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Celebrating its 15th Anniversary and directed by Donald Petrie (Mystic Pizza, Miss Congeniality) - Benjamin Barry is an advertising executive and ladies' man who, to win a big campaign, bets that he can make a woman fall in love with him in 10 days. Andie Anderson covers the "How To" beat for "Composure" magazine and is assigned to write an article on "How to Lose a Guy in 10 days." When the two meet in a bar shortly after the bet is made, both of their lives venture down unexpected paths. This box office smash stars Kate Hudson and Matthew McConaughey. Watch the magic on the rooftop!