Free Shemale Stories

Oh The Joy! Part II (revised)

Oh The Joy! - PART II I returned to the cubicle to get some wipes and clean myself up. Touching up my make-up I ran through in my head what had happened and I smiled inwardly. What else may lay ahead for the rest of the day? After what had been done to me earlier would be hard to beat, that’s for s... read more

Sexy Michelle May 1, 2014 100%

Cock Sucking Jail Whore

I've always known that I was not meant to be a guy. Being sexual curious I would look at porn mags like any one does. At first it was just magazines with pictures of naked woment. It was when I ran across my first Hustler magazine that my life was changed forever. Seeing pictures of studly guys with... read more

shemale lover September 17, 2011 66%

A Sissy's New Daddy

Walking in the door the Friday after my eighteenth birthday, everything seemed great. My parents had gone out of town for the weekend and I was for the first time a truly free man. My older brother had decided not to come home for Labor Day holiday which I was kind of bummed about, we didn't get alo... read more

shemale lover June 16, 2012 100%

Anything to make a sale

“David, you are not the right sales person for this account. I know the CEO of Cybertix very well, he’s been a client of mine for years, and he won’t relate to you.” I was sitting in the office of Victoria, my boss. There was a big sale opportunity at Cybertix and I badly ... read more

shemale lover September 17, 2012 77%

My Shemale Girlfriends My Mistresses

Sorry i haven't been writing stories, I've been a full time slave of multiple mistresses the past year. if you read any of my other stories, you'd know my beautiful girlfriend/mistress Christy, who is my main mistress, Brittany, her friend from Denmark, is my secondary mistress and has moved in with... read more

shemale lover December 8, 2013 60%

My dream Pt 1

This is my first story..... I am myself as Sydney and this is written with what i hope the person who falls for me thinks of.... __________________________________________________________________________________________________ It wasn't my idea to move to Phoenix; well it really was my choic... read more

Sydney Sun Min December 26, 2017 58%

Very Impatient on a sex fanstay

Are you ready for this Mish?" "Not really but it's too late to back out now." I stood in a dark alley before a metal door shaking with both anxiety and the cold, waiting for the door slot to open and for the night to begin. I wouldn't admit it to my friend Simone but secretly I hoped we would ... read more

ASSEaster5678 July 10, 2018 88%

Sex with security guard in the apartment..!

I always fantasize about exploring the unlimited possibilities of cross-dressing and exposing myself in public such as dressing up and clicking hot pics in public places, seducing men and get picked up from pubs, having sex in car and on the roadside, etc., and some of my fantasies have already come... read more

Manusha Tranny October 18, 2021 50%

First Time Having Sex With A Shemale

Ok let's begin so I was walking down the street going to the store one day I saw a woman and her daughter moving into a house they had some heavy boxes that they need help with. At first I thought she was white girl but when I got closer to them they we're Asian becuase i only saw the back and they ... read more

bigtranslover May 21, 2011 78%

The Sex Business and Market Research by Katrina Electrika

In my 52 years, one of the things I have done is work in The Global Market Research Sector. I've done everything in it from Designing Market Research Surveys to even Researching whom it Would Be that would like or need to have a market research study done! haha! Yes, well..... I remember back in ... read more

Katrina_Electrika November 20, 2018 50%

Sex in the kitchen with my hubby's friend - a cop

Ever since my wedding last year, I enjoy a great time with my hubby who loves me so much and takes care of me so much. Since he is married and having another family, he doesn’t stay with me all the time, but comes and stays at least 2 or 3 days in a month and we literally celebrate those nights wit... read more

Manusha Tranny October 14, 2021 66%

All Night Forced Sex Part 9

When I went back for my next therapy session. I was surprised to see that Stacy was not alone she was with a plump strawberry blonde women with enormous breasts and a round pink face. "Hi, today we have a guest that will help me with the hypnosis" The woman said to me "Hi my ... read more

shemale lover October 10, 2011 100%

White sissy used by black Masters

I’m booked into a London hotel and, after you text me to say you’ve arrived, I text you back the room number. It seems like ages before I hear a firm knock at the door and I jump up, excited but nervous about what’s about to happen. I walk over and unlock the door, careful not to m... read more

shemale lover November 12, 2011 81%

Becoming Her Bitch

"You're holding back from me. There's something you're not telling me," she had said. That's how it started. The whole long strange trip to where I sit now. Or should I say kneel now? Dressed in a black lace teddy, black thigh highs, heels, pigtails and a strangers cock fucking my mouth. ... read more

shemale lover March 17, 2012 84%

A Night to Remember

PREFACE I kept my female alter ego (Nicole) a closely guarded secret from my wife for over 15 years of our marriage. I've always enjoyed exploring my feminine side from a more realistic sense -- most cross dressers I met try to wear skimpy outfits and stockings that only a handful of genetic wome... read more

shemale lover April 28, 2012 0%

Sex Crazed

Jessica Torinowas a very beautiful, Wealthy,and successful woman.she hadburgundy red hair and a stunning body. She had a great job, Great Family, and a great sex life. She was 5'6, 34 double d, and awaist measuring 34 inches. her boyfriends'namechristian. hewas a tall, tan, and handsome bisexual mod... read more

shemale lover May 15, 2012 80%

How did i get here?

I’m a thin, pretty good looking 30 years old guy, living with the girl of his dreams. But a girl without a cock is no longer enough now. All my life I considered myself as a straight guy, even if sometimes duchbags at school called me a fag. I only dated girls, prefered long love stories over on... read more

slavetocock September 25, 2015 73%

SECONDE VIE ⚧️ ⚧️

Seconde vie. Nous sommes à la fin des années 2030 et quelque part dans une petite ville délabrée du sud du Pays de Galles, il y a une zone industrielle plutôt minable qui a depuis longtemps dépassé sa date limite de vente. D'un côté de la collection de bâtiments enchaînés à un bélier se trouv... read more

Femboy 2021 March 20, 2023 50%

Summer Fun

Living with your parents is exceptionally annoying, especially when you're 26 and have a fetish for crossdressing. It kind of hampers your "need" for putting on slutty outfits and parade yourself in front of a webcam with a pink-glass buttplug up your ass and a giant rubber cock vibrating ... read more

shemale lover August 20, 2011 80%

Barbie Jo Adventures Part 3

Saturday Afternoon The sound is ringing in my ears as I drag myself out of a deep sleep. I look over at my clock and realize it's not the right time for my alarm. As I come more to life, I pick up my phone. "Hey gorgeous, how you feeling?" Booms a voice through the receiver, making my h... read more

shemale lover February 18, 2012 100%