Gay Gay Chastity Stories

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His Plaything Pt. 03

by Cumpup39 on Jun 5, 2019
Gay Male

I considered my current situation. I was standing naked in a hotel hallway, wearing only a stainless steel chastity cage that contained my throbbing and swollen cock. I had a load of dried cum on my face that had been left there by a man I only knew as Master. He came to my room, handcuffed me and fed me his cock and cum, except for the part of the load I n...

Guys' Retreat Pt. 03

by Cyanlot on Jan 20, 2020
Gay Male

Part 3: Serving I don't know when Vince came into the bedroom. Amazingly, I got to sleep quickly and slept soundly until about 7:00, when light came streaming into the room. I looked over and saw that Vince was still asleep in his bed. I didn't want that to change so I very quietly got my clothes together and tiptoed to the bathroom for a shower. A long ho...

Naughty Boy Ch. 02

by fantaseeboy on Sep 1, 2017
Gay Male

I'd always been embarrassed and ashamed of my body. I suppose I had an image of what a guy is supposed to look like in my head, and that isn't me at all. I had to look up at nearly everyone I'd ever known. The first time Sam picked me up in his arms he laughed and said I couldn't weigh more than a buck soaking wet! Well, that's not quite true, but it's close...

Part 05: The Steel Cage

by irishmile2001 on Sep 28, 2020
Gay Male

How did I get to this moment? Kneeling on the floor next to Master while he sat on the sofa reviewing his paperwork, my dick was in a metal chastity cage, and gay porn was streaming on the laptop in front of me. I was compelled to watch two Brazilian hunks suck each other before one mounted the other and started fucking. I was horny but the cage stopped my d...

Training My Unwanted Roommate

by asdvPenguine on Sep 14, 2020
Gay Male

I applied for a single dorm room even before I was accepted to the college. Not that I was anti-social, quite the opposite, but I was appalled by the idea of sharing a bedroom with a stranger. Still, it seemed I was out of luck. With only days left before the semester started, I had to accept a double. To make matters worse, neither of my parents had the t...

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...

Master Jakob and Seth Ch. 09

by and9993 on Aug 13, 2018
Gay Male

After putting my butt plug in I went back upstairs. I hit the app on my phone which reinflated it to the last setting by Master. He warned me about the soreness and he was right. I had never felt this type of internal soreness before. Even my dick felt like I had spent the last hour cumming. Although I wanted to take advil, I understood where Master was comi...

Fun and Games Ch. 02

by Arten10 on Sep 2, 2017
Gay Male

Fun and Games - Chapter 02 Recap: As Leon didn't know anywhere near as much about the gear you can get, Jason showed Leon some websites that had loads of different stuff on - gags, clamps, restraints and numerous other things to secure a guys balls with. You name it and these websites had it! Leon couldn't believe this. With every day that went past, Leon'...

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...

Cum Over

by sickoboy on Oct 22, 2019
Gay Male

Damian walked out into the sunlight and immediately felt the humidity in the air. The contrast from air conditioning to summer afternoon was like a rolling oven blast. Damian had thrown on a cotton Hawaiian shirt, and a pair of jean shorts, frayed at the cut offs. On his plump feet, he wore a pair of sandals. Today Damian was going commando. As the heat boun...