Free Shemale Stories

Salacious Sarah

Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... read more

shemale lover November 14, 2011 66%

Salacious Sarah

Joe Dodge walked down bustling Market Street in Philadelphia in awe. Joe and his wife Tammy moved here 4 months ago from a small town in Alabama. The 24 year old man missed his hometown but at the same time he marveled at the sights in the big city. It was Friday evening, he always went straight hom... read more

shemale lover July 18, 2013 100%

Lover Delight

Lover's Delight Ebony was a delight for Brian… and Lovers Delight is what the guys called Ebony down at the local. She was a hot babe that everyone wanted but Brian was the one she chose as her full time lover and friend. She knew how to please him and he knew how to tease her and what ... read more

iluvgurls November 14, 2018 80%

Sensual Ebony - Sexy Transsexual Escort…

Ebony stood before me with her hands on her hips. Her smile was one that I would remember for a long time especially when she explained that she wanted to show me how she could please a man. That man was me. And she wanted turn my fantasy into a reality. She leant forward showing me her firm tits... read more

shemale lover October 21, 2015 95%

Epiphany

My girlfriend Tonya was out of town for the weekend. She was meeting some college friends and going shopping and carousing in the city. A typical girls' weekend. I kissed her good bye at about 4:30 pm on Friday. We had become pretty close in the year that we had been dating. She was a cute blonde wi... read more

shemale lover April 17, 2012 100%

Buying Heels

I have to know what it feels like to wear heels. I have the house to myself tonight and I'm going to play. I already have panties but want to buy some new ones. My wife bought me a black, frilly thong which I wore for her when we went out one night; I also have a cheap, supermarket pair of sheer ... read more

shemale lover September 30, 2012 100%

Dark Temptation

Ella's body glistened with perspiration as she twirled and spun her lithe body on the dance floor, loving the way the beat of the music thumped around her. The twenty-one year old loved Brighton's laid back, hippy, music generated atmosphere and long ago had fallen into dancing until the sun came up... read more

shemale lover June 22, 2012 88%

Property To Be Pimped

It had been weeks since I'd brought to light my idea of my wife, Suzie, strapping on a big dildo and taking me dressed as Desiree, the Hot to Trot Transvestite. While at first she teased me with possible participation, it never came to be, despite me bringing it up on several occasions. She really d... read more

shemale lover January 17, 2013 100%

Lost Girlfriend Part 2

I was in a pretty pissed off mood for a few days, having just lost my latest hot Tg girlfriend, Kelli to Alesha, a well hung black Tg, and decided to go to my favorite exotic dancers club. I recently had some interesting adventures with several of the dancers, I wrote that up in a 2 part short ... read more

shemale lover December 3, 2011 50%

First time with a Shemale

I have been curious about shemale's/tranny's for a while now. I finally met one in my small hometown I live in. She was ebony and had beautiful big fake breast and she was so Hot 🔥🔥🔥 and beautiful. We went to her place and she sucked my dick so fucking good and let me beat out her right ass twi... read more

TrannyWarrior August 30, 2023 42%

My Ebony Prince

I love dressing for my man, Terry. When he grips my legs through the stockings I wear I feel dirty, slutty, and oh so loved. The way he lifts my frilly negligee and peppers my stomach and thighs with wet, meaty kisses always makes me leak through my panties. He licks my moist clitty through the fabr... read more

RazedGlory68 February 28, 2012 100%

Fetish Club With Shemales

The smell of rubber and latex and the combination of the strobe lighting was overpowering, the techno sound of the club just added to the already intoxicated atmosphere of the place. The club was a frenzy of half naked, latexed, rubberised bodies covered in sweat dancing to the frenzied sound of tec... read more

tgirlloverme February 19, 2014 82%

Every Year

Imagine me. A slim eighteen year old boy, dressed. I mean Dressed. Dressed up that is, in my sister's clothes. I felt good, very good. In fact I felt incredible. I had done this several times before when my parents had been away but never to this extent. They were away for two nights, visiting Uncle... read more

shemale lover April 22, 2012 100%

Hot Trannys & Ebony Shemale Cum

I've always considered myself as a huge fan of heshe cum & porn vids. You tell me what else a man needs besides a tgirl's cock, a nice portion of shemales fucking and sucking & loads of transgender stories to tell the guys... Forget about the usual trans sexual pictures & pre-op transsex... read more

shemale lover March 27, 2012 100%

The Ebony TS of my dreams

This story is about one of the most memorable piece of cocks I've ever experienced in my 30 plus years of getting fucking. I just thought I'd write it down and share it simply because I'll never forget it and because I'm a married man and it most likely will never happen again. It happened about ... read more

shemale lover April 2, 2012 87%

A LadyBoy For My Wife

I have been happily married to my sexy Thai wife Lisa for three years now. My wife is Thai is petite (5'1") with a stunning figure, a tight ass and long waist length black hair. We had met in a bar in Thailand and subsequently we were married back here in the UK. She was very loving with m... read more

shemale lover June 23, 2012 81%

Black Transsexual Submission

My name is Theodore Morrison Guillot and I'm a six-foot-three, broad-shouldered and strongly built, good-looking black man living in the west side of the town of Brockton, Massachusetts. I am happily married to a lovely black woman named Hera Jackson Guillot. She's fine as hell. Standing exactly six... read more

shemale lover July 14, 2012 100%

Sally's First Chapter 2

As I pulled out of the parking lot of the motel it occurred to me how much different it was driving in heels and a skirt riding up to my crotch. I was the girl I had always tried to find driving. I had my left foot up against the seat and almost touching the door with my right spread to work t... read more

shemale lover August 29, 2012 100%

Whatever Your Heart Desires Part 3

In the afterglow of our lovemaking, Danielle and I had talked long into the night. I was flush with excitement at the prospect of this exciting new change in our lifestyle. Our lovemaking had become the most intensely gratifying of our entire relationship – for both of us, at last – and ... read more

shemale lover December 9, 2012 80%

First time with a shemale

Ive always been turned on by shemales,why i dont know. I always wanted to fuck one for some reason big titty shemales that look like a woman just turned me on. There is a shemale in my town i ran into a couple times, I finnally found out her name and looked her up on facebook. She is a beautiful ebo... read more

Tranny Warrior November 16, 2015 66%