Popular (1999)

S1E8 Tonight's the Night

Sam and Brooke make a bet on whether Sam can snag a boyfriend by the week's end, while Brooke aims to demonstrate that her romance with Josh goes beyond mere physical attraction. The stakes are high, as the loser will have to join a humiliating club in public. Meanwhile, Lily decides to distribute condoms to her peers, reacting to the rising popularity of a new singer whose provocative image is being emulated by some students at Kennedy High.