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. 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.

Peyton meets cocky record shop clerk Chris Keller who turns out the only good musician on the club's auditions besides Haley, who has too much stage-fright. Coach won't listen when Lucas genuinely suggests to reconsider an eye operation. Lucas learns Anna is overprotective Felix' sister. Nathan gets a once in a lifetime invitation for the three months Highfliers basketball summer-camp in Florida. Now her parents are financially ruined, Brooke decides to recruit Felix as her purely physical toy-boy, and is forced to hold a garage sale. Dan invites Deb to watch the meteor shower together, Andy asks Karen, Anna gets Lucas to. Keith has a romantic date with his car-naive lady-client Jules. Nathan pretends to Haley not be accepted for Highfliers fearing they can't afford it and makes her overcome her stage-fright. When Dan realizes Deb is not ready for reconciliation, he pretends his actually excellent rehab-results are bad. Mouth proves his love for Brooke by buying back the doll-house she failed to overprice enough.

Felix continues to be Brooke's sex-toy. Chris makes Peyton beg for him to perform at the Tric club opening and hands her a 'rider' (list of demands), which inspires Brooke- about non-committal rules for Felix. Dan tells startled Karen he forgave Keith for sleeping with Deb, news to her. Keith asks Jules to the opening, they become exclusive. Coach, in hospital, understands Nathan gives up Highflyers for Haley's sake; seeing the crowd gives her major stage-fright, but when Chris leaves the stage because the teenage crowd won't listen quietly she plays, to applause, then he invites her to collaborate musically. Mouth hoped to get a shot at Brooke, but she commends him as a- sweet little brother, ouch; he accuses Felix, Lucas gets it backward and catches a solid punch, mainly for dating Theresa; Craig throws Felix out, Mouth brings drunk Brooke home, who only wakes up when Felix is beside her.

Brooke, Peyton, Haley and Anna have a slumber party at Haley's apartment where secrets and lies are revealed. Meanwhile, when Lucas and Nathan go on a road trip to a Bobcats game, Nathan reveals he is being tested for the genetic defect that caused Dan's heart attack and suggests Lucas do the same. After an awkward encounter with Keith and Jules, Karen and Andy share an intimate night together.

After the prom, Anna sleeps over at Peyton's- Felix sneers she's getting a worse reputation then his, while Peyton has a hard time with lesbianism-innuendos, even though Brooke says that appeals to boys, but ends up making a stand at school. Brooke finds Nathan slept on Lucas's floor; when he goes home, Haley tells him she respects his sacrifice and wants him to go to Highflyers, but won't do the one thing he asks, stop seeing Chris, so he walks out again and warns Chris in ominous terms and grip. Brooke blames Felix for her broken windshield and rages at him; he finds out it was Mouth, who also tells Lucas, but pays anyway; in the end he convinces her of his love. Dan takes the reins back at the dealership and offers Keith to stay on. Karen orders Lucas to take the medical test, or no basketball anyway- Nathan confesses he told her. Chris gets a chance to make a tour, asks Haley along and kisses her again. After Deb confesses her infidelity with him to Karen, Jules gets a call from Keith he loves her, and reports it to Dan

After Deb's confession to have slept with Keith, Karen shows her the door and later has a misunderstanding which makes her break up with Andy. Haley chickens out on her music career at the last minute, so Chris leaves alone. When she gets home, her older sister Taylor is there. Nathan hopes she won't remember she was his first sex partner at a party in the beach house. They become friends and he decides she can stay a few weeks. Jake is back, without Jenny, for a few days he spends mainly with Peyton. Lucas finds out how Jules' poverty drove her to break Keith's heart. Felix has a fight with Lucas for 'hurting Anna' -who later confesses to Lucas she's just lesbian but hoped to be bi. Karen and Andy ultimately make up.

Karen decides to make Lucas's life as miserable as possible till he takes the heart test and asks Andy over while his house is in a contractor's hands. Brooke needs a job- the Crab shack hires her, but not as waitress, just 'PR' in a crab suit; she quickly makes friends with the other underpaid girls but is the only one to develop a militant labor union attitude. Lucas confronts Dan about Jules, and is told about Debs adultery with Keith, who cannot deny it and swears Jules is his true love. Taylor sees Haley's tattoo and bugs her and Nathan about not following big sister's own advice in the past; when Nathan warns her to stop hinting at their first night she bitches back the full truth can hurt him more- so he tells Haley himself, who needs a cooling off period but then understands it was before they knew each-other; all three make up. Lucas confides about Jules to Anna, now he knows her lesbian secret. Keith offers Luke to take the HCM-test together, now Jules wants him to. Dan hosts and even cooks for a dinner with Keith and Jules, constantly getting at their and Deb's nerves, and afterward warns her Keith won't forgive her if he tells him their dirty secret; Keith tells Lucas Jules just accepted his wedding proposal. After researching regulations, Brooke starts hard action- they are all fired, and threaten to tell the public about his inferior crab supplies, and get a raise, but quits anyhow and turns her attention to Felix and running for student council president. Karen gives up forcing Lucas- and hears he just took the test.

Deb is angry to hear from Dan Lucas moves in, but hopeful now Haley has left Nathan he might also return. Nathan is a wreck, and seems determined to wreck his school-prospects; he won't listen to anyone, even hits the still taunting Dan. Jake and Jenny live in Peyton's room, but she is reluctant to become intimate again. Erica stops at nothing to defeat Brooke, but clever speeches by her and Mouth still turn the tide. Lucas seems to feel at home with Dan.

Coach tells the students of Tree Hill High to make a video recording for the traditional time capsule they expect to be open in 50 years. When Mouth tells it's sometimes opened early, Anna convinces him to help erase hers- they can't resist watching some other. Lucas moves in with Dan; Andy helps Karen to fight Dan in court, but she fails to remain rational. Nathan continues his self-destruction, believing Haley will never return, quits his job at Dans garage and gets Lucas and him arrested; they fight over Dan and Keith so Lucas tells his true motivation, and Dan understands when Nathan tells when he bails them out. Peyton and Jake go on their first date. Brook starts to really think about what she can do as president. When Jules tells Dan she'll tell Keith the truth, he says he may just keep off anyway. Jake and Peyton are becoming comfortable with intimacy.

Brooke is high: she's about to be installed as school president and her dad should get another well-paid job. Nathan, still drinking, is livid after a call from Haley she'll be on TV, refuses to go to Keiths wedding, gets no sympathy from coach -who even rats out his fake ID in the liquor store- and drives Deb to abuse pain killers, as Lucas soon finds out. Andy thinks Karen can get Lucas back now his detective found Dan pays all expenses for some Emily Chambers. Chris makes it appear on national TV as if he and Haley are a couple. Best man Lucas takes Brooke, Jake and Peyton are late as they are too horny, Nathan turns up drunk and cursing outside the church. When Andy learns Jules is Emily, Karen asks and guesses what Dan pays her for- Jules runs off, only Dan triumphs. While Nathan burns his memories of Haley, Deb tells him to go get her back. Brookes dad got the job- but must move to California next week...

Haley turned up at Nathans door, asking to be together again, but he is urgently called away to the fire in Dan's office- Deb asks her along. Peyton tells Lucas about Elisabeth who claims to be her -dead- mother but knows things; her dad now says her beloved ma was not her biological mother- she turns away from both. Three months later Brooke returns walking straight up to Lucas, who was however just waiting for Karen. Nathan finally can go to High Flyers, and Haley's declaration of 'never ceased' love doesn't get to him; but there he remains torn between his love for her and the shattered trust. Dan says in confession he will remember who drugged him and let him to die in his burning car dealership, and then...