Chastity Surprise Stories

139,463 results
Orientation
Length
Source
Infinite Scroll

Innocence Lost Ch. 03

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Alice is introduced to Innocence and Chastity, and discovers that of the two she prefers Innocence; her friends practise the thespian arts and learn the theatrical skills of Innocence; and, to her disappointment, she discovers her lover prefers the charms of Chastity. Alice wasn't so sure she liked the idea of being identified for her incestuous r...

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...

Becoming Friends Ch. 01

by mrbillcollecta on Sep 17, 2017
Loving Wives

"Chastity Wright!" He smiles and greets her with a warm hug. He hadn't laid eyes on here since she left where they worked together last spring...and couldn't believe his luck running into her. She was a knockout and was also the subject of several of his masturbation sessions over the past 2 years. He also notices that she hasn't lost her ability to look sex...

Mistress Sharon’s Control Challenge

by CaptainSwitch on Jul 6, 2020
BDSM

My wife challenged me to a contest. She would give me a hand job and I would try to keep from cumming for five minutes. If I could maintain control for five minutes, l would get to fuck her anytime I wanted during the upcoming weekend. If I got too close to orgasm, I had to let her know and "give up" before cumming. If I "gave up" for losing control and gett...

Hot and Steamy

by Biochem on Sep 17, 2017
Loving Wives

As the sun peaked in the sky on a peaceful Saturday, Michelle lay relaxed on the massage table in a secluded outdoor area of the spa. Michelle felt the tension leave her muscles as a young woman kneaded her back, and slowly she drifted into a daydream. She imagined the stranger she met the previous evening giving her the massage instead of the woman, but her...

Carl & Chastity: 3rd Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Carl and Chastity spoke for over an hour once they were both home, the cinema, dinner and alleyway activities clearly had not been enough for either of them. Carl had made the phone call, but secretly Chastity was already planning on doing the same thing but had just been beaten to the punch. There was a spark between them that caused butterflies to dance e...

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...

Race to the Bottom

by jujou2006 on Nov 27, 2017
Fetish

The bump was totally unexpected. Jujou had been running round the track for some time and had fallen into that trance state so well known to the long distance runner. She hadn't even noticed that another runner had joined her on the track and when the contact came she lost her balance and spilled on the ground. "Watch out slow poke!" The taunting words dri...

Adventures in Chastity Ch. 02

by Gabriela_Morglove on Jun 6, 2018
BDSM

Chapter 2 - Anniversary Gift Morning came, and with it, the pain of Ned's cock attempting to burst through the chastity cage. Looking over, he saw the Anne had slept naked through the night, something she only did if she passed out after an orgasm. It filled him with a certain pride in a job well done. Standing up, he walked to the kitchen to make Anne some...

Interracial In-Laws

by scatwoman on Sep 12, 2017
Interracial Love

My wife, Chastity, has a sister, Bella, several years her junior, who has always been on the wild side. My prim and proper wife was usually aghast at the latest information concerning her little sister's sexual exploits. It wasn't that she condemned her, she just didn't understand her. I, on the other hand was always fascinated, and frequently aroused by her...