Cruel Chastity Stories

25,831 results
Orientation
Length
Source
Infinite Scroll

Orc Dominion: Elfin Descent Ch. 17

by OrcDominion on Sep 25, 2017
Sci-Fi & Fantasy

Author's Note: What a long road it's been, but finally we're at the end! Thank you to everyone who has persevered and stayed with it so long. I know not everyone enjoyed the direction this story took, but I do thank you for all the feedback both positive and negative. I'm glad to be finished with the story so that I can move on to other things. I'll be wor...

Becoming a Sexier Wife Ch. 06

by Tdisk on Sep 17, 2017
Loving Wives

After their Sunday photo shoot Tim reviewed the pictures on his computer screen. Only a few were up to his expectations. He was frustrated that the beauty and sexuality he'd watched live hadn't been captured in most of the pictures. Tim told Mary of his disappointment. He said he was going to get about 10 pictures enlarged and printed but he expected only o...

A New Life for Debbie Ch. 09

by dan57 on Sep 14, 2017
Erotic Couplings

Chap 9 : Debbie is shared by her former students Kirk had taken a sabbatical tour of Asian countries to celebrate his first ten years of employment by a big software company. His job took so much time that he had still not found a suitable girl to share his life : no time to find the girl and even less to court any but he wasn't alone in that case and the p...

Girl's Dorm CFNM

by Horhay_J on Sep 25, 2017
Fetish

Part 1: It was my senior year of college and She was a junior. "She" was Cher, and Cher was my girlfriend. We met in a normal way; she'd been dating an acquaintance of mine, not really a close friend but it was a small school. She broke up with him a few weeks earlier and later told me she had noticed me and thought I was cute. One night at a party in my do...

Housebound Ch. 07

by Doctor_Tease on Sep 25, 2017
BDSM

Most of the time, James seemed to like to describe his little inventions, taunting her as he prepared whatever new diabolical thing he had prepared, but not now. He'd just stripped her out of the fetish maid outfit, disengaged her chastity belt (she'd gasped as its stubby dildo popped out of her, followed by an embarrassing dribble of her own wetness), and d...

The Unrequited Ch. 21

by Gaius8666 on Sep 14, 2017
Erotic Horror

Driving out into the toney suburbs of New Orleans, Gus had the top down on his car. Breathing in deep the fresh air of the countryside, so clear and sweet compared to the oppressive stink that always hung over the city during the summer. Despite the beauty of the surroundings he was troubled as he relived the confrontation with Jasmine the night before over...

Corruption Ch. 02

by LoveMenLoveSex on Sep 19, 2017
Erotic Horror

Mist filled the valley, winding and ribboning through the woods and caressing the buildings of the village, dank with the river's breath. It shivered as it slipped through the gaps under the doors, filled with barely-seen shapes and a faint murmuring, heard by infants and the very old. It swirled along the roads, hurried along by unfelt breezes that were tin...

Freya Takes Charge

by FreyasMaster on Sep 12, 2017
BDSM

Dedicated to my wife (Freya), who is my fantasy, and whom I love dearly. * Freya decided that she was hungry, hungry for her master's cock. It had been a week since she had tasted his thick white creamy fluid filling her mouth and it had been longer since he had unlocked her chastity belt and fucked her raw in her holes that she so lovingly keep hairless...

Mutual Experience

by eigengrau on Mar 12, 2019
Transgender & Crossdressers

Hey everyone! This is like my third attempt at writing a story hehe, it's like I start off well then I end up hating it by the end of a few hours of writing. Let's hope this one is good. All characters are 18+. Hope you all enjoy! * "Wait, you're kidding, right?" Shane said, finishing his pizza. "Wait, you actually asked her out?!" he continued. "Yes,...

Made to Obey Ch. 01

by madetoobey on Jun 18, 2019
Transgender & Crossdressers

Let's get this straight. I'm not gay, not a sissy or faggot, I'm a normal 30ish heterosexual guy okay! So why you might ask am I writing this dressed in a dark blue dress, black stockings with suspender belt, light blue panties with a white polka-dot pattern and bow, matching bra, 3-inch-high-heels, with my cock in a chastity-cage and with my hair, make-up,...