Shemale Underground Sex Club Stories

702 results
Orientation
Length
Category
Source
Infinite Scroll

Cuckold in the Family Ch. 12

by swmichcuck on Sep 15, 2017
BDSM

After a fun filled night at the BDSM club in Detroit, as promised I prepared our little trio for a trip to Chicago to an underground sex club that a Dom had turned me on to. After researching the club on it's website, I registered us and paid the stiff fees that the club required. I had a meeting with Kayla and Cassie to let them know what to expect. They b...

Bisexual Orgy

by Samuelx on Sep 14, 2017
Group Sex

Gino Harrison walked into his office. He had been working for Jefferson & Mason for three years now. It was an advertising agency. Gino was a tall black man in his early thirties. He had dark brown skin and curly black hair. A rather handsome man. Gino was a somewhat successful man. He engrossed a couple hundred grand a year and that wasn't bad at all. Espec...

Chen

by spitzharder on Sep 14, 2017
BDSM

Chen, a beautiful, olive skinned, Israeli, Shemale was the owner manager of an underground club called 'Weals and Squeals', which encapsulated the nature of its customer's interests. The lesbian clientele were of all ranks and walks of society, the fees were high but then so were the scale of desires. A lesbian mistress used to bring a nubile naked young...

The Green Plague

by ScumDumpster69 on Nov 18, 2019
NonHuman

Author's note: Hey, this is my first time testing the waters of fantasy writing. It's a story about a feminine boy and a large, hulking shemale orc, during an ongoing war between orcs and humans. WARNING: Contains non-con. There is also a gore scene early on in this chapter, but it's not related to sex in any way, and doesn't involve any innocent or undese...

Vendetta

by RexEatapuss on Sep 17, 2017
Celebrities & Fan Fiction

This is a true story, I swear, up to a certain point. It then becomes a fantasy of what may have happened, had things continued. Conversations are repeated as closely as I can remember them. Some names and locations have been changed to protect the guilty. ---------------------------------------------------------- I love my wife, but due to various reason...

Genesis: Sucker Punched

by panther1282 on Sep 16, 2017
Sci-Fi & Fantasy

Chapter 1: Veronica "V" Stone V woke up after the blessing of the sun shining its light through the opened shades of the window. V did not need to go outside to tell how beautiful it is. To V it didn't matter if the clouds were dark grey, lightening lighting up the sky, or it would be pouring rain. Nature was beautiful. If only she could control it in he...

Oh Carole Ch. 03

by Croony on Apr 24, 2018
Mature

The phone rang one evening and Carole answered it. 'Carole? Hi darling it's Cynthia. I know you have a day off tomorrow but would you be a dear and meet me for lunch? My treat. Say The Ivy on West Street? It is very discreet. Shall we say one o'clock?' Cynthia was talking so fast all Carole could do was listen and say yes at the appropriate moments. The n...

A Latex Crossdresser's Dream Pt. 04

by shinyglove on Nov 18, 2019
Fetish

Please read A Crossdressers tale part 3 before moving on to this story. *** I slipped out of the sticky lubed up rubber, rinsed it and hung it on the rail to dry. Knowing full well I'll need it over the weekend. A quick shower and I jumped into our very large queen sized bed and began to nod off. Soon I was disturbed by someone squeezing in at the side of...

The Dragon Invasion Ch. 02

by BiBritGuy on Apr 10, 2019
NonHuman

Foreword: As promised, there's a lot more sex in this story (it's also roughly double the length of Chapter 1). There's also a fair amount of body and mind alterations, including a male to "shemale" transformation. If you haven't read the first Chapter then you'll probably end up rather confused - click on my name to find it. Enjoy. The Dragon Invasion...

An Orc's Slave Ch. 04

by simmaster on Sep 14, 2017
Sci-Fi & Fantasy

I'm glad so many of you support my story. I recently figured out how to write in italics, so I'm going to write these notes from now on. Just a heads up, this is mainly a filler chapter. Continuing to the point of something relevant happening would make it too long, but I did add in a handjob to make it feel less empty. If you decide to skip this one, at le...