Sort by
Relevancy

Free Stories

100%
An afternoon at the Mall
If you read my story "Sandy Comes to Visit Me" you will know that I finally was able to meet my friend Sandy, who was in town for a business meeting. You will recall that I had just graduated from the University and happily living as a woman, even though I still have my boy parts. You will... Read full Story
shemale lover 2012-06-14 2,842 anal sex Creampie domination
60%
Black Transsexual Power Deux
Oh, man. I'm starting to like this too much. Those were my exact thoughts as my sexy girlfriend Linda Johnson worked her nine-inch, uncircumcised Black dick up my ass. I stroked my eight-inch cock as she gave me the ass pounding of a lifetime. My king-sized bed was stained with the fluids issuing fr... Read full Story
shemale lover 2012-07-08 3,541 anal sex Creampie Big Cock Ebony oral sex
100%
Fifties Housewife
I walked in Timeless Fashions to see if anything new had arrived. Sheila smiled and said, "I have some new things I think you'll love." She waved me to follow her behind the counter and into the back of the store. Sheila has known me for a few years now. I fumbled into her store trying ... Read full Story
shemale lover 2012-08-03 3,728 anal Cumshot Creampie orgasm
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 8,666 anal Cumshot shemale oral
100%
Tranny walks around soho late at night
After going to Trannyshack and dancing the night away i left the club at 2am. I was drunnk as guys had bought me drinks all night. A few guys had sat next to me and made me feel their cocks - all were nice and hung lads. The guys liked my long legs shaven with fishnets - black court shoes and and p... Read full Story
shemale lover 2012-11-05 3,627 Cumshot shemale oral sex
100%
His Dirty Little Slut
He'd been watching her at the party all night; fishnets, short tight leather skirt, tight top, scarlet red lips, and dark hair. She looked like such a dirty whore, and she was living up to her looks; time after time she'd lead another man out the back of the house, and each time she'd return, wiping... Read full Story
shemale lover 2013-05-17 6,025 Bareback Creampie fingering ass fucking Guy Fucks Shemale
57%
Amsterdam shemales
This was a few years ago I decided to go to Amsterdam and see if I was gay . Booked A weekend and went drinking,went around the the red light district see what girls and others were around. Went to this beautiful brunnett girl from Bulgaria with big tits, she started sucking me off but I could not ... Read full Story
Saoirse1973 2017-06-28 16,786 Shemale Fucks Guy Blowjob Ebony Interracial
83%
She came inside of me
In my city there are several transsexual brothers where there are usually a good amount of attractive girls working. It had been quite a while since I've visited one but on a hot sunday night I decided to pay one of them a visit. Even though I had been here before I was nervous, the place is... Read full Story
Gracemel121 2017-07-18 17,809 Amateur Shemale Fucks Guy
90%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 13,337 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
100%
Thai Ladyboy
One year ago, when I was 19 I went back to Thailand. The year before was to see the sights and explore the country, the second was more exploring and more fun, the third and final time was to get with as many ladyboys as possible. I had always been curious about trans women. Im not attracted to ... Read full Story
BEN437 2018-11-19 5,066 Teen (18+) Amateur Cumshot Bareback Creampie Blowjob Big Cock Asian Ladyboy domination Guy Fucks Shemale cum in mouth
100%
Chinese Apple Turnover
I crashed harder than anytime ever in my life and my dreams were fucking vivid. I dreamt of being fucked. And of sucking huge cock and getting face fucked so hard that I was cock drunk and high from holding my breath so much. But so really horny from him doing that, so into that cock. Of Jax f... Read full Story
ASSEaster5678 2019-01-09 6,568 anal sex Shemale Fucks Guy Asian Guy Fucks Shemale
91%
My wife found out I also love cock
Even though I've been a tranny lover since I was 18 I ended up marrying Barb she had a set of tits and an ass built for speed. I never told her about my past nor did I pump her for her past. We had been married for a couple of months when I got that need for big black cock again so while Barb slept ... Read full Story
