Felix organizes a "dare night" to test the limits of his new classmates. While out playing the game, Lucas meets a mysterious new girl, Anna, and the two of them seem to hit it off. Peyton tearfully confesses to the church that she recently tried cocaine and Keith is caught off guard when a beautiful woman comes to the shop and begins flirting with him. Meanwhile, Karen goes on a date with Andy, her younger professor.

After Dare Night resulted in new arrangements, a midnight meteor shower finds Lucas sharing a romantic night with Anna. Andy surprises Karen with a dinner and Keith cooks for Jules on their first date. Brooke finds herself forming a mutually beneficial relationship with Felix, and Peyton sets out to find an opening act for her club.

The opening of Karen's club "Tric" brings together the people of Tree Hill. Lucas and Felix come to blows over Anna. After Chris quits his gig the night of the club opening, Haley must face her fear of performing to save the night for Peyton. Although Mouth tends to Brooke while she is drunk, Felix sneaks in and attempts to take the credit. Keith and Jules realize their relationship has reached a new level, while Dan deliberately tells Karen that Deb slept with Keith.

The girls of Tree Hill have a slumber party, at which time secrets are revealed and bonds are made. Meanwhile, Nathan and Lucas road trip to Charlotte for a basketball game, and unknowingly to Lucas, they embark upon free HCM tests, a genetic heart condition that Dan maintains. Karen and Andy have a row.

Lucas takes Anna to the formal night but by the end of the night ends up with Brooke. After spending time with Chris, Haley arrives late to the formal which angers Nathan. Meanwhile, Peyton struggles with pressure to do drugs.

Nathan is concerned about Lucas' health, so he tells Karen that Lucas didn't take the heart test. Dan offers Keith to continue working at the dealership-as vice president. At school, Peyton must confront the rumors going around that she is a lesbian. This affects her friendship with Anna. As for Nathan and Haley, they begin to grow apart...

Haley is surprised when her older sister Taylor comes to town, but not as shocked as Nathan, who recognizes Taylor from a past tryst. Brooke and Felix decide to become boyfriend and girlfriend. Jake makes a special visit to Peyton. Anna tells a secret to Lucas.

Nathan comes clean with Haley about his past relationship with Taylor, although Haley continues to email Chris without telling Nathan and Taylor finds out. Lucas and Karen remain at odds over his refusal to take the HCM test. Keith proposes to Jules. Meanwhile, Brooke fights for better working conditions at her new job. Lucas decides to take the HCM test.

When Michelle Branch & Jessica Harp from the band "The Wreckers" perform at TRIC, Haley realizes her passion is to pursue her music career. Meanwhile, Lucas decides to move in with Dan, straining his relationships with both Karen and Nathan. Brooke runs for student council president, but quickly realizes she is taking on more than she bargained for. Peyton and Jake's friendship grows stronger. Brooke finds out that Mouth broke her car window. Lucas gets his HCM results and aren't what they turn out to be.

When Tree Hill High does a time capsule project, the gang confesses their most intimate secrets to an anonymous video camera. Nathan's anger over Haley's absence continues to grow, landing both Lucas and Nathan in jail. Peyton and Jake's feelings for each other heat up, while Felix throws Brooke a party to celebrate her new gig as student body president. Meanwhile, when brought to court, Lucas opts to live with Dan and Deb rather than Karen.

Keith gets violent with Dan after learning that Dan paid Jules to fall in love with Keith. Anna turns Felix in to the school authorities after learning that he was the one who vandalized Peyton's locker. Lucas and Brooke discuss Brooke's possible move. Meanwhile, Nathan chances Haley in the hope of bringing her home. Brooke decides to move in with Karen.

On his way home from seeing Haley, Nathan stops to visit Taylor hoping for some fun and maybe more. Meanwhile, Anna gets a surprise visit from her ex-girlfriend and is inspired to tell her parents about her sexuality. Also, Lucas works with Andy to bring Dan down, Karen puts her foot down with Brooke. Peyton and Jake continue to hide baby Jenny from Nicki.