After the boys discover the janitor's stash of marijuana, the school hires a new drug counselor to speak with the students. Jed instantly forms a strong dislike of him, due to his good looks and the lust he provokes in the entire student body, including Miranda and Kate. When word gets out that Cary is "hooked up" and he instantly becomes popular with some of the girls, he decides to play up to his new reputation. Meanwhile, Phil runs an ill fated campaign for city council with a strong position against drugs.

It's Bow Down week at Evergreen Academy, an annual tradition in which Seniors select a Junior to be their personal slave for a week. Jed is picked by Joely, an out lesbian, who begins to show a strong attraction to him. Completely confused, he tries to work out whether he's just imagining it. Meanwhile, Cary incurs the wrath of popular girl Cassie Schreiber after he leads a revolt against the seniors, and is threatened with the mythical "360".

The boys wonder if they're losing their masculinity. As a school dance approaches, a rift is formed in the boys' friendship when Phil starts to pursue Kate, much to Jed's chagrin. Meanwhile, Cary is humiliated by a student from the nearby military school Fort Union and vows to get revenge.