Keyholder Chastity Stories

6,874 results
Orientation
Length
Source
Infinite Scroll

Miss Clemar's Dilemma Ch. 01

by thewilds on Nov 25, 2017
Loving Wives

It wasn't really her fault. If you were to ask most people and tell them the details of what happened, they would likely agree and say it wasn't her fault either. She was old enough and smart enough to have known better, and at the least, she should have known to have been more cautious. She was a mother of three grown daughters. She was a professional. An...

Letter from Vines Village

by justincbenedict on Sep 17, 2017
BDSM

I drive a sterilized knitting needle through my son's left nipple. Sowell grimaces, but he is sucking on one of my bloody tampons, and his buttocks hurt from the vicious caning I gave him earlier. I surprise Sowell—when he's coming out of the tub, wet, naked and vulnerable, I charge in with my whippy cane and leave red, bloody streaks all over his slim whit...

The Palmist Ch. 09

by PeterOmez on Sep 14, 2017
Loving Wives

AUTHOR'S NOTE: Everyone in this story is at least 19 years of age. ******* "I'll be around No matter how you treat me now. I'll be around From now on. Your latest love Can never last, and when it's passed, I'll be around From now on." - Frank Sinatra ******* In the months following, Derek visited regularly, to see Megan, always staying at my house. Even...

Who Wanna Be a Bimbo? Ch. 06

by mattpantyhose on Jun 8, 2020
Celebrities & Fan Fiction

Joe Avarege was not the most handsome of men, he was rather... average. At 181 centimetres he was moderately tall, his face was relatively plain, but he kept it clean shaven and overall well groomed to be attractive to women. Joe was of average built and relatively slim, but had a little belly which are so common among modern men. His head was bald but decen...

Deluxe Lux and the Whining Wog!

by justincbenedict on Sep 24, 2019
BDSM

Back in the day, the crowd she ran with had various opinions on the girl's capabilities. Her female friends called her fashion sense luxuriant; the boys thought she was luscious, and her swim coach, a horny bastard pronounced her a "deluxe model... It was no wonder that these three "L" adjectives were shortened into the nickname Lux. And, since Lux never...

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...

Netherworld of Pleasure

by majikaltongue on Sep 13, 2017
BDSM

“You can’t even feel it anymore, can you?” She said as gazed dreamily down upon me, as I sat before her on the black, poured concrete floor of her dungeon. Her words dripping from Her lips like honey seeping from a honeycomb. Mistress Jill was the picture of royalty, seated before me. I felt as a knight presenting himself to the Queen. Her essence was...

Mary's Second Date Ch. 04

by JakeZ on Sep 16, 2017
Loving Wives

When James arrived, Mary met him at the door and brought him into our living room. "Where are the damn keys?" I said. James, calm as ever, asked if the CB was hurting me. I told him it didn't hurt, I just wanted it off. "As long as you are not in pain." He said, please bear with me a few minutes. "Go ahead," I replied, glaring at him. Mary was sittin...

Steak and Blowjob Day Ch. 02

by Shavvy3100 on Mar 13, 2018
BDSM

March 14th, 2018 I've had it, I could take no more. 21 months without an orgasm was far more than I could take. She really pushed me the past year, keeping me focused on March 14th. "The day you'll finally get that steak and a blowjob. It will be mind blowing, shooting all that pent up cum and desire into My Mouth and no matter how much, I'll swallow it al...

Maid on Boxing Day

by Belongs2Beth on Sep 14, 2017
BDSM

Authors note: This story is an immediate sequel to my first story "Carol's Christmas". The events of this story deal with the younger man named Marcus who Mrs. Carson initiated into the mysteries of sex and submission in "Carol's Christmas". * Marcus was sweating bullets as he rang the door. He burned for Mrs. Carson...Mistress Carol...and needed to be wi...