It's 1994, and senior year of high school is underway for Ted the foul-mouthed teddy bear and his best friend, likable but awkward John Bennett. Together they live in a working-class Boston home with John's parents (Matty and Susan) and cousin (Blaire). Matty is a blustering, blue-collar Bostonian who sees himself as the unequivocal boss of the house and doesn't like anyone challenging him, particularly his liberal-minded niece. Susan is kind, selfless, and almost pathologically sweet when it comes to caring for her family. Blaire is an outspoken college student who often finds herself at odds with her more traditional-minded relatives. In Season 2, Ted and John navigate new challenges, awkward milestones, and increasingly outrageous adventures as they barrel toward adulthood.