Takes place several years before the malicious movie, back to when Kathryn first meets Sebastian, their sexual attraction to each other and their enjoyment in destroying the lives of their peers.

Tucker decides to take an impromptu trip to celebrate his friend's bachelor party. He drags his friend into a lie with his fiancée, gets him into trouble and then abandons him in order to pursue a hilarious carnal interest. Tucker is disinvited to the wedding, and in order to get back in, Tucker has to find a way to balance his narcissism with the demands of friendship.

Nicole Maris is a popular high school preppy senior in Utah who gets her life turned upside down when her perfect date, Brad, falls for a cute cheerleader from another school a month before the school's centennial senior prom. After recovering from the shock, Nicole comes up with a solution to save her reputation: find a guy to appear like they're going steady and to take her to the dance hoping to make Brad jealous. Nicole then hooks up with her next door neighbor, prankster and trouble maker Chase Hammond, and tries to model him in her own image while he's looking to make his long-term girlfriend Dulcie jealous too. However, both Nicole and Chase don't expect their charade to lead it where they never expected it to.