Permanent Male Chastity Stories

90,972 results
Orientation
Length
Source
Infinite Scroll

Scene from a Dinner Party

by MaidinChelsea on Sep 15, 2017
BDSM

I lean sensually over the table as I serve their starters and I see Alison's eyes flick admiringly toward my chest, "Goodness, are those real?" she says. "Well, yes and no," my Mistress giggles, "They're certainly attached. Polly, show my guests your new 34Cs." I feel a heat wash over my cheeks but know better than to hesitate. I reach around and pull the...

A Sissy Fantasy

by Sissy_Jeanette on Mar 30, 2020
Transgender & Crossdressers

My darkest fantasy has come true. I'm now a slave to a dominant couple. My ex-wife and her new boyfriend have taken me in, and in return I am dressed as a girl always and their maid and sex slave. Frilly panties, stockings and skirts, babydoll t-shirts, and a blonde wig are parts of my new uniform. Also I now wear a stainless steel chastity cage now encasing...

Dream Dream Dream Ch. 01

by kiitykatt on Oct 6, 2020
BDSM

At 28 years old, Abby (short for Abbigail) was happy. At 30 years old, Jason was happy too. Abby, was a loving wife of 5 years, having known Jason for nearly 8 years. They were totally in love from the first moment they saw each other. Not just a normal Husband & Wife, they were Master and Slave. They were made for each other. Abby was a looker, no doubt...

The Fall of Mistress Diana Ch. 01

by worzel on Sep 16, 2017
Fetish

This is the first story I ever wrote, I could blame many people. For this! But I'll just have to blame my wife! Oh you're going to get it! * The taxi was almost at her destination. Diana Baxter pulled the letter out of her bag to read it as she had done many times before. She read the address, she read the date, she read the name at the bottom of the page...

The Road to Ownership

by clarkmj1 on Sep 14, 2017
BDSM

By mid-week it was exactly as she had planned it. He no longer knew what day it was. He no longer knew what time it was. The room had been totally darkened, not a single beam of light could enter through the blacked out window. Even the space around the door had been attended to. He spent his life in total soundless darkness. Straining to hear the footsteps...

The Perfect Pair Pt. 10

by ChangeYourPassword on Sep 14, 2020
Fetish

The Perfect Pair, Chapter 10 (fetish, chastity, consensual, cross dressing, anal) By ChangeYourPassword Author's Note: This is a work of fiction. It is a story of sexual fantasies and fetishes. These sexual practices are not for everyone, but those of us who delve into them understand the allure. The characters in the story certainly do. If you enjoy this...

Sissy Maid to Be... Ch. 02

by missjennymaid on Sep 10, 2018
Transsexuals & Crossdressers

I would recommend reading Chapter 1 to get to up to speed on the story, but if you want to start in the middle... Jeremy: A married crossdresser who loves to live out his crossdressing fantasies with his supportive wife. Lizzy: Jeremy's wife who participates in his sissy maid desires every other Friday when they have the place to themselves. Jeremy is get...

Innocence Lost Ch. 13

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which we learn about the rewards and joy of unbridled pleasure, but also see how it may compromise the better virtues of Innocence and Chastity. What could be done about Null? wondered Kedi as she sat astride Innocence thrusting her crotch backwards and forwards on Innocence's wonderful penis. She was unable to avoid wondering about this as Null was sitt...

Cuckquean Sadism: Continues

by edgequean on Sep 14, 2017
BDSM

The moment I get home, the chastity belt comes on immediately. Usually, Naomi is back at the apartment way earlier than me, on days that she decides to come here to spend the night. She has another serious boyfriend who is comfortable with the set up that we have. David is more lax, sometimes he won't put it on so he can look at my horny cunt. Sometimes he g...

Six Month Anniversary

by slutslave201 on Sep 17, 2017
BDSM

It was 6 months ago today that Domina Kathryn accepted me as a personal slave in training. This had come after months of serving She who MUST BE OBEYED & WORSHIPPED. At the time She told me that there were many possible roles I could assume in the future ranging from a vanilla appearing husband to a fully transformed woman. I was told that it would take at l...