Chastity Boy Stories

108,647 results
Orientation
Length
Source
Infinite Scroll

Adversity in Buttermilk Falls

by justincbenedict on Sep 17, 2017
BDSM

When Blume and Chloe got home from their BDSM party, they were still shaking their heads over the odd goings-on at the dinner party. But Chloe had a funny smile on her face. "You know, Blume... What's this porn stuff about?" Blume blushed. "Chloe, you have to understand, there's fantasy and there's reality... The whole chastity thing is kind of a fanta...

Chastity Mansion Ch. 01

by Shavvy3100 on Sep 25, 2017
BDSM

Headache... It's cold in here... Am I lying on the floor? Bright light... Can't see a thing, everything is blurred... High heels clacking on the floor... Must be Eve... Did I pass out? "Eve, honey what happened?" "Ah, you finally woke up. Welcome to Chastity Mansion! How does the cage feel?" Am I awake? Can't be, I must still be dreaming. I'm in a room fu...

Letter from Raleigh

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom: What will happen now? Yesterday, Pebbles summoned me from the closet (I undress and kneel there as soon as I come in from work) and instructed me to put on my pink panties and my pink and purple lacy floral print baby doll nightie and high heels. I walked into the living room, and there was Peb, and her sister Faye, and the six guys in my...

Spalding and The Cheerleader

by justincbenedict on Sep 17, 2017
BDSM

22 year old 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. Mother was mad at Spalding... She was going to punish him through humiliation by making him jerk off in front of the hottest cheerleader at Buttermilk Fall...

Journal of a Chastity Slave

by Sub_Leo on Sep 14, 2017
Fetish

To Jackie, who owns my mind, body and cock to this day. * The second my new coworker arrived at the center I was immediately interested. At 5 feet 4 inches, Jackie had dark hair, brown eyes and an unbelievably cute attitude that captured the attention of every person in the workspace. I had seen her around at my high school before but I've never had the o...

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...

Slave Immigrant Ch. 22

by OldGuy1026 on Sep 14, 2017
Sci-Fi & Fantasy

After receiving a cloned body I immigrated 127 Light Years from Earth to Free Skyes. Unfortunately I had to work and pay for that cloned body and I had very few skills a high tech society could use. So it was either I become an Unskilled Labourer or a Sex Slave. I guess Human Recourses had me figured out correctly. All those years in BDSM chat-rooms and webs...

Chastitymomma

by justincbenedict on Sep 14, 2017
BDSM

I've been having trouble with Charles again about the bedtime thing. Really, it's so silly. Eight o'clock is a sensible time to be under the covers, don't you think? "Mother I'm twenty-two and in graduate school!" he begs me. "It's bad enough that you won't let me go out at night, but couldn't I just sit up and watch Mad Men?" So I made a deal with Char...

Marigold Tells the Truth

by justincbenedict on Sep 14, 2017
BDSM

In the Attic Spenlow thought of beautiful Marigold, and how she'd run her pale pink nails all over his cock as he'd been tied down. She'd be in one of her snug powder blue T-shirts, and licking her lips, tossing her long hair behind her shoulder, and he'd squirm, but be completely in her power. I'd started out with them fucking like rabbits, and then she'd...

Pro Domme Assignment Pt. 01

by Dprboy4Dominant on May 7, 2019
BDSM

I once served a daddy dom for quite a while and he set up a meeting with a Pro Domme for me. The following is part 1 of the email report that I sent to him. You had scheduled me to meet Head Mistress S at 5pm so at 3:45 I showered thoroughly, re-shaving my entire diaper area as you directed. I tried hard to scrub around the base ring of my chastity and spr...