Bobbi Glass ruins the annual "skip day" ritual for the popular and alternative kids by faxing their photos to their favorite hangouts so they'll be caught cutting classes. The kids plot their revenge during an extended musical number. Meanwhile, Sam and Brooke agree to work together to make their parents' rehearsal dinner a success.
Harrison campaigns to save the job of the school's shop teacher when the instructor's career is jeopardized by his announcement of plans for a sex-change operation. Meanwhile, Cherry Cherry teaches a home-economics course at Kennedy High as part of her community service sentence for punching a police officer.
A new vice-principal joins Kennedy High and his good looks draw the attention of the female students. Meanwhile, Brooke lies to Carmen about a tattoo she claims was inspired by Josh, so Carmen suspects that Brooke may want her old beau back; and Emory tells Harrison that a grade-school music teacher was once impressed with Harrison's music skills.
Mounting tensions between Sam's friends and Brooke's clique lead to a proposed rumble, but the guys intervene and lock the ladies in a school bathroom in an attempt to make them reconcile. Meanwhile, Josh, Harrison and Sugar Daddy get an education on ovulation from a nature film provided by Bobbi Glass.
Sam and Brooke wager on whether or not Sam can land a boyfriend by the end of the week and whether Brooke can prove that her relationship with Josh is more than just physical, with the loser publicly joining an embarrassing club. Meanwhile, Lily hands out condoms to her classmates in response to the popularity of a new singer whose sexual image is mimicked by some students at Kennedy High.
Sam writes an exposé about the cheerleaders' school budget, leading to the squad's termination and its remaining funds being redistributed to the drama department. The exposé also heightens the tension between Brooke and Sam as they prepare for their first dinner together with their parents. Meanwhile, Josh must decide between starring in the school musical or playing in the homecoming game.
In the series pilot, social opposites Sam and Brooke are paired as lab partners, to the delight of Carmen, who sees it as a chance for Sam to help her get on the cheerleading squad. Meanwhile, Brooke and Nicole plan the first party of the school year and star quarterback Josh tries out for the school play.