Sasha and Dixon's trip to Napa ends with a flat tire and a surprise in the trunk. Gia and Silver are set to interview the nephew of the man Annie ran over. Liam gets back at Jen, and Naomi finds out what really happened on prom night.
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The rumor about the existence of a naked photo of Annie runs wild throughout the West Beverly Hills High community, causing further divide between Dixon and his sister. Despite his problems at home, Liam joins Teddy and Dixon in trying out for the surfing team. Meanwhile, Ryan worries about his relationship with Jen, and Naomi continues scheming new ways to make Annie's life miserable.
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After having spent most of their vacation time in summer school due to Annie's report of Naomi's party to the police, the gang decides to enjoy the last few days of the summer at the Beverly Hills Beach Club, where they meet new student Teddy. As destiny would have it, their time together in school during the summer has resulted in the formation of a close friendship between Silver and Naomi, with Adrianna also forming part of the new trio of best friends. Annie, however, has resorted to remaining aloof from her friends and family due to her guilt over the hit-and-run fiasco. Meanwhile, Navid makes plans to take his relationship with Adrianna to new levels and lose his virginity, all while Dixon learns of a text message that causes him to consider ending his relationship with Silver.
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