Category Archives: Story

Locktober Part 1: Thoughts From a Solo Self-Keyholder

By Cutieboy90

“Damn…!” The thought of being locked in chastity for an entire month sent a thrilling rush through my being. My dick was instantly hard, and I felt somewhat high. I knew in that instant that my dick had just signed me up to participate in the Locktober challenge. It was already October 1, but not too late to start!

Now, a bit about me. I’m a single 26 y/o gay man, into bondage, chastity, and various forms of light role play and power exchange. But I also have significant trust issues which get in the way of most social, romantic, and play endeavors. So I take care of my needs myself, and engage in self-play. Chastity, of course, is no exception, and I hold my own keys for Locktober. After all, what kind of dom would I be to deny my Number 1 sub of an exciting experience?

gay chastity stories

The first item of business, is the cage itself. It needs to fit properly! The cage I use currently is an “Adaptus” cage from Malechastitynow.com. It fits very well, though it is not entirely custom. The cage is a touch longer than ideal, it’s heavy, and the front bars are just a bit too far apart for total security. It’s a nice, comfortable fit for just under two weeks. But it’s the cage I have, and it’s a vast fit improvement over the Holy Trainer V2 I also own. (That could be an entire article. Another time..)

Continue reading Locktober Part 1: Thoughts From a Solo Self-Keyholder

True Life Part 1: First Visit

By ty dehner

Flight to Meeting

The quest begins. It is shortly after midnight and i’m on a flight bound non-stop to Chicago. i have to question my sanity for flying to a strange city to meet a man i’ve only talked with on the phone and internet to see if i can release control of my life and even put me into helpless bondage.

i am nuts, but you know what, i am excited with the possibilities of what could be. i have spent the last 2 years trying to figure out who i am, and each adventure takes me closer. Is this the jackpot–who knows– but there are things going on here that i’ve not encountered before.

i am at a point in my life where i can move, change my life and submit myself to a structured loving life. Sir and i have many interests and i believe he has many dreams to see come true. i would be very excited to a part of those dreams, as well as help make them become a reality. And i have hope that he can show me how to make my dreams a reality and will want to see my success as much as his. For only when i am successful will i know how strong our bond is, for i know he will take me to levels i’ve never dreamed. Make me a man unlike any other. For me giving up control to him is truly my decision, and only mine. And i know he will know that. i will challenge him for that release. For i can only respect him when he respects me for what i can do for him and when i have reached who i am.

Continue reading True Life Part 1: First Visit

Bro to Ho – Part 4: Gabe’s Story

By Cutieboy90

“Show some respect. This is Ari’s brother!”

The words are still as chilling now, as they were then. I still see his face, as he sat there sipping a pumpkin spice latte. How could I have missed it? He even looked like he could be Ari’s brother. Maybe that was why I’d been so aloof at first?

I’m still wracked with guilt. Ari and I had been friends. Close friends, classmates, and frat brothers. He was straight, I was gay, and though we did make out a couple times, it never meant anything. We were bros, and friends forever. Until suddenly we weren’t. He got married to his perfect woman, and they had a son. But then he was in that accident, and it all ended so quickly. We never got closure, but his wife and son visit the University every year. I since dove into my masters studies, work, and started drinking more.

His name is Robert. He’s like a cuter, younger version of Ari. The same dark eyes, and a old-world calmness about his manner. Unlike Ari, he’s shorter, a little hairier, clearly gay, and kinkier than one could believe. Watching what he was doing with Shawn was both terrifying and fascinating.

Continue reading Bro to Ho – Part 4: Gabe’s Story

The Game by Jim – Part 1

By Jim

David stood in his complex’s lobby, staring down anxiously at his phone. On it was the logo of the Game, along with a countdown: “00:00:01;24”. That damn timer had been ticking down for what felt like an eternity. For David it practically was; he’d been waiting for his chance to compete for almost 4 months now. 4 months of evenings filled with cruel tortures, mind-numbing tasks, and above all the aching, unrelenting pangs of horniness. This month had to be it. It would finally be his chance for release, he could feel it!

His heart raced as the timer ticked down to the very last seconds: three, two, one…

 This month’s contestants are: #37, #29, #14, #43, #20

Stand by for orders at 20:00 hours, EST. Failure to report is punishable by a penalty month; repeat offences will result in automatic forfeiture.

David’s heart sank. Another month of waiting! How long until he’d be able to get even a chance at his freedom? Dejected, he headed for the stairs.

Continue reading The Game by Jim – Part 1

Earn It Pup – Chapter 1

By Pup Shaggy

It was then and there that I found the second of my most favourite sounds, the first being the subtle ‘click’ of a padlock closing. I shook my head from side to side, hearing the metal jangle about. I must have had the biggest grin on my face because Alex had one too… Master Alex I should say… His collar, his name tag, his house… that’s who he really was now.

