Cruel Chastity Stories

25,831 results
Orientation
Length
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Infinite Scroll

Get Dressed & Get Out

by mistressroussonsminion on Aug 29, 2017
Fetish

Preface: This story has been written in response to a video from Mistress Rousson. The video was not directed at me specifically but having downloaded it I found that I was unable to resist the command contained therein. The tale itself is a fantasy, but not pure fantasy. I have woven real experience with darker desires and I hope this has resulted in a read...

Cuckolded by Kate Ch. 04

by cuckytoher on Jul 3, 2018
Loving Wives

I woke up on my stomach to the sound of buzzing and my back felt like I had a sunburn. I tried to move but it was apparent I was tied down and totally immobile. Kate laughed and I heard her talking but was unable to make out exactly what she was saying. The last thing I remembered after the football game was over and Michael's friends had left, was cleaning...

Chaste (A One Week Chronicles Story) Pt. 02

by Louise69 on Oct 14, 2017
Transsexuals & Crossdressers

Dear Reader, thank you for clicking on this story and reading it. I hope that you enjoy it, but know that it will be my most divisive story! Hopefully, by the end, you will see why the story was told...each story I tell has a part of me in it and helps prepare me for my other writing, but some of my stories have more of me in them that others. The One Week...

Evil Slut Bride Ch. 01

by PeterOmez on Sep 12, 2017
Loving Wives

"Love is the beast who will tear out your heart, Hungrily lick it and painfully pick it apart." - Concrete Blonde *** My name's Mandy Thompson and, even though I'm only 23, I've been a married woman for four years. But as everyone I know can tell you, I am NOT a faithful wife, hahaha. And when I say "everyone", that includes my husband David (or Davey, a...

Cruel Master Zigfield

by justincbenedict on Aug 6, 2019
BDSM

I was once Reverend Zigfield Quinn, but then I had an awareness of my true role, and I decided to give it up to be a male Master. I have some interesting clients, that is to be sure. I keep telling Hollander that he can't stop being a natural submissive. Hollander is due to wed a sweet girl, a nice little creature with a flower shop or something, and he's t...

Goddess, Sir and the Cuck Bitchtits

by slavebitchtits on Aug 18, 2017
Fetish

I think to myself all that I am leaving behind, my job, my wife, my friends and family. I have a rush of fear and trepidation, but then I consider that I will be gaining the opportunity to serve at the feet of the Divine Goddess Jessica and Sir. Will my life new life will be better? But then I remember that is inconsequential. The fact is that Goddess and Si...

Online Cuckold Looking for Love Ch. 03

by subboy129 on Aug 31, 2017
Fetish

Throughout the day, Goddess had me give her access to everything. All my social media accounts, she set up her own thumbprint for my phone, gave her access to all my banking information, credit card information, handed over my credit cards to her, and gave her access to all of my shopping sites which have my information already saved. I put my full trust int...

The Keyholder Ch. 11

by AndreaJordan on Feb 11, 2019
BDSM

It was an hour later when Amy opened Ben's bedroom door a crack, cautiously peered outside and then tiptoed out into the lounge. Her hair was up in a rough bun, her feet were bare, and she wore blue jeans and a tight black tee-shirt. She wasn't sure whether Ben had heard her masturbate and she kicked herself her not being quieter. She picked up the key to...

Helping a Friend's Loneliness Ch. 03

by Bibliophile on Dec 2, 2019
BDSM

Author Note: I think the basic dynamics are already set for this plot line of the non-climaxing girl and the side-girl she insists on because of it - with the side-girl in chastity, but I had to go one more installment in order to put Miss X / paingirl / chastity-girl/princess into an actual (and probably expensive and not-very-functional) chastity belt inst...

Caught

by ImpureChastity on Sep 13, 2017
Transsexuals & Crossdressers

I had been planning my downfall for weeks. Putting together the right outfit, working out the best place to be in the house, practicing my lines to appear convincingly surprised, everything was lined up perfectly. For a few months the relationship between me and my fiancé, Janice, had been just a little kinky. She had cottoned on to my submissive tendencies...