Sissy Femboy Stories

6,733 results
Orientation
Length
Source
Infinite Scroll

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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Your inner femboy

by SkirtSkirt on Feb 10, 2021
Transsexual

The first thing you have to ask yourself is, who are you Are you an ignorant boy about to be turned into a little cum slut?But then who was there to show you who you really are?Or did you do it to yourself? Or are you already a cum dumpster about to reveal themselves? Or maybe you want to be a slutty crossdresser that's secret gets exposed,one throat fuck at...

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How Nathan became Natalie Ch. 01

by saintlycd on Nov 22, 2017
Transsexuals & Crossdressers

My name is Natalie but that was not the name I was born with; rather it's the name my wife gave me when she made me her "sister" and her cuckold sissy not long after we were married. My real name is Nathan but that's a name I would prefer never to use again because I enjoy being Natalie much more than I ever enjoyed being Nathan. This is a story of how my wi...

Fucking your Femboy Party Member!

by Winter Inter on Apr 22, 2025

The sun was setting as you finally calm down from earlier. You open the door. You place your adventuring pack to the side of the small house you and your partner built. She enters as well. As exhausted as you also are. You remember her being stung by that plant thing. And you wave Drista a goodnight sleep. Drista is a human archer. She seemed fit but not t...

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College Misery Ch. 01

by newauthor19 on Sep 16, 2017
Fetish

Ever since words got out that James has some femboy porn hidden in his laptop it has been a nightmare for the 19 year old poor boy standing 5'8" and weighs merely 122lbs. His classmates have totally lost all respect for him. He was admired before for his friendly attire and kind hearted nature but now he is admired for his feminine body. He lives in a boy's...

VooDoo Doll

by OathkeeperPath on Apr 22, 2025

The sun was setting over the horizon, painting the schoolyard in hues of orange and pink. Graduation caps littered the ground, reminders of the euphoria that had swept through the air just hours earlier. Amidst the abandoned caps, there was a lingering sense of farewell, a mixture of excitement and melancholy. In this bittersweet setting, you found yourself...

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Das Leben als süßer Sissy Sklave

by Captain Simpel on Oct 30, 2020
Miscellaneous

Justus war ein durchschnittlicher Junge mit etwas längeren schwarzen Harren, der gerade zu übers Wochenende zu Marie wollte. Die beiden waren schon seit der fünften beste Freunde und unzertrennlich. Etwas beneidete er sie für den Reichtum ihrer Eltern, die ihr mit 18 ein Leben in einer eigenen Wohnung ermöglichten, obwohl sie im Moment nie viel verdiente. Al...

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World of Eroticia

by Nightflight406 on Apr 22, 2025

The World of Eroticia (Ee-rot-i-see-ah) is a beautiful place, full of tall mountains, green fields, sparkling oceans, and of course, quite a few attractive females. These lovely ladies hold a variety of positions, quest taking adventures, ruling queens, knowledgeable spellcasters, and ordinary civilians. While the fairer sex have the freedom to change their...

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Starlit Petal Ch. 01

by Certeis on Mar 21, 2018
Transsexuals & Crossdressers

NOTE: this story is an original setting, but anything you need to know is discussed in the story text. *** 'Swshh' 'swshh' 'swshh' Petal's legs moved back and forth rhythmically, the nylon stockings rubbing against each other at every pass. They were dangling in the air above him as he laid on the padded bench and read a book. Well, pretended to read it, a...

Masculinity Lost

by GoldenCone on Apr 22, 2025

One strange day in the midst of the 20th century, a pink star lit up the night sky. From then on, the out-and-out Man has been a fading breed. The star's so-called 'gender-rays' disrupted the natural sex and sexuality of the human race, and some generations on the terms 'man' and 'male' are practically gone from the English language. Nowadays, young boys gro...

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