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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 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. And for Nathan and Haley, they begin to grow apart…
Lucas takes Anna to the formal night but by the end of the night ends up with Brooke. Haley arrives late to the formal which angers Nathan; besides he finds out that she has been spending time with Chris. Meanwhile, Peyton struggles with pressure to do drugs.
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.
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.
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.
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.
Brooke’s new neighbor quickly makes his presence felt among the Tree Hill gang and even comes to Brooke’s rescue when she is caught shoplifting. Nathan and Haley have their first post-wedding argument when he buys her a gift rather than a much-needed car. Lucas’ attempt to help Dan with rehab ends in disaster when Dan reverts to his old ways. Peyton tries to organize an all-ages club and is tempted to try cocaine to seal the deal.
Although Nathan and Haley are already married, Tim insists on throwing Nathan a post-wedding bachelor party, while Brooke throws Haley a bachelorette party. Meanwhile, Lucas tries to decide whether he should visit Dan in the hospital. Karen decides to go back to school. Nathan gets a job working for Keith at Dan’s dealership.
With the assistance of Peyton and Brooke, Lucas throws Nathan and Haley a wedding reception. Although Haley’s parents support the marriage, Deb has a difficult time accepting it. Meanwhile, Dan’s recent heart attack causes him to try and mend his relationships with Deb and Lucas.