Story Castrated Sissy Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2026 SmutMD.com
Create your own smut fantasy with AI

Zamindars Pt. 03: Unbridled lust

by prithvik1947 on Jul 16, 2019
Group Sex

Editor's note: this story contains scenes of non-consensual or reluctant sex. ***** In 'Zamindars Pt 2" I had described the shameless and lusty fuck session between my friend's father - The Thakur - and his young maid and fuck toy Champa. It was now almost 3am in the morning. Uncle emptied himself inside Champa's cunt right there in the living room on th...

Family Chastity Story Ch. 03

by antares34 on Jul 30, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My gimp son and I have settled into a routine. Permanent chastity with monthly releases. These releases occur on the first day of every month. I...

Born to be a Cuckold

by W_MA_DWM on Sep 11, 2017
Fetish

This story starts off slow, however it does lead into some very explicit sexual scenes. So be patient -- it gets hotter. It all began over twenty years ago when I met Lizabeth, the girl who became my wife. I had no idea what Mother Nature's plan was for me in those early years. I did realize that I was different than the other boys and felt that I neve...

Sin of Vanity Ch. 01

by Belongs2Beth on Sep 12, 2017
BDSM

Author's Note: This story continues the story of Vance, Marcia's friend introduced in "Marcia Goes Back to School". I have made an effort to make sure that this chaptered story can be read as a stand-alone or as an episode in a continuing series of stories set in the fictional town of Torquay, Connecticut. Readers of my earlier works will be familiar with Mi...

An Interview with a Trample Lover

by TeroWright on Jan 21, 2020
Letters & Transcripts

Author's Note: This story correlates with Christie's trampling adventures commonly found under the 'Fetish' category. It has been converted from a fictional transcript, and is therefore mostly TELL and very little show. The interview is done in real-time and is a tad over an hour long. ----------------------- Not being one to shy away from something differ...

The Fate of Her Lovers

by BigK10 on Sep 15, 2017
Loving Wives

Chapter 1 My wife, Juanita, set across the breakfast table from me, just as we had for the last twenty-four years of our married life. It was a Thursday morning in late September and the leaves of the trees in our backyard had begun to turn various shades of yellow and tan. She was enjoying that view through the window of our breakfast nook, while I read th...

Becoming the Alpha Wolf

by daxwrites1 on Dec 24, 2019
Sci-Fi & Fantasy

Disclaimer - This is a work of fiction and may contain scenes of explicit sex. Any resemblance to actual places, persons, or events is coincidental. All characters are over 18 years of age. If you are not of the legal age or location to read adult stories, or are uncomfortable with erotic type themes, please stop reading now and close this document. That b...

Purty Prison Guard

by Wholemanz on Sep 11, 2017
Erotic Horror

WARNINGS: Contains transgender themes, Sci-Fi, explicit sex, mild violence, bad words, and strange ideas. It has only the strange things that dribble from my head. If you are not old enough, mature enough, open minded enough, and especially not smart enough to stop reading should you find yourself becoming offended viewing such a story, don't! * * * * * * *...

Leanne the Lusty Lifeguard

by RetroFan on Sep 19, 2017
Erotic Couplings

INTRODUCTION & DISCLAIMER - On New Years' Eve 1979 in Sydney Australia, 19-year-old student Greg Tyler resolves that from 1980 things in his life will change. No longer will he be a shy virgin with an unrequited crush on his pretty co-worker Morgan, he will ask her out and finally go on a date. But for the bumbling but well-intentioned Greg this is easier s...

Margaret is Unleashed Ch. 03

by dan57 on Sep 17, 2017
Loving Wives

From an idea by Mary Confrontation with Francis Margaret had put on a new dress that hugged her body like a glove. She had never worn such a sexy outfit during her marriage years! Francis would have balked at her appearance, saying it was slutty and wanton but she didn't care any more about her former husband's opinion. She had introduced a demand for di...