Male Chastity Stories

81,908 results
Orientation
Length
Source
Infinite Scroll

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

A Sissy is Born Ch. 02

by gtanya on Oct 13, 2020
Transgender & Crossdressers

Author's note: This story is the second chapter of "A sissy is born" series. Please note that it is a very slow build up and if you are looking for some hardcore sex right away, it is not for you. Please leave your comments to help me improve. It was a fairly uncomfortable couple of hours of the train ride with the constant staring of Mr. King. His gaze som...

Cuckold Fantasies

by LogNTR on May 29, 2020
Cheating Spouses

Hello Readers, Just wanted to say that this 'introduction' chapter will be used as a guideline for random cuckold stories. You, as the reader, can always give me suggestions for ideas, new paths, and I'll try to implement them. My wild hotwife: Claire catches John masturbating cuckold porn, what happens next remains to be seen, or rather, to be read. Short s...

Open in Reader

Chianti's Counseling

by justincbenedict on Feb 25, 2019
BDSM

Chianti squatted happily over Jocelyn's perspiring face as the older woman strained to fully get her tongue in Chianti's asshole. "Faster, that's right, Jocelyn. You have to rim me in and out, up and down, there you go, and now to my cunt, hon." Jocelyn groaned and Chianti looked down, wincing slightly. Jocelyn was perhaps not Chianti's most enticing clien...

Her Male Wife

by Zippeduptight on Nov 6, 2018
Transgender & Crossdressers

Sometimes I wonder how I got into this mess. The answer is obvious but it usually comes during the day when I pee. Carla's orders are to sit when I pee. I lift up my skirt, and tuck the exposed chastity device down, and relieve myself. Just like now. The shiny pink pvc sissy maid outfit she bought for me is locked on at the neck. I stand up and flush walking...

The Mixed Correctional Ch. 02

by klapperz on Jul 4, 2018
Fetish

"Out now, hurry up," said a female guard in a bored depressingly tone. She banged on the metal bars with a clipboard as they slid open for the new day. "Why am I still waiting," she continued with a bored look on her face. "Sorry Ms Battson," said Jack as he and the rest of the inmates stood outside their cells for the morning count. Ms Battson looked at e...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Lucy's First Submission Ch. 08

by StrictDom on Sep 14, 2017
BDSM

We had not allowed slut to wear any clothes, other than the chastity belt, collar and leash. It sat in the back of the car, so anyone who looked in through the window could see its' naked breasts. On the way, we assured it that it would be safe, and made sure it was still enjoying itself. It assured us that it was the best time of its life, and was desperate...

My Little Husband Ch. 2

by Wimp46 on Sep 19, 2017
BDSM

Author’s note: This is the second part in this series. Your warm response has encouraged me to continue writing. This is a fictional story. It did not really happen, although it might. If you take offense or do not care for stories where a wife completely dominates her husband, please pass this one by. This series is copyrighted by the author. It may no...

Letter from Toledo

by justincbenedict on Sep 13, 2017
BDSM

Dear Shoeblossom: I really enjoyed "Letter from Los Angeles: Ms. Scunthorpe's Rebuttal" and also the story from the Time-Lock computer Mistress in "Letter from Greater Ponsonby ." I also have a paid key holder, Phyllis. I grew up in a strict Evangelical family, here in Ohio, and our parents were very primitive, sexually... Masturbation and copulation wer...