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.
Penn Badgley plays John Tucker's brother who is the nice one who will get the girl in the end.
They are Heather the cheerleader (Ashanti) Carrie (Arielle Kebbel) and Beth (Sophia Bush.) Kate Spencer (Brittany Snow) is the new girl who is always moving town from town as her hot mother goes from one unsuitable boyfriend to another. It is her who suggests that the three girls should get revenge on John Tucker and show him the error of his ways.
The girls decide that Kate should be the one who breaks his heart and attempt to maker desirable despite her inexperience with men.
The film's plot is loosely adapted from "The Austin Road Trip Story" in Max's book I Hope They Serve Beer in Hell.
A tireless and charismatic novelty seeker, Tucker (Matt Czuchry) tricks his buddy Dan (Geoff Stults) into lying to his fiancée Kristy (Keri Lynn Pratt), so they can go to a legendary strip club three and a half hours away to celebrate Dan’s last days of bachelorhood in proper style.