He’d given me the small leather box as soon as I entered his house. I’d been nervous, and rightly so. He hadn’t said anything, just smiled as he led me inside, and handed me the small box without a word. His lime green eyes stared at me thoughtful, and his smile was welcoming. He could tell I was nervous… I could feel the sweat under my arms… which only made me more nervous.

But then I’d lifted the lid of the box to find a supple black leather collar, 3 chrome D-rings decorating the outside of it. The buckle too was chrome, the pin ending in a small ring for a padlock to keep the whole thing on.

But most importantly, at least for me, was the name tag; a large silver bone clipped to the centre D-ring lay there, glinting in the hallway light above me. “Pup Shaggy” etched into it. The look I gave him must have been to his liking because he enveloped me in his arms laughing.

Continue reading Earn It Pup – Chapter 1

10 Days in Detention – Part 21

By socalbd

NOTE: this story has not been updated in a while. To start at the very beginning, click here.

I remained kneeling in the center of the dungeon for a while. I thought back to the last few hours and how Dan treated me with kindness and acknowledged there was more than a connection between us. I looked forward to being able to explore that in the future. But for now I waited for what would definitely be a painful and difficult experience.

I continued to ponder why I wanted this. What drives a man to submit willingly to another man whose intention is to inflict pain, humiliate and subjugate his prisoner? It’s carefully carried out and both men enter into the arrangement with full knowledge of what will happen. At the conclusion both men appreciate and thank the other for the opportunity to engage in these real roles. Why do I want to experience pain? Why do I want to be made to service John and Dan? Why am I attracted to them and this play? I guess I’ll never really know or perhaps don’t really want to understand. It fills a purpose. It fills a need. And here I am, naked, handcuffed, on knees waiting for the next punishment and training period.

I heard the door open and immediately my pulse quickened. I felt their presence in front of and behind me.

Continue reading 10 Days in Detention – Part 21

ImmobileRestraint – Chapter 6

By Pup Nitro

Hey everyone! It’s been a long time since I’ve added to this story. Recently at an event I was approached by a fan who said he’d missed the installments, and it really motivated me to start writing again. Thank you all for your patience, there’s a lot more to come! To start at Part 1, click here.

—Nitro

 

When we last left Ian and Jake they were leaving the gym after a grueling workout. In the gym Ian calls the shots for them both, but outside the gym Jake controls everything. Jake has been locked in a metal ball stretcher for two days now and his large thick cock is safely sealed in a steel cage. After their workout Jake worked an XL butt plug into Ian’s tight hole and they are heading out to start what will prove to be a hard weekend.

“See you at the house, fucker. Go straight there, you won’t need anything from home,” Jake said, leaning in close and pressing on the base of the thick plug as he talked to his new property. Just a couple days ago this boy had no idea that his friend was also “ImmobileRestraint” online, the pics he had jerked off too so many times. He still has no clue just what the man behind that profile is capable of.

Ian carefully got into his truck sitting down very gently on the massive invader in his hole. This is by far the biggest thing he’s ever had in there, and according to his cock spreading the huge wet spot on his shorts he is really enjoying it. He watched SIR start to drive away and he put the truck in gear to follow him. Thinking about the weekend ahead the wet spot just kept growing. Every small bump in the road translated to a groan of pleasure from the firetruck parked in his hole. The drive took about ten very long minutes before pulling up in front of SIR’s home. If the neighbors had any idea what was kept in that house…

Continue reading ImmobileRestraint – Chapter 6

Bro to Ho – Part 3

By Cutieboy90

The rest of the semester flashed by in a blur of exams, finals, studies, and presentations. For me, it wasn’t a big deal, it was just the end of another semester. No distractions, no worries, just the expected tedium and routine. I knew it was very different for Shawn, and the idea of a whole house of horny, stressed out frat boys using him harder than usual was one I jerked off to most nights when I had the time to do so. The other image I got off to? Well…

Billy called at the end of Thanksgiving break, with a top-secret agenda. Before I’d volunteered Shawn to be the house bitch, Billy had been considering someone else: Gabe, a hot, muscular stud with a quick temper. The sinewy young man had short sandy blond hair and deep grey eyes, perfect grades, and was a valuable asset on both the wrestling mat and the football field. He’d returned to grad studies after taking some time off. Billy’s idea was to temper Gabe’s hot-headedness by locking him up and humbling him until he learned to keep his cool. As Gabe was an openly gay member, the bitch duties wouldn’t be as much punishment, rather a reward for improved behavior. The only real catch was that Gabe considered himself a total top, an alpha, like most of these guys thought of themselves.

First things first though, Billy wanted me to check Shawn’s progress myself. Surely I could also see what I thought about Gabe too at the same time.

And that’s how I got an invitation to the party.

Continue reading Bro to Ho – Part 3