Chastity Challenge at a Gay Bar

So I was once at a party with friends who went home one after another. At around midnight it was just me and as you might imagine I was a bit drunk. I decided party is not over and went to this local gay club. It sadly no longer exists, but it was this Blue Oyster type of establishment. Leather, light BDSM, fuck club. I had arrived and found out it was "all naked" theme party in progress, so I went with the flow. I was there for about an half an hour, warming up, getting more drunk when this fella spoke up. He was around 30, muscular, but not ripped. Just the right amount of muscle. Thick black hair and a strict look. Bully at the first glance. Oh and pretty impressive dick.

There were about 20 of us when we gathered around him as he announced with a light Australian accent "Hello everyone! I want to introduce myself!" He was the hottest guy in the club so naturally everyone paid attention.

"My name is Dennis and I will be in town for a few months. I would like to use this time and try out something I want for a long time. I have this." he pointed at the bar where the device lay. I have seen one online before and always wanted to try it. It was a chastity belt. This one was fairly small.

"Anyone know what it is and want to use it?" he asked. Everyone was silent, but as hard as I tried not to, I was getting a hard on.

He noticed. "Hey mate, you seem to like it!"

Everyone looked at me, then at my boner, some of them smiled.

"There is another one!" shouted someone from the crowd and pushed one young guy with a raging boner out.

It was really easy to tell Dennis liked where the situation was going and said "Perfect, we will have a challenge for it. I need two other guys who would like to get a blowjob".

Some raised hands. He picked two of them and they walked next to him. He continued "you two will give those two a blow. Who will manage to get his guy to cum first will be spared, the other one locked in. How does that sound?"

The crowd started to cheer. We were both hard as fuck, there was no point in trying to hide it. I was out to it and now blame the alcohol for it. So I went to the guy I liked more. The other challenger was hesitant, but joined shortly. It is safe to say we were both nervous.

More guys from the black room joined the bar, all curious of course... around 25 were watching at that point.

Dennis continued "I thought I will choose who will be assigned to who, but I think I like the natural choice made. I said blowjob, so no hands. You will swallow the load." Said with a strict tone.

"Any last questions?" he asked.

My heart was beating.. and then the guy I picked said "I have already cummed three times today. Good luck boy!" he was laughing as he said it. Shit, I thought.

I looked at the other guy, he was already hard. Mine was not. We started sucking. It took around 3 minutes just to get him half hard. At that point the guy next to me was already moaning. It took just 5 more minutes and the competitor was shooting his load. I realised what shit I put myself into.

"Great job!" applauded Dennis.

"Now what is your name?" he asked me as I sat down defeated.

"Michael" I answered.

"Sit down on this chair and put hands behind your back, Michael" I did what he asked. Then he pulled handcuffs from behind the bar and put it on.

„So you don't run away." he smiled.

As I was strapped down he said "You never asked for how long will the chastity be on, mate." He was right, shit.

Now they were all standing around me, laughing. He took the chastity and started to do the work. "If you get hard now, I'll squeeze your balls until it's soft, understood?" I nodded, I was so nervous I could not even if I wanted to.

He put a metal ring around my balls and dick. Then the cage, then the lock. As I felt metal around my cock I felt blood pumping to my dick. "You can get hard now,"he laughed so hard.

"You know what will happen next? I'll buy you a drink or two and then you will go home. You will meet me here next Friday and we will see if you deserve to be unlocked, yes?" I wanted to protest so hard, but there was no way out of this for me. The chastity was tight, it won't go down without the key.

"You will give me a spare key in case of an emergency?" I tried to ask.

"Absolutely not!!" the bar exploded with laughter. Fuck fuck fuck!!

We have been drinking, but I don't remember much of what happened. I know I gave him my phone number, he refused to give me his. I recall I was "borrowed" to some guys so they could check the chastity out. Dennis was very explicit about what will happen if I don't obey.

Rest of the night is black.