S2, E5: Felix (recurring guest star MICHAEL COPON) organizes a "dare night" to test the limits of his new classmates. While out playing the game, Lucas meets a mysterious girl, Anna (recurring guest star DANIELLA ALONSO). Peyton tearfully confesses to a priest that she recently tried cocaine, and Keith is surprised when a beautiful woman, Jules (recurring guest star MARIA MENOUNOS - "Entertainment Tonight"), comes to the dealership and flirts with him while shopping for a car. Meanwhile, Karen goes on a date with Andy Hargrove ( recurring guest star KIEREN HUTCHISON), her young professor.