Chastity Shrink Stories

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Infinite Scroll

Instructions from Anne Ch. 03

by sunjimmy9810 on Sep 17, 2017
Loving Wives

Before you read this story please note that there are others that preceded it, You may want to read those as I cannot guarantee that this story will make sense. Also if you are not into cuckolding, chastity or bondage please leave -- you will hate this series. I like the feedback so bring it on good and bad. I hope you enjoy -- Also , the contract in the sto...

Discovering Mistress Sarah's World Pt. 09

by oneguy4fun on Sep 14, 2017
Transsexuals & Crossdressers

Part 9 -- The Final Part Chapter 23 Leaving Work Josie's last week at work and concluding week of his normal life went quick. At work he spent time getting things in order for the next unlucky person to take over his job. Mentally he was already checked out of work. All he cared about was getting on with his new life. Miss May played a big part in ensuri...

Caged for Freedom

by Spreadeagle56 on Sep 13, 2017
BDSM

I had a dilemma. You see I am a very kinky individual and my wife is not so kinky so, for a lot of my life, I am kinkily frustrated. Even more so because I know I can easily fix my frustration, simply by visiting a very good friend of mine. Gail has been in my life for longer than I care to remember. We were once lovers, very good lovers who went way beyond...

The Super Bowl Bet Pt. 02

by medic45 on Sep 15, 2017
BDSM

Part 2: It's going to be a long week I arrived at Allison's house on Friday night as required. Both Ann and Ashley were there as well. Allison began by asking for my car keys, wallet and cell phone. "You won't be needing these this week, and as long as I have them, you will think twice about leaving." She took the items to her car and locked them inside so...

The Rendezvous Ch. 03

by CassidyCaine on Sep 26, 2017
Transsexuals & Crossdressers

(Author's note: I have tried to get an editor for this story but failing that after over a week of looking I'm publishing it. Please be aware this work has some fictional coercion and other sissification elements.) The car drove through the city as the night pressed around Nick, watching the buildings flicker by as he wondered what was in store for him....

The Bradfords Ch. 02

by Erotictales4u on Oct 13, 2017
Transsexuals & Crossdressers

All characters in this story are over 21 years old. This is a fictional fantasy that contains elements of both femdom and transsexual/cross-dressers niche, it is focused on humiliation. This is the first of a new series. I would love your feedback. ***** Chastity was difficult for Tim. It was like being in a permanent state of arousal, but never with any c...

Transforming Brent Pt. 02

by sissymissyct on Jul 10, 2019
Loving Wives

Kept in Loving Wives to annoy the tiny dicked anonymous reviewers that love to trash everything they read (after they wank to it). *** I woke up Sunday morning with a painful erection in my chastity and the pumps still attached to my breasts. I reached down trying to find a way to ease the pain in my penis. Nothing seemed to help. Maybe Wendy will be up so...

Kate's Heavenly Hell Ch. 08

by Duke567 on May 9, 2018
BDSM

If you aren't into chastity stories, please don't read, and don't leave dumb comments. If you haven't enjoyed the previous 7 chapters, you probably don't need to read or comment on this one. If you have read the previous chapters, you know that Kate just locked me up when I was about to cum and planned to leave me locked up for 2 weeks. ***** Kate locked...

Total Power

by defertoher on Sep 17, 2017
BDSM

Wrist rubbed red from hours in ropes. A blindfold bleached from catching sweat from a soggy blonde mop. Chapped lips chew a cherry ball gag. A worn chest welted by kisses from the whip. A lower back arches aching from hours in the stockage. His quads quaking, his butt asking for a seat, and his feet swelling in his fashionable high heels. The best part fille...

Love Letter to a Former Boyfriend

by TammyPanty on Sep 12, 2017
Transsexuals & Crossdressers

LETTER TO A FORMER BOYFRIEND TO TELL HIM ABOUT GETTING MARRIED Dear Norm, Since you are the first man I went on a date with and we have stayed in touch despite living far apart, I wanted to write to you and let you know about a next step I am taking. I have met a man who has asked me to be his wife and I have accepted. I have picked out a beautiful satin a...