In Need Of Some Huge Black Cock 2019-04-30 9,240 Stockings Big Tits Creampie Big Cock cum in mouth double anal
100%
Taking Ricky's Cherry
My work has me traveling all over the US and if you have read any of my previous stuff then you might have figured out that I have a major cougar streak. I just love being the first T gurl to a sexually inexperienced young guy. I was bored and horny in the hotel room, so I logged into a gay dating s... Read full Story
pennypenny 2019-06-11 8,412 Stockings Teen (18+) Crossdresser Cumshot Bareback Creampie Fetish Blowjob redhead Guy Fucks Shemale Mature Ass to Mouth cum in mouth
85%
My Awkward Phase
My Awkward Phase ©Alexandra Rios 2019 The greatest lie is that what happens in high school doesn't matter, because life begins in college. I pretended to agree, although I never believed it, for I was the world's greatest liar. Wannabees I was hanging out with my friends Quinn, Barb and Anne ... Read full Story
the greatest liar 2019-06-14 11,848 Small Tits anal sex Latina Masturbation Bareback Creampie Blowjob Big Cock transformation gangbang Shemale and Girl Guy Fucks Shemale Sex Toys Ass to Mouth cosplay hormones high school real life situations
25%
Fantastic threesome w/ Miranda Pinocchio & Danielle Albuquerque
Today taken by the craving for something really big I call Miranda who answers me immediately and despite the language barriers and her way of speaking not always understandable we agree for 70 and a quiet thing. I sling in Naples, central area, the usual low in the alleys between via Marina and the... Read full Story
RonWisley 2020-05-04 4,677 Amateur Cumshot Shemale Fucks Guy threesome Blowjob Big Cock
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 7,693 Amateur Cumshot Latina Shemale Fucks Guy Blowjob Big Cock Homemade cum in mouth brunette ts swallow cum
100%
Big Dick Alessia Visits Dallas
Alessia Hung Mature MILF travels to visit a Big Dicked Man and his Sexy Household If you like Transexuals, big cocks, bondage, BBWs, big clits, deep throat, fisting, 69, ass fucking, sounding, piercing, cum swallowing and big loads this story is for you. If not don't bother reading. If you fav... Read full Story
darrell 2022-04-20 4,335 Group Sex Cumshot Shemale Fucks Guy Blowjob blonde Big Cock Asian Shemale and Girl Sex Toys Mature Ass to Mouth shemale + shemale
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 4,823 Amateur Creampie Shemale Fucks Guy Guy Fucks Shemale Mature 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 4,911 Big Tits Bareback Creampie Shemale Fucks Guy Guy Fucks Shemale
93%
MILF Alessia Travestita finds a bottom boy
I was several days into a cruise to New Zealand and Australia with my wife. This morning my wife went on an excursion that I had no interest in, so I had the cabin to myself. I hadn't had any sex with my wife in the last 3 days due to the activities such as the various jaunts to Auckland and the sur... Read full Story
darrell 2023-08-13 6,153 anal Cumshot Shemale Fucks Guy Fetish blonde Big Cock domination Mature deep throat cum in mouth sandals
100%
A Fantasy - Part 2
Paula begins to grown, ohhing and ahhing. I suck hard and swirl my tongue around on the head of her cock. Sharon has pushed her dildo all the way into my ass and begins to pump my ass with a slow, steady rhythm. Paula holds my head in place and begins to thrust her cock into my mouth harder. "I'm go... Read full Story
swollenrooster 2023-09-20 5,030 Group Sex Cumshot Shemale Fucks Guy Shemale and Girl Guy Fucks Shemale shemale fucks shemale cum in mouth shemale fucks female
100%
Lola Chapter 5
Lola chapter 5 Summer vacation was coming to an end. Most of the time we had been to ourselves, mostly at home but also a couple of shorter trips. Beer tasting in Stockholm's archipelago, a trip to the west coast, overnight stays in hotels, everywhere we were received like any other couple. A fam... Read full Story
BellaBeau 2023-10-30 5,733 anal Cumshot Latina Bareback Creampie threesome Shemale and Girl Lola
100%
Being taught a lesson .......... I think!
