Free Shemale Stories

True story, TS 3-way

This is a true story. It was a typical night in Pattaya Thailand and I'm still recovering from the 25 hour flight from Tennessee to Bangkok that I flew just days before. After a few days in BKK, I arrange for a hotel car to me to Pattaya, a seedy explosion of lights, blaring music and drunken ... read more

Thailover March 11, 2014 85%

Gina's and Michael's Night Out, Part 1

Today we're publishing the first part of another lovely story written by our reputable forum member Ila. I believe You'll love it too and reading it will surely make you horny! Come back soon for the continuation of the story. ;) Gina stepped from the shower and grabbed a towel. She quickly dried... read more

shemale lover January 27, 2015 89%

Fun time with russian shemales in Moscow

The first day, I was with my Russian friend, who introduced to me the Russian shemale escort. Since I know he is a big fan of shemales, so I wasn't shy of asking him about shemale escorts in Russia. He called in a shemale escort for me rightaway. I was staying in a hotel in downtown Moscow. Since my... read more

shemale lover March 9, 2015 75%

At Jake's Cabin

Jake and I had been secretly seeing each other for about a year. We took every chance we could get to go and fuck. Jake’s famly had a cabin on a private pond in northern Minnesota. He had asked me to go up there with him for spring break. He told the fam that it was a guy’s weekend to fi... read more

shemale lover August 17, 2012 100%

Gina's and Michael's Night Out, Part 2

Michael led the way out to the car. The front of his pants was bulging visibly; in anticipation of what was to come. Right behind was Gina who was caressing Michael’s tight ass, with one hand. Outside Michael put one arm around Gina’s tiny waist and the other around Rachael’s equal... read more

shemale lover January 29, 2015 96%

MY Party Favor Fantasy

My Party Favor Fantasy A fictional story built around an old fantasy of mine I ran a notice on one of those sex sites that said” Help me fulfill my fantasy and I bet we take care of some of yours also. Hi there, I am Penny and I am a total bottom trans w... read more

pennypenny January 8, 2019 92%

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 more

Jon Paul April 28, 2024 100%

Jo, Shemale Goddess! Part 1

Jo plumped the cushion and carefully positioned it until it was precisely at the right angle. Nothing less than perfection would do. Ricki, her friend of twelve years was coming to stay overnight and she would notice if the tiniest thing was out of place. An impatient knock on the door signalled ... read more

shemale lover September 4, 2011 100%

Sissies Training Part 2

I drifted in and out of consciousness over the next hour, periodically snapped back into reality when the dildo assaulting my mouth would pause deep in my throat and eject a fresh deposit of cum into my bowels. Looking up at the television display of my abuse I would normally have been turned on by ... read more

shemale lover September 17, 2011 50%

Carol, The Saga Continues

It's very late Monday night as Carol returns from the date that J C had forced her to keep, she places her purse on the hall table, throws her jacket over a chair and walks toward her bedroom. She can't wait to shed this clothing that J C demanded she wear. As she walks, her feet, clad in the five i... read more

shemale lover March 9, 2012 50%

A Line in the Sand

The Line in the Sand In my youth the relationship between the Black community of heterosexuals and the members of other branches of human sexuality was complex and delicate at best. The biblical interpretations of sexual laws coupled with the slavery based abuse of Blacks involving gender identi... read more

DRILLMASTER November 3, 2023 100%

Sissify Your Boyfriend Manual - transation

original= manual-sissificar-a-tu-novio-4979 Used google translate, found some pronoun/object/context issues, and I believe ladybug = ladyboy Sissify Your Boyfriend Manual MANUAL FOR WIFE/GIRLFRIEND TO SISSIFY YOUR MAN, DISCOVER HIS SUBMISSIVE SIDE AND TURN HIM INTO ?HORNAND? AN... read more

shelli_k18 April 20, 2021 75%

Bikini Boy

I was the boy my father had hoped for after 3 daughters before me. Life in our suburban middle class two-story house was as normal as anyone else's. My dad was a loving father bringing me up and doing the things a father likes to do with his son – baseball, fishing, camping, working the garage... read more

shemale lover June 12, 2012 82%

A Schoolgirl Story Chapter 2

I must apologise for the amount of time that it has taken for the second chapter of this story to come out. I have to admit that I had kind of abandoned it, but all your lovely feedback comments made me decide that I couldn't leave this one hanging. So thank you to everyone who wanted more of Wendy,... read more

shemale lover June 5, 2012 100%

Unconditional Love Chapter 8

After a two' hour nap, Alison and I awoke and the first thing we did was make our way to the bathroom to freshen up. I started up the hot water and climbed into the shower and' once she finished relieving her bladder Allie climbed in with me under the hot water and we embraced each other. We kiss... read more

shemale lover February 4, 2013 100%

Tony to Tanya Part 3

Sarah finished applying make-up to Tony's face. It was mostly subtle, just enough to highlight his eyes and cheeks. The only part that wasn't so subtle was the lipstick; bright red. He was already dressed up in a beautiful black dress that left his back and shoulders exposed and only went down to... read more

shemale lover December 19, 2011 100%

Lust and Love with Leona

This is a work of fiction. * The days after I fucked with Leona I spent alone. She has told me that she was going for shoot in the Bahamas for a week. I was a man who had everything in terms of material comforts, and there was not a girl I couldn't pull in a bar. But I found that I could not s... read more

shemale lover October 7, 2011 50%

A Husband Changes

It was my wife Anne who helped me get started. And she was only my girlfriend at the time. I had spent the night with her and in the morning had no clean underwear. She offered me hers. Said it would do great things for my masculinity to wear her silky panties all day. Actually it did great things f... read more

shemale lover March 11, 2012 100%

Kits Adventures in the North

**Crossdress Story** It had been about six months since I'd had any chance to dress, any chance to feel sexy and been even longer since I had any kind of sexual contact. Work tends to do that; gets in the way and screws about with "me" time. Luckily, though, it was only a temporary job... read more

shemale lover August 31, 2015 69%

Downloaded Lust

That was the sexy signature I posted with all my stories, the erotic invitation I issued to my readers. Usually, they'd just reply with a sexy thank-you, and maybe share a fantasy. Occasionally, though, I would get an email from someone who wanted to meet. They were usually men who'd fantasized ... read more

shemale lover October 23, 2011 50%