Sissy Chastity Humbler Stories Stories

69,578 results
Orientation
Length
Source
Infinite Scroll

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...

The Dominatrix Order Pt. 02 Ch. 02 - Cuckold

by Jwwsmith on Jan 29, 2019
Transgender & Crossdressers

And so the days and nights passed at Johanna's home. With Sissy Slut gone, there were no slaves remaining who possessed any culinary skills. So Pomona took it upon herself to cook a fine breakfast every morning for Johanna, as a way to repay her for her hospitality. Pomona would wake early each day, fire up the wood stove, and cook a delectable meal of bacon...

The Superbowl Party

by justincbenedict on Sep 14, 2017
BDSM

Scrip didn't get Marigold. First she'd asked him to bring home other men for threesomes, then she'd told Scrip, after a few session that she didn't want him to participate. Really, but to "just watch" which was fine with Scrip, as it seemed most of the time when there was a three-way. Marigold did almost all the sucking and attention on the other guy while...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

Good Morning

by Gonegirl611 on Sep 16, 2017
BDSM

When Ben awoke, he couldn't breathe and he couldn't move. Then he smelled her and felt her warm pussy on his lips. Now he remembered where he was. He was tied to the guest bed in the house that belonged to his Mistress. It was still dark, but he couldn't tell if it was just another middle of the night call (her insomnia woke her up frequently) or if it was...

Letter From Scranton

by justincbenedict on Sep 14, 2020
BDSM

Dear Shoeblossom I had a sister, Huxley, ("Hubert and Huxley, so cute") and we lived at home during our university years, as Pop was bursar at the local college, so we went for free. Huxley had a best friend, Tamsin, who was cute but chubby, and I teased her about it, and one day Tam pulled my pants down when no one was around, and gave me a spanking--me,...

Mistress Styles and the Humbler

by justincbenedict on Feb 26, 2019
BDSM

Styles. who'd gone by surname only since her Army days, smiled as she looked at her unfortunate husband, the ex-playboy Busby Letourneau. Busby moved uncomfortably on the hard kitchen stool. The seat was so small and of course his hands were tied behind his back, and it was a delicate balance. Styles stroked her husband's engorged cock and grinned, her ton...

A Slave's Journey Ch. 03 - New Recruits

by punishedone on Dec 10, 2019
BDSM

As the light from the door floods the room in blinding white light signaling Mistress return. Her voluptuous outline in the door frame as she eagerly approaches. I hear the clicking of her spiked heels as she steps. The door closes and my eyes are adjusting to see my Goddess in her attire for the evening. It is fairly warm in the room which prevents the nake...

Mistress Marisa's Estate Pt. 29

by keptsissy on Sep 12, 2017
BDSM

I am one of several slaves my Mistress Marisa keeps in her household. I am completely owned as are the other slaves that serve her. These episodes are written with her permission. It is my, our story... ******************************** I'm restrained over the whipping horse so tightly that I can't move an inch in any direction. My wrists and ankles stretch...

Femdom Training 101

by bdsmtrainer88 on Sep 13, 2017
How To

Quick and simple guides to help turn that selfish and controlling man into a loving affectionate slave Training his mind is just as important as his body. He will need encouragement. Constantly remind him how he's given himself to you and how you cherish the sacrifice -- but he needs this training to really become yours. Associating arousal with pain and f...