Jeff, a new medical intern, and Valerie, who is serving community service for her bookmaking, start working at the Wyatt Free Clinic with Kelly, where she also tries to help a victim of spousal abuse. Meanwhile, news of the sudden illness of Carly's estranged father has her wanting to take Zack and move to Montana to care for him, and away from Steve who's struck with grief, fearing that he will never see his girlfriend again. David hangs out with Jasper's Legend to write a story on them, but the bandmates indulge in David's worst fears, drugs and booze. Valerie turns on her deviousness again, determined not to let Brandon and Kelly get back together by interfering with Brandon's phone messages. Elsewhere, Donna and Noah begin arguing due to differing views about Brandon's fling.

David gets caught in the middle of a conflict when the band keyboardist, Mark, blames Noah for his drunk-driving accident and decides to sue. Meanwhile, Donna starts a new photo shoot and deals with a spoiled child model and her demanding mother who spells trouble for her. Steve inadvertently prompts a former frat brother's fiancée, Christy, to call off the wedding. Christy then stays at the Walsh house where she gives Brandon advice on life and love, while her perplexed fiancé, Harry, gives some love life advice to Steve regarding the departed Carly. Kelly counsels a teenage girl who contracted a sexually transmitted disease after cheating on her boyfriend. Valerie, still working community service at the clinic, continues her plan to keep Brandon and Kelly apart, setting up a scene at a restaurant so that Brandon will walk into Kelly with her date Jeff.

Donna's grandmother is hospitalized after telling Donna that her soulmate is David, who moves out of the Valerie's room at the Walsh house and into Carly's vacant house until he can afford a more inexpensive place. Meanwhile, Kelly alerts Brandon to a potential story about a recently paroled ex-con who explains to Brandon about the mistakes he made that changed his life, which Brandon realizes parallel his own. Steve coaxes Brandon into a double date with two women who he ran into at the Peach Pit, unaware that the women are not who they appear to be. Valerie brings a record executive to the After Dark to hear David and the band, Jasper's Legend, perform their debut. But Valerie is hurt after David tells her that the love song he wrote was about Donna, not her.

Kelly agrees to Jeff's Valentine's Day plans for a romantic dinner and night together. Steve badgers Brandon into going on another blind double date, but Brandon is tied up leaving messages on Kelly's answering machine, while Steve is stuck trying to entertain his and Brandon's dates at the Peach Pit, as well as a third girl. The arrival of Noah's snobbish, older half-brother, Josh, brings big trouble between both of them over their differring views. Things take an unexpected turn when Josh spikes Valerie's drink with a date rape drug so he can seduce her. But it goes wrong for Josh when Noah inadvertently takes advantage of Valerie, who wakes up the next morning thinking Noah slipped her the roofie. Also, David and Donna feel guilty about spending innocent time together to celebrate his record deal, which takes a turn when they get into a minor car accident and Donna slightly injures her back.