Chastity Shrink Stories

14,310 results
Orientation
Length
Source
Infinite Scroll

Mother-in-Law Discipline Pt. 03

by Chastebob on Sep 14, 2017
Fetish

When David returned home from his mother-in-law's it wasn't like the last time. Mary was waiting for him, but even if she had wanted sex he wasn't up to it. She put him to bed and applied cold packs to his battered organs. She coaxed the whole story out of him, how he came to require this punishment, the instrument she used, etc. Still emotional and 'broken'...

Transforming Brent

by sissymissyct on Jul 9, 2019
Loving Wives

Katherine decides she wants to live with her lover Wendy. They come up with a plan to slowly change Wendy's husband, Brent, into their girly sissy maid full time. Will his resistance be broken? I put it in loving wives but it fits multiple categories. Will he will learn to love his new role in life? Yes, The narration switches between characters. If this bo...

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...

Chance Encounter Ch. 29

by Miguel59 on Jan 28, 2019
Loving Wives

Jean ignored the presence of four other people in the room as she embraced Miguel in a tight hug. He hugged her back and pursed his lips returning her quick kiss. "Come to the rectory tomorrow. I'll be working." Miguel assured her he would. The two men shook hands and their wives hugged. Miguel said goodbye to Jean's parents. Her dad was still upset over...

Enslaved by an App Ch. 10

by sadkins116 on Mar 20, 2018
Illustrated

I want to thank all the readers who voted, commented and offered their suggestions. Unfortunately, I'm afraid that Rebeccasm has moved on and will not be providing any more art to this series. I want to let everyone know that as far as I know it wasn't anything to do with the stories but it appears that she has moved on. I am submitting this chapter with all...

Chastity Resort Pt. 03

by handyrandy9 on Sep 25, 2017
Fetish

Anna slept for about an hour, exhausted from her explosive orgasm. I, on the other hand, was wide awake, thinking about my new found arrangement. It was a lot to take in; I still wasn't sure exactly how far Anna wanted to take this. I expected she would break by the end of the week and let me have some relief of my own. Anna showered quickly to freshen up,...

Letter from Gander Cove

by justincbenedict on Nov 20, 2018
BDSM

Dear Shoeblossom, My teachers always said to me, "Norbert, you'll never amount to much, smoking weed and playing video games..." but I found I had hidden talents... Recently I joined a sadomasochistic group. It's a local thing. Amazingly, I met the hottest girl who wanted me to punish her! Victorine is a very attractive woman who's got about twelve or thi...

The Contract

by NikkiKush on Mar 21, 2018
BDSM

This was the last night in his apartment. He had decided to take the contract that Alice had offered, even with his concerns over her anger, and possibly her sanity. Over the last few weeks he had taken his life apart, piece by piece. He had given two weeks notice at his job and told his remaining family that he was leaving the country to travel for a few ye...

Coast to Coast Pt. 01

by Phileas123 on Dec 24, 2019
Fetish

Ok, I had closed my flat on the West Coast and after getting the key to my landlord, I was to return to my hometown on the other side of the country. Last weeks were kind of brutal, lost a job, lost a boyfriend, plan a relocation, plan the trip, but now I was in my car, finally heading out of that city. Lucky for me, I've always been a squirrel, so I have e...

Changing My Life with My Wife

by TammyPanty on Jun 5, 2018
Transsexuals & Crossdressers

I was in my early 30's and working as an analyst for a large corporation. The benefits of the job were good but the pay was average to below average. It allowed me to rent a home and buy a car but not much else. I was not what you would call "aggressive" when it came to career advancement. I was, and always have been, a laid back type of person. In college...