Chastity Boy Stories

108,647 results
Orientation
Length
Source
Infinite Scroll

The Birthday Party

by selenium on Sep 13, 2017
BDSM

It was summer once again. The trees had since turned back to their deep greens and the flowers blooming with their sweet scents. Butterflies floated thru the air as the wind lightly blew thru my sun lightened hair. I gazed out the window of the car as Master drove us to the cabin in the woods. “By the time we get there the boys will already be there” He sa...

Charlotte's Ivory Pleasure

by FlaubertinEgypt on Sep 15, 2017
Toys & Masturbation

As Charlotte got down off the tour bus she was aware of two things almost at the same moment, that she was feeling strangely sexually excited from the jolting and vibration of the bus, and that the on-site tour guide waiting for them to disembark was the most beautiful man she had seen in a very long time, a trim, even androgynous and slightly sinister Cambo...

Madder Max Ch. 06

by markedas on Sep 15, 2017
Novels and Novellas

***Please note that all characters in this story are over 18. Also, this is my first story that I have submitted to literotica so if you like it please comment! This is intended to be a TEN part series of which this is the SIXTH part, so please read the others! Max could hear the crowd roaring. Tina had suggested he wear his jacket to add to his "characte...

Internet Dating Ch. 02

by MisttressPayne on Sep 17, 2017
BDSM

For the next few weeks, Carolyn and Pete talk constantly, planning their next meeting. Carolyn was obsessed with his cock, she couldn't stop thinking about it. She dreamt about it at night and was no longer satisfied with the mascara she had always used to masturbate with before. She was still very tight, unable to force two of her own fingers inside her for...

Old Friends Ch. 04

by EmeraldSolitaire on Sep 13, 2017
BDSM

Patrice left me watching the DVD for a while. Then she came back into the room. "Such a good boy you are Jackie. Laying there all tied up. Can't go anywhere. Sucking on my panties and you know you like it." "Mmmppphhhh" is all I could say with those tasty panties in my mouth. "What would you say Jackie if I never let you go, if I took you with me and...

The Girls of Club Aphrodite Ch. 03

by FreddieTheCamel on May 12, 2020
Erotic Couplings

Sabrina Someone once said that the difference between paid sex and unpaid sex is that unpaid sex works out more expensive. That might even be true: if I were to spend a week adding up what my ex-wife cost me and divided it by the number of fucks, I'd probably spend the following week banging my head against a wall. Still, two hours with Fatima had cost almo...

Deliciously Unkind

by ilovebananas on Mar 2, 2020
Erotic Couplings

You know what, it is absolutely amazing when you are somewhere out in the countryside where there is no buildings around or people and you just happen to see the sunset. It was one of those really spectacular summer days in Australia and I cannot quite remember where we were but as I said, there wasn't a single person around. The sky started to turn to a pur...

Sue and Me Pt. 11

by schmoe90 on Jul 29, 2019
Exhibitionist & Voyeur

Sue called me and said she was thinking about entering a wet T-shirt contest, and wanted my help. We agreed that I'd go over and we'd talk about what she should wear and do. I hopped on the motorcycle and headed over to her place. My first suggestion was to go and watch a wet T-shirt contest, so we knew what we were aiming for, but she decided to just wing...

Far Pangaea 92: Cold Shoulder

by SZENSEI on Aug 27, 2018
Sci-Fi & Fantasy

Madigan Ridge watched in a ghostly horror as her daughter slammed dead on into the frozen tundra below. In phasing through the ship following Sophia's descent she could not keep up, drifting slower toward the steaming pit she lay in. What was worse as she floated in the shadow of the Ganthorian starship X'Orr, now commandeered by the deceptive Orin Ridge she...

Memoirs of a Lady Ch. 10

by JUDO on Sep 12, 2017
Chain Stories

Chapter 10: The Yellow Rows of Taxis I awoke this morning feeling uneasy. My usual daily routines did nothing to steady the sudden jangle of nerves lying just beneath my composure. The warm weather of late summer had cooled, darkening as a storm stalled over the coast from northern Africa. Perhaps that was it. Perhaps it was the overcast skies. As I have b...