Mary Fiore is San Francisco's most successful supplier of romance and glamor. She knows all the tricks. She knows all the rules. But then she breaks the most important rule of all: she falls in love with the groom.
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." They meet in a bar shortly after the bet is made.
Chicago Sun Times copy editor Josie Gellar (25), who was desperate to graduate from perfectionist copy editor to reporter, gets her chance when the goody owner orders the editor to cover the high-school scene by undercover. Josie, who was a frustrated, ridiculed nerd, gets a popular make-over from her drop-out, naturally funny brother Rob Geller. Both siblings find love and joys of youth again. But in Josie's case, it's sensitive bachelor teacher Sam Coulson, who enjoys sophisticated conversation. As the publication deadline approaches, the price of blowing their cover seems ever more daunting, yet inevitable unless she sacrifices her career. Written by
When Gus and Anita voice their concerns about Josie's assignment, she says, "Neither of you think I can do this." Josie, a noted pedant, would know that when used as a pronoun "neither" is singular and would say, "Neither of you thinks I can do this." See more »
I thought my one-line summary was going to be 'this was a very bad idea', a line spoken by Drew Barrymore's character. At that point in the movie, there were no likeable characters to speak of, except maybe Drew's brother. But Drew's character grew on me. And her brother played a bigger role in the movie's second half. Overall, things started getting better as time went on. And the best acting performance, to me, was that of the actress playing a nerdy kid who became Drew's friend. I was pleasantly surprised to find the name Leelee Sobieski in the credits. She has impressed me before, without my knowing who she was, and she did it again. By the end of the movie, I was feeling pretty good. It didn't have to be quite so dirty, though.
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