When Geoffrey "Wins" the Lottery
If we're being honest, Geoffrey's reaction to winning the lottery in season three, episode 14, is all of us. During "Winner Takes Off," Will and Carlton decide to play a prank on Geoffrey as revenge for an earlier prank. The pair make Geoffrey believe he's become a multimillionaire, and as he's quitting, he insults Vivian's cooking, opens an expensive bottle of Champagne, breaks a vase, and jumps on the couch. The joy is short-lived, but Geoffrey's reaction gets a laugh out of us every time.