Free Shemale Stories

Wild after-hours for a working... effeminate crossdresser

Left work after-hours, cross-dressed underneath w light lingerie & lots of colored little tattoos I draw myself over my hairless body. After drinking lots of spirits on my way home, arrived at my neighborhood park late at night & felt like wishing to be ..... badly abused! I got rid of the... read more

Alexia Pikara September 7, 2011 100%

Sex In Stilettos

Standing before the full-length bedroom mirror, I treated my reflection to an almost unjustly critical appraisal. My indecently short black leather dress clung for dear life to my every curve and went perfectly with my high heels, whorish fishnets and black leather jacket. It was the sixth outfit I ... read more

shemale lover August 13, 2011 100%

Leather Shemale & Leather Wife

I have always loved seeing others wear leather. I, too, love to wear leather and have a growing collection. I can't remember when it started but it seems I have always had this fetish for leather. During my first job out of college, I met a lovely young woman named Mikky. She was beautiful. Long dar... read more

shemale lover August 24, 2011 100%

Caught Out In Lingerie

I had only just started my new job in a big new department store. I had forwarded my CV almost as soon as the foundations were poured, and I watched as the big new building took shape. It was to be the biggest and most modern store in the county where I lived, and I was determined that I was go... read more

shemale lover August 25, 2011 100%

My Window Cleaner

My wife had gone away for a few days, so I decided to indulge in a favourite pastime, which I don't often get chance to do. First I took a long hot bath, and shaved very carefully, removing all my body hair, including my pubes and anal hair. I towelled myself dry, and began to dress. I'd been o... read more

shemale lover August 27, 2011 100%

His Perfect Shemale Partner Part 2

Quite a few things have changed since the last chapter. OK maybe not that many, I am still lusting after Sally's body needing to have my dick in her and feel her in me, but we are a lot closer now as we are living together. Sally has gone to her 1st choice University and I decided I would rather get... read more

shemale lover August 28, 2011 100%

A good first time Part 2

It was about 3:30am; I had just given my first blow job and swallowed my first load of cum ever. After convincing her this was my first time, we straightened ourselves up, and she started to almost demand we go back to her place so we could finish what we had started. I was a little apprehensive, I ... read more

shemale lover August 30, 2011 100%

A Shemale Vacation Part 2

We sat there staring despondently at the ground. We had searched through all our bags and pockets and had nothing like the money we needed to pay for the hot sex sessions we had each enjoyed with the hot, hung Dutch whore. The guy, the pimp, who had previously been all smiles and friendly encouragem... read more

shemale lover September 5, 2011 100%

Dance of Lust

I'd landed it. The hottest girl in school, Adelle, was dancing with me, the quiet, slightly-feminine-bodied guy nobody knows, at the school's Christmas Dance. But everyone would know now. The last slow song had just played, and all the while I knew both of us were thinking the same thing: my plac... read more

shemale lover September 14, 2011 100%

The Mechanic

My name is Bruce, I am one of those mobile mechanic chaps you call out when something goes wrong with your car. You get to meet a nice variety of people, some good some not so, with some very good looking ladies thrown in as well, which make it nice. A lot of the clientele are people you see a coupl... read more

shemale lover September 20, 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%

Allison is Born

What a wonderful day this is. This is the first day of my new life but before that I should give you some history about me. My name is Allison, I am a 24 year old male that lives in a small town in Ohio. My father died when I was very young and I was raised by my mother. I guess you could say I am i... read more

shemale lover September 24, 2011 100%

Caught in the Act....

One summer, my cousin Nancy came to stay with us for a while, as her parents had gone away on a cruise trip. At 18 years old, she was a couple of years older than me and in the full bloom of her young womanhood, so to speak. She knew it, too, and it was obvious that she had no problem at all in pull... read more

shemale lover September 26, 2011 100%

Nancy finds out...

However, Nancy’s stay with us that summer was going to prove even more eventful than ever I could have imagined. Even after having been caught wearing her things by the neighbour’s son, Lesley, which led to a whole new dimension in our friendship, as you’ll know if you’ve rea... read more

shemale lover September 27, 2011 100%

My First and Last Girlfriend Part 3

I was lying completely naked on the bed, with my dick in a semi erect position, and she was next to me, playing with my hairless balls, and sliding from time to time her middle finger under them caressing all the way to my ass and then right back. I kept my eyes closed, and enjoyed every secon... read more

shemale lover September 28, 2011 100%

Patrick's Treat

As usual, Maria entered my apartment as if she owned the place, slinging a bag down by the door and offering me a demure kiss. Her long dark hair had been pulled into cute bunches, one peeping out from either side of the back of her head. She was wearing a blue and white cheerleaders' uniform and wh... read more

shemale lover October 4, 2011 100%

An unexpected kiss under the rain

Army Bear left that morning leaving me horny as hell. I couldn't go back to bed without playing with myself for a while. I opened my Pandora box and I took out my 9 inches, big dildo. I played with it for a few long minutes, burying it all deep in me thinking of him. Doing a few hits of poppers, I f... read more

HotVersatileTs October 5, 2011 100%

Working Away From Home

Im an engineer by trade and my job sometimes takes me to different parts of the country, customers want me to design a specific peice of machinery for them. I had an appointment with a firm just on the outskirts of Manchester, my company had booked me into a nice hotel for 3 nights whilst i was u... read more

shemale lover October 7, 2011 100%

An Odd Encounter

I met her on one of those dating sites. Well, when I say dating site I mean one of the many that caters to people looking for random hookups. I don't know exactly what I was looking for at the time. I guess it was just that it had been a while and I was looking for some fun, but she was hot, so it d... read more

shemale lover October 9, 2011 100%

Goddess at the Bar

The beeping began, suddenly, and without remorse. Jan reached over, slapped the off button on her alarm, and lay for a moment debating the merits of rising out of bed. Deciding that waking up would be more productive, she slid out of bed, stood, and walked to the bathroom to take a leak. Emptied,... read more

shemale lover October 14, 2011 100%