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He talks her into tutoring him, but Haley has two conditions: Lucas doesn't ever find out and he stops harassing Lucas.
At this point, things are on the rocks for Nathan's relationship with Peyton and it soon ends because both are unhappy.
Later learning about Lucas' best friend Haley James, Nathan decides to use Haley to anger his brother, but eventually ends up falling in love and marrying her. Lucas had initially thought of Nathan as a jerk, partly due to the fact that he hadn't been accepted by the Ravens due to Nathan trying to sabotage him as a player.
He is soon faced with challenge as Lucas, his biological half-brother (via Dan and Karen) joins his high school basketball team, The Tree Hill Ravens, and threatens to steal his spot as shooting guard.
Nathan is known as a very great father over the years to Jamie, and to his daughter, Lydia Bob Scott.
After learning that Jamie was kidnapped in season 5 at Lucas' failed wedding to Lindsey, he jumps in front of a police car, almost killing himself, in order to get help to bring his son home.
Though not yet together, Nathan screws up many chances to be with Haley.
He apologizes constantly and the relationship eventually evolves, along with Nathan's character.
Nathan and Lucas eventually find their love for each other and decide that they are now officially brothers.He then was recruited by the Charlston Chiefs before later being drafted into the NBA for the Charlotte Bobcats.After having trouble dealing with back pain, he is left with no choice but to resign, and then decides to take on basketball as a sports agent.After Nathans hospitalization, Coach Whitey Durham suspends basketball 'until further notice', and Nathan sees the opportunity to spend even more time with Haley.His mother is still denying Dan's pleas for forgiveness.
Later, Nathan slyly escapes from the hospital to go see Haley, and that is the first night they spend together.