Permanent Male Chastity Stories

90,972 results
Orientation
Length
Source
Infinite Scroll

The Sissymaiden's Tale Ch. 01

by ppeaks42 on Mar 7, 2018
Transsexuals & Crossdressers

The world was not always this way. Though few remember it, and even fewer choose to speak of it, there was a time when things were different. Before disease ravaged the land. Before the great feminization. Before the influx. Before the Femocracy. It was whispered that once white men had been just that: men. It was nearly impossible to believe, seeming more t...

Star Wars Imperial Prostitute 2 Ch. 01

by HandcuffGirl on Sep 12, 2017
Celebrities & Fan Fiction

Authoress's notes: This story takes place approximately six months after the events of Imperial Prostitute SX-51472. While it is a sequel to that story, it also features the Hapan Crown Jewels, from my story with that title. However, in this story, the anti-Force collar featured in Jedi Tahiri in Bondage, and Alema Rar Visits Hapes never existed. My editor s...

Seduction at Belinda's House Ch. 16

by AndreaJordan on Dec 3, 2019
BDSM

"I'm sorry!" Kate blurted in obvious distress as she hustled into Belinda's house, "I slept with that new guy." Belinda closed and locked the door behind her, and followed the jumpy blonde into the kitchen. Kate's outfit of old blue jeans and tight pink tee shirt was no doubt a world away from how she had dressed the night before. Belinda sighed. She had...

The Spirit of Lady Macbeth Pt. 07

by alyssawinters on Oct 19, 2020
Transgender & Crossdressers

The campus still empty for holiday Tracy his backpack replaced with a catch-all purse walked across the quad gripping the strap looking to kill some time reading before returning to home and Mistress Lisbeth. Spotting the couch in the near empty coffee house he planted down in the middle of it ready to open his book of Shakespeare's 'the Tempest'. Nervous...

The Big Day

by IrishDude3881 on Sep 17, 2017
BDSM

It's finally the big day. After spending so much time waiting, your excitement is impossible to describe. Your master offered to deepen your submission, and you agreed, trembling in anticipation of the things he would make you do. And while he has helped you broaden your horizons, nothing has prepared you for this. Your master spent the last two weeks ke...

Life and Time of Lady Vargos Ch. 09

by rik581 on Mar 26, 2019
Transgender & Crossdressers

Martin walked down the hallway at a brisk pace. Walking with a bit of exaggerated hip movement and fingers out palms down, just in case somebody was monitoring him. He had adapted quickly to walking this way and had found it not too difficult since his daily treadmill walks were done the same way. The walk was cute for others to watch, but Martin felt silly...

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...

Teased, Denied and Sissified Ch. 04

by subbieman on Sep 12, 2017
Fetish

Quick Recap It had been nearly two weeks since Ashley caught me trying on her panties and I was now wearing a fresh new pair every day along with a bra as she encouraged me to find my "inner-sissy" and explore my fetish. I had also learned that she obtained more pleasure from her toys than my cock and, as part of this "exploration," she had decided it was b...

Axina and Burk Ch. 04

by Narg on Sep 19, 2017
Sci-Fi & Fantasy

AN: In case you haven't figured it out yet, the sizes in this story are going to get pretty ridiculous. And this chapter is only a small taste of what's to come in that regard. Just a fair warning. Burk * Burk stretched and stood up. Jenia Querisa, his newest bitch, stirred but did not awake. The conquered Lady of Bosom slept upon a cum soaked bed, jism...

The Keyholder Ch. 14

by AndreaJordan on Nov 18, 2019
BDSM

Ben was now back in his original Prince Albert cock cage, over which he wore his full steel chastity belt. Amy held the keys to both. Living with his chastity keyholder kept Ben in a state of constant arousal and longing. The keys were just so close, with one of their favourite hiding places being the front pocket of Amy's jeans. Well, whether the keys like...