Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

My Sweet Canadian Girl Ch. 03

by MasterBates13 on Mar 30, 2020
Romance

My Sweet Canadian Girl Ch. 03 By Masterbates13 Part three picks up with Rick's call to Cassie's new cell phone. Thanks for reading so far. I hope part three lives up to your expectations. Once again I urge you to practice safe sex unlike my fictional characters. Sorry in advance for any grammatical errors I missed. Comments, good or bad, are welcomed as al...

Lodgepole Creek

by JonThomas_ on Apr 1, 2020
Novels and Novellas

Greetings all; in my stories my characters exist in my head, but there might be real life inspirations for some of them. Who knows? As my regular readers are aware, I enjoy writing about people who possess fluid sexuality. Here I tell the story of an ex-slave's time as Marshal in a frontier town in the old American West. The women he encountered weren't as...

Loosening Up Bk. 09 Ch. 01-05

by SteveWallace on Apr 13, 2020
Group Sex

Loosening Up - Book 9 Fantasies Among the Weeds Chapter 1 - The Atlanta Group Takes Off Dave stood at the entrance to the living room in the home of his hosts - Bret and Jean Edwards. The couple were the apparent ring leaders for what had come to be called the Atlanta Group - another, smaller group of like-minded friends that were forming a Circle-like gr...

Introducing Shawna

by nadia603000 on Oct 12, 2020
BDSM

Editor's note: this story contains scenes of incest or incest content. ***** Author's Note: Mistress Pepper and Sophie are "anonymized" versions of me and my slave-girl. The real me. All of my stories are (or should I say will be) my memories of a session with a sub. Thus, they are true stories. Only in this version details have been changed to protect th...

A Learning Experience Ch. 04

by Joscelyn2tg on Sep 19, 2017
Transsexuals & Crossdressers

--- This is chapter 4, My apologies for the delay in getting this out, I only hope it was worth the wait. And I must also hope my readers understand that I have kept BDSM in the tags for this story because I have always had a serious interest in S&M, and this chapter begins my exploration of that new world. Sorry if this takes away from your enjoyment of th...

Mike & Karen Ch. 07

by BiscuitHammer on Aug 1, 2018
Romance

Disclaimer: All characters are 18 years of age or older while actively engaging in sexual activity. This story is a prequel/sequel (sprequel?) to my other work, Alex & Alexa. As always, many thanks and gratuitous panty shots from Freja and Jeanie to my long-suffering editor and beta-reader for their assistance in polishing up and improving this work. Rev...

Whitney's Way

by frezrevup on Sep 12, 2017
Transsexuals & Crossdressers

My arms were stretched over my head as I finished hanging the last sheet of drywall. Another step closer to the end of the two year process of renovating our first house, it was hard to conceal my sense of pride at turning a worthless wreck into the nicest place on the block. But as soon as I heard the garage door starting to open, I felt that familiar pang...

Julie's Story

by Lisa433 on Sep 15, 2017
Transsexuals & Crossdressers

Chapter One - California Here I Come! School was out! More than out, high school was over for me. The prom and the graduation parties had been a blast, but I was looking forward to something even better. It was spring and I was eighteen. Most of the kids my age were happy to be spending the summer vacation with their friends, going to the beach and partying...

Sexy Savannah from Number 9

by RetroFan on Sep 14, 2017
Erotic Couplings

INTRODUCTION & DISCLAIMER - When 18-year-old Dino Stefani fails high school in 1996 his authoritarian parents make him repeat in 1997 at the age of 19. Now Dino is back at the high school in Melbourne, Australia that he hated so much and stuck living in his parents' house where they openly favor his high-achieving twin sister Katrina over him while Dino's fa...

Dirty Pool

by FantasyXY on Jan 23, 2019
Loving Wives

I never liked the opera, but it was that time again. It was time for our annual pilgrimage into the city for some of what Jennifer calls culture. It was time for me to drag my feet and resist... Yeah, like resisting would do any good. I don't know she ever got me to agree to it, but this was the deal I made. One weekend a year, she was completely in charge....