Sort by
Relevancy

Free Stories

64%
Domination Island Part 5
The man who belonged to Serena woke with a start. It was dark and very warm and he was covered in sweat. Another nightmare, another recurring hellhole. These dreams were all the same. Beautiful women running at him and he was unable to move. And they all had enormous penises, rock hard and drip... Read full Story
shemale lover 2011-09-24 26,231 shemales Lingerie domination
100%
A Very Hard Working Girl
I jump around a lot when I tell my story. I don't always tell it in the order that it happened. But I do tell my story accurately. It's all me. I write from experience, love to share the dirty little kinky things I do. There is no moral to the story, no ending. I just like to write about the things ... Read full Story
shemale lover 2012-07-17 4,961 Fetish oral sex sissy
100%
Dottie's Back Chapter 2
After tossing my purse onto the kitchen counter, I nearly ran across the backyard toward Kim's house. Stopping a few feet short of the fence, I kicked my heels over it, pausing to be sure they landed in Kim's yard. On a previous occasion, one of my heels flew into the yard next to Kim's. This forced... Read full Story
shemale lover 2013-01-29 3,303 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
94%
My Shemale Fantasy
Allow me to introduce myself, i’m a young European man, in my early twenties, writing my first erotic story. This has been a fantasy all my life, it probably will remain a fantasy, but that doesnt mean i cant write about it. Ever since i was old enough to realize my raising sexual interest and... Read full Story
Jakester 2013-04-10 32,128 first time Creampie Shemale Fucks Guy ass licking virgin
91%
My friends new roommate and her surprise
So my friend Rebecca and I were planning on going to this bar for the evening but she called me and said she was running a bit late and that I should wait at her place and that her new roommate Shawna should be there to open the door for me. Rather, than wait in my car I went upstairs to her apartme... Read full Story
shemale lover 2013-05-07 15,383 Cumshot suck cum oral Guy Fucks Shemale
90%
Marceyah and My Wifes Favorite Things
There are two things my wife Cindy and I absolutely get off on when we're really horny. The first thing is I love to suck cock and she loves to watch. The more the other guy and I are into it the better. The second thing we love is, after I'm done with the other guy and he's completely spent, I ... Read full Story
shemale lover 2013-06-21 4,021 Cumshot suck jerking ass fucking Guy Fucks Shemale
86%
My TS experience in India, Pune
Im 6 ft tall fair with handsome looks and regular exercise keeps me fit and healthy. Im also blessed with quite big and thick cock with indian standards. Im total shemale fan and I watch shemale porn crazily every day. I was in search of TS or Shemale in pune since long then one day I was searchin... Read full Story
daynightfun7 2013-07-10 13,441 suck shemale fingering ass fucking Guy Fucks Shemale condom sex
87%
First Time - Surprise Shemale
I'm an eternal masturbator. I've always like wanking and playing with myself. At a young age I worked out that I likes playing with my ass hole, sticking things in it, walking round all day with something in it. With the advent of the internet I was like a pig in shit. So much porn to be had and so ... Read full Story
shemale lover 2014-09-19 19,755 first time tranny Shemale Fucks Guy jerking wanking 69
63%
A Slice of Life - Ch. 1
Written by Nobody Home. All comments and feedback welcome! 1. It is dark out, night descending upon a wintery, snowcapped city backdrop. Cold against the windowpane, I feel my head shoved into it and my hand makes a streak against the glass. My would-be attacker tears my panties off of my slen... Read full Story
Nobody Home 2016-12-20 5,392 ass fucking cumming Guy Fucks Shemale cd sissy
81%
My Fantacy
I'm sitting here watching porn thinking about how bad I want laid. So, I figured I'd post a quick story of something that's been on my mind lately. See, I'm craving a good dicking. But, not only that. I want to wear my new stockings and garter belt with a black bra, lace thong an... Read full Story
Shiloh Patutie 2017-12-26 3,920 Stockings Group Sex threesome Guy Fucks Shemale Ass to Mouth cum in 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 4,850 Small Tits Big Cock Ebony Ladyboy Lingerie Guy Fucks Shemale Ass to Mouth
100%
HOW ONE PEEPING TOM MORNING TURNED ME INTO A SHEMALE SISSY BITCH
