Free Shemale Stories

First time

For as long as I can remember, I've preferred my chicks with dicks. There's something about a sexy babe with perfect makeup and hair and a cock that just turns me on. Maybe that makes me a pervert - I don't care! I remember I was just out of high school, 18, the first time I made it with a tran... read more

shemale lover August 14, 2011 100%

Hot Part 1

I should have realized something was going on when it first started. I was her stepfather and Angela was about 16 years old the first time she started to hug around on me. This went on for several years until she became of age. After her 18th birthday, she started wanting me to kiss her on the lips.... read more

shemale lover September 8, 2011 100%

Angel & Victoria

Angel was a beautiful young girl living with two of her best friends, Monica and Amanda. All were transsexual, and the three shared everything together, from clothes, their sexy intimates, lovers, and each other's bodies. Angel was the youngest, at 23, a Japanese anime lover and the most... read more

shemale lover September 23, 2011 100%

Kayla and Tracy: The Layover

Kayla and Tracy strode across the marble-floored lobby, their heels clicking across, and suitcase wheels rolling across, in rhythm as they walked up to the desk. They seemed incredibly out of place in the relatively quiet hotel room. Kayla, of course, always stood out, especially when platform heels... read more

shemale lover October 31, 2011 100%

The Wonderful Adventures of Miss K

Miss K sat near her bedroom window in her pink silk robe, staring off into the late morning skyline in the distance while she held a cup of hot chocolate in one hand and ran the other through her waist length bleached blonde permed hair. The indirect sunlight lent the dark chocolate skin on her sili... read more

shemale lover December 3, 2011 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%

Handyman

I was doing some handyman work in the local area and there was one particular lady that called me all the time for the smallest of jobs. Could I change a light bulb or could I move this and that. But she paid me and that is what my job is all about. She called me one really hot day and said the p... read more

shemale lover February 14, 2012 100%

A Nice Surprise

The first time, Alex had been high. Drunk. Stoned. He'd fucked her in the ass and had a great time. She was pale-bodied, slim, long-legged and totally gorgeous. Her ass, after she'd greased it up for him, fit his dick like a hot, slick glove, and he'd ass-fucked her three separate times because of h... read more

shemale lover April 17, 2012 100%

Beefy Buns

It's hard to get good help. Probably, that's true in any business, but it's especially difficult to find decent employees in the fast food racket. Believe me; I've tried. I manage the local Beefy Buns franchise--burgers, fries, and shakes is our mainstay, but the menu also features fish and chick... read more

shemale lover April 22, 2012 100%

Explore the Inner Woman In You

I fancied the arse off a girl at school called Sharon. The problem was most of my year did. She was beautiful with long blonde hair, willowy legs, a butt to die for and stunning pert tits. She was way out of my league but quite amazingly we did get on and began to make slow but steady headway. My di... read more

shemale lover May 6, 2012 100%

Bar bang

I must start out by saying I love to turn guys on. I decided to go out with a few girlfriends to a bar this weekend. When we walked in a few heads turned and noticed us. After a few drinks I was feeling very horny and turned on and so I started looking around the bar and someone caught my eye. They ... read more

shemale lover May 21, 2012 100%

Catching Up

It was with mixed emotions that I listened to the message on my voice mail. It was the familiar sound of Mark, a long time friend whose call I had missed earlier that afternoon. Now as I heard it, for the third time, I felt my stomach slowly relax from the uneasy twist that had taken hold the minute... read more

shemale lover June 4, 2012 100%

Chrissie's New Client

I run a small investment consulting firm. Very small, actually it's just me. It's really just a cover business for what I really do which is to service my male clients clandestinely. There are an average 20-25 active clients. They are all successful proper business man, many of them you would class... read more

shemale lover June 6, 2012 100%

Crissie Fucks the Neighbor

It was a Saturday afternoon and I was all alone in the apartment as my roommate Kelly had gone home to visit her mother for the weekend. I hadn't had a date or been more importantly been laid in several weeks. Needless to say I was very horny. I quickly flipped through the TV channels and as usual... read more

shemale lover June 7, 2012 100%

Danny bCUMS Danielle

Danny left Dr. Tina’s office as Danielle, dressed in a short summer skirt that showed off his smooth legs and small girlish breasts. Sara was very happy holding Danielle’s hand as they strolled to the car. Danielle went to the passenger side, something HE never did, and got in. Sara hopp... read more

shemale lover June 20, 2012 100%

Shemale snapped

Camilla took a few steps out the door of her balcony to get a feel for the temperature. Thankfully it was cool out. It had been a hot day, which meant a cool night was welcomed. She closed the door and pulled out a pair of gold hoop earrings. She was suffering from a mild case of the jitters. The... read more

shemale lover June 21, 2012 100%

Darling Nikki

Chapter 1 - The Setup "I'm going to catch him!" Samantha thought to herself as she looked at her disheveled panty drawer. She now had proof that her roommate, Nick, had been wearing her clothes, but had to catch him in the act. She did a search online for ideas on how to catch him. She ... read more

shemale lover July 15, 2012 100%

David to Dee

"Dave," she purred, "you know you can tell me anything. Surely you know you can trust me not to judge you by your fantasies." He was squirming under her touch, his eyes tightly shut, trying to avoid telling her his deepest secrets on the one hand, and on the other, hoping beyo... read more

shemale lover July 29, 2012 100%

David to Dee Chapter 2

His nipples had grown considerably over the last two months. Gina had been putting those little nipple suckers on him twice a day. Dave wouldn't be going to the gym anymore. Well, it had been a long time since he'd gone to the gym, anyway. Since Gina had had him shave his entire body, last spring... read more

shemale lover July 30, 2012 100%

Fifties Housewife

I walked in Timeless Fashions to see if anything new had arrived. Sheila smiled and said, "I have some new things I think you'll love." She waved me to follow her behind the counter and into the back of the store. Sheila has known me for a few years now. I fumbled into her store trying ... read more

shemale lover August 3, 2012 100%