Brandon's out of control gambling debts are mounting up and his bookie, Duke, is getting impatient and wants $1,500 of losses paid up by the end of the week. He goes to extreme lengths to pay his bill by hiring another bookie to place bets, and his desperation leads to violence. Kelly feels that Dylan is slipping away from her, and her insecurity leads to an unhealthy obsession with her appearance. Meanwhile, David gets dumped by his label after his hack recording manager, Serge, has him record an out-of-tune song. Elsewhere, Andrea convinces a depressed Dylan to write a story about his experience with loss.

Senior superlatives are being awarded at West Beverly and most of the gang wins an award. Kelly wins Most Beautiful but instead of lending her a much needed confidence boost, the award leads her to believe that everyone judges her solely by her looks. Brenda feels left out that she didn't win a superlative and decides to apply to the University of Minnesota. Meanwhile, Steve and Brandon attend a Lakers basketball game, where Steve gets the chance to win $10,000.