Sissy Stories

6,529 results
Orientation
Length
Source
Infinite Scroll

Where did My Damn Key Go Pt. 03

by PascalSage on Sep 24, 2019
BDSM

Four days; I've dealt with four grueling days of not being able to touch myself. Jesus, how can anyone even do this with out even going insane?! Ever since I crossed paths with that dominating bimbo, my entire routine had changed. And to be honest, I was surprised at how much sex was in my life. From the moment I woke up to the second I crashed and fell asle...

Caught Fishing in Bra & Panties

by pantyhigh on Sep 23, 2019
Transgender & Crossdressers

I'd been working with this guy, Bill, for several years but we didn't interact much and didn't talk at all personally. Bill started showing up in the break room when I was getting my coffee and also when I was getting my lunch. We started to talk about the weather and other non personal things then we started to talk a little about hobbies and other light t...

A Trample Party Pt. 02

by TeroWright on Nov 18, 2019
Fetish

"You know it!" Christie says with that lovely smile of hers. "Must be a rare one then," Amber comments as she walks past me on her way to the kitchen. The girls follow Amber and strike up conversation in the kitchen, but do so in a whisper. I try to look over to get a better view of her, but my attempts are thwarted moments later as Kacie stands back up on...

A Moroccan Gift

by go4itnow on Dec 2, 2019
Loving Wives

This is a story of a cuckold husband. A story of a husband's sick fantasies coming back to bite him. If you are offended by the subject of cuckolds and husbands who push their wives into bed with other men, then read no further. NB: This Story has appeared on another dormant website for erotic stories under another of my writing names: Makeitso *** John a...

A Tale of Two Sissies

by MadMax621 on Dec 12, 2018
Transgender & Crossdressers

The Transformation In his mind a perception of his body starts to take shape. The mist begins to clear and he finds himself more hanging than standing upright in a door frame, naked with his ankles and wrists spread and fixed to the frame. Sitting opposite to him behind a large desk is a dark haired woman of good proportions wearing a business suit and spo...

Letter from Frost Haven

by justincbenedict on Dec 11, 2018
BDSM

Dear Shoeblossom, Enclosed is a journal I kept after hiring a dominant couple to supervise me for a period of time. I actually first read about Sergei and Kyrsten from "Letter from Maui" and was determined to meet them and hopefully hire them. And it was financially quite steep! And, Sergei and Kyrsten were fun and lively, but they were a tough pair. (I ca...

Anniversary Surprise Ch. 01

by 60031Guy on Jan 8, 2019
Group Sex

Chapter 1: Celebrating Their Tenth Anniversary in Vegas © 2019 [email protected], All Rights Reserved. My wife, Pamela Smithe, and I, Daniel Smithe, had always been fairly open about our sexual fantasies. But I thought she was holding back on me a bit. There was nothing I could specifically point to, just a feeling I had whenever I watched her when we...

Life is Strange

by eviltwin52 on Mar 2, 2020
Interracial Love

I can't explain what happened any more than I can make it rain. One day I'm a heterosexual male with a sexy wife and the next day finds me on my knees. This is my story... Cindy, my wife and I lived in a suburban area just outside of Washington, DC. One day she came home with news that a strip joint was opening up near our home. "You have to take me Johnnie...

Lessons in Love Ch. 04

by Ada Stuart on Jun 18, 2019
Romance

Copyright (c) 2019 Ada Stuart, All Rights Reserved. This work may not be published whether for fee or free without this copyright. ----------------- Next morning as Chloe awoke, she noticed that her backside felt warmer than usual. She stopped breathing as she realised that Ryan's body was spooned against her own. Even worse, she could feel his morning...

The Massage Away Ch. 08 Pt. 15-16

by formyqueenspleasure on Mar 25, 2019
Fetish

You may have gathered that the first seven chapters lead into this one. Fair warning, it contains a variety of fetishes including Femdom, Cross-dressing, Interracial sex with two men and a wife, gay sex... If you don't like this, please find something you prefer! I again put it into Fetish as I did not know where else it should go! While this is the last of...