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Ryan Woodman (Shane West) and Maggie Carter (Marla Sokoloff) are best friends and neighbors. Floyd (Aaron Paul) is their slacker friend. Ryan is obsessed with high school goddess Ashley Grant (Jodi Lyn O'Keefe). Big man on campus Chris Campbell (James Franco) wants to get the one he can't get, the virginal enigmatic Maggie. So he needs Ryan to Cyrano DeBergerac for him. In return he proposes to do the same for Ryan with his cousin Ashley.

The biggest problem is that Shane West is way too good looking for the loser role. They need somebody much more geeky, and a bad haircut really doesn't make it. It's nothing offensive, but it just can't rise above the clichés. It's obvious where this is going, and it has an uncomfortable time getting there.