Three ex-girlfriends of a serial cheater set up their former lover to fall for the new girl in town so they can watch him get his heart broken.
Kate (Brittany Snow) is the new girl in school. 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 Johns heart. Kate, having been raised by a single mother, has seen the pain caused by playboys like John Tucker, and she wont 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.
Teenager Kate Spencer has always felt invisible to the world, largely living in the shadow of her beautiful divorced mother, Lori Spencer, who catches the attention of every man she meets. Kate has collectively nicknamed all Loris boyfriends "Skip", as they always skip out on her, Lori who picks up and moves in the aftermath. In moving to Portland, Oregon, Kates invisible status changes out of circumstance. She gets drawn into a school crowd consisting of media expert Carrie Schaeffer, head cheerleader Heather Straham, and sexually active activist Beth McIntyre, the three who did not travel in the same social circle until Kates arrival. Their common bond is popular John Tucker, the schools star basketball player and big man on campus. The three learn that John has been dating each of them behind the other twos backs, telling each that they are "the one". This revelation brings out the claws in each of the three who attack the other two. However, Kate, in her experiences with the Skips, convinces them that the other two are not the enemy, but John himself, who has played each of them, making them feel like the guilty party instead of him. So Kate convinces them that the best course of action is for the three of them to bond together to get their revenge against John. Being too close to the subject, the three believe they need Kates help. Their plan is to transform Kate into the perfect girl - an amalgam of the three of them - to catch Johns wandering eye, after which she will dump him and break his heart. There are several potential problems in their plan. Johns popularity may make him immune to any backlash against him that they may try to cause. Inexperienced Kate, who has never had a boyfriend, may not only not be equipped to navigate dating, but she may fall under Johns spell despite she having seen the slime-ball in him in action. And Kate being involved with John may jeopardize any possibility of a relationship with who she seems to be mutually attracted, namely Johns younger brother, Scott Tucker, who, like Kate, has largely lived in the shadow of his more popular relative.