Castrated Sissy Maid Stories

1,000 results
Orientation
Length
Source
Infinite Scroll

Becoming a Sissy Maid & Slut Vol. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

Title: How I became a Sissy Maid and Slut for a Dominant Master. Preface: I would like to begin by thanking all who will read my story here. This is a sissy story based on many thoughts I have imagined, many times throughout my life. These erotic thoughts have been enjoyed for a long while in my life. Like many sissy girls, stories like the one I will wri...

Sissy's Revenge

by Not_John on Sep 12, 2017
Transsexuals & Crossdressers

Ok, My last post received quite a bit of negative responses because my protagonist was a total wimp and let his wife walk all over him. Well in this one, in the end, stands up for himself. Warning: this story contains all the elements of cuckolding save one and feminization of males. If you have a problem with either of those, then quit reading here. Skip...

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...

Compromised

by HorribleHenry on Jul 6, 2020
Transgender & Crossdressers

STORY OUTLINE/SYNOPSIS On holiday in Jamaica Sandy Armstrong's eyes lingered too long on three feminine items in a display window. By biometric means he was singled out as a possible sissy or the like, and the information sold to an international organisation. Sandy receives a surprise visitor at his flat in London, a shemale, who seduces him and he eventu...

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...

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...

The Domme Diet Plan Pt. 01

by subm_atty on Sep 11, 2017
Fetish

Day 1—The Plan I have been fat as long as I can remember. I have tried various diets with no lasting success. Being uncomfortable with my body was probably one of the many factors that drew me into being a submissive. Two years ago, I met the Domme of my dreams. My Mistress was about 5'10" but towered well over 6' tall in the heels she usually wore. Her hai...

Miss Annabelle Ch. 02

by Timewarp10 on Oct 16, 2018
BDSM

As Annabelle's first term at University drew to a close, I had become her slave: cleaning floors, laundry, ironing, cleaning her shoes, making her bed, sorting her clothes and other household chores. Each day was filled nonstop with toil, from early morning to late night, stopping only when she had gone to bed to sleep, and even then I would have to be alert...

Double Jeopardy

by PhRedSonya on May 22, 2019
Transgender & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** Author's note: This is a relatively new story I wrote. While editing it I thought about breaking it up into different chapters but figure most people just like being able to enjoy a story that is completely published. I would also like to dedicate this story to my friend Niki. Enj...

Miss A's New Play Thing Pt. 04

by Pornenthusiest on Mar 2, 2020
BDSM

Recap: Miss A had just finished a luxurious bubble bath and was returning to her slave who was chastised and gagged with her pantie hose and a ball gag, with Miss A's wetted panties draped over his nose. Locked away in her dungeon, after an arduous breath control play session, her slave was spread wide at the ankles with a spreader bar, bent at the waist wi...