Surprise Chastity Stories

139,463 results
Orientation
Length
Source
Infinite Scroll

Chastity is Seductive

by AlinaX on Sep 12, 2017
Fetish

Mrs Darcy was an imposing woman, beautiful and elegant, but strict and unsmiling. Dark hair and dark eyes. A hint of Irish in her accent at times. I had never met her before, but I recognised her from the TV. She had a recurring role as the vengeful ex-wife of the hero of a long-running period drama. She never smiled there either. She was standing behind me...

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...

Numi's Purchase

by mollycactus on Oct 30, 2018
Exhibitionist & Voyeur

She wanted one so badly! "But they're all so expensive! The good ones, anyway," she murmured to herself, absentmindedly pressing back a few errant strands of her long, strawberry blonde hair. Numi looked again at its image on the computer screen. Her eyes, in some lighting situations taking on the color of rich, warm honey, traced the contours of the devi...

Jedi Submissive Ta'tan'ia Ch. 02

by HandcuffGirl on Sep 14, 2017
Celebrities & Fan Fiction

Authoress' notes: This is a(nother) sequel to the Imperial Prostitute series. I know I'll get a lot of negative feedback on this story, but I don't care. I really enjoy writing this, especially the character Ta'tan'ia. If you don't want to read it, don't. I really, really want to end this series, as I do feel as though it's going on too long. However, beside...

Office Power Politics Ch. 07

by PaulHub on Nov 18, 2019
BDSM

They'd settled into somewhat of a rhythm after the conference. One month her team would perform best, the next month it'd be his. It was healthy competition and the board loved it. Their meetings had continued and increased in frequency, the legs on his desk had started to get a bit wobbly from all the action it was seeing. But as long as numbers were high n...

Support Group Ch. 01: Chastity

by UndercoverInterracial on Sep 14, 2017
Interracial Love

Hi, everyone. This is my first time here; my first time doing this, so go easy on me, okay? I'm a little nervous. So, um, how do I begin? Well, my closest friend recently held something like an "intervention" for me. He showed me the path my life was taking and offered an alternative. I've never heard of a support group that requires an audition, but he sugg...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Bdsm adventures

by Sgtwolf on Dec 7, 2017
BDSM

This story is for a compilation of many different bdsm adventures. It was formerly known as latex adventures, but as chapters developed they dealt more and more with different aspects of bdsm, and less consistently with latex. Latex still exists as a strong element in many of the chapters, namely because I like to write about characters wearing it. I created...

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Chastity

by wishfulthinking on Sep 18, 2017
Romance

Kinlee was a curious minx that courted mischief. Her father, having caught her at a tender age curiously fondling the unspeakable parts of a handsome if dull guard, had sought to protect the value of his property. Thus, Kinlee had found herself swiftly burdened with a gold chastity belt and her budding sensuality curtailed. To a point. For the golden belt cl...

New Marriage

by subservient_husband on Sep 17, 2017
BDSM

I woke up today at my usual 5:20am. I quickly got out of bed and reset the clock for the next morning. My wife did not give indication of noticing and continued to sleep undisturbed. It always gives me relief to get past this point in my morning. I do not like for her sleep to be interrupted. I made my way into the adjacent bathroom, removed my clothes, and...