It was while cutting across his back trailer park lawn around 7pm on misty July Saturday evening, when I first discovered that Mr. Parker was really a fag. How else could you describe a man wearing a long blonde wig on his head while below he wore only a large somehow stuffed pink lacey woman's bra ... Read full Story
CDDIXIE4U 2019-01-08 14,290 Teen (18+) Crossdresser Amateur Cumshot Masturbation Blowjob Big Cock Ladyboy Lingerie domination Guy Fucks Shemale Homemade Compilation Vintage cum in mouth
90%
My Night with Luisa Tavares revisited
I've made some adjustments to this story and will be writing a sequel. Hotspur I flew to Goiânia just to be with Luisa Tavares. She greeted me at the door to her apartment in a bathrobe. She had just taken a shower and invited me to do the same. When I returned from the shower, I found her sitti... Read full Story
hotspur 2020-01-10 11,554 Shemale Fucks Guy Blowjob Big Cock domination Ass to Mouth
85%
My Knight
I felt good as a looked around the club and watch the Queens on stage perform their acts. I felt like I belonged here among this faction of society. Drag queens and Trannies were my people and the only thing I regret is being in the closet and not having the courage to do it more openly. However i d... Read full Story
Regina10 2020-06-23 4,034 Bareback Guy Fucks Shemale Ass to Mouth shemale + shemale
80%
Getting Fucked by Sasquatch
Bill was about to show up, I had known him from a chat room for years now. I was in his town for work and we had set up this date so we could finally meet each other. I heard a hard knock at the door and when I swung it open, I just stood there in awe. It wasn’t the big beard or really long hair tha... Read full Story
pennypenny 2020-08-21 6,207 Crossdresser Bareback Creampie Fetish Blowjob Big Cock redhead domination Guy Fucks Shemale pov Ass to Mouth cum in mouth
50%
The BIG COCK that I will eat.
ENGLISH: Hello friends. In the link below, you can see the tranny cock that will fuck me in the days to come. I saw her advertised on the internet, I picked up the phone and called, I will see her when her clinical tests are negative for sexually transmitted diseases, because I will surely swallow... Read full Story
cuchillo 2020-09-18 7,986 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Homemade cum in mouth brunette ts swallow cum
92%
Caught Before My Brother and Friends Could Use Me.
Caught Before My Brother and Friends Could Use Me. By TVTrinity As a boy, I was fascinated by the petite little girl I saw in the mirror when crossdressed. When I got caught dressing by my uncle. I experienced the effect it had on men firsthand. He looked at me the way a man looks at a girl. I... Read full Story
Tvtrinity 2021-04-07 6,147 Teen (18+) Crossdresser Amateur Bareback shemale Guy Fucks Shemale sissy forced young faggot Trinity uncle Richie Budd
91%
Aby my trans daughter
I am 50 and great shemale fan. I met Aby through PlanetRomio during covid lockdown. I was alone at home that time and i was searching for some good trans or shemale. So Aby so my profile and sent me message. I immediately replied. we exchanged our contacts and then shifted our chat to Whatsapp. ... Read full Story
Stud4Shemale 2022-01-03 4,602 Crossdresser Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock Asian Guy Fucks Shemale cum in mouth
100%
TG girlfriend is my new neighbor
With Christmas and New Year’s over, the weather here in Florida has become cooler, 45 degrees last night and it will be in the mid-sixties for the rest of the week. We live in a sub-division right off the waterway, very private. My neighbor usually comes down around Christmas and stays until tax ti... Read full Story
Jon Paul 2022-01-17 4,368 Big Tits Bareback Creampie Shemale Fucks Guy Big Cock Asian Guy Fucks Shemale
100%
How I Became His Office Fucktoy
Until this job ended last year, every day at my lunch break I would service one of my many Daddies in his office in the building where I worked. He'd always slip me a few bucks, a $20 or even $50 afterwards, not as a payment for sex, but as a "tip" "for all the hard work you do here," he says. I wor... Read full Story
Chrissy Tunnell 2022-02-18 3,982 Crossdresser Amateur Fetish Blowjob Ladyboy domination Guy Fucks Shemale Mature cum in mouth
100%
TG Neighbor
With Christmas and New Year’s over, the weather here in Florida has become cooler, 45 degrees last night and it will be in the mid-sixties for the rest of the week. We live in a sub-division right off the waterway, very private. My neighbor usually comes down around Christmas and stays until tax ti... Read full Story
Jon Paul 2022-04-22 6,876 Big Tits Cumshot Latina Bareback Creampie Shemale Fucks Guy Blowjob Asian Ladyboy Guy Fucks Shemale
90%
Why does cock look so good on a girl ?
