Spring break of 1990 is over. Richard Bowman has resigned to keep his head down and finish his sophomore year at Grafton High School the way he started it - academically fair to middling, socially mediocre, and romantically very much well below average. When the opportunity to befriend a group of senior guys lands in Rich's lap practically overnight, he steps out of his comfort zone.
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Rich's parents decide to leave him home alone for the weekend. Although Rich intends to keep his promise of no parties, the gang is persistent and finally convinces him to hold a small get together. What's the worst that could happen? In the meantime, Amy Rugg starts showing interest in Rich again after he shows her his dark side, and the mob hasn't given up on finding Joker. Unfortunately for Rich, he is their best lead in trying to track her down.