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).
John and Ted use the school's phone to call a phone-sex hotline, leading to an investigation.
Ted starts a risky love affair with a married woman; Matty deals with erectile dysfunction.
John, Ted and Blaire must complete a drug dealer's Dungeons & Dragons campaign to score weed.
Blaire's rom-com movie marathon annoys Matty; Ted and John double date with their elderly neighbor.
John and Ted audition for the school play; Matty and Susan get part-time jobs at Dunkin' Donuts.
Blaire finds herself navigating an unexpected pregnancy, leading to mixed reactions from the family.
Susan takes the fall for John and Ted when a police officer finds their weed during a traffic stop.
John and Ted create a fake newspaper to keep Matty from learning about the O.J. Simpson verdict.