Andie Anderson (Hudson), Composure Magazine's "How-To" columnist, has a very unusual assignment and a quick deadline. She has to write a firsthand account of all the things that women do to inadvertently drive men away...and she's got to do it in 10 days. Now she's on a mission to find a guy, get him to fall in love with her, then make all the classic dating mistakes so he'll dump her. Too bad Andie's target is ad agency hottie, Benjamin Barry (McConaughey), who has just made a high-stakes bet with his boss that he can make a woman fall in love with him in 10 days. Does a faux relationship based on deception stand a chance in a world where everyone says they're looking for honesty? You can bet on it!