Cruel Chastity Stories

25,831 results
Orientation
Length
Source
Infinite Scroll

Femdom Follies

by justincbenedict on Sep 16, 2017
BDSM

As Syndi had explained to Austin, "You aren't supposed to be my boyfriend, you're a submissive. If I want you to spend all your waking hours outside of work kneeling in the corner, naked, that's what you're going to do." Not to mention of course that Austin had been chaste, locked in his Tube for nearly four months. Syndi seemed to have forgotten about him!...

Letter from Coldstream Canyon

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: My cousin Glen is married to a dominant bitch called Jocelyn. When Glen and his brother Gavin, both free-wheeling, bimbo-chasing poker-playing drunkards met Jocelyn in a club, they had no idea that the icy blonde would tempt the two of them, and Glen's boss Monroe, into becoming her slave harem! Now Glen hasn't been out for a poker night...

The Keyholder Ch. 06

by AndreaJordan on Sep 26, 2017
BDSM

Amy returned to her flat and ran straight to her dirty laundry basket. She pulled out her orange gym shorts and unzipped the back pocket. The key! Why the hell hadn't she taken it with her to Ben's place? It had been an amazing evening, but it could have been so much better if she could have felt him inside her. At least he was hers for another day, still lo...

Frustration Pt. 03

by kalkstein1970 on Sep 25, 2017
BDSM

The rest of that evening passed in a haze of sexual torment and sweet agony of submission, teasing, and denial. You stripped out of your evening dress to reveal a skimpy little black thong and matching black mesh half-cup bra - your outfit for the rest of that evening, one that drove me mad with lust, watching helplessly as you paraded your long legs, tight...

Chastity with Ex as Keyholder Ch. 03

by chastity_sissy on Mar 12, 2019
Fetish

Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. Suddenly, my phone buzzed, notifying me of a new text messa...

Smoking Mistress Ch. 03

by fetishstories07 on Sep 12, 2017
Fetish

Third part of the "Smoking Mistress" series. Story can be read alone but is enhanced if parts 1 & 2 are read first. ***** Exhausted and defeated i fell into a troubled sleep, cuffed and blindfolded with my mistress, Christina's filthy panties. In my own apartment she had dominated me by way of suffocation and sexual torment. She had won what she had wanted...

The Chosen Cuckold

by cuckytoher on Jul 10, 2018
Loving Wives

CHAPTER ONE A year ago I was sitting on top of the world. I had a $350,000 house, a voluptuous wife named Amber, a successful business that we owned, a boat, a Harley and a generous bank account. And then like most men that have it all, I screwed it up royally by having an affair with my best friend Paul's wife. Paul has been my best friend my whole life. H...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Cruel Mistress Carnation

by justincbenedict on Sep 15, 2017
BDSM

JULY, 2005 Clausen Widdicombe pulled up just outside Enger Haverford's farm...She was the town dominatrix, and a bit weird, but Clausen had reasons for being here...he wanted to see Enger's niece, the wonderful Carnation!!!! Clausen got out of his little Miata convertible and sighed. Enger's youngest daughter, 20 year old Secondari (She and her sister Sel...

Neighbours in the Time of COVID-19 Pt. 05

by Rondeevu on Oct 6, 2020
BDSM

Last episode In the last episode, I had gone over to Dianne's house for another afternoon of torture and torment - for her. In part 4 I had her tied to her bed and had already tortured her with nipple clamps on her pussy lips while massaging her and teasing her clit. I had removed the clamps from her labia and allowed her to relax before bringing out the v...