Gay Chastity Cage Sissy Stories

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Infinite Scroll

Owned by a Ghetto Bitch Pt. 09

by FantasizeAndRealize on Aug 28, 2017
Gay Male

Tyrone moved into my apartment the next day. With his move in, drastic changes occurred to my life. These changes turned my financial, social and sexual world upside down. I go to work everyday and pay all of the bills on my apartment. Sholanda spends my paychecks to the last cent. I see all of the new things that she buys Tyrone. I barely have enough money...

Bitch Dick Twitch

by cockmachine on Aug 18, 2017
Gay Male

First duty of the day. I slide my shaved-smooth body nimbly from the sheets and tip toe into the bathroom. I quickly take care of any errant stubble and look myself up and down in the mirror. I am 19, skinny, about 5'10" with short brown hair and blue eyes. Aside from the slightly-too small lace thong I am wearing, I am nude. That is, if you don't include a...

Progression Ch. 05: Overnight

by klapperz on Mar 27, 2018
Gay Male

Nathan got showered, making sure to use his syringe only two times. He dried himself off and got changed into his leather locking pants. He put on some tracksuit pants and a t-shirt, before heading out the door almost running to Ryan and Jacks. Finally, he was standing outside their house knocking on the door. "Well aren't you eager?" said Ryan. Maybe it w...

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...

Progression Ch. 09: Punishment

by klapperz on May 1, 2018
Gay Male

Once again Nathan found himself lying awake beside Kevin, who was sound asleep. All that was running through Nathan's mind was having Kevin's cock thrust into his ass. Unable to sleep, Nathan sat up and turned on his laptop to watch some porn. He logged into Ryan and Jacks porn channel and watched the videos. Each one made his cock fill the cage more each t...

Chase Becomes Chaste Ch. 04

by growing_interest on Aug 22, 2017
Gay Male

Chapter 4: Dogged Determination Synopsis: With his powers seemingly exhausted, our narrator recruits help to keep Chase in his place. **************** I awoke with a throbbing headache. I felt hungover. The sun shining in through the room's many windows strained my eyes. As much as I just wanted to stay in bed, eventually I pulled myself up so that I coul...

First Scene

by kinkfiction on Jan 15, 2019
Gay Male

It all depends on you in the end. You need to decide if you want to take pride in your submission or do you want to be humiliated by it. Would you like to be treated like a prized possession, to be placed in ways I find pleasing and, in exchange, have all your needs be met at my whims? Or do you want to be treated like a slut, to be taken as many times and b...

Glazed and Filled at ABS

by Cumpup39 on May 12, 2020
Gay Male

When i finished preparing for the evening, douching out my sissy cunt, shaving and lubing, i went out to the living room where Master was waiting and presented myself. Kneeling on the floor and putting my hands behind my back, i cast my eyes to the floor and waited. After a moment, Master got up and i heard him approach. He looked me over and ran his big, r...

Master Jakob and Seth Ch. 16

by and9993 on Oct 9, 2018
Gay Male

Chapter 16 - Date night After breakfast, Master went to the living room and got on his laptop to prepare a schedule for his crew at work. I picked a spot on the floor by his feet and sat down there. On occasion he'd reach down and run his hand through my hair but was mostly focused on getting the schedule done. At one point he stopped, looked down at me a...

A Night at the Movie turned me Gay Pt. 02

by jamtby on Oct 12, 2020
Gay Male

Entering the room immediately caused my stomach to churn with excitement. Something about entering a place where strangers are in control and you anticipate being involved with sexual activities. The what, why, and how remained a mystery. This only added to the combination of nervousness and excitement. The woman with a strangely deep voice said, "Welcome...