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.

The juniors of Evergreen Academy travel to New York for a Model U.N. summit, where Jed is reunited with his ex-girlfriend, Lisa. When Lisa and Kate, Jed's current love interest, become awfully friendly with each other, Cary persuades Jed that a "ménage à trois" is on the cards. Meanwhile, Phil befriends some boys from Fort Union, and sparks fly between Cary and Stella.