No

You try to imagine it - Bob in a dress, wearing a blonde wig, high heels and a full load of make up - it's disgusting. It's not even gay, that's what fags do. And you're not fags, right? You're just two bros having fun. Besides, he's a man. No use pretending otherwise.

"Nah, what's the point? This is just a game we're playing; we could use all that money to buy the new XBox," You reason.

"Right! I hadn't thought of that, and you're right it is a shit load of money."

"Instead, how about we spice it up by making the loser get naked?"

"Sounds good." A few moments pass. "... So what do you wanna do now?"

"I dunno. How about a pizza?"

You hang out and order some pizza but after a few hours it's clear Bob doesn't want you around anymore, and frankly, you want some time to yourself as well. You drive home and do some chores before heading to your room to relax, but you can't get tomorrow out of your head.

You remember what Bob said to you: "I'll win this time!" and then you remember what you said to him before: "It's not cheating if we both do it!"

God Damn it. You're gonna have to get as horny as possible before the game, so you can make sure you come first. But you have to be careful not to orgasm, or then Bob'll definitely win.

You lie down on your bed and start stroking. It takes a bit of work, but you manage to get yourself hard again. No porn tonight - you need to focus on your dick. 10 minutes later, you've brought yourself to the edge and stopped. You look at your pulsing dick - not bad, you think, but I can do better. You want to make sure. You edge twice more, and by the end you're thrashing on your bed, and your stomach hurts from squeezing your dick - as if you've just been doing sit ups.

Now you have a new problem you didn't think of - you can't fall asleep with the hard-on between your legs. You spend a frustrating hour thrashing around in bed before sleep finally hits you.

Oh yeah, suck my dick you slut. Deeper! You're such a slut, Bob, look how hard you are when I put you down where you belong. Don't look up at me, whore, I didn't give you permission. Keep sucking. Oh yeah, yeahhh, I'M GONNA CUM!

You wake up. FUCK! YOU CAME! A fucking wet dream!? You haven't had those since you were 15. Fuck! Why'd you have to edge so fucking hard!

You throw your sheets to the side as you march to the bathroom to clean up. Well, no use getting upset. You've won 3 out of 4, you're sure you'll win again. No problem.