How did I end up on my back in my own bed, legs straight up with my ankles over her shoulders, ready to have my ass fucked from a lost bet? A bet that Alma clearly cheated at as we discover. I was off to Thailand for a 16 week course in Thai massage at a school recommended highly by a friend I ha... Read full Story
Curious_billy 2023-11-12 8,208 anal Amateur Group Sex Bareback Creampie Shemale Fucks Guy threesome Big Cock domination Homemade Vintage cum in mouth
100%
Regina's Vagina dreams
I think I wanted to be a female from birth. I once looked through a girlie magazine out of curiosity. I had impossible dreams and I longed to trade genitalia with them. I have always fantasized about my Vagina when I was younger. It was during those times that I would drift into my own private world... Read full Story
Regina10 2024-03-01 5,370 anal Big Tits Bareback Creampie Blowjob Big Cock Ebony gangbang Guy Fucks Shemale big ass cum in mouth double anal
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 3,184 anal Creampie Shemale Fucks Guy threesome Shemale and Girl cum in mouth double anal shemale fucks female
50%
Liberty meeting, chapter1
On a beautiful summer day, my phone rings. It's Steve, the boss of a transvestite company who calls me. - Hello Sandra, I have four new friends waiting for you at the club. - Thanks for thinking of me, I'll be right there, I said, hanging up. I am happy with his call because I always meet ... Read full Story
sandratvtg 2024-06-20 1,235 Stockings Shemale Fucks Guy Fetish Lingerie shemale + shemale
100%
My disturbing experience with the elastrator,
My disturbing experience with the elastrator, Every year in the USA but also in France, many males tired of being forced to get hard or no longer wanting to be slaves to their hormones seek out dominatrixes who castrate them clandestinely to better dominate them. They use the elastrator for th... Read full Story
sandratvtg 2024-06-25 1,010 anal Lingerie Guy Fucks Shemale femboy pumps Castration élastrator stoching split pantie
50%
Fantisy 1
THE GANG BANG: I am dressed in a black dress, black bra, black crotchless, black garter stocking, black babydoll, and 5” high heel shoes. Here is how I would like it to go down; I am in a hotel room dressed as described above and waiting on the men to show up. The first set show up and I take off... Read full Story
carriebangs 2024-07-23 143 Crossdresser Bareback Creampie gangbang Interracial
100%
Forever like this
It's late, and the night of dancing has left us exhilarated; tired in that way that makes you feel more alive than you do any other time. We wave goodnight to my housemates and shut my bedroom door. Sam grins her impish grin at me. She'd gone for a goth look, this evening, ladling on heavy eye ma... Read full Story
shemale lover 2012-01-31 3,250 anal Creampie Shemale Fucks Guy
50%
Freak House Superstar Come Fest
Kiki and Ty Blaze were doing their thing. They were living on their love and passion, literally. The couple had taken their love, passion and desire to please one another and turned it into their livelihood. They had become stars in the world of underground porn. Their production studio, Nasty Nigga... Read full Story
shemale lover 2012-02-01 6,322 anal shemales Group Sex
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 5,174 anal sex Creampie Shemale Fucks Guy Guy Fucks Shemale
80%
She trained me
I was sent to Aunt Fergie when my parents were killed. She is about 5'7" and 200 lbs she was your stereotypical aunt with some fat and wide hips and big breast. She picked me up at the bus station in her car. She said," My household is different and special I have girls who you will ... Read full Story
shemale lover 2012-02-17 5,855 anal Big Tits Shemale Fucks Guy
75%
Shemale gang-bang
I have been surgically modified by my mistress I have a small 6 inch penis (functional) I have no body hair except for my ‘pussy’ My anus had been surgically loosened for better sexual performance (can now tightly accomodate penises 2.3 inch diameter and 9 inches long) I have large... Read full Story
shemale lover 2012-03-26 4,692 Creampie gangbang domination
66%
The Blind Date Night Part 2
He grasped my hand and we walked briskly from his car to the door of his condo with my 5 inch black heels clicking madly against the concrete. We moved in such haste that I was afraid I'd come tumbling down from the height of my heels. Once inside the condo he roughly grabbed me and pulled me tightl... Read full Story
shemale lover 2012-06-01 2,370 anal Creampie oral fingering
60%
Video Store
I would always go to ABS dressed as male.. this time..and all the times after this has changed me..I always loved the feel of sexy lingerie, I got myself all ready for my evening, had the new wig...took time putting the make up on, was smooth all over and feeling slutty. I put on my black jean mini ... Read full Story
