Gay Chastity Cage Stories

39,041 results
Orientation
Length
Source
Infinite Scroll

The Wedding Ch. 01

by betamale08 on Mar 30, 2020
Transgender & Crossdressers

(Intro) This is the continuation in the life of Dale Horn and the never ending saga of both his pleasure-- and his plight while living in this new world of sexuality and discovery brought about through the hands of his caring, supportive Mother and as well, his long lost love Patti... Where we left off -and with every ones encouragement our Dale saw himself...

Captivity

by Boomerang7 on Sep 26, 2017
Fetish

On Monday my balls still hurt like crazy, even in the evening, then on Tuesday the pain wasn't quite so bad, on Wednesday I felt I could risk having a quick wank. I was working at home that day, and my wife had gone to London on the train, so I was free to delve in the linen basket for a pair of her used knickers. I found a beige pair, not thongs, which are...

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...

Cuckold: Mia and Greg's Story

by glmike523 on Sep 17, 2017
Fetish

For the last 5 years Greg has been a cuckold husband. It all started one evening when he and his wife Mia decided to relive the spark they once had by going to a darkened parking lot and to have sex in their car. Mia is a very attractive woman and Greg is a handsome man. Greg looks a lot younger than his 42 years but if there is any downside to Greg it is h...

The Story of a Caged Cock

by joey72 on Apr 9, 2019
Exhibitionist & Voyeur

I woke up this morning with what should have been morning wood. My cock was straining to become erect, but the steel cage surrounding it dashed any hope of an erection. Every day this happens. Every day for the last four months, and every day for the foreseeable future. Each morning around 5:00 I wake up to the discomfort of blood trying to fill tissue that...

Alimony Day Pt. 03

by colonellunchmeat on Sep 14, 2017
BDSM

SOME WEEKS LATER Regrettably, Noble just couldn't bring himself to suck Emmett's dick, mostly because Emmett was another slave, and Noble found that too humiliating. He did drink the pre-cum, but that was the best he could do. Bel had tossed Noble the keys to his chastity belt and told him that she was through, and let him off the hook for the alimony even....

Sub Rosa Ch. 02

by Margotcul on Oct 6, 2020
Transgender & Crossdressers

3. Needless to say my night was -- again -- troubled. I removed and cleaned the vibrator before I went to bed, but the cage remained in its place. I woke up numerous times during the night to painful erection attempts. After my second night with little sleep, I was in ruins. I got out of the bed and left my bedroom. There was no sign of Mael yet. I did my...

Sissy, Hypnotized

by Slipperylock on Apr 8, 2019
Transgender & Crossdressers

It had taken six months to get to this point. As I stepped out of the bathroom, I caught sight of myself in the full-length mirror, and shivered. I was shaved below the eyebrows, hairless and smooth, except for a cute landing strip above my locked chastity cage. Other than the cage, I looked like a thoroughly average 21 year old boy, my small and skinny fram...

Bar Help

by Aiden135 on Sep 1, 2017
Fetish

Prologue— "I'm done with it! You have to go find a job, right now!" "Yes mom", Alex said. Alex had never seen his mother this angry before. Alex was a college student but not one that liked to study a lot. No, he had bad grades, didn't have a job and when he went out with his friends he always got drunk. And most of the time his mother didn't really care...

Lucy 01

by Gullos on Sep 12, 2017
Fetish

I – Forcing Dan into my cumslut It is incredible. Unbelievable what just happened on the last weekend. A big milestone turning hubby into my private little cumslut. And the best thing: He hates cum, what makes me even hornier every time I think about it. The more persisting he is in not being gay, the more fun I have thinking about the plans I have for the...