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.