Unaware Keyholder Stories

18,187 results
Orientation
Length
Source
Infinite Scroll

The Keyholder Ch. 13

by AndreaJordan on Jul 30, 2019
BDSM

Two years had passed, and Ben and Amy had taken chastity to a new level. Ben now wore a chastity device that Amy had designed herself and had had custom made at great expense. A heavy cock ring encircled Ben's balls that was joined to a plate that ran behind his balls. On to this plate locked a solid steel top part that meshed with Ben's Prince Albert pier...

Instructions from Anne

by sunjimmy9810 on Sep 17, 2017
Loving Wives

I can't believe the book fell; a single innocent book poorly placed on a shelf could cause such a life changing experience. Well, for me it did. But I am getting ahead of myself. Perhaps I should just start at the beginning and tell my story. This story is true and was requested by my keyholder and online Mistress. Some of you will think this is bull, some...

Damocles

by Caged_Enigma on Sep 19, 2017
BDSM

It might seem like a bizarre question now but at the time it seemed like a particularly relevant one. I lay there wondering "How the hell did Mistress produce so much urine?" I know that that might seem like a random thought but, frankly, it was the only thing currently taking my mind off the painful throbbing and pulsing sensation that accompanied the uncom...

Sailing Away Ch. 19

by Jasmyn_White on May 12, 2020
Fetish

Chapter 19 - truth or dare So after I licked your ass sufficiently to please you... we both drifted off to sleep. Brian was due back on shift, so hopefully he got at least a couple of hours of sleep after fucking you and Elsa silly. When I awoke, the low LED light was on, and you were digging in your suitcase for something. "What are you looking for?" I...

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...

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,...

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...

Sun Hee Ch. 08

by metalimbic on Sep 18, 2017
Fetish

Note: Chapter 8 resumes the story of Sun Hee, a dominant Korean girl who loves to tease. If you are new to the story, you can probably start here. I've built into the story a re-introduction of the characters. But I would encourage you to start from the beginning as the story as a whole works as a slow tease and character study. ***** In the days since Sun...

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...

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...