Chastity Key Stories

55,541 results
Orientation
Length
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Infinite Scroll

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

A Slave's Desire is to Worship

by Horneyandbored on Apr 21, 2020
Fetish

Leona Morimoto held her leather boot out to her slave as she sat on the desk. "On your knees, NOW!" She exclaimed. Her slave followed her orders as he dropped to his knees. He then began shining her red boot with his tongue as she watched in delight. "That's it slave, know your place." He licked the boot clean and then moved on to the other, leaving not even...

Lucky Me Ch. 01

by live2beloved on Sep 15, 2017
BDSM

Please... Mistress... Please it's... been... so many... days... please let... me... cum... and again I was smothered by her pussy. I was breathless, my balls were aching and my cock wanted to break through that chastity. I was never aroused so much in my life, I was helpless and the bondage was cutting through my veins, I just wanted to cum. I wanted to cum...

Sun Hee Ch. 10

by metalimbic on Sep 18, 2017
Fetish

This was my life now, locked and in limbo. When Sun Hee was back home in Korea, I had made the decision, perhaps foolishly, to lock myself back into her chastity cage, and in order to make that decision final I mailed her the only key. Now that she was back, there was no way of knowing what, if anything, would happen next. Sun Hee had not asked me to be l...

The Intern Ch. 03

by FrostShard on Sep 14, 2017
BDSM

The next three weeks were a challenge, to say the least. I was locked in Mengxia's diabolical chastity belt, unable to touch or even see my cock. The first few days weren't too bad. My horniness had dipped after my multiple orgasms the previous day, and for long stretches I forgot I was even in a belt at all. For her part, Mengxia kept her distance, staying...

Numi's Purchase

by mollycactus on Oct 30, 2018
Exhibitionist & Voyeur

She wanted one so badly! "But they're all so expensive! The good ones, anyway," she murmured to herself, absentmindedly pressing back a few errant strands of her long, strawberry blonde hair. Numi looked again at its image on the computer screen. Her eyes, in some lighting situations taking on the color of rich, warm honey, traced the contours of the devi...

Femdom Vacation

by eatmebeatmeguy on Sep 11, 2017
BDSM

Bored with my mundane office job and my sexless marriage, I downloaded an app that allows you to vent and share your secrets anonymously. Like most things on the internet, it became over run with thirsty perverts. Myself included. With it, users can chat with people or post publicly. Through using this app, I made friends with an American woman living in L...

Work Day, Fun Day

by manatdawnrise on Mar 28, 2018
Transsexuals & Crossdressers

Showering for work, I look down at my chastity bound cock, still struggling to come to terms with the events of the weekend. A sense of relief washes over me. The relief found when a lifelong secret had been broken. I was no longer wracked with guilt of my crossdressing dark side. No, I was now liberated in mind yet bound in a physical sense. My wife had a p...

Flowers in Her Hair Ch. 03

by NSEW1 on Nov 26, 2018
Fetish

Note - this is a multi chapter story of a series of events in the life of a married couple. The story involves female led marriage, BDSM, cuckolding, and extreme humiliation. If these themes offend you, stop now! *** Chapter 3 - Wedding Night Victor and Linda had looked forward to their wedding anniversary party, an intimate affair with close friends and...

Weekend Cuckold Ch. 06

by Karenkay on Sep 19, 2017
Interracial Love

Sam was busy putting a CD in the player so his wife Julie could dance seductively for her boyfriend Frank. He selected a song and started the player and watch as Julie began swaying her hips to the beat of the music. Julie was wiggling her hips with her back turned away from Frank who was intensely watching her ass. Frank was unbuttoning his shirt maybe bec...