Literotica Strict Women Caning Males In Chastity Stories

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Infinite Scroll

Letter from Vines Village

by justincbenedict on Sep 17, 2017
BDSM

I drive a sterilized knitting needle through my son's left nipple. Sowell grimaces, but he is sucking on one of my bloody tampons, and his buttocks hurt from the vicious caning I gave him earlier. I surprise Sowell—when he's coming out of the tub, wet, naked and vulnerable, I charge in with my whippy cane and leave red, bloody streaks all over his slim whit...

Ella's House of The Way Forward Ch. 05

by Sputnik57 on Sep 18, 2017
BDSM

Without needing to say any more, the pleased women smiled at Gray and returned to the cab, Gray's cock maintaining its erection as he followed behind the women, with their comments on watching the disposal of males still fresh in his mind. The waiting cab driver looked down from his elevated seat and smirked as he watched Gray follow the stately women into t...

Appointment by Card Only Ch. 02

by Sputnik57 on Sep 17, 2017
BDSM

Madam Ruth was more than pleased with her days work as she descended to the bed and stroked the soft white body of the helpless sissy, Poppy mustering a whimper as the dominant Madam. Cupped the soft pink scrotum and gently worked the dainty cock to an erection; she was scared but the surreal situation along with the gentle warmth of the two females, combine...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...

Mother Knows Best Ch. 01

by Sputnik57 on Sep 12, 2017
BDSM

Once again he had arrived at mother-in-law's house; the sneering 60 year old woman, plump and still very attractive, assertive and supremely confident, laughed as she accepted the key to his cock cage from her equally dominant daughter, who left with her lover for Vegas for a week. Rex's cock stirred in its tight confinement as it always did when he was lef...

Flames of Necessity Pt. 12

by Sputnik57 on Oct 5, 2020
BDSM

This was Miles' first sight of the woman simply known as Madam Zandra, and would be the last time he saw England. The tanned woman sneered down at him as Myra had him stumble on his knees to her, the leash pulled tighter as he was moved close enough to smell the sweet perfumes of the woman who would now on own him, and would control his destiny... his cock b...

Letter from Baton Rouge

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: On my eighteenth birthday, Ms. Sandefur summoned me and forced me to perform between her legs, and came wetly on my face, telling me that she'd taught me a valuable skill. Who knows? After I left school and started at Balloil College, part of Oxford University, I had a nice allowance, and began seeing a professional dominatrix, Moira, and...

Signe The Viking Queen Pt. 01

by VirginChastitySlut on Sep 28, 2020
BDSM

Signe sat atop her throne exhausted from the day's trails. A wave of satisfaction washed over her as she considered the dividends her hard work had accomplished. At only 23 years old she dominated as Queen of Signerheim (named after herself). Her face, peppered with freckles, was admired by nearly all of her citizens. It was standard for anyone who made eye-...

A Slave under Contract Ch. 01-03

by gynarchite on Jul 18, 2018
Sci-Fi & Fantasy

Chapter 1 – I sell myself Sitting on the monorail, looking at my reflection in the window and ignoring the city as it sped by, I told myself it would only be for three months. Three months wearing the collar, three months of almost no-holds barred slavery. The credits would get me out of the hole I'd dug for myself, and then I could book passage off this ma...

A Trip to a Clothing Optional Beach

by DanLockered on Sep 1, 2017
Fetish

A large rowing boat approached the shore. It had been rowed from the yacht in the distance. 8 large males glistening with sweat manning the oars. In the centre of the row boat sat what looked like a lady pirate administering a riding crop to the rowers. In front of her a smaller male obviously sitting on the floor of the boat was fanning the lady as she exer...