In the first segment, Louie hooks up with a young woman at the Comedy Cellar (Elizabeth Hower) who's attracted to older guys. In the second segment, he bonds with a woman he meets at a PTA meeting while their kids are on a play date. Throughout the episode, Louie has odd interactions with his therapist.

After an exhausting morning getting his girls ready for school, Louie lets a fellow dad at his daughter's school train him at the gym, where he proves to be in worse shape than he thought.