Bob Wins

Unfortunately, that part of you was right. Bob takes it slow, edging himself like you did the other night. Tony doesn't have any such experience whatsoever, and so he's the first to blow his load. Awkwardly, you pretend not to notice until he speaks.

"Uh, guys, I guess I lost. I'm just going to go take a smoke while you finish."

"You forgetting the rules? You lost - you owe us a favor," You try not to sound as forceful as you normally are with Bob.

"What? Now? But you're still jerking off?" He steals a glance at your cock and blushes at his mistake.

"That's the whole point, man! The first guy comes, he has to satisfy everyone else before they finish."

"Oh. So, uh, what do I have to do?" Tony tensley asks. He looks like he's ready to start a fight, and you can only imagine the thoughts going through his mind.

"Just go get us all some beers."

He looks slightly relieved as he brings the beers over, and you all relax, though Bob looks more than a bit upset at the lax treatment you gave Tony. Not everyone is as slutty as you, Bob.

Your plan may not have worked out, but you can't just go home right away. You guys hang out the rest of the day, and then hit on the girls in the club at night. Even Bob, to your surprise, manages to get a phone number.