdresser Blowjob domination ass fingering
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 2012-12-21 119,398 hardcore Cumshot sucking bdsm domination
96%
New Job, New Life as as Sissy Slut Chapter 2
I was left lying on the floor, my face completely covered in cum. I was wearing lingerie and a dog collar and I had just been fucked long and hard by my "boss." My virginity had been forcefully taken. The thing is that I loved it. I loved being manhandled by this muscular man and I really ... Read full Story
shemale lover 2012-12-23 7,579 Cumshot Uniform Lingerie ass fucking domination
100%
Proud To Be A Sissy Chapter 4
As usual, Mr. Clark was sitting in his recliner when I went into his house. "Good morning daddy," I beamed kneeling before him. "Morning," he grumbled but smiled and said, "more like afternoon." But you do look sweet." "Thank you daddy," I rep... Read full Story
shemale lover 2012-12-24 8,308 Cumshot sucking Big Cock gangbang bukkake
94%
The Accidental Sissy
My girlfriend and I live in an apartment in small town in Texas. She a good looking 31 year old babe with a great body and sex drive to match. My girlfriend, Suzy is full figured but not fat, just a big girl and I love every inch of her. Me, I'm 6', 185, starting to put on a little of that middl... Read full Story
shemale lover 2013-01-04 10,299 Crossdresser Cumshot Masturbation jerking Lingerie
96%
Riding Home With Strangers
The music was running, the booze was flowing through my veins and I was not ready to leave just yet. My ride had to leave early, because my driver's hours were up, and I didn't want to force him. I didn't think I would be having so much fun before I came here. I met a group down here who li... Read full Story
shemale lover 2013-01-30 9,115 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 7,854 hardcore Cumshot sucking ass fucking Guy Fucks Shemale
94%
Cum drenched afternoon
I was anticipating Marla's return from her work related trip out of town for a week. She was due to arrive around four in the afternoon. I wanted to make sure I was ready, so I spent the day preparing myself. I took a long hot bubble bath and made sure I was completely shaved. I sprayed on body spra... Read full Story
shemale lover 2013-05-08 7,167 Cumshot sucking ass fucking deep throat stroking
100%
Allison the pool slut part 1
Allison had now had her fair share of whore experience. The teen boyslut had fallen in love with big cocks, anal creampies, facials, swallowing, and the rest of the nasty fun she had while becoming a sissy whore for her black neighbor and his dark dicked friends. Little did she know she was going to... Read full Story
shemale lover 2013-06-05 7,977 Teen (18+) Cumshot Big Cock ass fucking Interracial cd
91%
My Girlfriends Friend Shayla
I walk up to the door of my girlfriend?s apartment. As I start to slide the key into the lock, I can hear slight muffled noises from inside. As the door slowly opens, I am met by the sight of my girlfriend laying with her legs spread wide open on the couch and her super sexy friend Shayla, who I?ve ... Read full Story
shemale lover 2013-08-14 35,789 tranny Cumshot suck Shemale Fucks Guy threesome ass licking
56%
My sexy Shemale Cousin
This is 100% True and whyim cumming in my pants while writing it This weekend on my birthday My sexy ass cousin came over I Loved my cousin From the first day i saw her And that was also the first time i beat my dick to her And i Knew she loved me cause i always saw her hold her crotch every tim... Read full Story
TheKingOfLadyboys 2014-01-27 30,690 suck Creampie Shemale Fucks Guy ass fucking cum swallowing
96%
A New TS Slut is born
There I was, one week before the end of high school. Going to college in the fall. Nice car, good f****y, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried i... Read full Story
shemale lover 2014-01-29 9,284 Cumshot suck ass fucking oral sex Guy Fucks Shemale
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 12,683 ass suck Big Cock oral sex Interracial cd
96%
Shemale fun
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... Read full Story
shemale lover 2014-11-25 10,286 tranny suck Creampie Shemale Fucks Guy ass fucking 69
80%
Shemale fun
Recently I've been chatting with a very feminine and beautiful shemale named Lisa. We've been trading photos and dirty talk over chat lines and emails. I've always fanatsized about a cick with a dick and unexpectedly the opportunity came that we could potentially meet. Being married I had to conc... Read full Story
shemale lover 2014-12-03 6,603 tranny suck Creampie Shemale Fucks Guy ass fucking 69
94%
In Love with a Shemale
I was out one night in a busy club and I couldn't help to notice this one girl staring at me constantly. She was incredible wearing a tight little skirt showing off her long legs with an amazing smile and a very cute face. I planned my move and went to the bar when she did and she started talki... Read full Story
curiousshemalelover 2014-11-29 10,490 tranny suck Shemale Fucks Guy ass fucking domination oral sex
92%
How do you do it?
