How I Found My Keyholder Stories

356,202 results
Orientation
Length
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Infinite Scroll

Letter from Tulsa

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Kenyon and I walk along the beach as we vacation in California. It is not really a nude beach, just a clothing optional beach, and Keni has optioned that I walk naked, except for my chastity piercing, and she is wearing a pale blue bikini, to which her curves are magnificently displayed. I am in a bit of pain. I put regular milk in her co...

Letter from Ithaca

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom, When I was in graduate school, I rented a room from a woman who was a retired dominatrix--Miss Elspeth. When Miss Elspeth discovered that I was a devotee of BDSM sites, she immediately took over my life. I left her care after getting my degree, but recently moved back to New York State and moved back in with her...I am a true submissive, t...

A Domme at the Colfax Inn

by justincbenedict on Jun 19, 2018
BDSM

Nibs wearily tried to stay polite with the touron on the phone. Nibs, since childhood had referred to most of the tourists who came to the Colfax Inn as combinations of "tourists" and "morons", thus "tourons. "That's right sir...We are near Lake Colfax. My family has owned the Colfax Inn since the seventeen hundreds...No, that's the Buttermilk River. Yes,...

The Keyholder Ch. 07

by AndreaJordan on Mar 5, 2018
BDSM

The weekend in Paris had been fantastic, three whole days with Amy plus three consecutive nights of release. Returning to work had been hard, not least because he had now spent five continuous days inside the locked chastity cage. Nights were particularly hard as his cock had started to expect freedom. In the early hours it would throb and the pressure insid...

Journal of a Chastity Slave

by Sub_Leo on Sep 14, 2017
Fetish

To Jackie, who owns my mind, body and cock to this day. * The second my new coworker arrived at the center I was immediately interested. At 5 feet 4 inches, Jackie had dark hair, brown eyes and an unbelievably cute attitude that captured the attention of every person in the workspace. I had seen her around at my high school before but I've never had the o...

His Wife's Fetish Ch. 01

by ArthurSummer2 on Jul 17, 2019
Fetish

Note: This story contains themes of male chastity and light femdom. The themes here will be fairly gentle, but it is still a femdom story, so be aware! ***** James Taylor and his wife Ava lay in bed together in their Sunday night post-orgasmic bliss. They had been together for eight years, dating for five and married for three. Their sex life had been norm...

A Tale of Slavery

by gunnarsub on Sep 17, 2017
BDSM

Once upon a time there was a straight guy who was known by everybody as a well respected fellow. But he had a secret life. Nobody knew that he dreamt to become a feminized slaveslut, seeking an infinite and irrevocable blackmail relationship with a pitiless Mistress who would be prepared to break him with no way out. He wanted the Mistress to torment him n...

The Birthday Party

by today_i_am26 on Jul 27, 2020
BDSM

Chapter 1 - The Negotiation We sat, the four of us, in a coffee shop on the high street. To the causal onlooker, we probably looked like university students meeting their parents for a catch up. The reality was something quite different. My Wife, Goddess, Dominant, Keyholder, had answered an online advert on my behalf; a couple looking for a Sissy to att...

The Women in My Life Cuck Me Ch. 02

by Philyssis on Mar 18, 2020
Fetish

Continued from part 1, right in the middle of a sex club... I was relieved when my wife grinned. Then I was a bit concerned as it turned into an evil grin. "Wow Phil" my wife said to me. "I knew you had a dirty mind, but I didn't know you had THIS in you!" Amy, my wife's little sister, leaned over and kissed me on the cheek, then looked at Tara, "I'm s...

Letter from New Piedmont

by justincbenedict on Feb 7, 2018
BDSM

Dear Shoeblossom, I can still remember Rebecca's first comment: "You sure you want to do this, kid?" A full-figured ash blonde with brightly glossed lips...pure Jersey girl. "You really want to move in with me...the sessions aren't enough?" Sometimes the sessions were way too much, but I was lost without Mistress Rebecca. 46 to my twenty-three, she'd bee...