Medical Chastity Stories

25,184 results
Orientation
Length
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Infinite Scroll

A More Happy Wife has a Cuckold

by Cuck81 on Sep 14, 2017
Fetish

This is a work of fiction, but any women who want to turn it into reality feel free to let me know! * I'm Paul and I am only 4"8 inches long, if it can get hard, and prematurely ejaculates when it does. About 60% of the time it can't manage more than a semi, 30% of the time it can't even manage that. My cock is pretty useless, always has been. And now as...

The Roommate Pt. 13 - Miranda

by ValoryG on Sep 19, 2017
Transsexuals & Crossdressers

Lori left the bed before Leigh Ann woke up from her nap, and Lori again wished she wasn't wearing chastity. If only she could defeat it like before! But having to laboriously dial through 999 combinations on the tiny lock didn't appeal to her (although a hacksaw would probably do the job in a crude way). And so, still horny after the session with her new r...

Revenge in Advance - The Briefing

by saddletramp1956 on Sep 23, 2019
Loving Wives

The following is a follow-up to the sequel based on edrider73's 2014 story, "Revenge in Advance," in which a wife purchases an insurance policy that ultimately details the revenge her husband would face if he was caught cheating on her. To understand the full context of what is happening here, I suggest you read that series, made up of "Revenge in Advance,...

A Sissy Maid's Tale Ch. 01

by Erotictales4u on Sep 19, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy in the femdom niche, it is focused on male submissive humiliation and has a Sissy theme running through it. Is set in an imaginary future. ***** The cool air licking at my almost bare ass cheeks enhanced the feeling of nakedness, but I wasn't naked. In fact, it would have been...

Seven Lessons Ch. 01

by Vertex on Sep 16, 2017
Transsexuals & Crossdressers

(1) - Acceptance Bryan was king of the road warriors. Speeding around the country in his sleek, powerful Mercedes selling whatever his latest job demanded. He was damn good at it too, always raked in huge amounts of commission until some faggotty client bitched about a one-sided deal he had put together and then it was off to another company. Talking of bi...

Xi Ch. 07

by nerbus on Aug 31, 2017
Fetish

Chapter 7 – Image Xi blanched when she saw the contents of the manila envelope that Sabra had handed her. She looked around to see if anyone was looking over her shoulder and felt thankful that Sabra had chosen a corner table with some privacy. "Oh... my... god... Who took these?" "They were emailed to me anonymously." Sabra seemed to be gauging Xi's rea...

Star Wars Imperial Prostitute 0 Ch. 05

by HandcuffGirl on Sep 12, 2017
Celebrities & Fan Fiction

Authoress's notes: This story takes place very soon after the end of the Second Galactic Civil War. It is a prequel to Imperial Prostitute SX-51472. Thanks to meathead96 for editing this entire story for me. Star Wars: Imperial Prostitute SX-51472 ZERO Chapter 5 of 8 Jaina awoke and was momentarily startled that her hands were trapped behind her back. She...

Jake Lied on his Resume

by Bobdog82 on May 15, 2019
Exhibitionist & Voyeur

There was this old, but well kept, building at the end of the block. Built back in the 1890's, brick building including the corner, windows and balconies wrapping around and continuing on down to the edge of the next building. It's a beautiful building. It was for sale for the longest time, till just recently. A corporation bought it, one of their companies...

Castle Slave Ep. 01: Rose Girl

by AlinaX on Sep 16, 2017
Sci-Fi & Fantasy

My father was a Brownman, a servant of the Outer Castle, as his mother had been - until she was promoted to a Greenman, and entered the Inner Castle. I never saw her again, though my father saw her from time to time. Only servants, the army and the aristocracy entered the Castle at all, the servants through the North Gate, and the aristos through the South...

An Issue With a Metal Detector

by Paul_Jones on Sep 17, 2017
BDSM

Ronnie hadn't wanted them to go to the strip club after the office party anyway and as soon as she saw the metal detector she knew it was going to be trouble. She began to back away and make her excuses but two of the guys grabbed her and, laughing said, "No chickening out now! Don't be a prude." One of them took her bag and gave it to a doorman and the othe...