When Jed starts his first day at Evergreen Academy, he finds out that he is one of only three boys attending the formerly all-girls school.

The school hires a new counselor to speak to the student about drugs. The boys discover pot in their locker room and when word gets out that Cary has some, he becomes instantly popular with some of the girls.

The Evergreen Academy stages a Bow Down week, where senior students select juniors to be their slaves. Cary is picked by Carrie, who calls him Dorothy in an attempt to humiliate him, Phil decides the best way to go about things is to agree to Judy's demands, while Jed is picked by Joely, a lesbian basketball player.

When Jed is dating Miranda and Kate, he is forced to decide who he really wants to be with. Cary and Stella befriend a band geek in order to keep there relationship a secret.