Oliver Cross, who's used to being the most popular student at Stansfield Academy, has to deal with a new roommate, transfer student Chris Hilton, who instantly becomes a favorite of all the guys who always looked up to Oliver. Oliver starts to resent Chris suddenly being the object of everyone's attention. Meanwhile, Stansfield goes coed, with one of the new female students being Dinah McGee, grand-daughter of the headmaster.
Cross loses his deejay job at Radio Stansfield for threatening to go on air with a negative story about Coach Stokes' past that Mr. Rogers believes is false.
Chris looks forward to a visit from his parents, who are in South Africa filming a documentary. X, anxious about pleasing his father (El Jefe), asks Chris and Cross to help him become a star student in exchange for X helping them to clean their room, otherwise known as "the Jungle.
Chris and Cross are moved from "the Jungle" after being blamed for a recent rash of pranks at Stansfield Academy. They go on a mission to find the real "Creeper" and clear their name.
Cross is asked by Mr. Rogers to show Neena, a girl interested in attending Stansfield, around the school for a few days. He soon faces competition from Chris as they go to extremes vying for the girl's affection.
Cross takes it to heart when Dinah tells him off after falling for another one of his scams. In an effort to show her he's not such a bad guy, Cross invites Dinah's boyfriend to Stansfield's Saturday night dance, not knowing the two had broken up and Dinah didn't want to see him.
