Sissy Stories Stories

63,614 results
Orientation
Length
Source
Infinite Scroll

The Writer's Secret Ch. 01-02

by AnnMichelle on Sep 13, 2017
Transsexuals & Crossdressers

Hi everybody! This is one of the many stories I've written over the years. I've decided to clean them up (read: edit the heck out of them) and start sharing them. This one has some light-femdom, a pretty willing husband, and a few fun surprises. Enjoy! * Loren had no idea what he was getting into when his agent suggested he write transvestite fiction. Nor...

The Male Fantasy

by TheKink on Feb 28, 2021
Fetish

This introduction will be short as I feel I have explained what this "book" will contain. However, if you are into aggressive and often times degrading sexual encounters that involve: Futa, sissy, straight, gay or bisexual characters.. then this story will hopefully be to your liking. • Stories will most often be in 2nd person. Please leave suggest...

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Dreams do Cum True

by eviltwin52 on Mar 30, 2020
Loving Wives

"Wait, what?" I said raising my face out of my wife's cum filled pussy. "He wants you to suck his cock johnnie," Cin hissed. "Thomas said that if you like eating his cum from my pussy, you might like getting it from the source. Now finish what you started my dear sweet cuckie and get the rest of the gift Thomas sent you." With that my beautiful wife of 8 y...

Remote X

by andrewknows on Jan 30, 2021
Science Fiction

This Science fiction interactive story is about the Remote with ultimate powers that brings wonderful adventure with it on earth. CAUTION FOR READERS: Please don't be mean to anyone regarding their English skills. Just enjoy good stories without boundaries. There is a great alien planet called Golden Heaven of Proxima (GHP) located in the nearby solar system...

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Nancy and Her Boss Ch. 03

by MidniteSpanker on Sep 19, 2017
BDSM

Part 3 – The Weekend. The initial stories in this series Nancy Remembers Chap. 1 Nancy Remembers Chap. 2 Nancy Remembers Chap. 3 Other stories continuing in this series Nancy and her Boss Part 1 Nancy and her Boss Part 2 Nancy and her Boss Part 3 - The Weekend Nancy and her Boss Part 4 - More Weekend Then the following are separate but related stories...

AliExpress and Sissy Downfall Pt. 02

by His_fag_wife on Oct 15, 2017
Transsexuals & Crossdressers

Charlie had really done it this time, deciding on his first big self bondage session in his hotel room after picking up all his kinky goodies he bought on AliExpress. Then his wife had surprised him by joining him for the weekend and found him, fully dressed as a Sissy slut, make up, wigs, high heels the lot. Locked in bondage at his own hands. Now she was a...

Sissy Hubby

by rj1774 on Mar 18, 2020
Fetish

In case these are not the fetishes you like; this story features pegging, CEI, and sissy training. * It had been a very long week at work, but I had finally made it to Friday at 3pm and was excited to relax over the weekend. Then a text from my wife of five years came in that started the snowball rolling down a steep mountainside. "Hi! I have to run a few...

Cuckold Chronicles: Paul

by deltonaman2man on Sep 13, 2017
BDSM

Friday night is my night out with the guys. I go to a friends house and we have a small neighborly poker game. My wife likes the time alone, so she stays home and does whatever it is that she does. I don't get out much since my heart attack ( at the tender age of 48). I'm in my mid 50's now and we have been together for over 20 years. We are still very much...

The Dominatrix Order Pt. 02 Ch. 02 - Cuckold

by Jwwsmith on Jan 29, 2019
Transgender & Crossdressers

And so the days and nights passed at Johanna's home. With Sissy Slut gone, there were no slaves remaining who possessed any culinary skills. So Pomona took it upon herself to cook a fine breakfast every morning for Johanna, as a way to repay her for her hospitality. Pomona would wake early each day, fire up the wood stove, and cook a delectable meal of bacon...

Suddenly Sarah, A Different Tale

by grizzley123 on Sep 14, 2020
Fetish

Suddenly Sarah, A Different Tale ************************** This is an alternative Chapter 2 to the Suddenly Sarah story I wrote recently. It takes day number two with Sarah in a whole different direction. It likely helps to read the first story. The themes of this story are not for everyone, but for those that like submission I hope you enjoy. As always,...