Cruel Chastity Stories

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Enslaved Ch. 02

by fetishstories07 on Sep 18, 2017
Fetish

Mike didn't sleep well that night. Despite a tough two hour workout, his mind and body were in no mood to nod off. The chastity belt around his cock meant that every time he cast his mind back to the gorgeous yet cruel gym attendant who had put it on him. That made his cock hard and that meant horrendous pain as it was crushed up against the plastic of the d...

The Devil's Mystery Box

by bbcummings on Jan 30, 2019
Fantasy

Author's note: My idea is for the stories to mostly be 3rd person. However, this section basically has to be second person, so bear with me. *** The box you found was peculiar. Usually, a box didn't come with strange markings. It wasn't made out of exotic materials that seemed to defy normal physical behavior. Boxes were usually cardboard or wood. They held...

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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...

Marigold Tells the Truth

by justincbenedict on Sep 14, 2017
BDSM

In the Attic Spenlow thought of beautiful Marigold, and how she'd run her pale pink nails all over his cock as he'd been tied down. She'd be in one of her snug powder blue T-shirts, and licking her lips, tossing her long hair behind her shoulder, and he'd squirm, but be completely in her power. I'd started out with them fucking like rabbits, and then she'd...

The Proposal

by PamperedDiva on Sep 17, 2017
Loving Wives

When I started this journey, all those weeks ago, I stated that I had no intention of locking my husband in a chastity device, no intention of caning or spanking him, and so on. Well, it hasn't turned out like that, and for the most part, hubby has been accepting of our changed roles, and of his loss of control over his life. His acceptance came to an abrup...

Sun Hee Ch. 04

by metalimbic on Sep 18, 2017
BDSM

NOTE: Sun Hee is still loving and faithful in this chapter. In fact, she is quite loving here. Cruel, very cruel, but loving. I hope you enjoy. This chapter got a little long so I broke it into two parts. The second part is coming soon and is crueler still. New readers are encouraged to start from the beginning. Chapter Four Last night at the dance club...

Letter from Tanglevale

by justincbenedict on Dec 25, 2019
BDSM

Dear Shoeblossom Truffles loves giving me a scented bubble bath on the night of my ninety day release-after three months in the cruel tube, my dick is finally out for business, and it's a thrill having her pretty hands rubbing and washing it, as well as all over... She knows how to make me quite excited, washing under my arms, etc. When the bath is over,...

A Night And A Day

by playplay19722 on Sep 14, 2017
BDSM

I am again at your not so tender mercy. You had a bad week and it is now Friday night. You want to expel your anger and have chosen to use me to take away some of your unhappiness. I am tied spread out in a door;'way. You have removed my chastity lock and I am now completely naked but also completely unable to move. You started with a whip and then used a be...

The Keyholder Ch. 14

by AndreaJordan on Nov 18, 2019
BDSM

Ben was now back in his original Prince Albert cock cage, over which he wore his full steel chastity belt. Amy held the keys to both. Living with his chastity keyholder kept Ben in a state of constant arousal and longing. The keys were just so close, with one of their favourite hiding places being the front pocket of Amy's jeans. Well, whether the keys like...

Letter From Tacoma

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: When my husband, who is owner and ringmaster of the Epic Circus, comes into our hotel room (We, thankfully, don't have to live in the circus trailers) I'm ready for him. He lays the whip down, and then it's my turn... "Strip it all off Apollo, my love! Now you'll get a nice thrashing....it's MY turn to use the whip!" Sometimes after th...