Surprise Chastity Stories

1,000 results
Orientation
Length
Category
Source
Infinite Scroll

Innocence Lost Ch. 05

by bradley_stoke on Sep 1, 2017
Novels and Novellas

In Which Innocence is embodied in the value of Twelve; and joined in a fury of pain and pleasure; and in which Chastity pursues love of a woman and Innocence the Love of God. It was in another field, this time within Une's extensive estates, that Une and Innocence were happily fucking together. Being her own estate, Une naturally chose a comfortable field w...

Chastity Debauched: Penitent

by MorganHawke on Sep 15, 2017
BDSM

In Which Chastity has an appointment with the Unholy Father... For Bear Part One: The Club “I can’t believe my Dad had me to come to his company pool party at the Club.” Chastity grumbled to herself while standing before the tall mirror completely nude. She stared into the mirror’s reflection of her deep violet eyes as she tied her waist-length, strawberr...

Surprise, You're My Bitch Ch. 01

by azzmn on Sep 15, 2017
BDSM

Warning this story contains the use of chastity and marijuana. This is however consensual relations between a husband and wife. * On Monday my wife Sam told me to make a phone call to my connection to get some weed for Friday. I knew this meant trouble I was in for a huge surprise. I was also instructed to take Friday off from work and that the kids would...

Adventures in Chastity Ch. 01

by Gabriela_Morglove on Jun 6, 2018
BDSM

Chapter 1 - A night in the life Ned laid naked and bound under the covers waiting eagerly for his wife Anne to finish in the bathroom. She had told him that she had a surprise for him, then she tied his wrists and ankles to the bedposts, gave him a kiss, covered him, and left the room. Ned could hear her brushing her teeth, and by the sound, she was almost...

Her Surprise

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

The bell jingles as the door opens, the toys outside were enticing, but the store inside opens your eyes. Though it is a small shop, it manages to cater for as many different fetishes as you could imagine. One wall is dedicated for the ass, dildos, inflateable, lockable, ejaculating, big ones, small ones, tentacle which move on their own. Two walls are dedic...

Surprise!

by newwriter17 on Sep 13, 2017
BDSM

I thought our Friday plans were simple. I was gonna swing by her work to have lunch. Little did I know she had a lot more planned than I bargained for... I woke up, as usual, a bit after she'd already left. I dragged myself out of bed and into the bathroom, and then into the den to start working. As soon as I sat down at my desk, though, I saw her note. Hi...

A Different Type of Chastity Belt

by Wildestthang on Sep 12, 2017
BDSM

I sit here waiting for her to get home. When she gets here I have a surprise for her. I hear the tires crunch in the gravel. My cock gets semi hard knowing what I have planned for her. She walks through the door and throws her keys on the counter, rifles through her mail. I let out a little cough. She screams as she turns around, then sighs as she sees its m...

Bedroom Surprise Ch. 02

by wylite on Sep 13, 2017
Fetish

I endured several more bedroom cleaning sessions; each time I wore my sissy pink dress and panties but I think Mandy and Beth had become bored with this routine. I had a definite feeling that they were cooking up something for me. I still wore the chastity devise but had received no more release from my pent up sexuality. A good solid hard on was not a luxur...

Family Chastity Story Ch. 02

by antares34 on Jul 3, 2019
BDSM

This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** Having grown bored with how things were progressing with my sissy son, I have recently ventured into a new and fun project –filming and distribu...

Family Chastity Story Ch. 04

by antares34 on Aug 13, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** This is a work of fiction. The events described here are imaginary; the settings and characters are fictitious and are not intended to represent specific places or living persons. All characters are age 19+. ***** My girlfriend Christina has been staying with me for the past sev...