Grace is stunned after Benedict informs her that her fellow colleague and good friend has been accused of sexually harassing a student. Grace immediately defends her co-worker but must re-think her loyalty when new evidence arises. Meanwhile, Bobby is spending so much time with his new girlfriend, Dex, he begins to neglect his school work. Under pressure from Grace to succeed, Bobby cheats on his test. Still reeling from the guilt of kissing Courtney, Jack is horrified to discover she and Missy have become friends.

Bobby is heartbroken over his break-up with Dex and decides to get even with Jack after finding out he is responsible for their split. Bobby's actions cause Jack, Missy and Courtney much embarrassment and anger, which results in a feud between the brothers. Meanwhile, Grace and Tom sneak away from the campus election night party to smoke pot, which proves to be a terrible mistake for Grace and her family. The future reveals that in 2040, McCallister wins the election by only a few votes.