Small Chastity Stories

236,351 results
Orientation
Length
Source
Infinite Scroll

Innocence Lost Ch. 18

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Purity is reconciled with Innocence; Purity is separated from Chastity; and Purity appreciates the value of Twelve, but is displeased by the association with Chastity. Purity hadn't seen Innocence for such a long time, and she was very pleased when she heard that she and her sister had left Wonderground. She'd never cared to visit a place with suc...

Feminizing First Step Ch. 03

by antares34 on Oct 21, 2019
Transgender & Crossdressers

(All characters are age 18+) *** I felt like I was losing control. My body and mind were becoming less and less masculine with every passing day. And I was secretly ENJOYING it. I couldn't help myself. Every time I looked in the mirror, I found myself loving the ever-changing reflection. First, my dyed pixie haircut. Then, my bikinis. Then, my nose, ear, a...

Innocence Lost Ch. 17

by bradley_stoke on Sep 16, 2017
Novels and Novellas

In Which Gryphon purchases affection and gains a little satisfaction; the provision of Chastity to those willing to pay; and Gryphon's discovery of the hidden virtues of Innocence. Despite the rewards of her affair with Chastity, Gryphon still didn't feel that her sex-life was wholly satisfactory. She acutely felt the insecurity of having a relationship wit...

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...

We Rule the School Ch. 04

by TheWorldSpins on Sep 16, 2017
Group Sex

Katie Greenwood couldn't decide if she was looking forward to a confrontation or dreading a meeting with her ex. Last Halloween, Simon, the guy she thought was the perfect boyfriend, had more or less blackmailed her into a public, humiliating anal sex experience. She still wondered why she had gone along with the whole scheme. Simon's blackmail was based on...

Innocence Lost Ch. 16

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Gryphon teaches Innocence and Chastity in a college of Further Education; and develops a particular affection for the attractions of Chastity. Gryphon had enjoyed her work as a school-teacher and it was a great disappointment for her when it became clear that she would have to seriously consider a move to another institution - and as there was suc...

Chastity's Lessons Ch. 01

by Goldeniangel on Sep 19, 2017
Interracial Love

Chastity giggled as she hurried down to the gardens, thrilled that her father was leaving for the day... whenever he left she would rush down to the extremely attractive 29 year old black man that worked in their garden. At the young age of 18 she found him fascinating, not in the least because her parents kept her so sheltered. She'd been in the outside wor...

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...

From Charity to Chastity

by carrteun on Mar 10, 2020
First Time

This is my submission to the 2020 Valentine's Day contest. Please take a second to vote if you enjoy reading it. I've already enjoyed reading some of the submissions and look forward to reading more entries. Good luck to all the authors. * I almost felt like I didn't belong the first few weeks. Many of the faces were only a handful of years younger than me...

Chastity Vacation

by _Ashley_ on Oct 9, 2017
BDSM

Stephanie Her long, tanned legs stretched over the side of her bed as she rubbed the sleep out of her eyes. She took a few uneasy steps as she headed for the curtains. She gasped as she slowly drew them, temporarily blinding her deep green eyes. The sun was still partly blocked by trees but that didn't stop it from fighting through and melting the light cov...