Sissy Locked In Chastity Stories

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Miss A's New Play Thing Pt. 03

by Pornenthusiest on Dec 2, 2019
BDSM

Alex, the 23 year old virgin, had just left his first session with his new Mistress, Miss A. He left chastised, blackmailed and with a new obsession with feet. Chapter One: The Envelope Alex had gotten on the bus, it was his first time in public wearing his chastity cage and he was very self conscious about it. He thought he could hear the lock click agai...

A Virgin locked in Chastity

by ronron1818 on Mar 3, 2020
Fetish

I was 18 when I moved in with Ruth. Ruth was my new land lady, I moved in with her for my university studies time frame. She had a big house and leased a room. Ruth was 56, in great shape, she was about 170 cm tall and about 50 kg with small breasts and a very nice figure. I was very excited to move, I loved the idea of sharing a house with a woman. I imag...

Chastity with Ex as Keyholder Ch. 03

by chastity_sissy on Mar 12, 2019
Fetish

Back at my apartment, I wanted nothing more than to just get the chastity device off of me, but I still couldn't help but be aroused at my humiliating situation. Here I was, chastised by my previous girlfriend who now controlled not only my orgasms, but whether I could have sex with another woman. Suddenly, my phone buzzed, notifying me of a new text messa...

Penis Shrinking from Chastity

by tinywhiteboi on Sep 19, 2017
BDSM

After losing my wife to her big dicked black lover I was pretty depressed. I knew that my 4 inch skinny penis was not big enough to satisfy any experienced women. Sure it was fine as a teenager fucking young girls, but in my mid thirties I figured pussy for me was likely to be rare. While reading pornography on the web I discovered stories about small penis...

Marigold Tells the Truth

by justincbenedict on Sep 14, 2017
BDSM

In the Attic Spenlow thought of beautiful Marigold, and how she'd run her pale pink nails all over his cock as he'd been tied down. She'd be in one of her snug powder blue T-shirts, and licking her lips, tossing her long hair behind her shoulder, and he'd squirm, but be completely in her power. I'd started out with them fucking like rabbits, and then she'd...

Sissy School

by zeta515 on Jun 19, 2018
Novels and Novellas

Copyright 2018 by Zeta All rights reserved This story may be freely distributed in electronic form but must include this copyright. Sissy School is a work for pure fiction and all locales, names, characters, places, and incidents are the products of the author's imagination. Any resemblance to actual events, locales, or living persons is entirely coincide...

Adversity in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

When Blume and Chloe got home from their BDSM party, they were still shaking their heads over the odd goings-on at the dinner party. But Chloe had a funny smile on her face. "You know, Blume... What's this porn stuff about?" Blume blushed. "Chloe, you have to understand, there's fantasy and there's reality... The whole chastity thing is kind of a fanta...

Mistress Dusty

by justincbenedict on Sep 15, 2017
BDSM

BUTTERMILK BOWL (possibly Sadistic Spouse in Buttermilk Falls) "But I've not cum in six weeks, Dusty" Crake Ingledew said to his demure spouse. Dusty looked up from her "Cosmo" long pink nails tapping an article discussing depilatory body hair removal. She is so beautiful! Crake thought. Languid hazel eyes with long lashes, the dark eyebrows frowning irrit...

Something New Something Old Ch. 03

by dorian87890 on Sep 25, 2017
Fetish

Ted's life had been turned upside down in the last five weeks. He was currently on his hands and knees in the bed of his neighbors' Josh and Nancy. A pair of pink panties were at his ankles and he was wearing a matching pink bra. His cock dangled between his legs trapped in a cage. Nancy was behind him with a strap-on. She was fucking Ted mercilessly. Josh...

Teased, Denied and Sissified Ch. 04

by subbieman on Sep 12, 2017
Fetish

Quick Recap It had been nearly two weeks since Ashley caught me trying on her panties and I was now wearing a fresh new pair every day along with a bra as she encouraged me to find my "inner-sissy" and explore my fetish. I had also learned that she obtained more pleasure from her toys than my cock and, as part of this "exploration," she had decided it was b...