Pimped Out Sissy Stories

353,644 results
Orientation
Length
Source
Infinite Scroll

Inheritance Includes a Houseboy Ch. 04

by walterio on Sep 14, 2017
Novels and Novellas

AUTHOR'S NOTE: This story contains encounters involving gay sex, bi-sex and straight sex which is why it was categorized under Novels and Novellas. ***** BETSY'S WEEKEND Betsy arrived early Saturday morning as she wanted to get started early. She was accustomed to morning sex with me in the office so I wasn't surprised. When she arrived I introduced her...

Sierra's Identity Change Ch. 05

by raginrhinoman on Sep 15, 2017
Loving Wives

Pamela stopped her car in the driveway with a jarring lurch. Her mind was spinning. She had no recollection of the drive home, but the soreness between her legs was a vivid reminder of the previous twelve hours. She glanced up in the rearview mirror and wiped a tear from the corner of her eye. 'At least John isn't home,' she thought. 'Saturday morning's are...

Mean Girls Ch. 02

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

***Hello all! Please note the category as it might help you avoid this story before you start reading it if it's not within your tastes. On that note, this story also has elements of Mind Control, Anal, NonConsent/Reluctance and a little Exhibitionist & Voyeur with foreshadowing of Incest/Taboo. If these are things you might enjoy or have an open mind to, th...

Unbeaten Challenge - Nikki Storm

by daxg2001 on Sep 15, 2017
Celebrities & Fan Fiction

WARNING: The following is a work of erotic fan fiction, the events of which are completely made up and did not happen, and is no true reflection of the persons, wrestlers, events, promotions etc depicted within. This material is unsuitable to be viewed by those under the legal age limit of viewing pornographic material in your current country of residence....

Catching Up Ch. 01

by Flagrante on Sep 13, 2017
Exhibitionist & Voyeur

Kristen sat on her sofa huddled into a protective ball, wrapped in a self-pity that she knew she had to shake off eventually. The afternoon dragged on endlessly, pointlessly, as every day had done for the last few weeks. All she could do was replay the same events in her mind, try to work out what had gone wrong, what she could have done better. But no obvio...

My Sister in Law Visits

by allnitediner on Sep 16, 2017
Exhibitionist & Voyeur

This story reads perfectly well on its own, but if you want some background color, read 'Nude Hikes on the Beach' then 'Our Friend Gets an Eyefull' first. These stories are part of series of memoires about Gina and I. Everything happened pretty much as I have written, but who can remember every word and detail. Please enjoy this little peak into our past. As...

Nude in New York Ch. 02

by MustangKathi on Sep 12, 2017
Exhibitionist & Voyeur

My previous exhibitionist adventure at the Russian Baths had been fun, but left me wanting more. As I thought about it over the ensuing days, I realized that I wanted more than just attention — though I definitely wanted that, too. "What about getting a job at as strip club?" said Peter. I was in Peter's bed. We had just finished fucking, and I let Peter c...

Fantastic World Ch. 04

by Lady_Blackhawk on Sep 15, 2017
Sci-Fi & Fantasy

The remains of the ruin came into view as the pair crested the ridge line of the trail. The huge, black stone building, with its arched buttresses and hideous designs, remained a horrific testament to the darker side of this world's history. Twisted forms of demonic creatures and arcane mastery found purchase on the carved surface of the ruin unlike anything...

The Therapist

by KentGlass on Sep 13, 2017
Erotic Couplings

It was a typical Southeast Colorado summer day. The air was hot and dry and the wind was blowing just like it does every day. As a home health physical therapist, Kate was out in the weather every day. She reveled at not having to spend the entire day in the office. Even though it was hot, it felt good. She loved the heat and wasn't looking forward to summer...

End of an Era Ch. 01

by vicegod on Sep 16, 2017
Group Sex

*This is my first erotic story. Be kind, rewind...* Chapter One: Random surprise So there I was in the middle of a school week. God, I was tired of that phrase, "School week." But none the less, I was there. It was my last semester of college and it was a long time coming. After seven years I was finally going to graduate. Not that I'd been in school the e...