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
Originally, young Matt was to be played by Jack Salvatore, Jr. Test audiences reacted negatively towards him, and the girl originally playing young Jenna (Shana Dowdeswell), so the parts were re-cast, and the scenes were shot again. See more »
When Jenna goes to her party at 27 Wall Street, she is shown standing through the window going north into Times Square. 27 Wall Street is south of Times Square, so she would not have been going north. See more »
The studio logo segues into the opening credits. Magic dust forms a backdrop and segues into the background during Jenna's picture taking. Then it segues into the title. The credits appear as if by magic. See more »