Medical Chastity Stories

25,184 results
Orientation
Length
Source
Infinite Scroll

March Madness Ch. 02

by jbirdman on Sep 16, 2017
Transsexuals & Crossdressers

This story is not intended for children and if you are not old enough to read sexually explicit material, go away. This story features some elements of female domination (femdom), teasing & denial, chastity training, mild bondage, creampies, cuckolding cross-dressing and a few other fantasies of mine. I hope you find it entertaining, but if you might be offe...

The Modern Free Use Office

by InverseMaster on Sep 23, 2019
BDSM

In spite of her stern expression, I couldn’t help but find the woman standing in front of my desk attractive. Her blonde hair was tied up in a bun but I bet it would have framed her face very nicely if she let it down. In spite of her conservative business suit, the subtle curves I could make out were quite impressive. Of course, she would have been even mor...

Sleeping Beauties Ch. 07

by MicheleNylons on Dec 16, 2019
Transgender & Crossdressers

Chapter Seven -- Heads or Tales Penelope, Silvia and Bradley arrived at Ellen Wright's house to find the scene of crime team and medical examiner in attendance. They put on the Tyvek over-boots, hair coverings and latex gloves and entered the house being careful to tread only on the matting laid down by the CSI techs. Bob Tanner met them at the door to the...

Just Look at Me Now Ch. 05

by GFfan on Sep 14, 2020
Transgender & Crossdressers

ACT ONE: PARTY PREP "If the item is defective, you can return it for a full refund, but no, you cannot return it if it's simply too big. I'm sure you can understand why." This was the saleswoman's reply to the question I had been instructed to ask about an item Jude and Becky had assigned me to buy. "I doubt that will be a problem though," the clerk, Felic...

My Secret Revealed Ch. 03

by jealouscuck on Mar 28, 2018
Transsexuals & Crossdressers

I was wondering what Karen had in store for me. When I got up the next morning, showered and shaved, I had little time to wait. She was holding her tiny g-string that she had worn the day before. A certain twinkle in her eye told me that something else was about to happen. "Honey," she said, "Like I told you last night, even with your smaller than average c...

A Case of Mistaken Identity

by hers49 on Sep 17, 2017
BDSM

This is a work of fiction. It involves female domination and forced bi-sexuality. If you don't care for this subject please feel free to go elsewhere. * I met Ginger a few months after her divorce from "Mr. Right". His name was Scott and I guess was perfect in every way except one. Ginger thought she had won the matrimonial lottery. Scott was incredibly ha...

Heidi's Ideal Marriage

by BrianinSuffolk on Sep 13, 2017
Loving Wives

I first met my wife whilst I was on a break in Durban, South Africa five years ago. I was based in Lusaka in the final year of a four year assignment in Zambia and I needed a week or two in a somewhat normal country and found a small but elegant beachside guest house on the internet and booked in for a week. The owner promised to send her daughter to meet me...

From Charity to Chastity

by carrteun on Mar 10, 2020
First Time

This is my submission to the 2020 Valentine's Day contest. Please take a second to vote if you enjoy reading it. I've already enjoyed reading some of the submissions and look forward to reading more entries. Good luck to all the authors. * I almost felt like I didn't belong the first few weeks. Many of the faces were only a handful of years younger than me...

The Daughter Ch. 04

by hazel43 on Sep 14, 2017
BDSM

Master Thomas worked at his desk. Daily his routine began 7 am. It was Wednesday, the 18th of the month. Carefully he studied the appointment calendar. His first appointment would be at nine. Mr. Morstly's wife had completed three months of schooling. He had brought her to The Women's School for Behavior Corrections because she had been Lazy and uncooperativ...

Secrets of Buttermilk Falls

by justincbenedict on Sep 15, 2017
BDSM

Bunky and Skip, two waiters at the Golden Spoon, Buttermilk Fall's Cajun restaurant, stared at the couple. "He's kind of geeky, Four Eyes there, to be with a chick who looks like that," Bunky said, but Skip had noticed the Adam's apple on the "chick" and wasn't surprised...she was hot, but it was still disgusting! Ellis McKeigue shook his head as his fri...