Kelly's disapproval of her mother's return to modeling increases when she learns that her baby sister Erin is involved. Meanwhile, the Walshes finally learn that Dylan is broke when the proposed Peach Pit expansion leads to an exposure of his finances. Valerie, still smearing with both anger and pity after catching Dylan cheating on her, confirms to them that Dylan is bankrupt. Jim then offers Dylan financial assistance. But the growingly misanthropic Dylan is too far gone to accept any sympathy and rudely blows off Jim. While Donna has trouble balancing the affections of both Griffin and Ray, she sees Griffin's sleazy other side when he whisks her away for an overnight trip to Catalina Island and attempts to seduce her. David's love experiment by handcuffing himself to Clare's bed to win her affections backfires when her father shows up and takes her out to dinner, leaving David alone. The next morning, when Steve and David come over to Dylan's house to talk about the Peach Pit After Dark expansion, they find Valerie in bed with Dylan. Steve, being the person he is, draws the wrong conclusion and responds by punching Dylan in the face.

Lenny becomes an outcast when he is suspected of the campus rape despite his protest of innocence which prompts him to ask Brandon to help him prove his innocence. At the same time, the real rapist stalks an unsuspecting Donna and violently attacks her in the beach apartment. Meanwhile, Dylan accidentally becomes privy to Andrea's affair with Peter when he sees them together at Charlie's motel. When Andrea decides to leave Jesse to be with Peter, he reveals that he doesn't share the same views as she. Elsewhere, Valerie asks Steve to help secure the rock group "The Flaming Lips" after she cancels Ray's bookings, and Donna wrongly blames David for Ray's departure after Valerie lies to her that David is the one responsible for Ray leaving town.

Brandon and Clare have the same bad dreams involving "Jeopardy" host Alex Trebek and announcer Johnny Gilbert while competing with each other and Andrea for a spot in the show's college tournament. After learning from Andrea about her affair, Jesse moves in with Dylan and talks about the possibility of divorce while Dylan tries to reason with him to make up with her. Meanwhile, the reconciliation of Mel and Jackie gives David hope of reuniting with Donna whom he still has feelings for.