In the first segment, the conversation during a poker game becomes an intense exploration of gay culture. In the second segment, after Louie's brother depresses him about the finality of his divorce, Louie reminisces about a high school crush, subsequently looking her up on Facebook.

In the first segment, Louie goes to a doctor who's an old high school friend with an odd sense of humor. In the second segment, after performing at the Comedy Cellar, he dines with a fellow comedian who harbors passionate political views.

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.

On an aimless night out that his babysitter awkwardly talks him out of cancelling, Louie decides to break his rut by hanging out with a couple of black comics. After feeling completely out of place at a club, he ends up going to the Eastville Comedy Club to do a short set, then home to his kids for an early-morning pancake breakfast.