Jbld 2012-08-08 3,114 anal sex Creampie oral sex crossdressing
100%
First Time
I'm not really sure how I ended up where I am. However, the events below are true and only the names have been changed. It happed to me over 15 years ago and my life has never been the same. It was my freshman year of college, being 35 in the middle of a mean divorce I decided to sell my condo an... Read full Story
shemale lover 2012-09-28 4,253 anal Creampie oral sex crossdressing rimjob
100%
Shemale fun, Hannah and Sarah
Hannah and Sarah have been friends for about 7 years now, both at the age of 20 now and both attending uni together on the same course. Through the years they have both learnt a few really big things in each others lives. Hannah knows about Sarah being a shemale but has never asked to see or has nev... Read full Story
shemale lover 2012-12-10 3,082 anal cum huge tits
91%
My first BBC fuck
I went clubbing last week with my girlfriends that I work with and they recommended a hip hop club in a seedy part of town. I was alittle scared but we went anyway and well, and we were really having some fun there!!! I decided to dress like a real lil slut this night, a black minidress, lacey thigh... Read full Story
shemale lover 2013-06-06 9,768 hardcore Creampie Big Cock Guy Fucks Shemale Interracial
94%
A NIGHT WITH A TRANSEXUAL
Since my passionate weekend with a shemale and just getting my ass fucked for three days almost by a beautiful black transexual with a 13" she meat,my fantasy for tranny cock was finally fulfilled,a couple of weeks after that weekend i went to a local gay bar called Crusing 7,it`s was sunday ni... Read full Story
shemale lover 2013-06-22 5,875 suck Creampie Shemale Fucks Guy ass fucking 69
100%
VICKI LARA RIVERA,MY SEXY TRANSVESTITE GF
I met Vicki at a hook up site,she had an ad that caught my attention it went something like this "hispanic transexual looking for a serious relationship with an honest man",i read her ad and liked the fact that she was looking for a relationship and not just a one night stand,I`m very much... Read full Story
shemale lover 2013-07-10 4,463 sucking Shemale Fucks Guy ass fucking Guy Fucks Shemale stroking
98%
My Girlfriend's Mother Has a Secret
A young man, 18, is caught spying on his girlfriends mother in her bedroom, and is taught a hard lesson. Characters: Tim, 18, Student; Susan, Tim's Girlfriend; and Julie, 44, Susan's Mother ;-). Julie sat at her dressing table, preparing for bed; she brushed her long dark, which was one of the pr... Read full Story
shemale lover 2015-02-27 27,353 tranny Cumshot suck Shemale Fucks Guy ass fucking wanking
60%
My Fantasy Came True
Hello all I'm a trap or a CD or a Sissy anything you can call me.I can be your trap or Sissy. Here is my first BBC Gangbang. When I got my fantasy fuck.I'm a Sissy Bitch of my friend.He make my fantasy came true.So here's the story. Last week I got my First BBC Gangbang.It's... Read full Story
TrapBomb 2016-09-26 9,019 Big Cock gangbang deep throat double anal trap c
80%
Wrong Vampire
I consider myself a fairly tolerant person. I judge each person on their merits, not their skin color, gender or even sexual orientation. I'm even in favor of the Vampire Rights Amendment, but I must admit, unlike other groups people discriminate against, they make me uneasy. They claim that all the... Read full Story
ASSEaster5678 2019-04-23 6,530 Cumshot Shemale Fucks Guy Guy Fucks Shemale cum in mouth vampire
60%
The Greatest Liar, Date With The Devil
The Greatest Liar, Trans Erotica With A Purpose © Alexandra Rios 2019, all rights reserved Disclaimer This is a work of fiction. All characters (including the narrator), firms, business entities, organizations, teams, products, medical providers, medicines, governments, government officials, c... Read full Story
the greatest liar 2019-08-20 4,123 Big Tits Bareback Creampie Guy Fucks Shemale
100%
Honeymoon Suite
Two days after having been gang banged into ecstasy, I got a call from Lucas, one of the gang bangers who had brought me so much joy two days before. I was elated, but I tried to be calm and not let him know how happy I was to hear from him. He wanted to get together, just the two of us, for a more ... Read full Story
Regina10 2020-07-10 5,030 Bareback Creampie Blowjob Big Cock Lingerie Guy Fucks Shemale Ass to Mouth
45%
Threesome with random muslim men from Dubai -
As you all know, most of the meetings with my clients happen in good 3-star or 4-star hotels. Clients normally visit my hotel room and have fun. This exciting session happened during my stay in a 3-star hotel room in Bangalore on March 1st and 2nd. I had bookings for both the days and was prepare... Read full Story
