Sissy School Fiction Stories

130,408 results
Orientation
Length
Source
Infinite Scroll

The Journey Ch. 02

by born2srvtv on Sep 19, 2017
Transsexuals & Crossdressers

(You may want to read The Journey before reading this so you will know the background of Tom/Tonya and Jason. These stories are a combination of real life and fiction. Thanks for sharing your comments.) Tonya was content as she stretched across Jason's lap. She had given Jason a long slow blow job and now Jason was rubbing his sissy slut's smooth ass a...

Sissy Maid Son Pt. 01

by Robyn228 on Jul 16, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Note: This story is entirely a work of fiction, and should only be viewed as a fantasy. Any similarities to actual events or people are entirely coincidental. All characters are over 18. ***** Peter walked into his house, feeling excitement clenching in his stomach. He's been pa...

Our Conquerors, Our Concubines

by Shendude on Dec 20, 2010
Science Fiction

Millenia ago, an alien race created the Ghirabo, telepathic shapeshifters intended to serve as sexual playthings, able to read their owners' minds and assume a form and personality that will fulfill their owners' desires. But the Ghirabo's Creators were wiped out, leaving them to fend for themselves. In time, the Ghirabo have become a powerful race, creating...

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Pizza Boy Sissy Pt. 01

by BluntSlut on Sep 14, 2017
Transsexuals & Crossdressers

A fantasy fiction. ***** My name was Sam and I was a 18 year old pizza delivery driver. I just finished high school graduating early and started the summer working for Papa Pizzas. I had never really been a ladies man due to my non masculine body and long girl like hair. I was also really nervous to try to get with woman because I had a small penis. Becaus...

Luke's Field Trip

by LucyAnn51 on Sep 16, 2017
Transsexuals & Crossdressers

All characters in this story are over 18 years old. This is a work of fiction and any similarity to other works or real people is simply coincidental. Hope you enjoy, love you dolls! Xoxo ------------------------------------------------- Luke was a sissy. The kids at school called him mean names and threw things at him. They played keepaway with his book...

Danni

by Coder3445 on Jan 6, 2020
Transgender & Crossdressers

This story is a complete work of fiction. In said work all characters are at least 18 years if age. This is my first story so constructive criticism is welcomed. Enjoy or not don't let me tell you what to do. *** Daniel had an issue, the issue being that when he had first started watching porn he like any other cis-gendered male had started with a voluptu...

Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

Femboy Autocracy

by Azaylia on Mar 1, 2021
Science Fiction

In 2027, a mad horny scientist unleashed her diabolical weapons in an attempt to turn the world into her sexual paradise. She released two custom-made viruses. one that would affect men, and one women. They rapidly spread to the entire population, brining their effects with them to all but 0.00001% of the population. For women, the effects caused futaficatio...

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Ensnared by a Corset

by spinder on Sep 16, 2017
Transsexuals & Crossdressers

Warning: This story is a work of fiction and contains descriptions of explicit sexual acts between women. If this type of content offends you or you are under the age of 18 do not read it. Author's Note: This story is the property of the author. It can be downloaded for personal reading pleasure or sending to a friend, but if you wish to re-post them at you...

Xander’s Nocturnal Adventure Ch. 02

by neverless on Sep 16, 2017
Celebrities & Fan Fiction

I do not own BtVS or, its characters, they belong to others. I am not making any money from this story. All the characters are over eighteen. * It was past noon when Xander Harris awoke. That wasn't a surprise as it had been past four when he finally drifted off too sleep, happy in the strong arms of Angel. Xander wasn't sure how many times they'd fuck; it...