Tricked Chastity Stories

10,743 results
Orientation
Length
Source
Infinite Scroll

The Making of Monique Pt. 02

by JericoKnight on Sep 13, 2017
BDSM

Chapter 5 Monique had no intention of giving Darian the satisfaction of making her cum. "Go to hell," she spit out. The sharp slap to her ass was automatic, as was Darian's response, "Go to hell, Sir." He let the girl's ensuing growl of frustration go uncommented as he scooped her purse from the floor and began going through it. The young woman started t...

Secrets of the Deep Ch. 01

by Lady Malachite on Sep 14, 2017
Sci-Fi & Fantasy

Once upon a time, when magic was everywhere and wishes still came true, there was a tribe of women of such distinguished beauty and insatiable lust, that the sun itself stared open-mouthed at them, and the corals turned their heads to listen to their sinful moaning. And because they seldom were seen in anything resembling clothing, they were known in the hea...

Carl & Chastity: 1st Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Carl got to the wine bar about ten minutes late, fortunately he arrived just before Chastity. One thing that he felt never looked good was making a lady wait especially on a first date. The date started a little awkwardly, as most dates do but this one was because Chastity couldn't remember what Carl looked like at all. Luckily for her, Carl more than made u...

Innocence Lost Ch. 04

by bradley_stoke on Sep 1, 2017
Novels and Novellas

In Which Innocence and Chastity are found in the countryside. Une just loved to be fucked. But with a cunt as large as hers it took such an effort for her to be satisfied. Generally, one man just wasn't enough, she'd need two or maybe three simultaneously pounding away in her nether regions for her to be satisfied. It was sometimes awkward to arrange such...

Lost in a Female's Pleasure Pt. 08

by LucysFox on Jul 3, 2019
Transgender & Crossdressers

Synopsis: Damien was looking forward to a relaxing weekend free from his abusive father but things quickly took a downward turn when he got kidnapped. It appeared that maybe it was for the best, or at least not as bad as staying with his dad would be. Things start to become more complicated though as Damien reaches the brothel... Authors Note: I just want...

Carl & Chastity: 2nd Date

by Ninjafish on Sep 14, 2017
Erotic Couplings

Chastity didn't ring until the evening. She had had quite some debate with her friends over a coffee in the morning about how soon is too soon, the usual argument erupted. The married friend telling her to not play games and ring straight away, the single friend telling her to wait a week and even then tell him you are busy. Sadly she never managed to put tw...

Candace's New Years Eve

by Dominic_Lee on Sep 17, 2017
BDSM

Chastity had worn her locking heels out quite often and no one ever mentioned them. Normally she would hide the locking portion under a pair of jeans. All anyone ever saw was another pair of black heels, which she owns a lot of. This is until New Years Eve. Aiden asked her to wear them out to the club that night. He liked them and wanted her in them tonig...

Reformatory Girls Ch. 04

by escalus on Sep 15, 2017
Fetish

When Abigail Morgan was younger her family had a pet mongrel which needed to be taken to the vet's. The dog was so desperate to escape from its carrying cage that by the time they had reached the vet's its paws were all bloody from scrabbling at the bars. Abi knows how that dog felt. She is afraid her own fingers will suffer in much the same way. For Abi ha...

Little Miss-Taken

by Couture on Sep 13, 2017
Transsexuals & Crossdressers

Please do not read if under 18 years of age or offended by sexually explicit stories and situations. I've been doing a little winter cleaning. Anyway, so I found this story that's been on my hard-drive gathering dust. It had set there so long, that I had just about given up on it, but thankfully, Vickie Tern was kind enough to come over and help me clean i...

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...