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.
When her brother decides to ditch for a couple weeks, Viola heads over to his elite boarding school, disguised as him, and proceeds to fall for one of his soccer teammates, and soon learns she's not the only one with romantic troubles.
After total humiliation at her thirteenth birthday party, Jenna Rink wants to just hide until she's thirty. Thanks to some wishing dust, Jenna's prayer has been answered. With a knockout body, a dream apartment, a fabulous wardrobe, an athlete boyfriend, a dream job, and superstar friends, this can't be a better life. Unfortunately, Jenna realizes that this is not what she wanted. The only one that she needs is her childhood best friend, Matt, a boy that she thought destroyed her party. But when she finds him, he's a grown up, and not the same person that she knew.Written by
Rick Springfield attended the premiere, his way of thanking the producers for playing one of his songs in the movie. See more »
Jenna is told that Matt's address is 212 Bank Street. As Jenna walks through the Village to find him, the camera pans up to show her approaching the corner of Bank Street and 4th. She walks on Bank, but turns onto 4th to enter Matt's building. See more »