How To Lose a Guy in 10 Days (2003)

Andie Anderson, the how-to girl for Composure Magazine, agrees to write a firsthand account of all the things women do to drive away men; she has to find a guy, make him fall in love with her, then get dumped--all in 10 days. But little does she know that her target, ad agency hottie, Benjamin Barry, has just made a high-stakes bet with his boss that he can make any girl fall in love with him in 10 days. So while she's trying to lose him, he's doing whatever it takes to keep her!