Horny and looking for something to jerk off on, of started surfing porn sites looking for just the right hottie. Pornstar Christie Lee really gets my juices going so I clicked on her. I started watching the video I was familiar with and knew would get me off when I decided to check out all her video... Read full Story
Verdura08 2022-10-17 6,373 Crossdresser Amateur Cumshot Big Cock ts posing huge dildo
100%
About Jack and Diane
Thanksgiving was over the college kids are returning to school and Las Vegas has slowed down from the busy restaurants and overcrowded casinos. It’s the best time of year to see a nice show for less. Jack’s friends had all taken off with families and he had time to think about how lonely he really w... Read full Story
Jon Paul 2023-12-20 7,369 anal Cumshot Bareback Fetish threesome Lingerie Guy Fucks Shemale small cock shemale fucks shemale cum in mouth shemale + shemale
75%
A Series of Perverse Dreams, Part 3
After my last couple dreams, I began to watch a ton of gangbang and bukkake porn. I had jerked to this kinda stuff before but now I was watching it constantly and this time around, it was to the thought of being the girl in the scene. Something about watching a beautiful woman taking numerous cocks ... Read full Story
KaceyKlarissa 2024-03-08 5,054 anal Big Tits Cumshot Creampie Blowjob blonde gangbang big ass sissy Ass to Mouth cum in mouth bimbo bimbofication
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 3,656 Shemale Fucks Guy Blowjob Big Cock Ladyboy Guy Fucks Shemale shemale fucks shemale Fantasy Tale
100%
The Story of Stephanie (Chapter 9)
After that encounter with Alicia, I kept a low profile. I was paranoid incase her husband was coming after me. But, one thing I did know, was that I didn't want to get into anything that complicated again. I also knew that Stephanie was ready for some more fun with a man. I'd lived out a fantasy wit... Read full Story
Stephanie Wild 2024-07-14 2,870 anal Crossdresser Amateur Blowjob Big Cock Guy Fucks Shemale
75%
Super Shemale Tube At The Waiting Line
The restaurant was crowded - everyone in Boston wanted to be there, and I waited for an hour at the bar, hoping to get a table for one. But was I watched my chances of having dinner crumble to dust and glanced at Super Shemale Tube on my phone's browser, a girl sitting next to me asked "Hey, yo... Read full Story
shemale lover 2016-03-14 6,773 anal cum big ass
80%
Me And Two Shemale Lovers
The ad in the local “underground” paper said “2 hot she-male lovers looking for inexperienced open-minded male for exciting new encounters….” It added a few brief descriptions etc. I thought to myself. “Why not, you’re open-minded and adventurous?” So... Read full Story
shemale lover 2011-08-09 6,712 anal sex shemale oral
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 6,650 asshole Blowjob shemale
85%
Buffy the Shemale Vampire Slayer Part 1
Waking to sunlight streaming through her bedroom window, between the parted curtains, Buffy Summers frowned, blinking. She'd had some strange dreams, including a few that had been prophetic, but nothing like the bizarre nightmare she'd awakened from just now. Last night, she'd fought a Feral Demon a... Read full Story
shemale lover 2011-08-19 5,650 Cumshot shemale hermaphrodite
100%
Buffy the Shemale Vampire Slayer Part 12
The demons found exits in the walls or floor, vanishing between chinks of stone or through hidden grates or into holes they'd dug for themselves over the long centuries of their residence-or imprisonment-in Baphomet's palace. Only one remained. "My former consort, Baubo," Baphomet intro... Read full Story
shemale lover 2011-08-21 4,717 hardcore asshole Big Cock
50%
Gangbang: Daddy's Girl
"Oh yeah...that's daddy's girl," my dad moaned as he massaged my enormous round sticky ass. I'm 18 and my sister was about 5 years older than me, so who knew how long this had been going on for, I thought to myself. At least I tried to think as I slowly closed my eyes and bit my bottom ... Read full Story
shemale lover 2012-12-16 9,572 sucking cum gangbang
75%
Intro to a Dream Made Real
Jim had known growing up that he enjoyed bi-sexuality. But he had never found a man attractive the way women were to him. For example, he never found himself wanting to kiss a man, but he liked holding a hard cock as much as he enjoyed touching a wet pussy. He really enjoyed sucking a dick as much a... Read full Story
