Master Sissy Stories

61,161 results
Orientation
Length
Source
Infinite Scroll

Born Into Darkness Ch. 05

by wingedangel324 on Sep 19, 2017
NonHuman

A Note to My Readers: Hey guys I would like to say I HAVE AN EDITOR Trggrhppy!!! He's been a big help and I can't thank him enough, well... I think I'm saying it too many times when I email him but it's true I can't thank him enough. As for how short it is, my editor said he would rather quality over quantity and it's true I know one page isn't enough but I...

The Inquisitive Ocelio

by Certeis on Sep 23, 2019
Transgender & Crossdressers

Lek, the city of gateways, was a strange and wonderful place. Located at a sort of a crossroads in the multiverse, people from all walks of life lived here. Devils from the Hells, Dwarves from the depths of the Prime Material, Incarnae from their secluded sanctuary between planes, various types of Tarqael from all over, Gnoll refugees from the Wild Plane, an...

In the Harem of the Sissy Sorceress

by AlexMarkov on Nov 18, 2019
Sci-Fi & Fantasy

The serpent's head slumped to the floor, scarlet blood gushing from its severed neck. The rest of the body stood for a second longer before collapsing into a writhing heap on the smooth, black basalt. Heidr snorted, spitting a few drops of blood from his mouth. He never quite got used to the metallic tang. He wiped his sword on the tattered remains of his tu...

The Feminisation Initiative

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

It begun in the year 2100. A culmination of over-population, unemployment and sexual harassment demanded a response. In America, where the crisis hit hardest, there were massive talks and debates across the country. How was the problem to be fixed? Global warming had been identified, assessed, targeted and dealt with. Beginning in 2030 with the first femal...

Angel without Wings Pt. 02

by Madelyne13 on Jul 16, 2019
Erotic Horror

The devils influence continue to grow. Desire and dreams merge with reality. Can even an angel comprehend the malign purpose? I woke up the following morning as fingers of light poked into the room, around my curtains. With one eye open I pulled the bed covers over me and buried my face in the pillow. I tried to find a context for what had happened, but the...

Someday Scores Settled? Ch. 01

by eymach on Dec 25, 2018
First Time

The reader is encouraged to read 'The Beach' as it's a story that provides a little insight and background about Ryan and Ricki's parents and their close relationships. Hopefully each of the next few stories can stand on their own at the same time exhibit a link to the next. ***** Chapter 01 Doing the Deed For Ryan Winn Gunnels and Ricki Lyn Boden, it w...

"Caught By Her"

by tcs1963 on Apr 10, 2019
BDSM

Copyright 2019 by tcs1963 All Rights Reserved This story contains aspects of Bisexuality, Homosexuality, Female and Male Domination, and Force or Coercion. Please have an open mind. CAUGHT BY HER By tcs1963 Chapter 1 "The Beginning" Tom roughly grabbed the back of my head, holding my face tight against his groin. As he slid further into my throat, ca...

Futanari Academy Ch. 08

by TheOrcKing on Jun 5, 2019
Transgender & Crossdressers

(All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. ***** "Pull the lead out of your ass Surbrina!" Miss Angeli barked, blowing her whistle. "You're a Nazi, coach!" Surbrina whined as she moved th...

Happy Birthday Mike Ch. 01

by TheOrcKing on Jun 12, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** (All characters participating in sexual activity are age 18 or over.) This chapter is a repost, it has been edited and has undergone very minor rewrites for style and flow. Nothing in the story has been changed. Synopsis: It's Mike's birthday and he is stuck home alone with his...

Wife Humiliates, Hubby's Turned On

by Quietoldie on Oct 21, 2019
Transgender & Crossdressers

The wife Carol is the main narrator of this story with some comments from her hubby Bernard. I've tried to give a slightly different twist to cuckolding and cross dressing compared to many stories on Literotica. ***** CAROL "You're not much of a man are you?" I said to Bernard. I was angry and unfairly blamed my hubby after receiving the news that his spe...