this is just a quick little story. or really a question i could say. at first trannys were a complete joke for me. my friend tricked me into watching the porn cause the guy looked like a girl and bam when i saw the penis i turned the video off. I couldnt stop thinking about it to the point where ... Read full Story
coolguy456 2015-02-15 3,784 Teen (18+) Shemale Fucks Guy Ladyboy big ass
83%
Cindy She Thong
Dialogue from Cindy’s point of View: Her name is Cindy and she is a shemale. Cindy is a beautiful woman is every way except one. She does not like the term tranny and prefers being referred to as a shemale. She is truly happy living as a woman. She began taking light doses of hormones at 19 she had... Read full Story
mrstanley 2015-07-29 5,312 Big Cock ass fucking deep throat piercing
81%
My First Sissy Meet Up
I had posted an add on craigslist asking people to let me suck them off at my place. After sorting out all the answers that I got I found a guy, John, that was incredibly eager, we agreed a time and date. The day came and I woke up so nervously. But I was determined to not let it show so I got... Read full Story
Felicia Smith 2016-06-08 12,273 Crossdresser Big Cock cumming cd sissy
83%
Gloryhole
It wasnt long after arriving before a cock slide through the glory hole for me to suck on, and what a cock, big thick & so suckable. I didnt need asking and was soon parting my lips and taking as much as i could in my mouth. The moans from the next cubicle seemed to indicate that it was more t... Read full Story
sissychloe 2016-08-29 10,136 Crossdresser Blowjob cum sissy gloryhole toilets
94%
dominated by parent's friend
I was 18 & around at a friend of my dad's house sitting for him when he arrived home earlier than expected. He told me he would drop me home until I mentioned that nobody was there until a few hours later so I'd have to stay there. A smirk came over his face at the mention of that & he quickly sugge... Read full Story
sissychloe 2017-01-13 16,004 Crossdresser domination cd sissy submission sissyboi
50%
Domination of Bjarne
Dear Diary. At the behalf of my lover Bjarne alias Cigar54, I will ease the curtain of my bodouir and invite the curious reader inside to a little piquant seance that we had together during his recent visit over here. Bjarnes visites always begins with kissing deeply, while my hands find the way to... Read full Story
Louice 2018-03-02 3,542 Amateur Shemale Fucks Guy domination Ass to Mouth
100%
Lady and the Cop continued
The next night Regina got a visit from. Larry the cop who openly declared war on shemales and trannies. He was working a homicide where a trannie friend had been killed in her apartment. Larry was a known shemale hater and he never failed to express his opinions. Tonight he was in her apartment to ... Read full Story
Regina10 2018-03-06 4,808 Small Tits Big Cock Ebony Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
100%
My Afternoon With Venus - Part I
It was a stunningly bright and clear Saturday morning when I left my house to head out and run some errands. Nothing big, just little odds-and-ends that had been building up that I needed to deal with someday and it seemed like this was as good a day as any ... little did I know how good the day wou... Read full Story
funpics 2018-03-23 13,307 Amateur Shemale Fucks Guy Asian Guy Fucks Shemale Homemade
92%
My wife Gwen
My wife, what can I say she is tall and leggy with thick, natural wavy orange-red hair with beautiful porceline skin and just enough freckles to tell you she is a true ginger. Add to that smokey green eyes and thin sexy lips and you can see why people refer to her as Gorgeous Gwen. From the time we... Read full Story
Zöe from Kingston 2019-01-08 7,839 Shemale Fucks Guy redhead Guy Fucks Shemale cum in mouth
95%
Best session with a T Girl
I like T-Girls. Recently had a chance to go to Costa Rica for work. While I was there I decided to see what Costa Rica had to offer in this department. There is quite a good amount of girls to select from. I started texting this Tgirl and we set a time. I got ready and headed over. It was a Hotel th... Read full Story
horny.hiker 2019-04-30 14,966 Stockings Masturbation Creampie Shemale Fucks Guy Lingerie rimming Ass to Mouth escort ts no lube anal fuck just saliva
92%
To My Surprise
I was sitting around at home wishing thee was something to do when the phone rang it was a friend I know who is very sexy ,but, havn't see him for a few years . He ask what I was doing and I said nothing wife is out of town and i'm bored you can come over for a visit if you like --He said sure --I'l... Read full Story
goodgurl34 2019-09-04 6,041 Hott 3some Hot3 Shemale in the middle
78%