Manusha Tranny 2021-10-14 8,997 Crossdresser Cumshot Outdoor threesome Blowjob Big Cock Asian Ladyboy gangbang domination Guy Fucks Shemale Ass to Mouth cum in mouth
81%
My wonderful life with Patl : The dinner
Hello All, Since Pat told me to serve her fully naked i was/i am really keen to back home and to make her happy. One day she told me, I hate to see you so hairy, I would like you will be fully shaved. I will be very happy to have your cock, balls and ass smooth as a baby skin. I will shav... Read full Story
jperrot 2020-07-21 3,950 Amateur Shemale Fucks Guy Big Cock domination slave guy
100%
The Experience of a Lifetime
My divorce was hitting me really hard. My wife outgrew our relationship and started living her own life and I had a front row seat to everything. My heart and life was upside down. I didn’t go out anymore. Friends and family both told me it was time to get my life back on track and start living ... Read full Story
therefill05 2020-11-30 20,079 Big Tits Cumshot Bareback Creampie Shemale Fucks Guy threesome Blowjob blonde Big Cock Ebony Uniform domination cum in mouth
100%
Seduced At The Gloryhole
I love to write Erotica. For story requests please send me a private message or email noirenoire10@gmail.com Enjoy! Golden blonde hair that rested just past her shoulder, piercing blue eyes, full luscious red lips with colorful sleeves of tatoo’d arms. Wow, she was immaculate. She locked ey... Read full Story
therefill05 2020-12-10 9,351 Big Tits Cumshot Bareback Creampie Blowjob blonde Big Cock Guy Fucks Shemale Interracial cum in mouth
100%
ROBERTO’S SECRET by Spanky De Bautumn
Cody Daniels was only trying to help her country; she never dreamed things would come to this. She was patriotic and felt compelled to do whatever asked of her to aid in the capture of the terrorist known only as "Roberto". But lying in his bed, bound and gagged, Cody wondered why she let herself go... Read full Story
SpankydeBautumn 2021-01-22 4,887 Crossdresser Cumshot Creampie Fetish domination Guy Fucks Shemale
100%
Hung Trans Lesbians Fuck Two Ladyboys
Note 1: If you like Transsexuals, Trans Lesbians, Asian Ladyboys, Big Cocks, Extreme Cock Sucking, Anal Fucking, Anal Fisting, Semen Swallowing, Role Play, Orgies, BDSM, Cock Sounding and Foot Fetish this story is for you. Note 2: All the characters are over 21. The names are fictitious, but some... Read full Story
darrell 2022-01-03 4,331 Group Sex Big Tits Cumshot Bareback Fetish Blowjob Big Cock Asian Ladyboy Sex Toys Mature cum in mouth shemale + shemale
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 4,290 Crossdresser Cumshot Bareback Shemale Fucks Guy Blowjob Big Cock Asian Guy Fucks Shemale cum in mouth
100%
The Golf Bet
A couple of years ago I joined a new golf course, I wasn't the best golfer but very keen, I would be at the practice area almost everyday for at least an hour. Over this time I got to know a number of members and it was a good way of meeting people to play with. Over that year I met a number of new... Read full Story
chris1989r 2022-01-03 4,715 Amateur Cumshot Shemale Fucks Guy Guy Fucks Shemale cum in mouth
100%
The Game 2
That next morning again Ada and I went down for breakfast and the table was smaller, It wasn't as grand as it had once been and to every guy at the table was now at least two girls. We had our normal breakfast and for once there seemed to be a little more chat between everyone, I think after bei... Read full Story
chris1989r 2022-01-24 4,421 Amateur Cumshot Bareback Shemale Fucks Guy Blowjob blonde Big Cock Asian domination Guy Fucks Shemale Ass to Mouth cum in mouth shemale + shemale
100%
2nd date with Latina Sissy Destiny
So this was my second time with Destiny, a really cool Latina CD/Sissy who had just turned 22. You might want to read my first goaround with her title, “Deflowering Latina Sissy Destiny” as it will give background and context here. After our first encounter, she signaled that she was definitely... Read full Story
AllenB 2022-04-05 4,070 Crossdresser Cumshot Latina Creampie Shemale Fucks Guy Blowjob Interracial cd Homemade sissy cum in mouth cum swallow amatuer cd
80%
intimate Cousins
My favorite cousin and first lover, Billy, was just released from prison and I was anxious to see him. I am ecstatic that he is out, and I am thinking about all the past fun we had as I prepare to revisit those good times. Tommy knows all about my relationship with Billy and he understands my need t... Read full Story
Regina10 2022-05-13 6,040 Stockings Crossdresser Cumshot Masturbation Bareback Blowjob Big Cock Ladyboy Guy Fucks Shemale Ass to Mouth cum in mouth double anal