Shrinking Chastity Stories

14,443 results
Orientation
Length
Source
Infinite Scroll

Devil Woman

by Gonegirl611 on Sep 17, 2017
BDSM

Brandon was an older (50s), guy who could stand to lose some weight, and he routinely served a very cruel little mistress in her 20s. She was beautiful as all women that age are, and had a sadistic streak that involved routinely beating him, forcing him to clean and on occasion allowing him to orally satisfy her more sexual needs. She was unpredictable - he...

Head Shrinking - Big, or Little?

by justincbenedict on Dec 9, 2019
BDSM

India smiled at the young couple. She loved seeing clients in this office. It seemed so cozy and the clients could cuddle while talking to her... It was a great couch. Reed looked a bit tense, but it had been months since he'd been out of his thing...of course when India thought of her husband and how long he had been in a tube, it didn't really give her mu...

Feminizing First Step Ch. 04

by antares34 on Dec 10, 2019
Transgender & Crossdressers

(All characters are age 18+) It has been months since my mom and therapist started my sissy transformation. So many changes have happened! Shortly after placing me in a chastity device, they revealed to me that the "male hormones" I thought I had been taking were in fact just the opposite -progestogen and testosterone blockers to be specific. To be honest...

Magic Pants

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

Bloomers? "SNAKE!!!" Karen shouted from a few feet behind Jon. "WHERE?" Jon yelled back from mid air as he jumped at least six feet further down the path. "Where did you see it?" They were slowly walking along the bank, above the river looking for areas where the bank was freshly eroded. "Right under that palmetto." She said, as she raised the plant's fa...

Lois Lane's Night Out

by exxxidor456 on Aug 13, 2017
Fan Fiction

As with all my stories, I welcome other authors to add chapters! Remember to like and bookmark your favorite chapters! Regular chapters with 5+ likes get a sequel, chapters with 10+ likes get two. End chapters get an epilogue with 10+ likes. Chapters with the most likes & bookmarks get updated first! All characters in this story are at least 18 years old...

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Created in the Image of a Superior Being Ch. 04

by alyssawinters on Apr 22, 2020
Transgender & Crossdressers

The name of the CD bar he owned was called 'Over the Blue Moon'. It was the name of the one and only play Gary Stanisloph Kowalski the owner had been in when trying to make it as a stage actor 16 years previous. If he got drunk enough like the character artfully portrayed by 'Brando' he would playfully cry out 'Stella...Stellll-aaaaa' to the amusement of his...

Letter from Hartford

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: Miguel awaits me, as he and his assistants prepare the cocaine with baking soda. Mig gives orders mostly, and the fellows chop and mix the drugs, and suddenly, there I am in my snug little Hello Kitty top and cargo pants. I've been out shopping with Miguel's Platinum Visa, and I grin at him loopily. "Remy, honey how are you?" Mig smil...

Locktober for Mike

by Words4now on Dec 2, 2019
Fetish

This is a companion piece to "Locktober Already", which introduced Marsha and Mike and their best friends, Jan and Ryan. While this story is written to stand on its own, better context can be achieved by reading "Locktober Already" first, or, to get the backstory, after reading this piece. Both are intended to engage the imagination of the reader. This is Ma...

The Basement Ch. 03

by FiveDots on Jan 20, 2020
Transgender & Crossdressers

Welcome back to The Basement. Warning that this story continues to become darker. The sodomy begins here... --------------------- Once he started fucking me, he didn't stop. I complained, I pleaded, and even begged but, so far, after weeks of blowjobs and cock worship, I had ultimately complied with every demand. So, it was pretty obvious, in retrospect,...

The Keyholder Ch. 14

by AndreaJordan on Nov 18, 2019
BDSM

Ben was now back in his original Prince Albert cock cage, over which he wore his full steel chastity belt. Amy held the keys to both. Living with his chastity keyholder kept Ben in a state of constant arousal and longing. The keys were just so close, with one of their favourite hiding places being the front pocket of Amy's jeans. Well, whether the keys like...