Chastity Money Stories

91,234 results
Orientation
Length
Source
Infinite Scroll

Made to Obey Ch. 09

by madetoobey on Jul 30, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to shemale porn by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). I'd been forced into a chastity cage and made to wear panties all the time. Humiliation was now a daily event. Esther, who had investigated my internet usage on my laptop to see if I'd visited shemale...

Mistress Sauda

by justincbenedict on Jul 31, 2019
BDSM

September Hewitt smiled at Sauda and Mason as they sat in the living room. "I've never done this before-hired a dominant couple to live-in." Mason looked bored, but Sauda smiled at Hewitt and ran a manicured hand through her short blonde hair. "What is your experience with the scene now, Hewitt?" "Well, I have a chastity device, and was seeing a keyholder...

Survivor: Femdom

by pifan on Sep 13, 2017
Fetish

A dozen guys (including me) are picked up for a sex slave game. It pays a truckload of money so we sign a contract to be slaves for a year, disclaimers and all, and then are transported to a warm tropical paradise of an island. There are at least a dozen mistresses on the island probably more. Once we arrive, we are told about the rules for men. No clothes a...

Discovering Mistress Sarah's World Pt. 08

by oneguy4fun on Sep 14, 2017
Transsexuals & Crossdressers

Part 8 -- Complete Surrender Chapter 21 Leaving Behind Joe's Life Mistress Sarah was very pleased with Josie's training and feminization. She was anxious to have complete reign over him so she sent him home a day early to pack up his things and prepare to leave behind his life in the Philadelphia suburbs. "I'm sending May with you Josie," announced Mistr...

His Wife's Fetish Ch. 01

by ArthurSummer2 on Jul 17, 2019
Fetish

Note: This story contains themes of male chastity and light femdom. The themes here will be fairly gentle, but it is still a femdom story, so be aware! ***** James Taylor and his wife Ava lay in bed together in their Sunday night post-orgasmic bliss. They had been together for eight years, dating for five and married for three. Their sex life had been norm...

Slow Descent into Sissy-Hood... Ch. 01

by Slipperylock on Oct 31, 2018
Transgender & Crossdressers

Beta boy beginnings. It started when I was online, lonely and drunk. I'd been at University for maybe three months at that point, struggling along with a Masters degree in Economics. Unlike my undergraduate years, I had decided to live alone in a one bedroom flat - I thought that with more privacy would come more focus. What I hadn't counted on was that wi...

Femdom Vacation Ch. 04

by eatmebeatmeguy on Sep 25, 2017
BDSM

*** Part 4 - Please read chapters 1-3 for the full story *** ************************************** I parked at the strip club and Mistress Alana and Goddess Jana got out of the van. I followed them to the door. A large muscled black man was doing security. "He's with us" they said as we all walked in, not paying a cover. We entered the club and it was r...

Empire of Vampires 1.2.4 Submission

by DarkMarvin_42 on Sep 14, 2020
BDSM

1.2.4. Submission Richard had been analyzing the documents on the chip for nearly ten hours, taking only occasional short breaks to eat and stroke his bound Selene. Only when he looked at the clock did he realize that Selene had been driven from one orgasm to the next for just as long. He was supposed to set her free and let her eat. Richard noted with reg...

A Wedding in Cathedral Heights

by justincbenedict on Sep 17, 2017
BDSM

-Book One Giles stepped into the vestibule, blushing. Keri smiled. She enjoyed Giles, he was a real gentleman, excellent manners, generous tipper...but despite the fact Giles was three times Keri's age, whenever he came to visit, he was like a bashful thirteen year old.He had none of the manipulative guile that Gerry, Keri's fiancee had. In her struggles...

E-Security Extortion

by GuessWhosLocked on Mar 17, 2020
BDSM

Thanks to Yazva, who came up with the idea for the E-Security device and Chastos Labs, and who encouraged the creation of this story! The wind whipped around his face as Jay left the Chastos Inspection Facility, causing the young man to raise his hood and pull it tight. He walked with a slightly uneven gait - one leg swinging out a little wider than the oth...