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- Season 5 overviewJan 8-May 19, 200818 episodesSeason 5 episodes1. 4 Years, 6 Months, 2 Days Jan 8, 2008
- Lucas is a struggling writer about to start a coaching career.
- 2. Racing Like a Pro Jan 8, 2008
- The group gathers to support Jamie at his race; Lucas discovers the demands of being a coach.
- 3. My Way Home Is Through You Jan 15, 2008
- Lucas' editor wonders about the timing of his recent creative inspiration.
- 4. It's Alright, Ma (I'm Only Bleeding) Jan 22, 2008
- Peyton has her hands full with a musician who turns out to be problematic.
- 5. I Forgot to Remember to Forget Jan 29, 2008
- Three years in the past, Lucas visits Peyton in Los Angeles with an offer.
- 6. Don't Dream It's Over Feb 5, 2008
- Lucas confronts Peyton; Brooke intervenes when Victoria meddles.
- 7. In da Club Feb 12, 2008
- Brooke forces Mouth to go on a blind date; Lindsey confronts Lucas about Peyton.
- 8. Please Please Please Let Me Get What I Want Feb 19, 2008
- Peyton confesses her feelings to Lucas; Brooke makes a play for Owen.
- 9. For Tonight You're Only Here To Know Feb 26, 2008
- Haley, Brooke, Peyton, Lindsey and Mia get locked in the Tree Hill High library.
- 10. Running to Stand Still Mar 4, 2008
- Brooke faces a ghost from her past; Haley reels from a devastating blow to her marriage.
- 11. You're Gonna Need Someone on Your Side Mar 11, 2008
- On the eve of Lucas and Lindsey's wedding, they conspire to save Nathan and Haley's marriage.
- 12. Hundred Mar 18, 2008
- Lucas and Lindsey's wedding day; Nathan tries to reconcile with Haley.
- 13. Echoes, Silence, Patience and Grace Apr 14, 2008
- Lucas picks up the pieces after Lindsey leaves him at the altar.
- 14. What Do You Go Home To Apr 21, 2008
- Lucas and Peyton talk about Lucas' aborted wedding; Brooke gets a possibly life-changing phone call.
- 15. Life Is Short Apr 28, 2008
- Brooke and Peyton prepare for their life with a baby; Dan divulges a grave secret.
- 16. Crying Won't Help You Now May 5, 2008
- Lucas investigates Dan's heart condition; Haley struggles with letting Dan into Jamie's life.
- 17. Hate Is Safer Than Love May 12, 2008
- Devastating news crushes Lucas; Brooke's baby undergoes emergency surgery.
- 18. What Comes After the Blues May 19, 2008
- Brooke copes with giving up her baby; Peyton gets news about a ghost from her past.