Whatever It Takes (2000)

This romantic comedy is an offbeat take on the classic Cyrano de Bergerac story. Ryan Woodman (West) is a socially inept high school senior whose idea of a good time is practicing his accordion. While Chis (Franco) is the schools babe magnet, football star.

While Ryan is head over heals in love with Ashley Grant (O'Keefe), who is beautiful, popular, and entirely out of his league, Chris has a serious crush on Ryan's best friend, Maggie (Sokoloff), a 'girl-next-door' with beauty, brains and heart.

Having little success on their own, Ryan and Chris join forces and hatch a plan which, if successful, will land them both with the right girlŠ at least that's the plan.