Mature Chastity Stories

35,203 results
Orientation
Length
Source
Infinite Scroll

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...

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...

Everything Has a Price Ch. 12

by MALIBUMAN666 on Sep 16, 2017
BDSM

Author's note - don't forgot new stories from me will soon be posted under 'Robert_Anthony' - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - - The 'soft' option... I .................................... (hereafter referred to as 'slave'), agree this day ....../ ...... / ............... to be bound...

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...

My Wife helped Me Become a Girl

by TammyPanty on Apr 18, 2018
Transsexuals & Crossdressers

Editor's note: this story contains scenes of incest or incest content. ***** It's embarrassing to admit, but I was 25 years old the first time I had male/female sexual intercourse. My virginity was lost on my wedding night to my wife. My wife is almost ten years older than I am. She really liked the fact that I had a history of wearing lingerie and that...

From Easy Street to a Hard Road Ch. 10

by belted and teased on Sep 15, 2017
BDSM

Any feedback is greatly appreciated. Not only does it encourage an author to continue writing; it helps him/her to improve their product. I would like to thank those who have offered feedback previously. If you have not read the previous portions of the "Easy Street" and "From Easy Street to a Hard Road series, you may wish to do so. For the readers who hav...

Collecting Catholics: Chastity

by Sosela on Sep 12, 2017
NonHuman

"You have to come see this!" Catherine giggled conspiratorially, looking left and right to make sure no teachers or nuns were around. Mt. St. Vesper Ladies Finishing School was quite strict, and the staff tended to spy on their students even though they were of legal age. It was a catholic college in all but name, and even though the Dean said that student...

A Slave's Journey Ch. 02 - Slavegirl

by punishedone on Nov 18, 2019
BDSM

Chapter 2-Enter the Slave girl In came the Mistress's husband Master Thomas who is a little shorter than me at 5'11" but has more muscle mass and is built like a wrestler which he did in college. His salt and pepper hair give him a more mature look like George Clooney or Mark Ruffalo. It gives him a more commanding image especially since he keeps it short c...

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...

Secrets of the Deep Ch. 02

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

There once was a girl named Chastity. She was the daughter of a man who was the head of a construction company. Chastity's mother died when she was a small child, and so did her kindly old grandmother. But she was never alone. She had an older brother who she used to walk with through the suburbs, hand in hand. They bought bubble gum or cigarettes at a seed...