shemale lover 2013-01-22 5,913 hardcore sucking domination bondage foot fetish
100%
Boi Toy
They met me off the train late in the afternoon. Their welcome was warm and friendly. I was exhausted from travelling and spent the evening in wonder as we first had drinks with friends of theirs at one home then all went out to eat at a restaurant, then back to another friends home for more drinks.... Read full Story
shemale lover 2013-01-29 6,174 anal sex Cumshot Masturbation Blowjob Guy Fucks Shemale
85%
Some first date, huh
So I had just gotten this new job at a fast food/dine in kind of place for the summer trying to make some extra money before the fall semester started. And there was this boy named Danny that would come into the restaurant every so often. He was really cute and had nice lean looking body. He was pre... Read full Story
shemale lover 2013-06-06 6,376 Cumshot ass licking Guy Fucks Shemale rimming riding cock
87%
MY first time with a Tranny
So one night i was feeling super horny, and was jacking off all day, i went our that night and got home super d***k and super horny. i called up my local chatline and started talking to this tranny that told me she was horny as well, one thing led to another and i gave her my address. we talked on t... Read full Story
shemale lover 2013-07-05 18,400 first time tranny suck Big Cock facial Guy Fucks Shemale
88%
MY FIRST SEX WITH SHEMALE
This is some of True incidents happen in my life when i take an office trip at last 2 years. After a long flight, I departed, and made arrangements for my luggage to be sent to the hotel, and then went to a restaurant / bar to get a meal and a drink. I am not a good flyer, and get real nervous durin... Read full Story
shemale lover 2013-12-01 40,576 first time anal sex suck Shemale Fucks Guy Guy Fucks Shemale
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 30,751 suck Creampie Shemale Fucks Guy ass fucking cum swallowing
100%
My Life as a Shemale Part5
I wore my new clothes now everyday, Sam and Tim helped make sure that I learned that my underwear was in the right place and I had this terrible habit of not keeping my legs together when I sat down. At night I was always wearing my nighty and it all just made me completely horny all the time and it... Read full Story
shemale lover 2015-02-27 3,104 tranny Amateur shemale fingering stroking
80%
Blowing Strangers
I was headed back into town from a couple weeks on the road and decided to stop for the night at a particular hotel, because it a had a small bar attached. After getting a room, I went upstairs to change. As usual, my outfit was right on the border of sexy and slutty. The five inch heels might have ... Read full Story
pennypenny 2017-07-05 8,009 Crossdresser Blowjob Guy Fucks Shemale cum in mouth
71%
Alleyway Adventure
I was on my way home from school and this girl in those tight yoga pants and a shirt that showed off her huge boobs taps me on the shoulder as I walk past her. "Want to have some fun?" She asked smiling. Nodding I said "Yes I would love to." Taking my hand she lead me down the st... Read full Story
HornyCummer2344 2017-09-12 4,530 Big Tits Cumshot Blowjob Big Cock Lingerie Guy Fucks Shemale
96%
A Night of Lust
I was out at a night club with a few friends, and we were there for for a while before I noticed this sexy, rather short girl across from me at the bar looking over. I could tell, even from this distance that there was something special about her, I wasn’t sure what that was quite yet though. The mo... Read full Story
JessicaEdwards 2018-08-07 18,611 Stockings Amateur Cumshot Masturbation Bareback Creampie Shemale Fucks Guy Blowjob blonde Big Cock Lingerie deepthroating Guy Fucks Shemale cum swallowing deep throat deep penetration cum swapping pov Ass to Mouth cum in mouth anal fuck sloppy virgin ass
80%
Flying High
Flying High Janice loved working as an airline hostess. Traveling all around the world enabled her to meet many people which she enjoyed doing, however she always felt alone, until one day while they were flying at 30,000 feet the plane suddenly encountered a lot of turbulence which caugh... Read full Story
iluvgurls 2018-11-14 3,919 Cumshot Fetish Blowjob Lingerie Guy Fucks Shemale
