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.
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.
Single-girl anxiety causes Kat Ellis (Messing) to hire a male escort (Mulroney) to pose as her boyfriend at her sister's wedding. Her plan, an attempt to dupe her ex-fiancé, who dumped her a couple years prior, proves to be her undoing.
Melanie Carmichael, an up and rising fashion designer in New York, has gotten almost everything she wished for since she was little. She has a great career and the JFK-like fiancée of New York City. But when he proposes to her, she doesn't forget about her family back down South. More importantly, her husband back there, who refuses to divorce her ever since she sent divorce papers seven years ago. To set matters straight, she decides to go to the south quick and make him sign the papers. When things don't turn out the way she planned them, she realizes that what she had before in the south was far more perfect than the life she had in New York City. Written by
Producer Stokely Chaffin was the one who developed the movie's concept and brought it to screenwriter C. Jay Cox to write. Chaffin, now the Senior Vice President of Productions at New Line Cinema, was raised in Tuscaloosa, Alabama, and like Reese Witherspoon's character, she changed her name after she left the South (during her childhood, her friends and family called her by her first name, Caroline; Stokley is her middle name). Chaffin insisted that Cox visit Alabama before writing the screenplay. See more »
When Melanie is in Alabama at Jakes house you notice that the leaves on the tress are starting to change color, indicating the weather is getting colder, autumn is coming. However in cooler New York (supposedly at the same time) the trees are still completely green. See more »
During the end credits some photos are shown with the cast. In a sequence of them Melanie's parents are "scared" by a punk with a pierced tongue, Mel's co-worker from the beginning of the movie, who comments on her accent when she dreams. See more »
Everyone is taking this movie too seriously. It's my favorite chick flick movie. There is no violence, except when she hits the mayor, no drugs, sex and only a little bit of questionable language. And some of the accents are accurate, at least the ones from the people I know from Alabama. Plus, it's a MOVIE. It's so funny! I'm from NJ and I don't think it portrays the South in a bad light. It's not meant to be a serious movie, just something to make you laugh go awwwww. If anything it portrays New York as a crowded dirty place...and it is..but not everyone in New York is rude...um OK, maybe I take that one back. Anyway don't criticize it, it's just a romantic comedy and how many of them are actually worth watching??? Go Ethan Embry and Josh Lucas!!!
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