Andie Anderson writes the how-to column at Composure magazine and wants to write about politics. Her editor gives her one more how-to: date a man and do everything wrong so he dumps her in ten days. Ben Barry is an advertising executive who bets two colleagues he can make any woman fall in love with him in ten days, to win a diamond account. They pick each other in the same bar. How to Lose a Guy in 10 Days is the rom-com with the best premise of its decade, and both leads are at their peak.
What Happens In Ten Days
Andie cries at Knicks games, names his penis Princess Sophia, buys a dog called Krull, puts a photo album of their imagined children on his coffee table and interrupts his poker night. Ben grits his teeth through all of it. Then she meets his family on Staten Island, they play Bullshit with his mother, and the thing both of them were faking stops being fake. The reveal is at the Isadora Diamond gala, in front of everyone, with a song.
Why The Yellow Dress Is Famous
Kate Hudson’s Carolina Herrera dress at the gala is one of the most copied film outfits of the 2000s. The You’re So Vain duet is the scene the film is built around. Kathryn Hahn made her film debut as Michelle. The motorcycle ending on the bridge is the kind of thing nobody tries to shoot in Manhattan any more.
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