Literotica Femdom Sissification Stories

351,339 results
Orientation
Length
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Infinite Scroll

Sissy RoomMate

by OathkeeperPath on Apr 22, 2025

Story on hiatus until the current released rough drafts are fully finished chapters, I'm also going back to only releasing fully finished chapters, I know alot of you liked how much quicker it moved the story along, but it hurt the overall quality as I tended to take along time to come back and finish them if they were already released. You finally did it, Y...

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Journey into Feminization Ch. 01

by KneelingNancy on Jul 14, 2020
BDSM

***Chapter 01 - The Beginning Like so many of our beginnings, mine started to what some would call a normal life. I grew up in on the west coast and would consider my family upper class. Both my parents had successful careers and my brother and I had a lot of great experiences growing up (private sports clubs, investment in the arts, etc.). During my chil...

A New Start

by Stoked Flow on Jun 20, 2020
Transsexual

You spent most of your time at home playing video games and browsing the internet. You decided to take it easy after high school before deciding college was right for you. That was a couple years ago and now you sense a growing frustration within your mother. One afternoon after dinner, you found yourself suddenly sleepy and crashed onto the sofa. Your next...

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Rapture

by Emptyplanet on Aug 12, 2018
Fantasy

Introduction / Guidelines This story contains some explicit scenes that all might not find tasteful to their pallet, the story can contain various characters existing on the same or alternative timelines to the main story, it is completely up to participating authors whether or not they tie in the events to the cannon storyline, what aspects they add, change...

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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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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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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...

My Initial Sissification

by ShemaleMaid on Sep 16, 2017
Transsexuals & Crossdressers

I love cum. Always did. Whether my own when I started experimenting, or that of friends later on. By now it's mainly the seed of older gentlemen who enjoy spending time with a sissy, and I love every minute! My clit simply drooling. By now it doesn't get hard anymore, and if there's a hint I slap it good. Stay small! I'm shaved, small, uncut, and the dream...

Dinner Date with Mommy Pt. 02

by SissyStoryTime on Nov 20, 2018
Transgender & Crossdressers

Part 2 picks up right where Part 1 left off as Sophie prepares for the arrival of Victor. This story includes the following: Femdom, strap-on, implied forced-bi and cucking, enemas, butt plugs and anal play, feminization/sissification, spanking, CBT, humiliation, chastity, and domestic servitude. Enjoy! _____________________________ Part 2 Sophie was sl...

Whatever Your Heart Desires Ch. 02

by AngelCherysse on Sep 25, 2017
Transsexuals & Crossdressers

I would love to say I had The Grand Plan: How To Transform Your Husband Into A Ravishing Fem-Toy, A To Z. The fact was, I didn't have a clue. It wasn't a topic normally covered by the Multiple Listing Service. I really didn't think the community library was going to be much help, either. I couldn't even find a copy of Feminization For Dummies in any of the l...