Chastity Cage Boy Stories

115,226 results
Orientation
Length
Source
Infinite Scroll

Brought Down to Serve Pt. 04

by MissKateKees on Sep 14, 2017
Exhibitionist & Voyeur

Throughout the morning train ride, he squirmed in discomfort. His thick pubic hair kept getting caught in this damned cage. And none of his underwear fit over it, forcing him to go commando. A moment of blind fear overcame him as he walked into the office. He and Tessa were usually the first in and sure enough there she was, sitting in his chair, at his desk...

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....

Watch the Receptionist

by justincbenedict on Oct 7, 2019
BDSM

When Aram got back from lunch, he saw Holt, his new assistant, sitting in his chair, her long legs crossed, and she did look smashing in her cream muslin dress. Really, it was a bit beyond the office code, as the dress was more of a mini-dress thing, and just ended past Holt's thighs. But Aram enjoyed looking at Holt as did other men (and some women)in the...

Casey's Rise Ch. 01

by velcrofist on Aug 24, 2020
Exhibitionist & Voyeur

Author's note: This is a sequel to the Casey's Fall series. There are many elements in this story that will be more enjoyable and make more sense if you read that first. * Casey rolled over in bed and watched Greg sleeping. He was here so often these days that he had practically moved in, but neither of them thought much beyond how much they enjoyed being...

Permanent Chastity

by Ladyvet on Sep 26, 2017
BDSM

Patty and I have been married for 23 years. Our sex life hasn't been what I'd call "conventional" (my erection is a little less than three inches hard) but things were OK six years ago, until she had our youngest, Brad. Since then our sex life became less and less active, which wasn't all due to my small size. Patty never mentioned it or complained about it...

Mistress Sharon’s Control Challenge

by CaptainSwitch on Jul 6, 2020
BDSM

My wife challenged me to a contest. She would give me a hand job and I would try to keep from cumming for five minutes. If I could maintain control for five minutes, l would get to fuck her anytime I wanted during the upcoming weekend. If I got too close to orgasm, I had to let her know and "give up" before cumming. If I "gave up" for losing control and gett...

Erin Ch. 06: A Proper Milking

by Graves94 on Jan 21, 2020
BDSM

{Note: This is the sixth in a multi-part story series describing the evolving relationship of a woman who provides leadership and discipline for her husband. Each installment can stand alone, but they read much better if you start at the beginning. Go to: Erin Ch. 01 - Female led Relationship. JQGraves} ******** Erin has me on a once-a-month schedule for...

Mommy's Gentlest Touch

by milkydreaming51 on Oct 30, 2018
Erotic Couplings

I make my way exhaustedly into the house. It's been a long day at college classes and things aren't getting much better for me below the belt. I stumble into the living room, dropping my bag as I do, and kicking my shoes off. That's when I see a woman waiting on the couch with her legs crossed staring directly at me. She's Columbian, average height, not sk...

Snap! to it Divina

by DivinaTellsAll on Feb 12, 2019
BDSM

Writer's note: The following story is 100% true THE DRIVE The drive to Austin was 8 hours in good weather. Today it had been raining, and it was going to be 11 hours in the car, by arrival time. I was acutely aware of how long the car ride had been so far, for several reasons. The biggest of which was the overly-tight pair of pink sissy panties, curren...

Erin Ch. 07: Pierced by MIL

by Graves94 on Mar 2, 2020
BDSM

{Note: This is the seventh in a multi-part story series describing the evolving relationship of a woman who provides leadership and discipline for her husband. Each installment can stand alone, but they read much better if you start at the beginning. Go to: Erin Ch. 01 - Female led Relationship. JQGraves} ******** "Oh... Yeah... Oh yes. That's sooo good....