Adrianna and her evil-witch-mother, Constance, plot a cruel revenge against Annie and the rest of the faculty at West Beverly whom they think cheated Adrianna out of her role in the school play. Debbie's boss, Antonio, offers her a job to shoot a fashion show for Nylon Magazine during Fashion Week, where Annie uses the opportunity to her advantage for a class assignment, while her father advices her to try to make amends meet with Adrianna in order to try to catch her in the act with her substance abuse. Naomi believes the upcoming fashion show could help her parents' marital problems and she plans with Ethan to try to break up her father and mistress and have her mother, Tracy, meet with Charles, but it only makes matters worse. Ty and Annie's relationship is put to the test because of Adrianna's meddling. But when Adrianna lets her guard down and reveals to Annie that she lied about hooking up with Ty to break them up, it results in Annie declaring war. Silver is pursued by Debbie's sleazy client, Tony, to work in modeling, while a jealous Dixon becomes aware about what's going on, while Navid feels like he's the 'third wheel' to Dixon and Silver's growing romance. Meanwhile, Kelly receives a phone call from Sammy's father that could change her relationship with Ryan when she's offered to move to Wyoming to join Dylan, while Brenda, with her work at West Beverly finished, plans to return to New York.

After spending several days in the hospital recovering from a near-fatal drug overdose, Adrianna tries to make amends with Naomi. But Naomi refuses to forgive Adrianna for her betrayal. While serving her detention, Naomi meets a trouble-making punk, named Ozzie, who could spell trouble for her. Later, Adrianna makes a connection with Navid, who helps her through her situation as she's accepted into a rehab clinic. Meanwhile, Annie and Ethan finally take their rapidly growing romance to a new level during the school's annual homecoming dance, causing Naomi to feel jealous. Dixon asks Silver to the dance, but she turns him down for she feels, in her liberal and radical mind, that Homcomming is the scene of the morally corrupt. Ryan believes that the new student, Kimberly, is a narc after he sees her purchasing drugs. Also, Debbie confronts Tracy about the time Tracy kissed Harry.

Kelly arrives back in Beverly Hills and reveals to Silver what happened between her and Dylan during her trip. She also confronts Ryan, who has taken a leave of absence, about the rumors that he hooked up with a student, while Ryan refuses to explain his actions to Kelly or anyone else as not to jeopardize Kimberly's undercover status to nail the drug pushers at West Beverly. On Annie's 16th birthday, Naomi sees her kissing Ethan and decides to get back at her by inviting Annie's old boyfriend, Jason, to her birthday party hoping it will break up her and Ethan, who continue to debate over keeping their blossoming romance a secret... unaware that everyone around them already knows. Meanwhile, Adrianna has dinner with Navid and his large Iranian family and she also finds out that Navid is a virgin. At the end, the big twist comes when Harry's 22-year-old illegitimate son, Sean, visits the Wilson family for the first time during Annie's party.