My wonderful life with Patl : The dinner and after dinner
Suddenly the door bell rings, I went to the kitchen while Pat received Marie. Pat went with her to the garden and one they were sat she asked Marie what she would like to drink. Both agree on a Mojito, Pat came to the kitchen to order me to prepare 2 Mojito and to serve the tapas i have prepared. S... Read full Story
jperrot 2020-07-23 4,278 Amateur Shemale Fucks Guy threesome domination Sex Toys slave Ass to Mouth cum in mouth
100%
My wonderful life with Pat : The tattoo
Few hours later Marie and Pat arrived, Marie ordered me to stand-up and kiss me hardly with her tongue rolling in my mouth. She say me goodbye and thank you so much for dinner and the marvelous night, Pat is really lucky with you. I was so surprised i reply by a shy thank you. After Marie has le... Read full Story
jperrot 2020-09-18 4,682 Amateur Outdoor Shemale Fucks Guy domination Ass to Mouth cum in mouth
77%
Amber part 2
After the night with Hollywood the next day seemed to drag by. As soon as I got back to my room, I quickly stripped. Falling back onto my bed, I slowly masturbated, my mind still reeling from last night. I'd actually sucked cock, not only that, but I liked it, I liked it a lot, and wanted to do ... Read full Story
ambersissy 2021-04-23 3,711 Crossdresser Amateur Blowjob Big Cock Guy Fucks Shemale Interracial
100%
Tasting the good FLESH
I am no longer Virgin, en bon et du forme Thing never dared since I taste the enjoyment by all the senses and in all its senses... I discovered her when she smiled at me as a thank-you for giving her the way to the small-town supermarket where I was on business. Sandals at her feet of Cinderell... Read full Story
hippocampus_171 2022-11-10 5,002 Amateur Creampie Shemale Fucks Guy Guy Fucks Shemale Mature Ass to Mouth cum in mouth
100%
Gangbanged By 3 trannys
Gangbanged By 3 trannys This is a story about the night I was Gangbanged by 3 trannys. I was at a Transgender after hours clubs that was filled with hot ass Tgirls. This tall white gorgeous woman was eyeing me the moment I walked in. She was wearing this fitting blue dress that showed off ... Read full Story
My Shemale Attraction 2022-12-11 8,890 Group Sex Shemale Fucks Guy threesome Blowjob gangbang Ass to Mouth cum in mouth
100%
The morning after
Part 2 of my Gaby story. Hope you all like it and be patient with my english ;). Part 1 you can find here: https://www.ashemaletube.com/story/first-time-with-big-surprise-6821/ I woke up slowly, the sun shone on my face and I could only open my eyes slightly. "What happe... Read full Story
Marten1201 2023-01-19 5,102 Big Tits Bareback Creampie Shemale Fucks Guy Guy Fucks Shemale
100%
I fucked my personal trainers ass for the first time
I greeted him on my bed in my sheer black lingerie. I knew he’d be nervous, and truly I was as well. We’d spend so much time in the gym together and I knew he wanted me, but taking that next step was sometimes difficult, especially when our relationship was always professional. Posing for him, I r... Read full Story
Madison Heights 2023-05-18 7,248 anal Shemale Fucks Guy Big Cock Frottage
75%
Aunt trip
In 2013, after almost three years of service in Afghanistan, George Madsen, a gay Royal Navy communications petty officer, retired. His experience in the distant deserts had left an indelible mark, the memories of friends lost and challenges faced still burned vividly in his mind. Coming home was n... Read full Story
Rebba 2024-04-25 3,610 Shemale Fucks Guy Blowjob Big Cock Ladyboy Guy Fucks Shemale shemale fucks shemale Fantasy Tale
100%
The Three of Us
Imagine you are a lonely person on the inside, and just wanting all your life to be loved for who you are. Holli Artigas, was just that person. Wondering whether her obsession with Jon Silva, a football star, was from a casual encounter, or was she truly fond of him? Growing up in the Sao Paulo, ... Read full Story
Jon Paul 2024-04-28 3,659 anal Creampie Shemale Fucks Guy threesome Shemale and Girl cum in mouth double anal shemale fucks female
75%
I Added A New Story To My Porn She Male Stories
I was having a coffee with one of my friends and I was telling her about my porn she male stories from my past. In the middle of my talking she stopped me and asked why am I always talking about ancient history. She told me that I was repeating myself and that I need to freshen up things. I realized... Read full Story
shemale lover 2016-05-26 4,680 Cumshot suck asshole
40%
See Me At Shemale Cam Tube
I was dressing when I heard a new e-mail arriving. "You're hot as hell on Shemale Cam Tube", he wrote, "Wanna meet me 4 lunch? Promise to be a gentleman!" It was cute, especially coming from such a skinny guy. I'm a big girl - over six feet, with strong legs and huge breasts whic... Read full Story
