Brandon runs for vice president alongside Josh and does great when he steps in and gives a speech in Josh's place. Their campaign is threatened, however, when Alex Diaz - their opponent's campaign manager - uncovers the unpublished article that Josh wrote about Brandon the previous year, detailing Brandon's tutoring of D'Shawn and alleging that Brandon took tests for D'Shawn. Donna asks Clare (now attending C.U. as a sophomore) to move into the beach apartment in David's place, but Clare brings a bad snoring habit with her. Meanwhile, Valerie secretly decides to pursue Dylan after finding Brenda's mementos of him in the Walsh's garage, and hides her connection to the Walshes from him.

Brandon has trouble coping with Josh's sudden death in a car accident, which is a challenge to his political position when he's forced to fill Josh's shoes. Meanwhile, Donna finds a new man for herself, a KEG member named Griffin Stone, who her mother wants her to date. David meets Clare for the first time, and they, too, become close. Also, Valerie continues pursuing Dylan, who lays out ground rules that their clandestine relationship is based purely on sex, while Valerie continues her "good girl" charade in front of Steve and everyone else.

Brandon and Dean Trimble are caught in the middle of a conflict when several Jewish students, including Andrea, protest the scheduled campus appearance of a controversial, anti-Semitist, African-American orator, in which the demonstrations and near-riots disrupt Kelly's photo shoot for the magazine. Meanwhile, Donna plans a party for Ray's 25th birthday. In the hospital, Dylan spends the time talking with his mother Iris, while his drug dealer pays an unexpected visit and threatens him not to tell the police about their business.

Jim gets Brandon tickets to the Rolling Stones' Rose Bowl concert, but a hearing to determine the legality of his presidency is moved to the night of the concert. Jesse argues that Brandon is already the legitimate president, as he has been calling senate meetings to order; the challenge to the presidency is denied. Brandon takes Andrea to the concert. Kelly gets backstage access through the magazine, while braggart Steve has trouble getting in at all after a hippie steals his wallet. Ray and Donna work as vendors and see the show free of charge. David and Clare go to the concert even though they claim to hate the group, but have to turn to a scalper when Mel lets them down. Steve and his father force Dylan out of the Peach Pit After Dark. He agrees to sell his shares when Steve, Nat, and Willie (the cook) visit him in rehab. Dylan and Valerie agree to stop seeing each other, as he doesn't want to involve her in his problems. During group therapy, Dylan has a confrontation with Charley, an older man who likes to bully other patients instead of dealing with his own problems. Charley seeks Dylan's help to finally overcome his addiction.

Hypnotic regression leads Dylan to a past life where he is Billy McCoy, a gun-slinging outlaw in the Wild West, until he meets an upper-class woman (in the form of Kelly) to redeem his outlaw ways. Meanwhile in the real world, while Kelly goes to New York with Steve to meet with modeling agencies, Valerie turns her sights on Brandon who is hoping to be re-elected student body president. But Brandon runs into all kinds of problems when news of college tuition for undergraduates will be increased, he is criticized for not looking after the students best interests. As a result, Brandon's political rival, Alex Diaz, enters the race as a new candidate and wins by a landslide.