Chastity Boy Stories

108,647 results
Orientation
Length
Source
Infinite Scroll

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...

Kate's Heavenly Hell Ch. 06

by Duke567 on Sep 18, 2017
Group Sex

If you aren't into chastity stories, please don't read, and don't leave dumb comments. If you have read the previous chapters, you know how I have been locked in chastity for 5 weeks, and desperately need out. ***** I waited until Kate had completely removed the high security metal cage from my cock before I took the blue Viagra pill. I really couldn't b...

Three Tests

by Switch90 on Sep 25, 2017
BDSM

Like all of my stories, this was originally an email to my wife. Hope you enjoy how I get out my sexual frustrations. ***** I'm on my knees, naked accept for my chastity device and a collar around my neck. You're wearing knee high boots, black panties, and a corset. It's Friday night and you told me that if I was good this weekend I'd get a chance to cum....

Master Noah's War Ch. 01

by RedShambhala on Jan 8, 2018
BDSM

"Master Noah's War" is supposed to become a long-running "series" with a multitude of characters, and both maledom as well as femdom elements. The series will be largely, albeit not exclusively, heterosexual, and also involve queer elements, bisexuality, a twink/ish femboi character, etc. Furthermore, I imagine a kind of low fantasy setting with a few Gore...

Mistress Starla Proves Her Point

by justincbenedict on Apr 16, 2018
BDSM

Porky was weeping bitterly, and at the same time, his dick was straining, and quite excited. Who was this girl? Starla was his friend Spalding's cousin, and he'd seen how she enslaved him--Olivarius, the school's intramural lacrosse coach had told Porky that Starla had taught him how to suck his own dick... Several young women of Porky's acquaintance foll...

Feminizing First Step Ch. 04

by antares34 on Dec 10, 2019
Transgender & Crossdressers

(All characters are age 18+) It has been months since my mom and therapist started my sissy transformation. So many changes have happened! Shortly after placing me in a chastity device, they revealed to me that the "male hormones" I thought I had been taking were in fact just the opposite -progestogen and testosterone blockers to be specific. To be honest...

Inescapable Chastity

by blue0011 on Sep 28, 2020
Fetish

Note: This story contains chastity themes, anal penetration, female domination, mild consensual non-consent, and a bit of science fiction. "100% guaranteed inescapable chastity," the ad promise on her laptop screen. She flashed a brief smile at the possibilities. With a click of her mouse, it was on its way to her mailbox. The tall, thin man was still sta...

Evil Slut Bride Ch. 09

by PeterOmez on Sep 18, 2017
Loving Wives

Even though it did turn me on to think of my hubby walking AN HOUR to get to work, it was also a little inconvenient for me at times. If I wanted him to be home earlier on some day, I'd give him bus fare for that day, or I might just go ahead and drive him to work, and pick him up when he got off. I didn't drive him to work just because it was a nasty day, t...

Meghan's Revenge Pt. 02

by AnonymousHoppingBunny on Apr 28, 2020
BDSM

Mike had felt nothing but anger toward Meghan after being left handcuffed to the chair, denied, and in chastity. It had taken him hours of struggling to free himself from the chair and finally negotiate the key from the melting puddle of ice. Yet in addition to his murderous anger and desire to get back at Meghan, his sexual denial had left him with her body...

Princess Jazmin Ch. 01

by subboy129 on Sep 14, 2017
Fetish

My name is Dave and I am a 27 year old man living in Connecticut and I have a great job, my own place, a nice car, and live a pretty normal life. Other than the fact that I am extremely kinky and love dominant women and wanted a Domme. This is a story about how I met Princess Jazmin. I was home one night and was screwing around online, looking for something...