Kelly, Donna y Clare deciden hacer un viaje por carretera solo de chicas en el que Valerie arruina su diversión insistiendo en ir también. Pronto, el viaje se vuelve desagradable cuando salen a la luz secretos de su pasado y Valerie admite que tiene sentimientos por David y que sedujo a Ray meses antes sin ninguna razón aparte de la emoción final. Donna se enfada con Valerie y luego con Clare, quien admite que lo sabía pero no dijo nada. En un giro de los acontecimientos, las cuatro quedan atrapadas durante la noche en un convento después de que su coche se estropea. Valerie también convence a Donna de romper con Ray sabiendo que es físicamente abusivo. De vuelta en Beverly Hills, Steve alquila la casa Walsh a un equipo de cine para rodar una película porno. Mientras tanto, el padre de Toni se enfrenta a Dylan por haber salido con ella. Además, la relación entre Brandon y Susan se intensifica aún más.

Valerie can't decide what to do when a professor sexually harasses her, because of her bad reputation as a sociopath and a compulsive, pathological liar. When the professor, Hayward, gives Valerie a 'D' on her term paper after she refuses his advances, David tries to persuade her to press charges, while Susan tries to get Brandon's help to find dirt on the professor for her latest news story. Meanwhile, Dylan and Toni communicate through Bruno after her father forbids Dylan to see her. Kelly refuses to go to Colin's art exhibit when she finds out that there is something going on between him and his agent Claudia Van Eyck. Elsewhere, Clare and Steve plan a romantic night together at a fancy hotel. But naturally, nothing goes as planned. Also, Donna continues her quest to become Rose Queen.

Carl hosts Steve's weekend long 21st birthday bash on the ship Queen Mary in Long Beach, where the music group "The Goo Goo Dolls" entertains. Carl then asks Steve a favor: to have a chance with Clare who he has had a crush on. David and Donna grow more intimate while their producer Erik, makes a move on Donna and other women as well. Andrea Zuckerman arrives in town to have fun at Steve's party, and Nat brings Joan along who keeps feeling unwell. Meanwhile, Valerie hires an FBI agent, named Richard Ballen, to find Colin who's in the area trying to get access on a ship to take him to South America. Also, Susan tells Brandon that she has decided to leave town to accept a job offer at a newspaper company in Washington D.C. which makes him wonder if he has a future with Susan after all.