When her brother decides to ditch for a couple weeks in London, Viola heads over to his elite boarding school, disguises herself as him, and proceeds to fall for one of her soccer teammates. Little does she realize she's not the only one with romantic troubles, as she, as he, gets in the middle of a series of intermingled love affairs.
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.
Henry Roth is a man afraid of commitment up until he meets the beautiful Lucy. They hit it off and Henry think he's finally found the girl of his dreams, until he discovers she has short-term memory loss and forgets him the very next day.
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
If the cast weren't sure if things were funny enough, they would ask Judy Greer because they all felt she was the funniest person on the set. See more »
When the adult Jenna sees her office the first time she sees her photo with her boyfriend on the wall. Both Jenna and her boyfriend are wearing the exact same clothes which they wear on the night when Jenna and Lucy run into Matt and his fiancé, even though that scene happened later in the film. Even Jenna's hairdo is exactly same. See more »