Chastity Friend Stories

145,732 results
Orientation
Length
Source
Infinite Scroll

Helping Jess Pt. 02

by mski on Sep 18, 2017
BDSM

The First Date It was a bit strange driving with the chastity belt on. I had worn one before for some days, but a long time ago. We got talking about different stuff. It just clicked – as long as I forgot about the belt, or how good she looked. She asked me to go via the office, she said she had forgotten something. I did so, she came back soon after with...

The Bass God

by RoseGirl7667 on May 21, 2019
First Time

**The characters in the story are fully grown (over 30 and over 40) and are based on people I know: a friend of mine, and a bass player we've loved for decades. The all caps font in the note he writes her is based on how he actually wrote and sent emails to us for years! Hope everyone enjoys!** --Rosie She said no. He just couldn't believe it. He offered...

The Release of Heidi's Rest Pt. 04

by BacchanaliaoftheRedWolf on Sep 23, 2019
Sci-Fi & Fantasy

Part the fourth - In which the circle is no longer needed. Sister Petra had been missing for two days now, and, as the Mother Superior laid out the morning sermon for her sole remaining Sister, she sighed. She could see the glances, not at her, nor at the symbol above them, the symbol of their faith, but the doorway. More specifically, the doorway to the h...

The Contest

by justincbenedict on Sep 13, 2017
BDSM

Benny Price looked a bit discomfited as he entered the Marathon room. There were four guys, kneeling on pillows... Yes, naked as the day they were born, jerking their dicks VEERY slowly. They looked exhausted, and Benny looked at Nora, his beautiful fiancée, and wondered what the hell he was doing here. "You were so busy with work, you've missed the la...

The Set Up Pt. 02

by undermythumb10 on Sep 15, 2017
Fetish

This is the continued story of my life as a sissy and is a continuation from part 1 The Set Up. ***** As I mentioned I am sat tied to a chair with my stepdaughters panties placed so the crutch is over my nose, it's a long story which started when I met and married my wife now Mistress some six months ago. I am now a total submissive sissy cum slut for my...

Innocence Lost Ch. 15

by bradley_stoke on Sep 14, 2017
Novels and Novellas

In Which Dodie compares the relative virtues of Innocence and Chastity; Kedi abandons Chastity; and Dodie leaves the comfort of Innocence. Dodie understood the freedom of Innocence's love-making, and how it would frequently involve her fucking her sister or Kedi, but it did little to lessen the jealousy she felt as Kedi or Chastity would be yelping with ple...

Adventures in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

Merritt came into the Dungeonopolis gift shop with Darrell's chastity belt in her hands, looking exasperated. Hinton smiled. He enjoyed Merritt, she was fun and cute, and they had a flirtatious relationship, though of course he was a good forty five years older than she. Hinton actually was a retired mechanical engineer; he'd had a hobby of building and r...

Slave Spalding

by justincbenedict on Sep 19, 2017
BDSM

One Spalding Tyll walked home disconsolately, his knapsack hanging off his arm. It had now been 103 days since Mother had allowed him to masturbate, and it was hanging heavy on his young balls. Spalding had asked his Mom to dominate him when he finished his first year of college, at age nineteen... Yes and she'd put him in chastity...although he'd had a p...

Master Knows Best

by justincbenedict on Sep 17, 2017
BDSM

Shane moaned as Ansel licked the underside of his balls and then used tiny bites back up his shaft until he got the swelling head. Ansel licked his glans, and then deep throated and constricted my jaws for just the right moment, and Shane wiggled his thighs and shot into Ansel's mouth, and Ansel swallowed greedily before pulling my head off his bloated coc...

Becoming Friends Ch. 02

by mrbillcollecta on Sep 17, 2017
Loving Wives

"What time are we expecting Chastity over for drinks baby?" Stefan quizzed. "About 7 or so and she is bring the Margarita mix with her!" Kenya yelled from the bedroom. He replayed the events that unfolded before him in his own bedroom a few short hours ago. Seeing Chastity tugging and sucking on Kenya's huge 42DD tits was definitely the highlight of his da...