Punishment Chastity Stories

36,108 results
Orientation
Length
Source
Infinite Scroll

Ocean Blue Ch. 01

by life_is_a_dance on Sep 14, 2017
Novels and Novellas

June 12, 1680 The deck of the ship was filled with men, running back and forth as a gust of wind kicked up, the sails straining against the ropes holding them in place. The little girl stood just inside the captain's quarters, watching the hulking figures strain to bring in the sails. A rumble of thunder and the quickly disappearing light made her guess tha...

Christy Ann, Meet Cephas

by JillianRussel on Sep 16, 2017
NonHuman

Christy Ann was a good girl. At 22 years old, she went to an all-girl college, studying literature; she took mission trips in the summers, and one day planned to marry a good man who she would give her virginity to in exchange for good children. He would travel to uncharted territories with her and help her bring the word of God to the heathens. But Christ...

The Gift

by AllyBlue on Sep 16, 2017
Celebrities & Fan Fiction

I didn't get nervous until after the hostess left me, naked and trussed up like a Christmas turkey, with a leather ring snug around the base of my cock and balls and a string of large, heavy stainless steel beads up my arse. I sort of wished she'd stay a while. She wanted to, I could tell. She knows I swing both ways. Her dark eyes gleamed with far more tha...

Jemima's Tale Pt. 06

by jemimaheart on Sep 16, 2017
Transsexuals & Crossdressers

Part 1 - Jemima Waits for her Punishment. The bedroom is big, with stripped, polished floors covered with large, expensive, rugs in geometric yellows and greys. The large bay windows are slightly open and a gentle morning breeze flicks across the massive, richly-embroidered, curtains. Up against one cream-coloured wall, the bed is also on a grand scale - en...

The Chemical Pt. 02

by mountian299 on Sep 15, 2017
Novels and Novellas

CHAPTER 14 Bobby was eating his mother out. That cum in her cunt was delectable combined with her juices. Soon Dora came standing up her legs almost giving way underneath her. Bobby was content then he asked master, "Could I play with my mother's tits?" Dora spoke up, "Master please he is my youngest son." "Dora you have not learned you're my property t...

Her Gift to Papa Ch. 05

by Kaitlin45 on Sep 19, 2017
BDSM

Day 5 - The Train Ride...His 'Whore' for the Day Kaitlin and Andrew both woke up early the next morning to the blare of the alarm. Her Master had wanted an early start to what he had planned for the day and had set it the night before. Pulling her toward him now, he reached around her to shut it off. Lowering his mouth to hers he kissed her good morning. Sh...

The Rep

by MirageLM on Sep 16, 2017
Fetish

Linda had been pestering him for months to make an appointment to demonstrate the software. She insisted it was state of the art...Something his organization couldn't do without. He hated sales pitches and avoided them at all costs, but she would not let up and he finally relented. Actually, they knew each other quite well. Over the past five years, his or...

The Traveller

by theniteliner on Sep 16, 2017
Novels and Novellas

I am Sebastian Tombs. A Master and a slaver and this is the story of how I started my calling. I make no apologies for not delving deeply into the minds of the women along the way, after all 'a woman is a woman is a slave' and who cares what a slave feels? Surprisingly some of us very much but not in ways you may think. And anyway this is my story and it ma...

Heather & Mrs. Harley Ch. 04

by UBU on Sep 17, 2017
BDSM

CHAPTER FOUR: The Price of Deception? An In School Correction! I made sure to be prompt, early even, for my correction, pushing through the hallway crowds with much more determination than I ever showed toward mere schoolwork. I knew well enough that if I resisted, Mrs. Harley would track me down and have me brought to her, but the funny thing was that afte...

The Bet Ch. 06

by sadkins116 on Feb 11, 2019
Fetish

Editor's note: this story contains scenes of incest or incest content. ***** This is a continuing story about a young college coed who makes a bet with her longtime rival. She soon learns that her bitchy attitude and a stupid bet is costing more than a bit of humiliation, threatening to take over her entire life. Synopsis: Chapter 1, Mean girl Taylor m...