Warning, this is a little of a slow burn with a good section of context. If you’re just here to strain or jerk off, skip a tad.

My (19M) best friend (19M, let's call him Tyler) and I go to the same university. We met early our freshman year but really connected during the Spring semester. For some background, Tyler is an athlete, naturally fit. Not insanely muscular but just well-defined muscle and hella strong. I, on the other hand, am pretty average if not a tad fat. Since the Spring, we have gotten very close, completely open with each other about most everything, including anything sexual.

He's known I was gay since the first day I met him, when I actually asked if he was gay, intent on asking him out. Unfortunately for me, he said that he was asexual but heteroromantic. To him, sex just wasn’t anything special. Though, he mentioned that if he found the right girl he would have sex with her.

As we grew closer, I came to learn that, since he was asexual the longest he had gone without cumming was over a year, to which I responded impressed, saying that my longest was only just under 4 weeks. I joked that with him not cumming so long, he might as well buy a chastity cage and give me the keys to which he laughed.

Fast forward to this fall semester. We had chatted over the summer; he met a girl and they even moved in together in an apartment building next door to my building. While Tyler helped me move into my place, he grabbed my duffel bag where I keep all my sex toys and remarked on its heft. Laughing, I said it was my sex bag to which he responded with his signature raised eyebrows and grin.

Afterwards, we went to get things for my apartment, Tyler, his girlfriend, and myself. On the car ride, I could see why they were such a great match; she was just every bit as open as me. Apparently, Tyler told her everything I told him about myself so there was no catching up to do. She told me how over the summer, they got into trying a lot of different kinks, mainly based around BDSM dynamics.

Since then, all three of us have been just as open as Tyler and I once were. Tyler even told me about 6 weeks ago that his girlfriend opened an OnlyFans. I responded letting him know I’d support her by subscribing, hoping that I could maybe find a sex tape on the page… oh boy was I excited when I scrolled through and saw a cock.

This stud that I have grown to admire for his masculinity had a beautiful cock, slightly curved upwards, above average length. Thick. Nice pink head. And he was fucking his girl. I could tell that curve was hitting her in all the right spots, and I realized then that I was feeling something new for him, a desire to submit.

Now that he knew I had seen his cock, he openly sent me pictures of himself nude, whether it was just a nude or a video of him pissing or fucking. Never masturbating though. I guess he just had no desire unless it was with his girlfriend. On the other hand, I’m sure he knew I was jerking furiously to what he sent. If anything, he probably derived some satisfaction knowing how wild he was making me.

As we joke often, I’m sure it was no surprise to see the question I sent yesterday morning…

“Want the keys to my chastity cage?”

He just responded with a line of eye emojis saying “[girlfriend] is home if you want to give the keys to her.”

I laughed, “so you’re both gonna keep them now?”

“Si papi,” he never failed to be a complete goof, likely sure I was kidding. The conversation diverged when he asked if I wanted to hang out. I of course agreed but then asked, “what if I told you I wasn’t kidding?”

“Give me the damn key then lol” I was straining, dick pressed completely up against my cobra size N.

I responded nonchalantly but submissively, “if you want the keys, you can have them. I need someone to take them.”

“Lol.”

“You’re gonna have to decide when to give it back to me?” I asked.

“Yeet. Which is never…” I gulped. Was I really about to do this? Tyler had gone over a year without cumming, what if he expected the same of me?

I told him that I would give him one key and keep the other sealed with a numbered tag for emergencies. I suggested that he could just put his key on his keyring to which he jokingly said “and this is my best friend’s chastity key!” After arranging a couple more details, we agreed to meet sometime tomorrow. It was now late in the night at that time. I headed to bed, a very leaky mess.

I woke ecstatic today, excited to finally give Tyler control over me. At the same time I was nervous, how long would he actually expect me to be locked? A week. A month… a year? Shit. At the same time, I was wondering, would he be able to do this? Would he just give the key to me as soon as I asked? I had to make sure he was really going to do this.

Excitingly awaiting his arrival, I took my key off my keyring, preparing to give it to him. I put it in my pocket and headed to the lobby where I found him sitting there, athletic tights and socks and slides on. Fuck it’s like he is taunting me with his feet, knowing that I have a thing for feet. Oh, fuck his ass was so perfect, and I could see his bulge through the dark grey tights. I was already straining. We headed up to my apartment. Once in the elevator, I reached in my pocket to finally hand him my key. It wasn’t there…

Fuck. Had I seriously just lost my key? Was this a sign I shouldn’t give it to him? I looked around panicked as he laughed and sat on my couch, grin on his face. He didn’t even help. He was enjoying me coping with the reality that I may not ever escape. I could already tell this was definitely going to be the right man to hold my key.

After searching for a few minutes, which felt like 30 to me, I found the key. The shiny piece of metal in my fingers. I looked down at it and then to him. He already had his keyring out and looked at me expectantly. No turning back now. I handed my key to him.

“You won’t be seeing this for a while,” he warned with a signature smile.

We then headed out to get groceries, both of us needing to restock after a successful Thanksgiving. The conversation started with him asking how I got into chastity. I started wearing a cage 5 years ago after discovering them online. I knew I needed to be locked. Since then, I had been locked on an off. Once I was legal, I experimented with online keyholders but never felt much connection, much desire to stay locked. Who cares if I came? This guy on the other side of the country can’t control me. I don’t owe them. Too quick was I to just unlock with the emergency key.

“Are you wearing the cage now?” Tyler inquired.

“Yes,” I meekly responded. He smirked. Damn this dude could control me with a glare, sending me to my knees with just an eyebrow.

The rest of the conversation went quite normal, as did our shopping. I didn’t want to push him too far. I was at least semi hard (as much as the cage would allow) for most of the trip, watching this normal guy, who was deeply engrossed in buying vegetables to fuel his body, knowing that in his pocket held the key to my dick.

When I parked the car in my apartment, we grabbed our groceries and headed to the elevators. He would have to go down to the lobby while I headed up to my apartment. We said a brief goodbye. However, as he stepped into his elevator, he looked right at me and more declared than asked, “you know you’re never getting this key back.”