Chastity Boyfriend Stories

60,738 results
Orientation
Length
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Infinite Scroll

Just a School Project Ch. 01

by johnemerson30 on Sep 25, 2017
BDSM

Sara could feel her heart beating faster and her pussy moisten as she listened to her professor speak in her college human sexuality class. The class began with a mixed crowd of both female and male students, but had slowly dwindled to a small group of female students as the course was in its final week. The professor was in her late 40's, very attractive...

Black on Black Cuckolding is Nice

by Samuelx on Apr 3, 2019
Group Sex

Don't believe the stereotypes, ladies and gentlemen. Black cuckolds do EXIST. My name is Jeanette Langlois and I'm a woman of Haitian and French Canadian descent living in the City of Gatineau, Quebec. My mother, Annabelle Jean was Haitian and my father, Roger Langlois was white, of French Canadian descent. I guess that technically makes me mixed but I alway...

The Support Group

by justincbenedict on Sep 17, 2017
BDSM

"Victrola can be loving but she is also quite overbearing at times," Roger said wistfully, "And when I complain, she whips me and adds days on my chastity. I can't Galahaden ask her to go to counseling with me!" The members of the Men's Chastity group muttered sympathetically, but Rusk could tell it was all bullshit. Men didn't need to be in therapy tog...

Happy Days in Buttermilk Falls!

by justincbenedict on Sep 17, 2017
BDSM

As Darrell entered the Ballroom, he saw a skirmish going on... "Why, Kimber, why can't I just go to my support group, ma'am?" a pudgy fellow in an alligator shirt was pleading of a frosty blonde. "You told me I could go if I scrubbed the garage, and drank a quart of your urine...now you've changed your mind just because your girlfriends stood you up." "Cedr...

Morning Service

by SadistGoddess on Feb 7, 2018
BDSM

You awaken to the soundless vibrations of a strap releasing gentle tingles through your balls and up the shaft of your dick. Why the strap is on your balls doesn't quite break the surface of your consciousness. You remember allowing it to be put on the night before, but why... you moan softly and roll over in the warm nest of bed sheets and the comforting bl...

Redundant Cock and Pussy Takeover

by realvelvetglove on Oct 6, 2020
BDSM

1. Steve's Story: I was made redundant a couple of years ago when I was 51. The large company I'd spent the previous three decades working for had been taken over and, as usual, layers of management got stripped out during the restructuring process. Fortunately I got a modest lump sum payoff and my pension will kick in when I'm 55. I'm also lucky enough to...

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...

Becoming Melissa's Cuckold Pt. 04

by GreyMatterH on Sep 25, 2017
Fetish

The next morning I woke up feeling hopeful. I'd suffered a terrible humiliation but I think that I managed to talk myself out of it, and I was pretty sure that I could trust both Melissa and Victoria to not tell anyone else about what happened. I was also happy to learn that it seemed like Melissa was pretty open-minded about my panty fetish. Initially she...

Laughter in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

Darrel came into his outer office, passing Thelma's desk. Usually she would give him an exuberant smile, have brought him a latte from Starbucks, but not today of course. This was the Day After. "Good morning, Thelma," he said with a halting smile. Thelma's eyes narrowed, and her lip curled with obvious revulsion. "Uh, good morning, Mr. Plunkett." Darrell w...

Sun Hee Ch. 10

by metalimbic on Sep 18, 2017
Fetish

This was my life now, locked and in limbo. When Sun Hee was back home in Korea, I had made the decision, perhaps foolishly, to lock myself back into her chastity cage, and in order to make that decision final I mailed her the only key. Now that she was back, there was no way of knowing what, if anything, would happen next. Sun Hee had not asked me to be l...