shemale lover 2011-08-09 6,615 asshole Blowjob shemale
100%
Shemale Thressome
I met Chrissy about a year ago at a bar. We really hit it off. She was about 5'5" 120 with a nice, athletic body. She was Filipino. Her face, well, unless you knew, you would never know. She was different than the rest of the girls at the bar. While she was there to make a living, she was also ... Read full Story
shemale lover 2011-08-31 4,602 Cumshot Blowjob jerking off
100%
Charisma Part 4
Tiffany held one high-heeled shoe to her foot. It wouldn‘t fit, she knew, since the shoe was several times smaller than her foot. Nevertheless, aware of Charisma, who was seated beside her, waiting for her to don the shoe, she pivoted her foot downward, inserted her toes into the front part of... Read full Story
shemale lover 2011-09-04 3,067 Big Tits licking swallowing
100%
A Fairy Tale Part 2
=-=-Chapter Six-=-= I woke up sometime later and I was feeling better, even a little hungry actually, and I wanted a shower and I needed to pee and...I cocked my head as I heard the unmistakable sounds of Mistress Stacy's bed moving. She had a large one, king sized, with old springs or somethi... Read full Story
shemale lover 2011-12-06 6,895 Creampie Big Cock ass fucking
0%
Mike and Chris Together
Mike's sex life had taken a definite series of turns for the worse. When he called one of his favorite partners, Stella, she apologized for not returning his earlier calls, and told him she had been very busy lately. "I'm really sorry, Mike. I've had some great times with you, and I will alw... Read full Story
shemale lover 2012-02-07 5,341 anal sex Creampie Shemale Fucks Guy Guy Fucks Shemale
94%
My first shemale
This is the story of my first she male. I had always been curious about dicks. I had always been attracted to women and I loved to watch a woman get pounded by a big cock. But after awhile I realized that when I tried to imagine the porno, I always imagined myself in place of the girl. One day, when... Read full Story
shemale lover 2012-02-12 13,515 first time Creampie Shemale Fucks Guy
60%
A Sissy's Long Night
We were to meet at a hotel, the seedy kind where nobody respectable would go. I was to meet him in his room, just down the hall from mine. I was very nervous. This was my first time meeting someone like this. Usually, I knew the person before hand, and always met at private parties where other peopl... Read full Story
shemale lover 2012-02-17 3,531 Fetish domination sissy
94%
SheMale Encounter
“Promise not to fall in love while you’re away?” Lana asked as she wrapped her arms around me. “I’ve told you several times already,” I snapped at her. I had begun to get more than frustrated with her. “This is just a business trip and nothing more, besid... Read full Story
shemale lover 2012-02-20 9,535 first time Shemale Fucks Guy cum squirting
71%
The Superbowl
I was very surprised when my brother-in-law Tom invited me to watch the super bowl with some of his friends. The only reason he would “invite” me over was to be his little sex sissy, since he had enough pictures of me dressed as a girl sucking and being fucked by him I had no choice but ... Read full Story
shemale lover 2012-05-23 3,508 Stockings anal sex Cumshot Fetish deepthroating sissy
100%
A Slut is Born Chapter 2
The week went by slowly as I digested what Jim had done to me last Saturday. As I walked around school, I found myself looking at people differently, wondering if any of them had ever been treated the way I had. This would always bring the details of what Jim had done to my mind and my cock would im... Read full Story
shemale lover 2012-06-27 5,715 Group Sex Cumshot Blowjob
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 13,363 sucking Fetish fucking sissy
100%
Brazilian Discovery Chapter 3
Chapter 03: Partying in Copacabana On the Ipanema beach, Barbara and Joan were joined by Tereza and Consuela. The beach was less crowded than the Copacabana one. Tereza pulled down her shorts and her T-shirt to appear in a quite hot red bikini, an uplift bra that was supported only by a band arou... Read full Story
shemale lover 2012-08-25 3,763 Group Sex Cumshot oral sex Sex Toys
50%
Al Fresco: An Erotic Sci Fi Tale
"Thank goodness for modern science," Ali said as she smoothed her tight black skirt across her shapely hips. The tall brunette turned this way and that in front of her mirror, admiring her taut, toned, and trim figure. Her hands moved up from her hips to cup the twin handfuls at her chest,... Read full Story
shemale lover 2012-09-19 7,321 Cumshot ass fucking oral sex cum swallowing