Bdsmlr Cruel Keyholder Stories

20,416 results
Orientation
Length
Source
Infinite Scroll
SmutMD: The World's Biggest Erotic Literature Search Engine.
© 2025 SmutMD.com

The Keyholder Ch. 10

by AndreaJordan on Dec 11, 2018
BDSM

Amy was trembling as she hurried to the train, her leather boots clipping loudly, and her white cotton trousers feeling warm and tacky as they stretched to contain her long striding legs. Ben had slipped the only key to his ankle shackles somewhere inside her trousers and she hoped like hell that the key was still in there. If not, Ben was fucked. She slippe...

The Lives of Slaves

by incestdomination on Apr 29, 2025

In the first decades of the 21st century, a new unknown virus spread through the Earth. It goes unnoticed for years because, unlike any previously known virus, the disease it spreads has no noticeable side effects or at least none apparent immediately. After all, its only side-effect was that infected women could not conceive unless the fetus had male chromo...

Open in Reader

The Keyholder Ch. 14

by AndreaJordan on Nov 18, 2019
BDSM

Ben was now back in his original Prince Albert cock cage, over which he wore his full steel chastity belt. Amy held the keys to both. Living with his chastity keyholder kept Ben in a state of constant arousal and longing. The keys were just so close, with one of their favourite hiding places being the front pocket of Amy's jeans. Well, whether the keys like...

The Keyholder Ch. 11

by AndreaJordan on Feb 11, 2019
BDSM

It was an hour later when Amy opened Ben's bedroom door a crack, cautiously peered outside and then tiptoed out into the lounge. Her hair was up in a rough bun, her feet were bare, and she wore blue jeans and a tight black tee-shirt. She wasn't sure whether Ben had heard her masturbate and she kicked herself her not being quieter. She picked up the key to...

RTFM

by astuffedshirt_perv on Sep 26, 2017
Toys & Masturbation

Note: This story takes place in the near future. The toy in this story was inspired by a story on another site, "The Curator," and is used with permission. Google "Streetwalker Squid Stimulator Deluxe with Partner Play" to find it. Karen started to shake in her silken sheets as her orgasm hit. Despite being alone in her apartment, she instinctively grab...

Roman Holiday Ch. 07

by Miguel59 on Sep 19, 2017
Loving Wives

He handed me the camera and I took photos of him as he disrobed. He was heavily muscled had more body hair than Roland, but it just made him look more manly. When I saw his cock my jaw dropped. His manhood was bigger than my oversized dildo, Jan. My eyes got wide. What was lust he mistook as fear. "Don't worry. I'll go slow." "I assure you. I'm not worrie...

Chastity with Neighbor as Keyholder

by randomer555 on Sep 25, 2017
Fetish

I've always found chastity to be a really interesting idea. I'd wanted to experience chastity ever since I was teen. But now I was 30 and still hadn't experienced it. Well, I hadn't truly experienced it anyway. I'd bought a CB6000 a couple years ago and had put it on. I enjoyed having it on, but I still had no keyholder. Self-imposed chastity could only go...

Chastity Keyholder Sexting

by her_pantyboy on Aug 31, 2017
Fetish

This morning my Keyholder was at work and i was 1200 miles away locked in a CB6000s chastity cage with a plastic numbered lock (485807). i was telling Her how much i missed Her and we were just talking about everyday life, when in the background i heard one of Her male coworkers bring Her a cup of coffee. As he gave it to Her, She said, "thanks bitchboy". i...

Seduction at Belinda's House Ch. 11

by AndreaJordan on Nov 20, 2018
BDSM

Sophie had said that she would sleep with a smile on her face, but the excitement of having James locked up meant that she couldn't sleep at all. Her slim naked body was just too aroused, and she tossed and turned under the sheet. There were just too many things she could do with the house to herself and the only other occupant locked away in a totally escap...

The Keyholder Ch. 08

by AndreaJordan on Mar 7, 2018
BDSM

Amy was sitting astride Ben's waist when he woke the next morning. He was lying on his back with his arms by his sides, arms that were now pinned in place, immobilised by her thighs. She was sitting on his tiny chastity cage, enjoying the feel of the high security device resting between her bare cheeks. Her long dark hair hung down over her shoulders, mode...