Free Shemale Stories

First Transgender Experience

I am an very attractive heterosexual man. I have had fantasies of having a hard cock in my mouth, but the problem is that I am much too much turned on by beautiful famales. I travel to the west coast alot, especially the bay area. One trip I picked up a periodical that had transexual women in the... read more

bigtranslover May 19, 2011 85%

Two hot CD lesbian sluts share an intimate moment

Her name was Kelly, we had met online in one of the gay chat rooms I like to frequent and for the next couple of weeks we had developed a friendship, exchanged pics and fantasies and I was really, really into her. we had a lot in common, more than just the mere fact that we were both gay CD’s ... read more

shemale lover June 21, 2014 86%

A discovery

The booze and caffiene had turned from a warm buzz into a slightly annoying headache in Miles' psyche. He watched as his live-in girlfriend Mary danced and ground against a tall blonde that could have been her younger sister. Club Inferno was at the point of orgasmic rush when the standing room o... read more

shemale lover August 15, 2014 93%

For a while I worked as a transsexual street prost

When I first moved to Sydney in my mid 20’s I had trouble meeting the bills. This was desperate times so after a lot of soul searching I decided that the only thing I could do was to become a prostitute. I knew Sydney that the transsexual prostitutes picked up clients on William Street near... read more

shemale lover January 5, 2015 91%

In love with Sasha Davidson

A great post by TLover about his passion for hot fat cock of Sasha Davidson. The only question I naturally had on top of my mind after reading this was, who is that Davidson? I never heard of her before. Enjoy reading! I don't fancy men, but i love the idea of being seduced and dominated by a ram... read more

shemale lover July 1, 2015 57%

The Making of Erica - Sperm Loving Crossdresser

Confessions of a Crossdresser I am a crossdresser. It is an addiction. I’ve tried, but I really can’t stop myself: fantasies, endless looking at pornography, shopping, dressing, masturbation, and inevitably, seeking men to please. I have only sucked cocks, but over a hundred at my las... read more

shemale lover September 3, 2015 84%

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%

Got addicted to watching shemale porn

I am considered to be very straight. I don't look at guys and think "Gee I'd like to suck his dick" or anything like that. I seperated from my first wife about 5 years ago. After seperating I got on line and downloaded a hell of a lot of porn. I am talking hours of porn. Can't r... read more

shemale lover November 1, 2015 85%

The Babysitter Chapter Two

Over the next few weeks, I could hardly think of anything but the idea of wearing girly clothes and how sexy it would feel. Every house I babysat at now, I would not just go through the underwear, I would dress up in it. I began to build up quite a collection of soiled panties stolen from the women ... read more

shemale lover March 6, 2016 93%

What I dream about

I'm shortly to embark on a trip to amsterdam in the new year and am very excited for one thing in particular, the opportunity to come across a real life shemale! I've been a massive admirer of shemales for a long time now ever since I first saw one. I don't remember exactly how I came across them b... read more

shemale lover August 11, 2011 100%

Exotic Erotic Janaina

As the music played in the background, Janaína, the lovely Brazilian babe and her partner slow danced together. Their bodies moved almost as one and from across the room a tall handsome older man looked on. Behind his glass of wine he admired them, the way they moved together, the way his coc... read more

shemale lover August 13, 2011 100%

Buffy the Shemale Vampire Slayer Part 5

By the time that Buffy arrived at Rupert Giles' apartment, the former librarian, her ex-Watcher, had just finished reading a new volume of what Edgar Allan Poe, in The Raven, had referred to as a "curious and quaint volume of forgotten lore." He'd just settled the large, leather-bound volu... read more

shemale lover August 19, 2011 100%

Buffy the Shemale Vampire Slayer Part 14

"Let's get this over with," Buffy suggested. "The sooner we start, the sooner I kick your demon ass." Baphomet smiled. "You will fuck the witch," he said, "while I fuck you." Buffy shook her head. "Willow's my best friend. I can't-" "Th... read more

shemale lover August 23, 2011 80%

My Shemale Stepmother Part 1

My parents split up when I was eighteen, I was a little distressed by it but we had never been as close as some. Still, I didn't really see what had driven them apart so quickly and so thoroughly that they never even spoke any more. I guessed maybe one of them must have had an affair and that was re... read more

shemale lover September 1, 2011 79%

Transsexual Actresses Part 1

The adult entertainment market includes thousands of videos and DVD's featuring transsexual actresses. Some of the more popular of these celebrities have their own web pages. Brief profiles of some of these actresses, including a list of their films, appears after the initial list. Adriana Ventur... read more

shemale lover September 8, 2011 57%

Transsexual Actresses Part 2

On the way to Florida, in 1992, Meghan stopped in New Orleans, Louisiana. Her visit to this city lasted an unexpected five years, during which time she began her transformation into a transwoman. A popular nightclub, Papa Joe's, was looking for a replacement for a transsexual who had played Madonna,... read more

shemale lover September 8, 2011 25%

How I Became Vanessa Part 1

I was a man before becoming Vanessa, and my name was Mike. I was heterosexual and I was going out with my first "serious" girl friend for two years when all this started. I was still living with my mother who had been divorced for a decade before getting remarried. Her new husband moved to... read more

shemale lover September 9, 2011 80%

Amy Finally Lives Out Her Fantasies Part 2

"Wow! What got into you?" "I don't know, I just decided to finally loosen up and go with my desires," she explained. "Did you enjoy it?" "Are you nuts? I LOVED every second of it!" I exclaimed. Figuring the alcohol played a very large role in her sudd... read more

shemale lover September 15, 2011 75%

Amy Finally Lives Out Her Fantasies Part 3

Amazing the things one finds when on their significant other's computer. Benjamin -- or should I call you "Kyle"? -- you really should be more careful with hidden files, cookies and predictable passwords. You, along with anyone who reads this story (including you Dave), are reading t... read more

shemale lover September 15, 2011 100%

Transgender fantasy

It’s a beautiful clear day, blue skies and a light breeze, low 80s. I figured I’d go for a hike in the woods in a tank top and shorts, arms and legs nicely muscled, About an hour in my body is glistening from a light sweat. I come to a stream and pause. A cool drink from my water bottle ... read more

shemale lover September 16, 2011 100%