Sissy Femboy Stories

6,661 results
Orientation
Length
Source
Infinite Scroll

First Contact Ch. 02

by NeighbourhoodSuccubus on Jul 30, 2019
Sci-Fi & Fantasy

First it was the continuing blackness. Thought had stopped for some reason, frozen, but Michael wasn't even aware of this. His mind stopped existing, at least for the next unknown period of time. Like a corpse. Some would say that he was dead at that moment, lacking all of the vital signs such as a heartbeat, brain activity, breathing and body heat. Cold as...

The Night Prince

by Snoe72 on Feb 18, 2021
Fantasy

Meet the Vampiric Prince Vellen... An admirable young man born to privilege, sharp of mind and grace Vellen's earliest records of existence were discovered to be from the time of crusades sharing space with many Kindred royalty of Old; Vlad being one of these if we were to name names. The exact years were strangely vague as staggered the stories of this Pri...

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Latex Futa Nuns From Hell Ch. 04

by ChainedToAKeyboard on Apr 13, 2020
BDSM

Sunlight streamed through the open window of Francis' kitchen on a beautiful autumn day. The temperature was mild and a light breeze blew through the open window, carrying the scents of fresh fruit and warm oatmeal throughout the humble abode. Classic "big band" jazz music blared from a radio on the counter as Jessica and Francis sat at the kitchen table wit...

Born to Be Ch. 07

by DamienDeath20 on Jun 8, 2020
Transgender & Crossdressers

A.N. Return to the strap on! If this isn't my favorite chapter so far, it's definitely one of my favorites x))) Buuuut chapter 8 is preeeetty awesome too ;D I know I'm a whore. The Following Contains: Interracial between a tall black lady and a crossdressing femboy. Which in conclusion creates a formula of strap on penis being inserted into femboy bott...

Jamie's Descent Pt. 05

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona loosened the ball gag from my mouth and I gulped in lungfuls of air. My jaw hurt like hell and my arse felt like it was on fire and I slumped straight to the floor. Immediately, I felt tears spring from my eyes as I began to realise what had just happened to me. I am not sure I could tell you what I felt at that moment; physical pain for sure, and burn...

Return Of The Horny Femboy

by chlomo on Oct 6, 2020
Erotic Horror

This is the sequel to Night Of The Horny Femboy, it follows characters and events from that story, so feel free to read that first if you haven't :) This is an erotic horror story with mind control, reluctant sex and crossdressing. It's not meant to represent or anything seriously, it's just for fun. I'm Markie, well, I'm Markie now. 3 weeks ago I was targe...

Bulging Underwear

by Knicker_lover on Dec 9, 2019
First Time

The reason I had met up with Adam was because the previous month I had come across his profile after seeing he had shared some bulging panty pictures on a well known porn site. It was one of those mornings where I was in the mood to masturbate whilst looking at some young guy in women's underwear. As it was, I ended up wanking over his profile picture which...

Futanari World Transmigration

by Gregory8 on Jan 27, 2020
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** **Author's note: All characters in this story are over the age of eighteen** Anthony was walking down the street with a hamburger in his hand, taking in small bites here and there as he was returning home from work. He had grabbed himself a snack due to the long walking distance...

Public Nudity: Taboo but Legal

by Cyberweasel89 on Nov 24, 2020
Exhibitionist & Voyeur

In June of this year, a mere two months ago, the United States Congress ruled in favor of a new amendment to the constitution. This amendment made it completely legal in all fifty states for people of all ages to be fully naked in public, anywhere in the country without any legal repercussions. This new right is strongly enforced and upheld, with it being ju...

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How Nathan became Natalie Ch. 06

by saintlycd on Jan 14, 2018
Transsexuals & Crossdressers

Jennifer and I have been married for six months and everything was going great for the most part. Our jobs were going well. I was working as a PR rep for a large national company and Jennifer was working in marketing for a different large company with business all over the globe. We loved living in the Atlanta area minus the traffic. We lived just north of t...