Nathan must decide which parent to live with after the divorce, but Dan decides to force his hand by threatening to reveal Deb's darkest secrets in court unless Nathan chooses him. Meanwhile, Lucas meets a beautiful stranger who starts his head spinning.

Lucas, Nathan and Jake are auctioned off to the highest bidder in the annual "Boy Toy" charity auction and the night leads to surprising developments with old flames. Meanwhile, having missed out on the auction, Brooke ends up with Mouth and gives him the night of his life.

Lucas must make a difficult decision regarding Brooke. Haley considers having sex with Nathan.

While Nathan looks for an after-school job to pay his rent, Haley decides to throw a party at his apartment but panics when things get out of control. After a jilted Brooke realizes she was not invited to the festivities, she decides to crash the party with her new friend Nicki.

Lucas is shocked to learn that Dan once asked Karen for joint custody of Lucas when he was a baby. Meanwhile, Peyton panics after Nicki kidnaps Jake’s baby while she is babysitting.

Lucas and Nathan bear the brunt of Dan's abuse as he coaches them into the playoffs, pushing both of them to their breaking points. Haley is stunned after Dan threatens her, causing her to reconsider her relationship with Nathan. Meanwhile, Whitey learns that his medical condition may be more serious than he first expected, and Dan learns a shocking secret from Deb.

Keith and Jules' wedding day, and the event has turned the town upside down. Brooke asks Lucas to take her to the wedding as his date, Nathan makes an important decision involving his marriage to Haley, and Jake and Peyton take a big step in their relationship. Meanwhile, Karen and Andy discover Jules' secret relationship with Dan.

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.

In the first part of the two hour second season finale, things heat up between Lucas and Brooke after they head to New York for an overnight stay with Haley. Peyton is elated when she gets the band Jimmy Eat World to perform at TRIC in time for Jake's release from jail. Meanwhile, Andy invites Karen to spend the summer in New Zealand.