How to Lose a Guy in 10 Days (2003) - To help land a big ad account, notorious player Ben (Matthew McConaughey) makes a wager with his co-worker (Adam Goldberg) that he can mend his womanizing ways and date a woman for more than 10 days. But he bets on the wrong girl -- women's magazine writer Andie (Kate Hudson). It turns out she's writing an article on how to dump a guy in 10 days -- and is set on seeing her story through to completion.