Gay Chastity Cage Milking Stories

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Naked Scott Ch. 05

by tattoo_dragon on May 12, 2020
Gay Male

Writer's note: this scenario contains extreme dominance and submission as well as master/slave role play. Just a heads up in case that is not your cup of tea. *** At eleven o'clock on Friday night, there was a knock at my door. My body jumped to attention. My cock started getting hard as I went to let him in. My hand was trembling slightly as I raised it...

Rubber Puppy

by RbbrAndy on Sep 14, 2017
Gay Male

After a busy day at work I eventually left the office later than normal, I headed to the local train station to catch a train home. Things were clearly not going in my favour as I soon discovered that all trains had either been delayed or cancelled due to an earlier incident at another station nearby. I decided that instead of waiting for a train that I woul...

An Evening with Master

by SlaveJ2718 on Aug 18, 2017
Gay Male

I stood at the corner, looking down the block to Master's house. The bright May sun and the cloudless sky stood in stark contrast to the thoughts running through my head. "Sir will be expecting me. I can't stand here all day. I can do this. I have to do this," I thought. I had just walked up the hill from the train station, like I do every evening after work...

The Beginning of a Weekend

by LthrBndBy on Jul 13, 2020
Gay Male

This is pure fantasy, fiction, but a little bit of hope embedded. It's Friday, I'm leaving work, and I drive straight to his house. It's about 2 hours and I spend every weekend up there, serving him, pleasing him, attending to his needs, and in return, he takes care of me. I pull into the driveway a little later than normal, traffic was a nightmare, as i...

His Plaything Pt. 01

by Cumpup39 on May 22, 2019
Gay Male

The hotel door was unlocked and open just slightly as he ordered. I was on my knees, hands behind my back, facing the door. My body was freshly shaved and my aching cock was bulging painfully inside my steel chastity cage, the only thing I was wearing besides my collar. Sir would be here very soon and would find me just as he wanted. This would be my first...

Nephew's Readjustment Pt. 06

by bart_allen on Sep 14, 2017
Gay Male

This story contains femdom, gay conversion, extreme humiliation, BDSM aspects, mind fucking and frankly, is fairly extreme. If you enjoy it, please check out Power Trip, by wally_west, who inspired this story. Comments, ideas and feedback are welcomed and sought after! ***** Cynthia spent the first few days of the week getting Nicholas accustomed to anal o...

Chase Becomes Chaste Ch. 02

by growing_interest on Aug 22, 2017
Gay Male

Chapter synopsis: While Chase loses his property and his dignity, our narrator takes possession of his new condo and his new boy. *********** The movers arrived bright and early. I had just awoken from a pleasant sleep, dreaming all night of how I could punish Chase next. I felt refreshed and empowered once more. It was that same sense of certainty that ga...

Genetic Excellence Scholarship

by snovise on Sep 13, 2020
Gay

"'Mr. Green, Thank you for applying to the Genetic Excellence Scholarship program. Your DNA satisfied 26/74 parameters. We regret to inform you that you have not met the requirements to receive GES funding,'" read Caleb, the third of the group to read his Genetic Excellence Scholarship application results, "I guess my jizz isn't up to par, eit...

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The Hanky Code Pt. 03

by His_fag_wife on Sep 14, 2017
Gay Male

The agreement pt 2 "Don't worry though, it won't be going out on the net to be freely accessed by just anyone," the Master's assurance came as a wave of relief. I almost felt bashful as he seemingly suppressed a laugh knowing that he'd had me going for a few seconds. "This will just be films for a hand-selected few special clients with highly developed...

The Pictures Ch. 05

by Mike Cindy on Aug 17, 2017
Gay Male

I woke the next morning and checked the house before leaving for work. I made sure everything was in its place. I hoped my wife would be home tonight and I didn’t want any problems. Jack called me about 10:30 and said, “you’ve got e mail”, and hung up. I opened the mail and saw 2 pictures of me dressed in female clothes; the poses Jack had put me in last n...