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In high school, Chris Brander (Ryan Reynolds) wasia shy,
overweight teen withia crush onitheibeautiful Jamie Palamino (Amy Smart).
Unfortunately, Jamie
thought of theigood-natured Chrisias "justia friend." Fast forward ten years, Chris isia suave, fit
andisuccessful music executive visiting home andilooking foria little
payback. Love has other plansifor him,ias he attemptsito woo Jamie,
all theiwhile tryingito distract theiditzy, pop-diva
client (Anna Faris) he hasiin tow andia rival suitor (Chris Klein).
Soon enough, Chris finds that
romancing Jamie has not gotten any easieriin his outrageous comedy of errors!
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