Chastity Master Stories

61,057 results
Orientation
Length
Source
Infinite Scroll

Loraine's Quest Ch. 05

by loraineveritas on Sep 19, 2017
Transsexuals & Crossdressers

As I lay on top of the vaulting horse with a clear view of Leonardo and Venus who were both still assuming the position. I focused on the sensations assaulting my body, my cock stretched by the leather cock trap, my cock and balls held in a vise like grip by the "lips" of the leather "pussy", my nipples tormented by the twist lock clamps attached by the smal...

Soames's Submissives: The Game

by justincbenedict on Sep 17, 2017
BDSM

Calvin knelt, naked on the Consequences square of the game... Looking at the sexy girl in the cheerleader outfit, and her muscular companion, both of them in their early twenties, but otherwise looking very much like the kids who awed Cal in high school. Cal had told Soames (in confidence) that once, a girl had asked him to the movies, one he'd had in his...

Slave Ella Ch. 10 - Jade's Denial

by SlaveMasterDom on Sep 13, 2017
BDSM

We awoke mid-morning, and I drew back the curtains to another sunny Dorset day. "Good morning beautiful ladies," I said, waking Ella and Jade with kisses. "Good morning, Master," Ella said with a big smile. "Good morning, Daddy," Jade said, stretching and yawning; "What time is it?" "About ten-thirty," I said. "Shit, I have to be at work at the pub at m...

Furniture Doesn't Speak

by MissSubmissive0861 on Jan 28, 2020
BDSM

I kneel at Master's feet, beside his office chair as he works. He ignores me other than stroking my hair with his fingers. But it's good enough for me. Lately we haven't been talking much, but I think it's part of my punishment. I had recently been caught masturbating without permission, right in the middle of cumming while quietly moaning "I'm sorry Master"...

Helping Jess Pt. 05

by mski on Sep 25, 2017
BDSM

I slept well that Sunday night which surprised me, though I guess I was probably exhausted. I woke up with my normal hard-on a bit before 5am, well it would have been a hard-on but for the cage. My penis was certainly trying. I never found it an uncomfortable feeling, just frustrating that there is no ending and I could not jerk off, and now who knew what wa...

Black Masters into Black Femdom

by Samuelx on Oct 16, 2018
Erotic Couplings

"How do you like my big Black dick up your ass, Rosita?" Trevor Johnson, also known as Master Tee, said as he spanked her big butt and worked his hard dick into her backdoor. Face down and ass up, the curvaceous, plump Afro-Cuban gal was in heaven, with her beloved Master going to town on her like only he could. To really shine Rosita on, Master Tee gripped...

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...

Miles's Conundrums Ch. 09

by justincbenedict on Sep 16, 2017
BDSM

Gretchen completely stubbed out her cigarette on my tortured glans, and then held the butt up to my face. "Swallow it!" she demanded. I shook my head, and she punched me in the stomach. I buckled over, straining at my hands cuffed behind my back, and as my mouth opened, Gretchen shoved the disgusting butt in, and held my nose until I swallowed it, retching....

Soames's submissives: Trevor

by justincbenedict on Sep 17, 2017
BDSM

Soames sipped his Beefeater Martini and contemplated wine. He didn't often get to restaurants like La Patisserie Chouquette , one of the ritzier French bistros in Buttermilk Falls. Soames looked with pleasure at the big man across the table from him...Trevor was sweating. And it was ruining the collar of his tailored micro striped poplin shirt. Once, when S...

Humiliation Journey Never Ends

by Subkoksukr4u on Jun 25, 2019
Transgender & Crossdressers

Here I am once again looking up into the eyes of my tormentor, my superior in every way, especially his cock, 10 1/2 inches to be exact. I know because when I first met him he made me measure it with a ruler. He made me measure mine too. I was embarrassed, humiliated and shamed for being so small. It hasn't been called a penis or anything remotely masculin...