Chastity Machine Stories

38,234 results
Orientation
Length
Source
Infinite Scroll

Sub Rosa Ch. 02

by Margotcul on Oct 6, 2020
Transgender & Crossdressers

3. Needless to say my night was -- again -- troubled. I removed and cleaned the vibrator before I went to bed, but the cage remained in its place. I woke up numerous times during the night to painful erection attempts. After my second night with little sleep, I was in ruins. I got out of the bed and left my bedroom. There was no sign of Mael yet. I did my...

My Sissy Cuckold Life

by SissyCuckMike on Jan 2, 2021
Fetish

Hello everyone, my name is Mike and i am now a sissy cuckold. If you don't know what a sissy or a cuckold is i will explain, a sissy is like a cross-dresser but usually dresses up in pink frilly women's clothing and cuckolding is similar to a hotwifing where she goes out on dates and fucks other men without her husband/boyfriend around but with cuckolding it...

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Stocking Sperm Challenge

by wordyone on Jan 1, 2019
Fetish

My sister Dorene was on the phone asking me if I could accommodate her friend Ruby during the Summer holidays. "She's a really delightful woman, generous and easy going, I wouldn't ask you otherwise," said Dorene. Ruby was studying theatre and dance and had to attend a six-week contemporary dance course at the local university. I was certain that my girlf...

The Craftsman

by justincbenedict on Sep 14, 2017
BDSM

F.X. Copeland parked his truck across the street from the Enright's Colonial house. Real nice, these houses, Cope thought to himself. He had grown up on the other side of Buttermilk Falls, in the tenements, but his Daddy had done some of the work rehabbing the various stately mansions here on Buttermilk Hill, and Cope had helped a few times when he was a lit...

FutaCow Farms Pt. 01

by LordofLancaster on Sep 18, 2017
Sci-Fi & Fantasy

AUTHOR'S NOTE: First story I've written in a long time. Constructive criticism is always welcomed. I put this in the Sci-fi/fantasy category, because I think it fits best here. I realize that it could also fit into several others like non-consent/reluctance though. Enjoy ******* The year is 2129. Earth had been united under a single government. Overpopula...

Made to Obey Ch. 04

by madetoobey on Jun 24, 2019
Transgender & Crossdressers

Reprise: I'd been caught wearing my Sister-in-law's underwear and jerking off to a shemale porn site by wife (Ruth), Sister-in-law (Esther) and their mother (Donna). Ruth, as a part of my punishment, was setting me tasks until Esther (who'd taken my laptop and mobile phone) could verify I'd never visited such sites before. I'd been forced into a chastity cag...

Letter from Grand Island

by justincbenedict on Sep 24, 2019
Sci-Fi & Fantasy

Dear Shoeblossom, As an artist of sorts, I remember reading that the writer William Burroughs spent his final years, after his debacles in New York and Tangier, in very quiet Lawrence, Kansas. It wasn't as exciting as Mexico, where he'd shot Mrs. Burroughs' head off while playing "William Tell" with a martini glass so precariously placed...but it was time...

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 Facility Ch. 06

by spankmehard1984 on Sep 14, 2017
BDSM

Chapter 6: The Dungeon Tim and Vanessa's relationship blossomed. They became frequent clients of The Facility. Their sessions almost became routine. They would make small chat with Cassandra, be taken to the Changing Room, handcuffed together in the Spanking Waiting Room. Miss Kate would take them to her Spanking Room where she would spank them with a vari...

The Pump House

by AlinaX on May 11, 2020
Fetish

Inspired by an idea by enigma3 in the Forum. * They say size doesn't matter, but when you are - whether by length or girth - within the smallest five percent of the population, it's difficult not to feel self-conscious about it. It's difficult to talk to women without imagining their horror, their amusement, their mockery, their contempt. Easier to avoid r...