Dylan's father, Jack, is finally released from prison to enjoy his son's company, and sets eyes on his trust fund. David doesn't know where he will live after his father moves out of Jackie's house. Meanwhile, Brandon's addiction to gambling intensifies when he starts using his own college money. Andrea decides on a new look for herself by her hair dying it red and trading her eyeglasses for contact lenses. But other than Donna, no one seems to notice Andrea's make over. Also, Dylan finally chooses Kelly over Brenda who is worsened after they tell her about their summer fling they had while she was in Paris.

After Jack is killed in a mob-related car-bombing, Dylan struggles with his inner self urging him back to old drinking habits before he learns the shocking truth about his father's parole and true colors from Christine who revealed to be FBI agent. Meanwhile, Kelly continues to be obsessed with losing weight and begins starving herself, while she becomes uncomfortable when Jim asks Dylan to stay at the Walsh house for a while to avoid reporters following his every move. Steve turns down giving any more recording advice to David who struggles with meeting with Curtis Bray and Serge Menkin for a recording session on the day of Jack McKay's funeral. Also, Brandon's losing streak continues as his betting continues.