Gay Chastity Stories

28,507 results
Orientation
Length
Source
Infinite Scroll

Slave Kessler

by justincbenedict on Jul 4, 2018
BDSM

Kessler leaned in, sucking Specs's balls, trying to take the entire sack in his mouth as he kneeled in front of his Master. Specs was lying on the easy chair in Kessler's house, his legs spread out around Kessler's head. Idly, he played with his hard cock as he enjoyed the testicular massage of Kessler's tongue around his scrotum. Kessler was upset that...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

Open in Reader

Living Large in Buttermilk Falls!

by justincbenedict on Sep 17, 2017
BDSM

Driving home, Darrell Plunkett certainly hoped that Bootsie had changed her mind. He knew that Bootsie was jealous of Thelma; Darrell's secretary was quite a dish, and sweet and charming in a way that his wife wasn't though of course Bootsie served Darrell's needs well. "You know it depends on you, Darrell." Bootsie had said, smiling the night before. "If y...

Master Squirrel

by justincbenedict on Jul 29, 2019
BDSM

Orson looked at Squirrel hopelessly. "I really need to get out of this thing, dude." Orson was standing in the middle of their living room, naked but for his chastity device, and looked really desperate. Squirrel snorted. How strange things had gotten in the past nine months. Squirrel was a bit of a geek, and had been kind of flattered when the most popular...

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...

Letter from Sherier Place

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: I am a member and Substitute Treasurer of the Keeplock Club, a select group of women who keep their husbands and significant others in chastity belts. Our oldest member is seventy-eight, the youngest, a college junior. It's a constant vigilance, and I thought you might find it interesting, as your column discusses much of this. On Wednesd...

Letter from Wichita

by justincbenedict on Dec 24, 2019
BDSM

Dear Shoeblossom I was so nervous when I got out of the Uber. I had been e-mailing with Tish for some time and had been so enthralled by the details of how she trained her husband, Guapo. Apparently Guapo had been the child of nobility, or rich parents anyway, and had been sent to the U.S. to study engineering, but after his discovery in some femdom escapa...

Letter from Blaine Vista

by justincbenedict on Dec 24, 2019
BDSM

Dear Shoeblossom My wife Tilda was giving me a massage, after taking off my CB-6000 chastity device. She's a real teaser, and loves to rub my cock--a hand job goddess, that's my wife. I was lying on the bed, naked, with this collar on my neck that has cuffs on the sides for my wrists. "You can't blame me, Norwood, I can't trust you, you know." Tilda always...

Black Cuckolding 101

by Samuelx on Sep 11, 2017
Fetish

Welcome to the world of Black Cuckold Couples, my name is Kia Haywood-Albright and I'll be your guide. When you think of cuckolding, I bet you automatically envision a White couple, a Black guy with a big dick and a scenario involving the Black dude fucking the White chick while her White hubby watched the whole thing unfold. Well, it's not always that way....

Truth or Dare Leads to Cuckolding

by Dark0007 on Jun 9, 2020
Loving Wives

Hello people, I am Jeff. I and my wife had an arrange marriage, in the beginning she acted all interested and in love, but little did I know she was a gold digger. She just married me coz our family was one of the wealthiest families. I'm a 5'7 guy very skinny and not much of facial hair. My wife Karen is a boom shell with figure 36-25-38. She is 5'4 with...