Chastity Cage Boy Stories

115,226 results
Orientation
Length
Source
Infinite Scroll

Understand and Obey Ch. 02

by Denialxx on Oct 22, 2019
BDSM

Thanks for the continuous support, and here's the next bit to the story. ________________________________________ And there he was, an hour later, sprawled across a bench; the machine softly humming to the penetration in his hole. The violation was new to him, the consistent invasion of his hole causing his cage to leak a sweet milk. Daphne looked at him,...

My Journey to Submission Pt. 08

by davetoyboy on Sep 19, 2017
BDSM

This is the eight part of my journey to submission. I suggest you read the previous parts to understand the people and how we got to this part of my journey). ***** The past few weeks with Karen's mom were wonderful. We fell into a comfortable and cozy pattern with my complete submission to her. I went over to her home several times each week. My submissio...

Kellys Sex Toy

by teasedslut on Sep 17, 2017
BDSM

This was agonising. My Princess locked me up in a chastity belt almost a year ago, and has only let me out to edge and frustrate Her cock before locking it up again. Only problem is, I am so incredibly horny that almost ANY woman looks good. Even some guys, now that Princess has got me sucking Her boyfriends clean after She has fucked them. Now I have a huge...

Office Power Politics Ch. 07

by PaulHub on Nov 18, 2019
BDSM

They'd settled into somewhat of a rhythm after the conference. One month her team would perform best, the next month it'd be his. It was healthy competition and the board loved it. Their meetings had continued and increased in frequency, the legs on his desk had started to get a bit wobbly from all the action it was seeing. But as long as numbers were high n...

Marcus Shows off his Pride

by PupTracer on Aug 31, 2020
BDSM

The room was completely black when Liam came back to consciousness again. The first thing he felt was a cool breeze caressing his completely naked body. He moved to stretch his limbs, but realized that he could not move them more than an inch in any direction. Liam lay face down on a platform, his legs supported beneath him. A quick struggle revealed his arm...

Letter from Vines Village

by justincbenedict on Sep 17, 2017
BDSM

I drive a sterilized knitting needle through my son's left nipple. Sowell grimaces, but he is sucking on one of my bloody tampons, and his buttocks hurt from the vicious caning I gave him earlier. I surprise Sowell—when he's coming out of the tub, wet, naked and vulnerable, I charge in with my whippy cane and leave red, bloody streaks all over his slim whit...

Becoming Hers Ch. 05

by fpat97 on Oct 9, 2017
Fetish

Karen tried to be nice to Alex over the next week. She hadn't planned on an extra week in chastity, and she knew it would be tough. Of course, she still expected him to meet her at the door when she got home, and she still wanted her foot rubs. It wasn't her fault that Alex kept kissing her feet and sucking on her toes. Sure, she made him get naked first, an...

Exploring Denial

by Switch90 on Mar 2, 2020
BDSM

Steve was going crazy. He was sure if it. It had been two full weeks since he had felt the sweet release of an orgasm. Two full weeks since he had even touched his cock. It was driving him mad! Steve always had an interest in strong women. He wasn't a weak man, he was as fit and confident as any average 30 year old should be. But he had always been attracte...

The Keyholder

by thegentledomme on Nov 2, 2020
Fetish

The basement apartment was perfect. Perfect location. Perfect size. Perfect rent, meaning that it was low. As Adam stood in front of the row house waiting for the landlord to come out and give him a tour, he hoped silently that she hadn't already made up her mind to go with another tenant. But when she emerged from the front door a moment later, he forg...

Master's Femboy Maid

by KittyAshleyy on Apr 14, 2020
Transgender & Crossdressers

Ocean blue eyes looked back at me as I looked myself over in the mirror. My Master was hosting a get together of his like minded friends and had told me to dress in my best maid uniform. That was a black maid dress with a skirt that barely covered my ass, white gloves which reached past my elbows, a small white apron and fishnet stockings with a black garter...