June 12th 2008 Season 2
| # | Title | Orignal Air Date |
| 01. | The Desperate Kingdom of Love | Tuesday September 21st, 2004 |
| 02. | The Truth Doesn’t Make A Noise | Tuesday September 28th, 2004 |
| With the assistance of Peyton (Hilarie Burton) and Brooke (Sophia Bush), Lucas (Chad Michael Murray) throws Nathan (James Lafferty) and Haley (Bethany Joy Lenz) a wedding reception. Although Haley’s parents (Huey Lewis, “Duets” and Bess Armstrong, “My So-Called Life”) support Nathan and Haley’s marriage, Deb (Barbara Alyn Woods) has a difficult time accepting it. Meanwhile, Dan’s (Paul Johansson) recent heart attack causes him to try and mend his relationships with Deb and Lucas. | ||
| 03. | Near Wild Heaven | Tuesday October 5th, 2004 |
| 04. | You Can’t Always Get What You Want | Tuesday October 12th, 2004 |
| Brooke’s (Sophia Bush) smug new neighbor (Michael Copon) quickly makes his presence felt among the Tree Hill gang, and even comes to Brooke¿s rescue when she is arrested for shoplifting. Nathan (James Lafferty) and Haley (Bethany Joy Lenz) have their first post-wedding argument when he buys her a gift rather than a much-needed car. Lucas’ (Chad Michael Murray) attempt to help Dan (Paul Johansson) with rehab ends in disaster when Dan reverts to his old ways. Peyton (Hilarie Burton) tries to organize an all-ages club and is tempted to try cocaine to seal the deal. | ||
| 05. | I Will Dare | Tuesday October 19th, 2004 |
| Felix (Michael Copon) organizes a “dare night” to test the limits of his new classmates. While out playing the game, Lucas (Chad Michael Murray) meets a mysterious new girl, Anna (Daniella Alonso). Peyton tearfully (Hilarie Burton) confesses to the church that she recently tried cocaine and Keith (Craig Sheffer) is caught off guard when a beautiful woman (guest star Maria Menounos) comes to the shop and begins flirting with him. Meanwhile, Karen (Moira Kelly) goes on a date with Andy (guest star Kieren Huchison), her younger professor. | ||
| 06. | We Might As Well Be Strangers | Tuesday October 26th, 2004 |
| After Dare Night resulted in new arrangements; a midnight meteor shower finds Lucas (Chad Michael Murray) sharing a romantic night with Anna (Daniella Alonso). Andy (guest star Kieren Huchison) surprises Karen (Moira Kelly) with a dinner and Keith (Craig Sheffer) cooks for Jules (guest star Maria Menounos) on their first date. Brooke (Sophia Bush) finds herself forming a mutually beneficial relationship with Felix (Michael Copon) and Peyton (Hilarie Burton) sets out to find an opening act for her club. | ||
| 07. | Let the Reigns Go Loose | Tuesday November 2nd, 2004 |
| The opening of Karen’s (Moira Kelly) club “TRIC” brings together the people of Tree Hill. Lucas (Chad Michael Murray) and Felix (Michael Copon) come to blows over Anna (Daniella Alonso). After Chris (guest star Tyler Hilton) quits his gig the night of the club opening, Haley (Bethany Joy Lenz) must face her fear of performing to save the night for Peyton (Hilarie Burton). Although Mouth (guest star Lee Norris) tends to Brooke (Sophia Bush) while she is drunk, Felix sneaks in and attempts to take the credit. Keith (Craig Sheffer) and Jules (guest star Maria Menounos) realize their relationship has reached a new level, while Dan (Paul Johansson) deliberately tells Karen that Deb (Barbara Alyn Woods) slept with Keith. | ||
| 08. | Truth, Bitter Truth | Tuesday November 9th, 2004 |
| 09. | The Trick Is To Keep Breathing | Tuesday November 16th, 2004 |
| 10. | Don’t Take Me for Granted | Tuesday November 30th, 2004 |
| 11. | The Heart Brings You Back | Tuesday January 25th, 2005 |
| 12. | Between Order and Randomness | Tuesday February 1st, 2005 |
| 13. | The Hero Dies In This One | Tuesday February 8th, 2005 |
| 14. | Quiet Things That No One Ever Knows | Tuesday February 15th, 2005 |
| 15. | Unopened Letters to the World | Tuesday February 22nd, 2005 |
| 16. | Somewhere A Clock is Ticking | Tuesday March 1st, 2005 |
| It’s Keith (Craig Sheffer) and Jules’ (guest star Maria Menounos) wedding day and the event has turned the town upside down. Brooke (Sophia Bush) asks Lucas (Chad Michael Murray) to take her to the wedding as his date, Nathan (James Lafferty) makes an important decision involving his marriage to Haley (Bethany Joy Lenz), and Jake (Bryan Greenberg) and Peyton (Hilarie Burton) take a big step in their relationship. Meanwhile, Karen (Moira Kelly) and Andy (guest star Kieren Hutchinson) discover Jules¿ secret relationship with Dan (Paul Johansson). | ||
