Slam! by Nick Hornby

Set in Britain, Sam idolizes skateboarding legend Tony Hawk, and is on his skateboard most of the time he's not in school.  His mom introduces him to Alicia, the daughter of someone from her workplace.  While the two don't hit it off initially, eventually they become boyfriend and girlfriend, and despite Sam's desire not to be like his mother and become a teen parent, Alicia gets pregnant.  Author Nick Hornby captures the fear and isolation of Sam as he copes with the thought of being a teenage father with very few options.  Sam's closest confidant is Tony Hawk-- which are Tony's words from his autobiography spoken through the Tony Hawk poster hanging in Sam's bedroom.  The book is funny, sad, scary, and poignant. It's a bit of a tough sell to high school boys who don't skateboard, but it's a book worthy of getting into kids hands.