Greg comments to a pesky Bobby that he can do twice as many chin-ups as he can. Greg didn't mean anything by it, but Bobby demands a contest, with the loser acting as the winner's servant for a week. Bobby wins and soon becomes a tyrant. He invites himself along on Greg's date with Rachel. Bobby is annoying and disruptive through the date, and through his intentionally silly antics rips the soft top of Mike's convertible, leaving himself with a large debt to Mike for the repairs. Carol and Mike attend a high school reunion with a bet of their own.