Hello. I woke up in the middle of the night a few days ago and this scene kept playing over and over in my head, I couldn't fall back asleep. I was so fixated on it that I just had to write it down. To the small handful of you who are fans of my other series and are waiting on the next installment, please do not fret. The next few chapters are already written and are being edited. I really just needed to get this off my brain. Anyway, enjoy!
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'I really hope that he isn't some limp-dick bottom.' The thought repeated itself in my mind, making it difficult to focus on my work during that entire Friday. My law firm was working on the Kansas City Southern merger deal and I was stressed, everyone here at the NYC office was. Most folks around the office would call me incredibly cocky, I liked to think that I just really understood how much value I brought to the table. But in a deal this big, everyone needs to blow off a little steam. Which is why when someone finally responded to the challenge on my hookup app, I was eager. It was very favorite game and no other man had dared to take up the challenge in months.
My game was simple. Two men meet and compete in three challenges. First, who has the bigger cock. Second, who can last the longest while the other is trying to get them off. Third, who shoots the biggest load. Winner is the one who takes two of the three events. The loser gets his cock locked in a chastity cage for a full month. At the end of the month, the winner gets to fuck the loser while he's still caged.
Like a lot of other men in corporate America, I like having power over others. I especially like taking other alphas down. Which is why I was really hoping that this guy wasn't just some tiny sub looking to be dominated for a bit. I wanted a challenge, I wanted the stakes to be high, I wanted to take another alpha and make him submit to a superior man. It was the best feeling in the world, when it really came down to it this was my only fetish. It wasn't even about the sex; it was about the winning.
This also happens to be a game that I have never lost. My cock was a thing of beauty. 9 inches uncut, 8 inches in circumference and a pair of low-hanging meaty clackers. There had been a few times where I had won the first round without even needing to get hard, where my flaccid cock had dwarfed my opponent. It was always an exhilarating feeling to watch the color drain from some little shits face when he realized that he had already lost the game. I have incredible control too, I can let a giant torrent of cum out almost on demand, which means I can hold off forever. Some of my favorite experiences were when I made my opponent cum in a few minutes and then made him spend more than an hour trying to coax a load out of me. It was their first experience being dominated by me, I loved when they bent to my will.
At three I ducked out early. I pinged the partner I worked with and told him that I would be putting in a long night so wanted to transition home before rush hour. Everyone was so busy that I just got a 'fine' in reply. A nicer response than he normally sent. I often thought about how I could take him down a few pegs, if he knew I had the true alpha-cock he'd treat me with the respect that I deserved.
When I got home, I checked the clock. My opponent had agreed to meet me on my home turf at 5:30. True to my word I hopped on my laptop and got a few more hours of work done. At the appointed time I heard a knock on the door.
I was pleasantly surprised to see that he was a lot like me. Tall, well-groomed facial hair and an obviously fit body underneath his expensive suit. "Are you Peter?" His tone was all business, he was here for a purpose, not to make bullshit small talk. I liked this guy; I would enjoy taking him down.
"Yes. That makes you Caleb." He nodded curtly and brushed his way through my apartment door.
"I have to say, I was instantly interested when I saw the challenge on your profile. This seems like it's going to be a really fun game."
I smirked; this was a good sign. Some guys tried to run away from the challenge, he was going to meet it head on. "I certainly enjoy it. I have to warn you though, I've been playing for years and never lose. You may not find it so fun when I lock you up for a month." This was a classic scare tactic I employed, with most guys I could start to see them sweat at this point, knowing that they were going to lose even before I whipped it out.
Caleb didn't miss a beat though. "I have one addition to the stakes though. When was the last time you were tested? I got a clean bill from the doctor this morning, I've got the papers here. If you've been tested recently, I propose that the winner gets to take the loser bareback."
An excellent evolution to the game. "I was tested last week, free and clear. I can email you the papers. And don't worry, I'll get tested again before I fuck you next month just to put you at ease." I was still trying to psyche him out but he brushed it aside just as quickly "I'm already at ease, I think you'll be chaste as an old nun for the next month." His retort was immediate, I liked his feistiness, it would be fun to break this wild stallion.
The deal had been made. With that Caleb started to undress. "Let's do this, I've got shit to do tonight." His confidence was entrancing, he was beating aside all my attacks. I'd just have to let my cock do the talking. My biggest weapon as still sheathed.
