Allen Gregory

When pretentious 7-year-old Allen Gregory begins the first grade in a public school, he struggles to fit in with his peers; Allen has in interesting first meeting with his principal.

After discovering that his rival Joel Zadak has a girlfriend, Allen Gregory sparks a sex-tape scandal. Meanwhile, to help Allen Gregory's adopted sister appear `normal', Richard hires cool-looking kids to hang out with her.

Allen Gregory and his comically malevolent dad Richard are furious when popular Joel Zadak invites Allen Gregory's trusty friend Patrick to a dance but not Allen Gregory. Meanwhile, Richard's life-partner Jeremy gets a job as a DJ at Kirby's Roller Bowl.

When Joel Zadak stays home from school because he's sick, the always presumptuous Allen Gregory steps in to help his popular "friend" by keeping tabs on the clique. As Allen Gregory gains some ground with the exclusive group, Zadak loses more than his friends. Meanwhile, Richard hits the boardroom at his father's company

Allen Gregory's teacher, Gina, seeks to teach him a lesson after he mistakes his schoolmate for a janitor. Much to Gina's dismay, Allen Gregory produces a play to depict his point of view of the incident. Meanwhile, Richard hires Jeremy as his new maid.

Allen Gregory enlists the help of a friend to find his biological mother. Though Allen Gregory initially dreams of his mother and father falling in love and starting a life together, he soon realizes that this new "family" is not all it's cracked up to be.

In the season finale, the persistent and pompous Allen Gregory bribes Principal Gottlieb into a romantic situation that he hopes will bring them closer together. Meanwhile, Richard uses Julie to compete with his frenemy's adopted child.