Pete (Topher Grace), the quirky, self-deprecating manager of a grocery store, is madly in love with his best friend, Rosalee (Kate Bosworth). Unfortunately, she has absolutely no idea. When Rosalee wins a date with her favorite actor, the smarmy Tad Hamilton (Josh Duhamel), Pete delays admitting his feelings to her. And when the scheming Hamilton relocates to their small town to pursue Rosalee in the wake of their initial meeting, a horrified Pete must struggle to win her heart.