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 7,882 Shemale Fucks Guy redhead Guy Fucks Shemale cum in mouth
100%
Tom Didn't Get A Choice
Tom Didn’t Get A Choice This was Tom and I’s first date. We had met online, so he already knew that I was a very femme sissy crossdresser. Tom eventually asked me on a date. I happily said yes, knowing that I turned him on a great deal. On the evening of our date I wore a black dress that wa... Read full Story
pennypenny 2019-02-18 6,430 Crossdresser Cumshot Bareback Creampie Blowjob redhead Guy Fucks Shemale cum in 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 21,554 Group Sex Bareback Shemale Fucks Guy Fetish threesome Big Cock Ebony domination Ass to Mouth cum in mouth
100%
TG affair in Bimini
The day was rainy and weather was dreary, not much to do and have the day off. I fly a charter plane that takes people to and from the Bahamas from Ft Lauderdale. My girlfriend Jan and I only stay together a few days a week, she is in Real Estate and with my schedule we have not been together in t... Read full Story
Jon Paul 2021-04-19 3,491 Teen (18+) Bareback Creampie Blowjob Guy Fucks Shemale
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 3,737 Crossdresser Amateur Blowjob Big Cock Guy Fucks Shemale Interracial
95%
First time
Hi, my name is Sandra. In fact, I'm not exactly a girl, but a CD. Even as a child, I felt different and I used every opportunity when I was left alone in the apartment to dress up, to put on women's clothes, to put on make-up. In time, I started watching porn, as did all my friends. But, unlike them... Read full Story
cd Sandra 2021-10-13 5,918 Stockings Teen (18+) Small Tits Crossdresser blonde Guy Fucks Shemale
88%
Alex and Jon
Alex was not beautiful, but had a sexy attractiveness that most could not help but take a second look. This was the case with Jon as he searched adult Friend-Finder ads for someone that would satisfy his desires and dreams of a companion. Alex, a transgendered Filipina girl, had the bronze skin colo... Read full Story
Jon Paul 2022-09-21 5,561 Group Sex Cumshot Bareback Creampie Shemale Fucks Guy Blowjob Asian Ladyboy Guy Fucks Shemale 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 5,160 Big Tits Bareback Creampie Shemale Fucks Guy Guy Fucks Shemale
93%
My lesbian shemale adventure
My name's Kimmi and I used to be a stripper. I'm a genetic girl, and I always had a wild streak. Guys liked me 'cause of my long blond hair, slender build, and sense of humor. They also liked my 36C breasts :) I danced at a place on Sunset Blvd in Hollywood (this is a true story, so I won't use t... Read full Story
shemale lover 2015-01-19 6,447 blonde Big Cock Shemale and Girl
66%
Kinky Alexander And Our Hot Young Shemale Tube Movie!
Being different is not easy, and it can certainly be a rough ride. But I found my passion and I started making young shemale tube movies. It all started at a bar one night! I didn't want to get attached or have a serious relationship. I was alone and I haven't had sex in a long time, I was aching fo... Read full Story
shemale lover 2015-12-19 4,852 anal shemale oral sex
95%
Interesting Suprise
This all happened several years ago when I was in the Navy in San Diego. One payday weekend I was in a partying mood so I thought I would head down to Tijuana for some fun. Being I was about 20 at the time I headed for one of the clubs where a lot of the college kids hung out hoping that I might g... Read full Story
bjw_6 2011-10-23 7,894 suck Bareback Shemale Fucks Guy Guy Fucks Shemale 69
100%
Aint a woman that comes close to you
Angie slipped in the room for our occasional discreet encounter. This time she was dressed as a hot MILF wearing shoulder length blonde hair, dark red but lightly painted lips, trimmed dark eyebrows, lightly dusted eye shadow and rosy painted cheeks. She wore a pearl necklace with a white dress that... Read full Story
shemale lover 2012-01-16 2,691 anal cum Guy Fucks Shemale
100%
A trip to the dentist
My wife thought I was at the dentist but I was really with my special friend Sandy. It had been over a month since I could sneak away to see Sandy. My cock was wet and hard just from the ride thinking about what she would be wearing and how we would please each other. When She met me at the door I a... Read full Story
shemale lover 2012-01-22 3,739 anal Shemale Fucks Guy cum