Chastity Surprise Stories

139,463 results
Orientation
Length
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Infinite Scroll

Financially Dominated and Cuckolded

by johan26 on Sep 12, 2017
Fetish

This is a story about a woman cuckolding a man and taking all his money - don't read if that doesn't interest you! ***** I first met Kristin on a Saturday night at a trendy bar in my city. She was cute, around 28 with dirty blonde hair, and a sexy blue dress on. I'm 33. We hit it off and I bought her several drinks throughout the night. I thought I might b...

Secrets of the Deep Ch. 04

by Lady Malachite on Sep 15, 2017
Sci-Fi & Fantasy

Once there was a little mermaid who was forced to wear heavy wreaths of pearls on her head and a parade of oysters on her tail to show that she could take her place amongst her noble sisters and inherit the title she was born to. She bore the pain with great endurance, for she knew no other option. Perhaps it is not so surprising, considering all, that she...

Mother Mistress Ch. 07

by JamesLacy on Sep 12, 2017
BDSM

This story is the property of the author. It is not to be changed in any way, nor published or shown at other web sites without the permission of the author. Feedback and comments to; James Lacy at the address in his profile. All comments appreciated. Earlier, Mother Mistress had called Cindy to tell her that she and Jane decided to spend another two week...

Creating a Monster

by justincbenedict on Sep 19, 2017
BDSM

2006 I wait on my knees, with the steel chastity tube locked between my legs, for Bootsie's return. How will she come back? Freshly fucked or with semen residue on her glossed lips? Have I made a mistake by relinquishing all control of my marriage? 2003 "Oh Silas, honey. That's the cutest thing I've ever seen!" Bootsie's enthusiasm was bubbly as she lock...

The Abdominal Snowman

by Cashmere_Snow on Jun 1, 2020
Sci-Fi & Fantasy

This is the second story in The Erotic Adventures of Chastity Summers. It follows Romancing the Raptor. ** Chauncey Adams started the day with a light breakfast of coffee and toast, explicitly avoiding any added sugar or cream or condiment that might irritate his bowels on such an important day, but, with each exhausted, stumbling step through the darkness...

How I Became a Chastized Cuckold Ch. 02

by gizzard on Sep 19, 2017
Loving Wives

Just two days ago I had begun my new life in chastity. My wife Angie found out about my secret fantasy courtesy of some files I hid away on my hard drive. It seems foolish to use the word fantasy anymore since chastity is now a real part of my life. Getting accustomed to wearing a chastity belt around my cock has not been very difficult to this point. To be...

Pegging for Promotions

by TheDougler80 on Sep 18, 2017
Fetish

Doug was less than five years out of college, only in his late twenties and had already started one of the most successful businesses in his city. It seemed as though he had made every right decision since leaving school. That is, until he decided to hire a personal assistant. There were a number of qualified candidates, but when Melissa walked into his off...

X-Men: Chastity Queen

by iloveladyday on Sep 16, 2017
Celebrities & Fan Fiction

I love feedback, so tell me what you think! --- I'm going to have to focus to get through this, the White Queen thinks and looks over her classroom. It's a bare bones place on Utopia, and she's explaining some of the new thinking about how mutant powers work to a disparate group of students. Some, like Hellion and Surge, are younger. Others, like Kitty, s...

Angel's First Visit

by Dominic_Lee on Sep 15, 2017
BDSM

Welcome to the private life of Aiden and Chastity, a young married couple living in the southern United States. Within their little circle of friends, they are the envy. They are the only ones still married, who haven't divorced and are never seen fighting in public. Their reality is better, they could count how many times they've ever fought on one hand....

The Keyholder Ch. 11

by AndreaJordan on Feb 11, 2019
BDSM

It was an hour later when Amy opened Ben's bedroom door a crack, cautiously peered outside and then tiptoed out into the lounge. Her hair was up in a rough bun, her feet were bare, and she wore blue jeans and a tight black tee-shirt. She wasn't sure whether Ben had heard her masturbate and she kicked herself her not being quieter. She picked up the key to...