Shemales Stories

429 results
Orientation
Length
Source
Infinite Scroll

Jay's Sex Club Adventures Ch. 11

by WhiskeyIsGood on Sep 12, 2017
Transsexuals & Crossdressers

A whole month had passed by since Lisa and Holly had moved into my apartment with me, and both girls were now definitely settled in. Things had gone a different route then we originally planned though, with Lisa moving into my bedroom and sleeping in the same bed with me, and then Holly took the room that was originally supposed to belong to Lisa. I wasn't...

One of the Girls

by ThighhighMellie on Oct 11, 2017
Transsexuals & Crossdressers

All characters in this story are 18 or older. ***** "She's so hot," Mike sighed to himself, staring at the pictures on his phone. The current one showed himself, with his neatly-trimmed brown hair and gentle hazel eyes, and a gorgeous woman next to him, with long, wavy golden-blonde hair and blue eyes, and a dress that was revealing quite a lot of cleavag...

Tits Have Benefits

by hottchic on Sep 25, 2017
Transsexuals & Crossdressers

I thought that I would try to write an erotic story with a transgender theme as I have been a cross dresser for a long time. This is my first attempt at an erotic story with a transgender theme although it is not the first erotic literature I have written. I hope you like it, and let me know if you want to see more of the same. So here goes... * So there I...

The Pretty Girl Was Much More

by Fantasy_Inscriber on Sep 13, 2017
Transsexuals & Crossdressers

It was another boring day at work. I had already received a couple of deliveries and was done with the paperwork. Only had one staffer working today, at the back sorting those deliveries. Being a Thursday, it's never really busy in a liquor store. The weekends are when the action happens. I served a few customers, had the formal chit chat, nothing out of the...

Jogging

by call_me_dana on Sep 12, 2017
Transsexuals & Crossdressers

With my 39th birthday fast-approaching, I realized my body was not in the physical shape it once was. I had never been a fan of jogging, but seeing scores of men and women jogging at lunch time told me it was something I would have to try for own self. I work in a business complex near a large residential area that has a variety of parks and greenbelts. I as...

Not So Adverse Reaction Ch. 03

by ElliottEden on Aug 29, 2017
Fetish

Authors note. Chapter three is a continuation of the previous two chapters, just in case you have just started reading. Things are going to get progressively kinkier in Betty and Elliot's life, with that in mind please read the tags associated with this story. I hope you enjoy the ride. "...sex addiction is also progressive. It often starts with a relativel...

Virginia's Luxurious Evening

by JonathanStone on Sep 16, 2017
Transsexuals & Crossdressers

West Palm Beach didn't have many cold snaps, but when one did rake the city the weather seemed twice as frigid as it actually was. Virginia Stanton sat alone in her office on the third floor of Prism Design's building overlooking the Intra-coastal Waterway. She had been chilly all day, mainly because of the dampness in the air; Forty-eight degrees outside wa...

The Adventurous Couple

by heatround on Sep 16, 2017
Transsexuals & Crossdressers

"Whose ass is this?" Nancy screamed at me as she had me bent over the edge of the bed and fucking me in the ass with her 8" strap-on dildo. "It's your ass Mistress; it has always been your ass!" I replied through gritted teeth. Earlier that evening, my loving wife, came out of the bathroom with her jet black hair pulled back into a bun and wearing black ri...

SEXretary

by sexy_jessie on Sep 26, 2017
Transsexuals & Crossdressers

Sam Nichols had a comfortable, reasonably well paid job in a computing firm called Stewart Computing. He was twenty two and had recently graduated college and had been lucky to find such a good job in the firm on the edge of San Diego, just a couple of hours drive away from where his parents still lived with his younger sister Lizzie in the small town of Riv...

Trailer Trash Tranny Ch. 07

by Travel_by_day on Sep 26, 2017
Transsexuals & Crossdressers

Chapter 07: Odyssey Jeannie boarded the bus in Omaha, excited to be finally moving to New York City and starting her dream. In her hand, she was clutching her tickets to New York and a catalogue from a school in New York that offered a fashion design degree. She could feel her heart beating quickly in her newly enhanced chest. Unlike the clothes which Jean...