Shrinking Chastity Stories

14,443 results
Orientation
Length
Source
Infinite Scroll

2035 - The Year of Male Chastity Pt. 05

by Longjohnsilver30 on Sep 17, 2017
Fetish

The week went as normal with nothing said between myself and Rebecca about the whole cumming all over myself at the mention of Patrick coming over next Sunday to take her in our marital bed. My stomach was in butterflies all week and I tried extra hard to concentrate on my work which was now only five hour working day but this gave me more time to prepare t...

Work Wife is the Boss

by hermes25 on Sep 14, 2017
Erotic Couplings

I was walking down a hallway at work when I felt someone come up close behind me and whisper, "Road trip! Be sure to pack your tighty whities!" I turned around quickly and saw my 'work wife', Gina, with a big grin on her face. Gina and I know each other well for years, and were both in unhappy marriages. A few times we had hooked up while traveling for work...

Angie's An Adult Ch. 01

by SEVERUSMAX on Sep 13, 2017
First Time

Angela "Angie" Sloan, a senior in her high school, woke up today, on her 18th birthday. She knew that her time had come at last. She had considered this matter seriously, and realized that she wanted to be a virgin until she turned 18, but then become a slut. Now, today, she planned to lose her cherry before the day ended. She had to make sure that she acted...

Romancing the Raptor

by Cashmere_Snow on Sep 15, 2017
NonHuman

Tiffany. Maria. Sandy. Destiny. Chastity repeated the names to herself as she directed a coy smile at the man she had brought back to her apartment. Tiffany. Maria. Sandy. Destiny. They were the names of the women he had raped and then sent to the grave in one case and into the ICU with the others. They were women like her—women who shared an... affliction...

Who Wanna Be a Bimbo? Ch. 03

by mattpantyhose on Jul 4, 2018
Celebrities & Fan Fiction

This story is based on a game "Who Wanna Be a Bimbo" created by Dahakma. I would also like to thank one of my readers whose few ideas have been used in this episode. After the story was done I came up with an idea for an alternative route. Somewhere in the middle there is a fork on the road. The second version as well as the epilogue are at the end, after...

Under Law of Arnell

by justincbenedict on Jun 19, 2018
BDSM

In the Burgundy Exercise Room, Esther, one among forty naked and perspiring calisthenticists, swung her arms up, gasping. She didn't want to get Master Specs's attention. How a weird little fuck like him worked for Mistress Arnell, Esther would never know. "Feet together, shoulders back, hands in front of your chest, Jumping Jacks let's go!" And they b...

Change of Control Ch. 04

by kaptiv8ed on Oct 26, 2020
BDSM

Several days had passed since the new couple had shared their latest "adventure" as they were calling the encounters. The two longtime friends had reunited after several years apart at a charity event less than a month prior, and the two hit it off very quickly. Both with time and opportunities in their life to explore and develop a transparent and mature re...

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...

Erin Ch. 03: Male Chastity

by Graves94 on Sep 24, 2019
Fetish

[ Note: This is the third in a multi-part story series. Each installment can stand alone, but to start at the beginning, read: Erin Ch. 1 – Female led Relationship. Followed by: Erin Ch. 2 - Female Led Marriage JQGraves ] ******** Erin and I celebrated our second anniversary enjoying the outdoor attractions where we live. We spent the day riding the gond...

A Strapon Tale Pt. 01

by damn_thats_me on Mar 2, 2020
Fetish

All the events in this story really happened, only the names have been changed. Warning: contains themes of pegging, femdom, leather & latex and chastity play. Alex (29) and I (36) had been seeing each other for about a year now. During our first date I immediately sensed that she had kinky potential. There was simply something about her looks and attitud...