| 17. | Something I Can Never Have | Tuesday April 19th, 2005 |
| Keith (Craig Sheffer) has a violent confrontation with Dan (Paul Johansson) after learning Dan paid Jules (guest star Maria Menounos) to sleep with Keith. Anna (guest star Daniella Alonso) turns Felix (guest star Michael Copon) in to the school authorities after discovering he was the one who defaced Peyton’s (Hilarie Burton) locker. Meanwhile, Lucas (Chad Michael Murray) and Brooke (Sophia Bush) discuss the possibility of her leaving Tree Hill for good, while Nathan (James Lafferty) decides to go get Haley (Bethany Joy Lenz) and bring her home. | ||
| 18. | The Lonesome Road | Tuesday April 26th, 2005 |
| On his way home from seeing Haley (Bethany Joy Lenz), Nathan (James Lafferty) stops to visit Taylor (guest star Lindsay McKeon) hoping for some fun and maybe more - viewers will vote on the outcome. Meanwhile, Anna (guest star Daniella Alonso) gets a surprise visit from her old girlfriend and is inspired to tell her parents about her sexuality. Also, Lucas (Chad Michael Murray) works with Andy (guest star Kieran Hutchinson) to bring Dan (Paul Johansson) down, Karen (Moira Kelly) puts her foot down with Brooke (Sophia Bush) and Peyton (Hilarie Burton) and Jake (Bryan Greenberg) continue to hide baby Jenny from Nikki (guest star Emmanuelle Vaugier). | ||
| 19. | I’m Wide Awake, Its Morning | Tuesday May 3rd, 2005 |
| Nathan’s (James Lafferty) Uncle Cooper (guest star Michael Trucco) comes into town to take Nathan and Lucas (Chad Michael Murray) on a racing trip. On the track, Nathan and Lucas are challenged to a race by the beautiful Daytona (Schuler Fisk) and her smart aleck brother Garrett (guest star Stuart Lafferty), but things go horribly wrong when Nathan loses control of his car and crashes into a wall. Meanwhile, Deb’s (Barbara Alyn Woods) addiction to pain pills intensifies and Dan (Paul Johansson) exposes Andy’s (guest star Kieran Hutchinson) relationship with Karen (Moira Kelly) to his class. | ||
| 20. | Lifetime Piling Up | Tuesday May 10th, 2005 |
| Lying in a coma after his racecar accident, Nathan (James Lafferty) dreams of what life would have been like if Dan (Paul Johansson) had stayed with Karen (Moira Kelly) and Lucas (Chad Michael Murray) instead of marrying Deb (Barbara Alyn Woods). In this imaginary world, Lucas would have had the wealth and stature and Nathan would have been the one to grow up on the wrong side of the tracks. | ||
| 21. | What Could Have Been | Tuesday May 17th, 2005 |
| Nathan (James Lafferty) is released from the hospital and returns home to a pile of unpaid bills and an eviction notice. Lucas (Chad Michael Murray), Peyton (Hilarie Burton) and Brooke (Sophia Bush) throw a fundraiser at the River Court to raise money, but Dan (Paul Johansson) is the one that comes to Nathan’s rescue. However, his gift comes with strings - he wants Nathan to ask Haley (Bethany Joy Lenz) for an annulment. | ||
| 22. | The Tide That Left and Never Came Back, Part 1 | Tuesday May 24th, 2005 |
| Things heat up between Lucas (Chad Michael Murray) and Brooke (Sophia Bush) after they head to New York for an overnight stay with Haley (Bethany Joy Lenz). Nathan (James Lafferty) is manipulated by Dan (Paul Johansson) regarding Deb’s (Barbara Alyn Woods) drug addiction. Peyton (Hilarie Burton) is elated when she gets JIMMY EAT WORLD to perform at TRIC in time for Jake’s (Bryan Greenberg) release from jail. Meanwhile, Andy (guest star Kieran Hutchinson) invites Karen (Moira Kelly) to spend the summer in New Zealand. | ||
| 23. | The Leavers Dance, Part 2 | Tuesday May 24th, 2005 |
| Lucas (Chad Michael Murray) obtains the evidence he needs to defeat Dan (Paul Johansson) at last, while also struggling to tell Brooke (Sophia Bush) he wants to be with her. Peyton (Hilarie Burton) is threatened by a webcam voyeur at the same time a journalist (guest star Sheryl Lee) takes an interest in her life. Nathan (James Lafferty) and Deb (Barbara Alyn Woods) conspire to desert Dan for good, leading to an explosive conclusion when he discovers their plan.
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