Free Shemale Stories

The Boutique

Sharon had been working in the little boutique, called The Fabric of Temptation (a name that Sharon secretly thought was just a little corny), for almost four weeks now. She'd applied for a number of jobs for the summer vacation, wanting to make some more money than the allowance her parents gave he... read more

shemale lover May 13, 2012 100%

The Succubus with a Cock

His cock felt so good between my lips. I savored every inch with such great passion he moaned and fucked my head farther down his shaft. I gagged many times but I was getting better at deepthroating. His balls were coated with my saliva, and soon the couch we were sitting on became wet to. I really ... read more

shemale lover May 18, 2012 75%

Biker Boys Replacement Chapter 2

It's now Friday afternoon and I am in the shower. The hot water is running over my naked body as I soap myself thoroughly. I pause for a moment as I soap between my cheeks before pushing a couple of soapy fingers inside my tight hole. I gasp, it's the first time anything has entered me this way and ... read more

shemale lover June 12, 2012 50%

Olivia

So I worked with this girl at a Hot Topic in a busy mall where we both worked the same shift. I developed a massive crush on her over the course of a year. Her name is Olivia. She is a short haired brunette, with huge brown eyes, and a subtle amount of freckles around her nose. She is perfect tan fo... read more

F7Z June 13, 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%

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%

Bisexual Black Man's Paradise

The name is T.J. Brown. I'm an engineer working at Walpole, the toughest correctional facility in the state of Massachusetts. My days are spent reading books, exercising and occasionally tussling with other workers. The facility is undergoing some expansion and I'm the lead engineer on this gig, wor... read more

shemale lover June 24, 2012 80%

A Slut is Born

There I was, one week before the end of high school. Going to college in the fall. Nice car, good family, friends. I had it all. So, what was I doing on my hands and knees in a video booth on the wrong side of town, dressed as a cheerleader with a cock in each hand, one in my ass and one buried in m... read more

shemale lover June 26, 2012 100%

Fantasy Reversal Chapter 3

Gentle reminders of my first orgasm continued, until the shower water was no longer warm. It seemed like I had been there for an hour. As I looked down again, the female body I saw was not what I had hoped for. My cock was not there, I was in her body, the body of Katrina, my wife. What had she done... read more

shemale lover June 29, 2012 100%

Surprise pick up

This is how I lost my virgin ass. I got off work one day and on the way home I figure I'll stop by the adult book store to try see some peak show. The place was unusually packed. I usually go there an play with my dick. So the place packed so I leave when I leave I notice two girls walk in acr... read more

shemale lover July 2, 2012 83%

A Visit To an Adult Store

I remember how jealous my older sister always got when I was little and my mother would brush my straight, thick blond hair. "You should have been a girl, Robin," Sis would say, shaking her frizzy, dirty-blond locks. It bothered me because I was not a girl. I was a boy. Mom would sig... read more

shemale lover July 19, 2012 100%

Finishing School for Shemales Chapter 2

Davina hurried down the hallway, her books clasped in front of her heavy breasts to stop them jiggling as she ran. It had been almost two weeks since she had truly given herself to Mistress K in the beautiful, imposing headmistresses study, drinking the transgendered woman's seed from another T-g... read more

shemale lover August 9, 2012 100%

My tranny slave

I had always wanted to be a master to a tv or ts so I placed an add in a contact magazine. Much to my surprise I received over 50 replies. One of which included a picture this was Emily a 19 yo tranny from hull. I immediately had to meet her so I called the number given and spoke to Emily for the ve... read more

shemale lover August 19, 2012 100%

Office Policy

“Ok ladies and gentleman, please put your hands together for the beautiful and talented Erika!” the DJ’s voice rang out over the thumping alternative beat as the object of my lust strutted to the stage. Erika’s saucy red curls bounced on her head and on her soft porcelain whi... read more

shemale lover August 30, 2012 80%

Fantastic Weekend - First Touch

It finally worked! After a year of posting ads on Craigslist, and what I'd decided was my last attempt, I got results. It was short and to the point, "Panty Sub Seeks Oral Top." As is normally the case, I got a lot of one-line responses and picture requests, but buried in there were two gu... read more

shemale lover August 31, 2012 100%

My Transsexual Lover

I looked around the café as I entered, checking out the patrons. My eyes fell upon a beautiful woman, alone in the corner booth. She seemed not to have noticed me, her attention still on the coffee cup in front of her. She was, as near as I could tell, about 5'10" or thereabouts, with... read more

shemale lover September 10, 2012 100%

Alex to Alice Chapter 1

Everything had started off simple enough for Alex. He had met Elena at a bookstore while he was researching for a college paper. She was quite the vision at 29. She stood a respectable 5' 8" with a voluptuous body. While slightly plump, she maintained her hourglass figure and filled out quite n... read more

shemale lover September 25, 2012 84%

Brotherly Love, Sisterly Love Chapter 2

"RACHEL" My twin sister, and sometime brother, and I had been experimenting sexually with each other and crossdressing together for around a month, growing to love and to perfect our new feminine personas until they became the ones we thought of as our true selves. Whenever our parents ... read more

shemale lover September 28, 2012 60%

Alexa

A very, long, long time ago in Asia The villagers heard them coming from far off, but there was nothing to be done and no where to go. They were boxed into a small valley with all their crops terraced along three hillsides. There was only one way in and one way out. Everyone stopped what they wer... read more

shemale lover October 2, 2012 100%

Working Day

I wrote this whilst you were in York. I sat at my desk in your favourite undies. I was trying to get rid of the frustration and need for you. This made it worse but I did always say that I loved to be teased and made to wait! This, though, was incredibly hard to do...just needed you close, my cock i... read more

shemale lover October 7, 2012 100%