Free Shemale Stories

Khwaish Pune fucked me hard

I am a shemale trans lover. Me 6 ft tall, muscular, handsome , fair man 52 resides at pune. I use tobe top but last two years I am living being bottom too. I love sucking shecocks and hv sucked quite few in pune. Story begins when I was looking for some trans partner on Planet Romeo I came acro... read more

Stud4Shemale April 14, 2024 100%

CD and BBC Gangbang 1

My name is Mike, as a "Gurl" I go by Fiona. I am a gay man, mid thrities, white, 5' 9' 165, reasonably handsome, both in and out of women's clothes. One of the ways I express my sexuality is to dress as a woman and get fucked by other men. Preferably in a humiliati... read more

FionaFucked October 27, 2014 94%

Gangbang

I was just out to show off, and have a good time wearing a short skirt and high heels at the local TV club. Tonight, though, I went a little farther than usual. I had bought some new things, and I was dying to show them off. I wore my latex rubber corset: pitch black, very tight, and very heav... read more

shemale lover December 15, 2012 83%

Ginger's First Gangbang

I had been enjoying regular meetings with my older lover, Mr Webster, for some time and the routine typically consisted of meeting up and heading off in his car for sex at some secluded spot in the countryside. He liked me to dress as femininely as possible, in pretty dresses, skirts and heels and a... read more

Ginger__57 March 26, 2018 95%

Vanessa and the workmen gangbang

The three workmen were slaving away in the back garden, in the hot sun. Vanessa watched them from the upstairs bedroom window, getting more excited by the second. Under her robe she was wearing a beautiful red basque with a red g-string, black stockings and five inch heels. This was topped off with ... read more

Vanessa Luv May 12, 2020 100%

fuck by my best friend's family

= Part 1. Alice's father = My name is Onikky 28-year-old Shemale from ASIAN, this story only shares the first experience of making love. The story begins when I first moved to a big city, looking for a new atmosphere, I don't have a place to live that I know is only my friend's name Alice who ... read more

Onikky June 25, 2019 80%

Good hardcore fuck with a shemale from Vancouver

Our reader Tommy writes about one of his adventures with a shemale. Sure, it turned out to be not as romantic, but, as he says, nevertheless it was a good hardcore fuck! Thanks to him for this great story. One night on biz in Vancouver I saw some adverts in the paper for shemales and got hot and ... read more

shemale lover March 25, 2015 85%

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 more

shemale lover December 16, 2012 50%

The Farm

“See you Sunday, baby,” said Marcus Jenkins to his wife, Tasha. “Alright! Have a good day at work,” the wireless phone company retail store manager smiled. “Love you, Kobe! Love you, Tiara,” the wastewater plant operator said to his offspring. “Love you, too, daddy,” the youngsters rang out in un... read more

Faggyboi and Puzziboi December 8, 2021 80%

Lady Regina

I know that many say that I I’m a coward because I am comfortable living in the closet as a part time female and not expressing my special female side completely. My friends all tell me to go out and have fun and not worry about what people say or think. In spite of that, and because of the prudish... read more

Regina10 July 1, 2022 50%

The Greatest Lie Part 14

For me, my hometown, L.A., is not the sexy, sweaty night clubs of West Hollywood nor the porn scene of the North Valley. Though I feel more at home there, that side of L.A. is not my home but rather the world into which my transsexual destiny exiled me. Home is the leafy, moneyed boulevards and s... read more

shemale lover January 20, 2012 85%

Daddy Not Dad

I discovered my bisexual inclinations fairly early in life, so by the time I was 19, I had done nearly everything you could do with any combination of genders and numbers. I'm a regular guy on the outside, but in private I am comfortable in both the masculine and the ultra-feminine role. I could pas... read more

Faye Gella November 4, 2019 88%

Sabbatical or Continuous Gang Bang?

My twin sister Laura had already left to go back to college this fall season, but I had decided to take off a semester as I was totally burnt out on school and needed a break. We were twins but not identical though we did look a lot alike and roughly the same size me being a few inches taller. My... read more

shemale lover August 28, 2012 100%

LE PROGRAMME D'ÉCHANGE SISSY ⚧️ ⚧️

Kristy a travaillé pour Le Matriarcat. Cela semblait plus officiel que ça ne l'était vraiment. Comme si c'était un "Nouvel Ordre Mondial". C'était en fait un club dirigé par des femmes spécialisées dans certains services que les hommes paient grassement. Cela pourrait être appelé prostitution selon ... read more

Femboy 2021 March 25, 2023 50%

Blue collar Master, white collar slave Part 2

About an hour later I was once again naked except for my chastity pouch and my stilettos and once again I was screaming and crying, my body covered with angry red welts from Master Darren's whip. On my knees crying and begging I held his cock in my hands, trying to give the best handjob ... read more

shemale lover January 13, 2012 75%

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 more

shemale lover November 27, 2012 100%

TAKING CONTROL OF CJ-CHAPTER 2

CJ put the receiver down. Shocked. WHAT HAD SHE DONE? WHAT HAD SHE GOTTEN HERSELF INTO? He was right...he had checked out her information and verified it. He was right about her lesbian neighbors. What did he need her information for? Was this a test to see if she would be honest? Was this a test to... read more

Titbitch May 15, 2015 50%

Sissy Ghetto bitch part 1

-The Guys 4 ghetto guys was inside a porn site looking at random sissy babe pictures when they accidently found a picture of someone they know. Like every album they clicked it that specific one with a tranny dressed so girly with mouth open. The guys had such a stone hard erection by watching al... read more

shemale lover June 1, 2013 76%

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 more

TrapBomb September 26, 2016 60%

Betrayed Chapter 6

Monday was the most vile, loathsome day of my life – for no earthly reason other than having to be me. The first thing I had to come to grips with was who 'me' was that particular morning. 'Lance' had to put in an appearance at the office. Back to the old routine, go out there and make the big... read more

shemale lover May 30, 2012 80%