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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.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.A teacher is walking down and drops a whole pile of papers and the papers spread all over the staircase.A group of male teachers come by and they bend down to help.When I think back to most of the challenges that we overcame in our marriage, one thing that helped to bring unity back into our relationship was dating.

I’m not sure I know how to make small talk, and more importantly, I’m not sure I can date without getting sucked into the ‘love me and want me’ syndrome that I seem to have had in all my other relationships.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. She catches John Tucker (Jesse Metcalfe) dating three different girls at once: Carrie - the smart girl, Heather - the cheerleader, and Beth - the activist slut; none of them are aware that they are not the only girl in John's heart.Kate, having been raised by a single mother, has seen the pain caused by playboys like John Tucker, and she won't stand idly by.Together with the three jilted ex-girlfriends, they hatch a plan to teach John a lesson.Things rarely go as planned, especially when Kate starts to think that she might be falling for John herself.