"Take that cock, Phil," growled Mick who's 9-inch dick was sliding in and out of my hole. The four previous loads I'd taken were leaking out around the girth of this guy's monster cock. Even though Mick was a fellow contestant in a competition to see which guy could remain a total top after being subjected to activities designed to convert us to completely submissive bottoms, his dick was the biggest I'd taken all night.
He'd won the right to fuck me after he won the first-round competition. A game where our newly assigned dominant tops took turn fucking us caged contestants while we each tried to hold off from cumming. Mick was the only one, top or bottom, to not cum during the first round. In addition to winning the first challenge, he also won the right to take off his cock cage and plant one last load as a top into one of his competitors, and as I was the runner-up, he selected me.
There I was on my back in one of the sex slings on stage getting cheered on by a crowd that included my long-time partner, Garret, as Mick used that thick dick to fill me with his last attempt at topping while remaining in the contest. And I was grateful for all the dick and lube and cum that I'd taken prior because even though I had thought I was stretched before, nothing could have prepared me for this guy's girth, let alone length. I felt him going deep past my second hole and each time he did my eyes opened wide and I gasped.
Even though I'd just had my own huge load fucked out of me, my dick was back at attention, straining under my cage. A new pool of precum forming on my lower stomach. Each thrust pulsing another dribble out of the head of my cock. I was moaning like crazy, and though it felt amazing, I think I was starting to reach my limit given that it had been years since I last bottomed before the events of this evening. Luckily for me, I didn't have long to wait. Mick must have worked up quite a load getting his own hole worked over by the dominant tops that were also the panel of judges. He pushed his hips into my cheeks, and I felt his cock go deeper than it had before as I squirmed and whimpered and felt like the wind was knocked from me, I felt his hard cock throb as he shot several more pumps of hot jizz into my hole. He collapsed on top of me a bit for a minute and we just lay there in a sweaty, jizzy haze as we caught our breath and he slowly slid out of me.
"Give it up to our winner and runner-up from tonight's challenge! Congratulations, Mick. And amazing job, Phil!" Vinny announced on the PA as we finished. We got up and took a bit of a bow (though my legs were like jelly) and snuck off backstage. My ass leaking a small trail of cum and lube.
Backstage all the guys who were competing with me looked wiped. We chatted for a bit, with noticeably less energy than we had started the night out with. Everyone agreed it was a good time, but that we were all exhausted. After a few jokes at my expense for getting the most loads in my hole, and just barely losing to Mick, we all cleaned up and I went out front to find Garret. He'd snuck off to the bathroom with a guy he had been sucking off during the show to take his own load. So, I waited up front and nursed on a drink from the bar. The bartender told me I was comped all night, and said he enjoyed the show too.
I didn't mind waiting for Garret to finish up, and even better, it gave Vinny an opportunity to find me. He came up and sat at the bar next to me, put his arm around my shoulders and pulled me in tight.
"You did so well tonight, slut," he said with a wink.
I blushed, and replied, "Thank you, Vinny."
"I'm guessing you are going to head home with Garret soon. I hope you get some rest because the weekend is not over." He said this so nonchalantly. Truth be told I was still under his spell and quite cock drunk but a little wary given how much tonight took out of me. I think he saw it in my face. "Don't worry. What I have in store is far more lowkey, but no less important. I'll be your dom for the competition, remember? So, I'm going need to get together with you and establish our ground rules of engagement. Do you think Garret will mind if I come over tomorrow in the afternoon?"
I felt my tension ease a bit at him telling me this would be more lowkey. "Uhm... no I don't think so..."
"Good! Tell him to give you my number when he gets back from wherever he ran off to, and text me when he does. Just text me that it's you, Phil. And we'll take it from there. I'll have some instructions for you for when I come over tomorrow. Full compliance will get you some points for the contest," and then he leaned in really close to whisper as quietly as possible directly into my ear. "And it will earn you some additional affection from me."
Just when I thought my cock was done being hard for the night, he went and said that in that sexy voice of his. Suddenly my cock was again straining against the cage. A feeling I was starting to realize would take some getting used to. "Y-yes, Vinny..."
"Oh, and that's another thing. Call me sir. And I'll call you slut. That's how I like it. Okay?"
"Y-yes, Vin- I mean Yes, sir." Vinny smiled widely at my reply, reached over pinched a nipple playfully.
"Good slut. See you tomorrow." And with that he walked off.
Garret found me about 20 minutes later. He could not stop gushing about how hot the whole thing was, and he kissed me very deeply when he found me. I could taste the cock and cum on his tongue. I told him what Vinny had instructed from me, and he quickly gave me Vinny's number and told me not to keep him waiting. I sent Vinny a quick message that it was me, and remembered to call him Sir when I did.
Good slut. I'll be over around 3pm tomorrow. Be cleaned up, naked, and on your knees in the living room. Garret can stay and watch if he likes. But if he does, he needs to be ready to feed you cock rather than touching mine. You are going to be my sub for this contest, and I don't mind him helping to train you, Vinny texted.
I replied saying, Yes, Sir. And after a couple more drinks Garret and I went home. Garret was extremely turned on by the idea of helping with my initial training.
"Are you good with that, babe? I find the idea hot but want to make sure this is all still good with you."
"Honestly, having you there would help. And I don't mind you getting in on the action. Just go easy on me if you do," I said back. The whole thing felt foreign, but I found my cock straining a bit against the cock cage again. I had a good time tonight, and a good start to the contest. Though, I was a bit worried about what else was in store for me.
That night was hard to sleep. Physically I felt fine. And I wasn't upset really. Just a bit anxious. Flashes of the night would pass in front of my eyes as I tried to sleep. It felt amazing, but it was also a huge change. I felt the cage around my cock and it was even weirder to think that I'd agreed to this. There were even a few moments of Garret, blissfully asleep, rubbing his ass against the cage. Well, he was obviously trying for my cock. Something he was used to rousing quite often in the night. The idea of not fucking him for three months felt ludicrous.
The next morning came and though I was sore in places, I was overall in good shape when I woke up. We had a lazy morning that honestly felt relaxed and as the day progressed, I felt myself getting more anxious again. Garret was super sweet, and we cuddled, and he asked me about how I was feeling. I mentioned that though it was exciting and fun, it was still hard for me to let go fully, and I was not sure about sustaining this for a full 3 months. He understood and reminded me that it would be okay at any point if I stopped. And for a little while during the day I thought I was going to do just that. I even typed up the message to Vinny, but I was going back and forth.