Chastity Boy Stories

108,647 results
Orientation
Length
Source
Infinite Scroll

Chastity Keyholder Sexting

by her_pantyboy on Aug 31, 2017
Fetish

This morning my Keyholder was at work and i was 1200 miles away locked in a CB6000s chastity cage with a plastic numbered lock (485807). i was telling Her how much i missed Her and we were just talking about everyday life, when in the background i heard one of Her male coworkers bring Her a cup of coffee. As he gave it to Her, She said, "thanks bitchboy". i...

Mistress Di

by justincbenedict on Sep 14, 2017
BDSM

Di gently stroked Trent's dick with her red nails. "You like that, Trina, you little bitch?" she whispered softly in Trent's ear. "Mama may want you to go suck some dicks for her later worthless little tranny-bitch." She lay next to Trent in her low cut blue velvet embossed chemise and scalloped lace trim. Trent, for his part was wearing pink stockings and...

Lady Connie Ch. 02

by Snowkemper on Sep 25, 2017
BDSM

JIM'S DUTIES included more than just yard work and maintenance. This morning, he was helping the downstairs maid, moving or lifting furniture out of her way so she could vacuum. As he held up one end of a sofa, two thoughts kept bouncing through his mind. First, that the next day his genitals would be locked in a chastity device...and second that Mandy had...

A Start at Chastity

by Sexysarah7 on Sep 25, 2017
BDSM

I decided that I needed to move my husband forward with regard to the chastity device. I wanted him to get into it so that I could control him with it. We ordered a metal chastity cage over the weekend, with me telling him that it was just a bit of fun, for a few days running up to the weekend, to get him really horny, then we could have great sex. It arriv...

Trudging The CessPonds

by MrFinesse on Apr 7, 2018
Fantasy

You are a penniless citizen in the kingdom of Gradrod. You are currently living in a large poor house with over twenty other people, taking odd jobs from the farms and plantations outside the kingdom's walls and barely making any money. You have always wanted to be an adventurer, but never knew where to look for treasure and even if you found a spot, it's us...

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Robillard's Pain

by justincbenedict on Sep 13, 2017
BDSM

POOR, PUDGY ROBILLARD! As he brushed and stroked his beautiful goddesses curls, Robie's penis nearly wrecked itself, locked in the tiny casing. Would he escape it today... maybe? Robillard St. Croix finished coming Autumn's cascading blonde hair. He'd given Autumn a great comb over, and massaged his pretty cousin's shoulders till Autumn had purred. She'd l...

My Master was a Matchmaker

by justincbenedict on Aug 8, 2018
BDSM

SAID THE SPIDER TO THE FLY JULY 2018 STORIES THE MAN FROM MOUNT EIDERDOWN Cheverus Glass knelt before Specs, looking a little ill at ease out of his gray suit from Rogers Peet. Cheverus began stroking his penis slowly, biting his tongue as he did it. "Haven't touched this in a long time." Cheverus said, looking up at Specs, who was a little bored. Chever...

Mistress Kaderin's Welcome Home

by justincbenedict on Jul 29, 2019
BDSM

Cameron's penis strained in the chastity tube. It had been such a long trip, selling computer software in Connecticut, New York, Jersey, Delaware...it had been so frustrating. He'd asked Kadi to put him in the tube, and he'd said he loved the little games they played, but sometimes it might have gone a little far. The night before he'd left for his six-week...

Exposing Amy Ch. 04

by fannyrat on Dec 3, 2019
Fetish

As usual, the previous chapters should be read before this to fully understand the story line and characters. All comments welcome as it helps to improve the writing. For a few months after Amy gave birth to Colin Pearce's child, we settled down to our lives again. The spark that our sex lives thrived on had to be content with only the memory of the filthy...

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...