Sissy Castratrix Stories

6,560 results
Orientation
Length
Source
Infinite Scroll

Castratrix Interview

by nicetits on Apr 29, 2025

Jack sat in his make up chair stairing at his phone, waiting for a text. He and his wife, Amy, had been separated for three months at this point. Jack could have survived without her, but she had locked his cock in a cage before walking out his door with the key. Jack had been trying to get back together the whole time, but Amy knew that it was only because...

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Castratrix

by Sore nuts on Apr 22, 2025

This story is tied to the story Nutcracker Queen. It takes place 503 years later. Author's note: All characters in this story are over eighteen years of age and are fictional. Please allow me to introduce myself. My name is Karissa Jolis. I'm a twenty-three year old woman from the Queendom of Ciannis residing in the city of Clearwater Falls. I have long flow...

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Freedom and the Widow Ch. 12

by Sputnik57 on Sep 14, 2017
BDSM

Dominique brutally dominated and humiliated the hapless wretch in many ways, finishing the session by cruelly pressing the spiked heel of her stilettos into his balls till he begged her for mercy, then having her two assistants bind and gag him, leaving him like a carcass at butchery in the middle of the stage. Sated for a while, she left to join her guests...

Black Babies Matter

by JoyGrrlSyn on Sep 13, 2017
Fetish

(Magdelyn K. Bordeaux) 01/03/2017 "Welcome. Welcome. If everyone will just settle down and find a seat. Find a seat. Thank you. For those who don't know me, I am Anita Seamen, President of SFLRC. I'd like to thank everyone who make it out tonight. It's a very large turn out. The Society for Female Led Relationships and Cuckoldry is celebrating five years a...

Freedom and the Widow Ch. 16

by Sputnik57 on Sep 14, 2017
BDSM

Victoria was very gracious in her treatment of Eric after Marcel left them; he was summoned to her bed and she cuddled him lovingly between the sheets. She had truly shown him his place; he had accepted his duties and this had thoroughly stimulated her. Eric, for his part was also still excited with respect to his thorough degradation and utter humiliation b...

My Sissy Life

by snorn on Nov 26, 2017
Transsexuals & Crossdressers

I love being a sissy. I have been in permanent chastity since 27 Sep 2016, and am loving it. I have sissy training rules that are focused on keeping me doing the household chores and training me to be rented out as a cheap sissy whore/maid, a list of sissy motivational sayings which I listen to on repeat whilst doing nightly chores, and service rules for th...

Sissy Chantel, New Reality Ch. 01

by Sissy_Chantel on Sep 19, 2017
Transsexuals & Crossdressers

A new story of a sissy's fantasy becoming her reality. But a reality, much more than she ever thought. This will be a multi chapter sissy maid and sissy slut story around Sissy Chantel finding reality of sissy maid and slut life can be more than she bargained for, enjoy. ***** Chapter One: The Journey Starts. Well another night and here I sit dressed in m...

Sissy Gets Punished

by MsMorrigan on Sep 16, 2017
BDSM

Once upon a time there was an overly eager sissy girl. This sissy girl loved her mistress. She loved her so much she tried to anticipate her every whim before she needed to even speak the words. One day the sissy girl was vacuuming, dusting and general cleaning. She was openly lamenting on how her overly large pathetic sissy clit was getting in her way. How...

Sissy and Paul

by slowhand1234 on Apr 22, 2019
Exhibitionist & Voyeur

Years ago life was very different to nowadays, for a start pubs shut at 10.30 unless they had and extension for special occasions, they had different bars such as the main or public bar, the lounge and sadly no longer, a room called the snug. This room was usually used by the 'older generation' or people who wanted a bit of quiet/privacy. We had married sev...

Mrs. Henderson Emasculates An Ex

by skriblur on Sep 16, 2017
Transsexuals & Crossdressers

The elevator doors slide shut and Sissy Kimmi taps the special access code into the keypad. Then she presses the "PH" button. In few seconds, she'll be at Mrs. Henderson's place on the top floor. Mrs. Henderson is not the type of woman who sends invitations to sissies. She's the type who tells 'guests' where to be and when to be there. Her handwritten summo...