Gay Chastity Cage Milking Stories

2,387 results
Orientation
Length
Source
Infinite Scroll

Marking the Decades

by KeithD on Nov 18, 2019
Gay Male

Chapter One: New Year's Eve 1989 There were four of them on the bed in the second-floor master bedroom of the Baccarat Hotel and Residence Condo building on Manhattan's West 53rd Street, conveniently located near the Broadway theater district. The caterers were downstairs in the living area doing last-minute preparations for Ted Sullivan's early-evening buf...

A Boy Who Came In from the Cold Ch. 01

by SadieRose on Apr 3, 2019
Gay Male

"This is a story for my friend Ant, aka Sirkillabutt, who fancied a session of his own with Rayne. It is quite unusual for the early stories as it's nice to have Ray pleasured intensely (if roughly) for once instead of just used and cast aside. (BTW. I am not advocating that ANYBODY should try the icicle scene at home!!) "If you're not into bondage and ene...

Magical Desire

by SkylerLuv on Feb 26, 2019
Gay Male

Authors note: Hey guys! I highly (HIGHLY) recommend that you check out my Hazel story. This is a spin-off and you will get more insight to the plot and characters. If you decide not to, that it perfectly fine, I tried to write this so you're not too lost. I have my reasoning for writing this story under two categories instead of one. This is my first time...

My Married Friend's Son

by DavidPatrick on Sep 19, 2017
Gay Male

(Part One) I had known "Trick" (short for Patrick) since his third day. I was with Rob when he got the news that the water surrounding his second child, and first son, had broken, and I visited them all in the hospital 72 hours later. I babysat Trick and his older sister, "Sonny" (short for Jackson), regularly while he was a toddler. Trick was often in a C...

My Handyman

by robcub32 on Sep 14, 2017
Gay Male

I walked into the restaurant and looked around for my friends. I saw Walt waving at me and I headed over to their table and took a seat. My friends Walt, Chip and Byrne were already seated at the table waiting on me to arrive. Walt is my best friend. We met the first day of high school. At that time, we were both closeted gay boys and we somehow gravitated...

Iron Rose Ch. 05

by vanalas on Jan 28, 2020
Gay Male

Comments, critiques and tips are welcome. Miguel Powers aka Wild Flower aka Iron Rose. Hello guys and welcome to this hot chapter of "Iron Rose." I would like to thank you for your love and patience guys. I really appreciate it and I love you too. Don't forget to drop your comments, whether positive or negative. Now, dive into a tale that has got us all h...

The Lawn Rangers Ch. 15

by texaswade on Sep 14, 2017
Gay Male

The summer after our senior year my best friend John and I got the bright idea to start our own lawn mowing company to make money. We had both been unable to find any sort of work and were pretty desperate. With a little help from our parents we were able to buy a couple of used lawn mowers, a gas-powered trimmer/edger, and a couple of gas powered blowers, t...

Chase N' Justice

by Shy_Bottom69 on Sep 1, 2017
Gay Male

Standard disclaimer: This is a work of fiction. Warning: There are elements of non-consensual sex. The story takes place in Dixon County, South Carolina. Please, don't try to look it up you'll be disappointed, it doesn't exist. If you are desperate, there are enough clues in the story to figure out which county I'm patterning it after. Any similarities with...

Sun Bird

by funky_quill on Sep 14, 2017
Gay Male

~One~ The white, ethereal mare ran at break neck speed along the wide cobbled road that led to the elf city, hidden from the prying eyes of the world by powerful enchantments. It almost seemed to take flight for a few moments as it passed over the crest of a small stone bridge that arched over the flowing crystal clear waters of a small creek that no one ha...

The Porn Star and the Prostitute

by ladyroxanne21 on Oct 12, 2020
Gay Male

Chapter One Dylan "Alright my lovelies! You know how much I hate to disappoint all my cherished viewers, but I haven't had a weekend off in months! So after I finish up here, you're just going to have to satisfy yourselves with watching my videos until I come back online. Sorry! I'll miss you all as much as you miss me, I promise!" The comments that poppe...