Becoming Sissified Story Stories

179,807 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The White Slave

by mspbottom4black on Oct 6, 2020
Interracial Love

Editor's Note: this submission contains raceplay and femdom content. * Not long ago it was a straight and stuffy white male. it was arrogant and self-satisfied with its white male social and economic leverage and advantages. In the rat-race of white society it suppressed its submissive white side. But from time to time it would slip into daydreams of hav...

Sissy Life Pt. 02

by sissymark79 on Sep 19, 2017
Transsexuals & Crossdressers

I scurried to the bathroom, tears streaking my face. I was dripping cum on the bedroom floor as I went, but I didn't stop. I just wanted to get out of the room. I couldn't believe how badly things had gone! 20 minutes ago I was stood in my May babydoll, black stockings & red heels set for some intimate time with my wife, my Mistress, but now? Now things were...

Twenty-One More Questions

by silkstockingslover on Jan 1, 2019
Reviews & Essays

Summary: Jasmine responds to the most frequent questions asked by readers. Thanks to: Tex Beethoven, Wayne, and Robert for editing this essay. This isn't really a sequel, although it's a second part, as it addresses questions I didn't answer in 2017's Twenty Questions. 21 More Questions After 2017's 20 Questions, I received many more questions. I have n...

The Office Ch. 06

by EasilyConfused on Apr 28, 2020
Transgender & Crossdressers

The constant hum of the paper copier, as it scanned and then reproduced its copy, echoed loudly in the enclosed space. Tammy rocked his right ankle on his four inch patent white heels as he waited for the copier to complete its task. His left arm rested across his midriff, whilst his right hand twirled at the ends of his blonde hair as he waited. Tammy hated...

A Natural Sissy Ch. 06

by harv069 on Sep 15, 2017
Transsexuals & Crossdressers

Author's note: This is a story about a woman turning a man into a compliant, sissified plaything. If that idea doesn't appeal to you, don't read the story. If you don't like this kind of story, but read it anyway, please don't bomb me. I warned you to go away. If you like the idea, read on, and don't forget to vote and leave a comment. More will be added if...

A Cell Phone Makes Me Pregnant Ch. 04

by satinlvr_mwf on Jan 7, 2020
Interracial Love

A Fantasy created by International Writers Curt B, Julie Van, Satinlvr_mwf and Wunderboi Our Story Thus Far: Suzi Recreant, a dynamic and gorgeous TV news anchor has just been completing her transfer to a new and emerging market for Rhino Multimedia (RMM) in San Diego, California. Her husband is becoming a nearly fully-indoctrinated sissified white male du...

My Initiation

by lockedupslut on Sep 13, 2017
Transsexuals & Crossdressers

(This story is a work of fiction. If you don't like erotic stories that contain cross dressing, heavy gay themes and water sports please just don't read it. Thank you.) * I was determined. This weekend it would happen. I would loose my gay virginity and complete manhood. The hard way. Tonight would change everything. Until now I've never had sex with a ma...

My First Feminization Pt. 02

by npbear on May 2, 2018
BDSM

An eternity passes. Or perhaps it's just 5 minutes. The gentle sounds from the crowd rise as the evening progresses, people begin getting into the party, but I remain, hard, excited, nervous and alone. The room is warm, pleasantly so, fortunately, but still I shiver as I feel fingers on my back, walking their way up leisurely. The gag is removed and a low wh...

Animal-Petgirl World

by Travikus on Apr 22, 2025

In the not-so-far future, a part of the world has embraced slavery. Slaves are almost entirely removed from the jurisdiction of the state, as it is the duty of the master to discipline their slaves and keep them in check. Only, when a **** proves to be dangerous to the public (as with killing or injuring a free human), they will be put down for good. However...

Open in Reader

The Office Ch. 05

by EasilyConfused on Sep 24, 2019
Transgender & Crossdressers

Tom had lost count of the number of times Hamilton had struck his ass with the wooden paddle. His cock ached for release but his unwitting periods of mental manipulation had embedded a control in his psyche. He knew that whenever he was in the presence of his Mistress he should seek her approval before acting. And that very much included ejaculating from his...