Key Holder Stories

54,588 results
Orientation
Length
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Infinite Scroll

Boarding House Blues

by Wayne_Richardson on Oct 7, 2019
First Time

The character Dwayne is to some extent autobiographical; however, the story is entirely fictitious. Please enjoy. (:-o) ***** Dwayne Richards was of average build with pleasant features and mousy hair. He was athletic, but did not participate in any team sport; he was a loner; an introvert. He was destined to become a nerd, not only because of his genetic...

The Business Trip

by OOAA on May 11, 2020
Fetish

My wife and I had been married for about 3 years when I first developed an interest in enforced male chastity. I had always had a very kinky and active fantasy life to fuel my almost daily masturbation habit. I was a 22-year-old virgin when I met Irene and I was looking to resolve that problem. Irene seemed like an exciting 20-year-old girl and I thought tha...

Group Dynamics

by justincbenedict on Dec 25, 2019
BDSM

Henrietta "Honey" Hunnicutt was in a sore mood, and for Pengarth Tyll, her boyfriend, that meant that things weren't going to go well for anyone. Peng loved Honey to distraction, and enjoyed it that he could financially support and keep a gorgeous little would-be actress. But when Honey's career wasn't going well, she got depressed, and sometimes bitchy....

Librarian Finds Long Overdue Love Ch. 10

by RVon on Jun 18, 2019
Fetish

November 13, 1987 Single, middle-aged and bespectacled Angelina Lione may look the part of the prim, proper and sexually repressed, buttoned-up librarian, but she's most definitely NOT your father's librarian -- at least not in private. Blessed with a ravenous and unquenchable sexual appetite, Angelina navigates the Dewey Decimal System as deftly as she neg...

Transgender Avis's Incredible Power

by justincbenedict on Jul 4, 2018
Transsexuals & Crossdressers

Skokie, Illinois, 2009 Aiken Aycock was sad to be losing her brother Aiden to the operation. He was a great guy, but he gave Aiken the beatings and torture she needed. But he'd finally gotten the money to do the big change. Aiken had really enjoyed supporting Aiden, letting him live in her apartment...stripping naked when she got home, and taking a few fro...

Spin the Dildo!

by ZombieToph on Apr 9, 2012
Fetish

You share a nervous glance with your best friend, Jake, as you sit down on the floor, forming a circle around a large, purple dildo in the center, the girls giggling madly at you. "Well, you did say you'd do anything to get with me, James," said Erika, smirking at you from across the circle. "Here's your chance!" "I don't particularl...

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Letter from Tanglewood Springs

by justincbenedict on Jan 1, 2019
BDSM

Dear Shoeblossom, How can I start this? I was raised to be a spoiled brat, and I always seemed to get what I wanted when I had tantrums, even into adulthood. My parents always let me win when we played games, and I learned how to cheat in school and subtly sabotage other players in athletics, such as kneeing in basketball, to make me a star academically a...

Iscariot Ch. 02

by WifeWatchman on Mar 2, 2020
Novels and Novellas

This story is part of an ongoing series. The chronological order of my stories is listed in WifeWatchman's biography. Feedback and constructive criticism is very much appreciated, and I encourage feedback for ideas. This story contains graphic scenes, language and actions that might be extremely offensive to some people. These scenes, words and actions are...

A Long Flight Home

by MikelG on Sep 12, 2017
Loving Wives

There is little sex in this story, it centers on a husband who is focused on his company and almost loses his wife. I hate JFK on Fridays; it's always congested with people scrambling to get out of town. That's exactly why I contracted a limo service to drive me from my westside NYC apartment each and every Friday at 1:30 to catch the 3:00 direct flight to...

First Chastity Game

by BaronessIris on Sep 13, 2017
BDSM

My name is Iris. I love sex and I love my husband -- not necessarily in that order. I also really and absolutely enjoy sex. Sex games. Domination games. I'm the domme. Jay, hubby, is my sub. It all started when Jay and I were skimming through the items on an online sex boutique. A cock cage piqued our curiosity. It looked great and it could be locked. I imm...