Sissification Stories

145 results
Orientation
Length
Source
Infinite Scroll

Step by Step Sissification Ch. 01

by satinmarabana on Sep 16, 2017
Transsexuals & Crossdressers

Over the years, I've been with a few different sissies who were in different stages of their exploration and this gave me the opportunity to participate with them and learn a lot. I've also spoken with a couple dozen sissies on literotica who shared their own fantasies and desires. This story is sort of a distillation of my favorite stuff. -- It all star...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Sissyquest

by Humiliatrix on Mar 23, 2018
Fantasy

You open your eyes slowly and find yourself standing in a forest, rubbing your head as your massive headache slowly fades away. You have no idea how you got here. The last thing you remember you took that girl home from the bar...Edith?...Ellen?...Emma! That was her name. You were actually going to get lucky for once, until you stripped down and she saw the...

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Blood Vengeance

by FrankShankly on Jan 2, 2020
Transsexual

Note: This story takes place in a fantasy world, with humans, elves, orcs, giants, centaurs, minotaurs and more. It also revolves heavily around feminization and "sissification" of people who previously identified as men, largely in the context of relationships between humans of different races, or between stereotypically "fairer" and mor...

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The Prostate Exam Pt. 02

by His_fag_wife on Sep 18, 2017
Transsexuals & Crossdressers

It had all started with a routine visit to his Doc for a simple prostate exam. After he'd given away his submissive tendencies by pushing back against her finger, she'd given him a good hard anal fingering and then he'd revealed the true depths of submissive tendencies, to Dr Megan Sutton, or Miss Megan as he'd begin to know her. She then persuaded him to...

Subliminal Obsessions Ch. 02

by Sissyhalo on Sep 13, 2017
Transsexuals & Crossdressers

*Before... She settles into a rhythm hard, steady, deep, hitting my spot inside as I moan and watch the flasher as it shows high speed pictures and all those words and phrases. Sissy. slut, bimbo, be a girl, be calm, be happy, suck cock, be happy, get fucked ne happy, sissy, slut, bimbo, live for men, live for cock, be happy, be a girl, be calm, be happy,...

Finding Our Heaven Ch. 00: Prologue

by GoddessFrigga on Mar 7, 2018
Transsexuals & Crossdressers

Author's Note: This is a total and complete wish-fulfillment fantasy about what I wish would happen in my own life. If it's too sunshine and roses at the end, it's because given the chance I would create this sort of life for myself, and I'd want a "happily ever after." If you're looking for the usual femdom, sissification garbage, and a protagonist so stupi...

Step by Step Sissification Ch. 02

by satinmarabana on Sep 16, 2017
Transsexuals & Crossdressers

Over the years, I've been with a few different sissies who were in different stages of their exploration and this gave me the opportunity to participate with them and learn a lot. I've also spoken with a couple dozen sissies on literotica who shared their own fantasies and desires. This story is sort of a distillation of my favorite stuff. -- "Oh, well,...

My Sexual Fantasies

by Submissive Timmy on Sep 16, 2017
Letters & Transcripts

My Sexual Fantasies (OD Repost) I wrote this in November 2002 for my online journal on Open Diary. I'm posting this simply to have something posted. I do intend to actually write eventually. ***** I have a penis. Isn't that amazing? I also have two testicles. The flu had a stranglehold on them and killed my sex drive. But, I've since driven the flu off wi...

Forgotten Hero

by Lustful Majesty on Dec 31, 2020
Cheating Spouses

The world outside of this dungeon no longer exists to you. Your life out there has become foreign from the indeterminate number of weeks that you’ve been down here struggling to keep your wits. Deviant monsters who want nothing more than to abuse your prone body lurk down every hall, and there is a constant test of faithfulness to your wife who awaits your r...

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