Jack gets more than he bargained for when he tries to pick up a stranger in Williamsburg, and Oona decides that revenge is a dish best served in a little black dress.

Jack has a moment with Julia Roberts, Oona branches out professionally, and Mitchell turns on the charm.

Jack agrees to pick up a horribly drunk Mitchell from Oona's apartment.

Oona is unhappy with Russell. Jack and Mitchell take another step in repairing their friendship as Mitchell and Oona have a fight.

An obstacle arises in Jack and Scruffy's relationship, and Oona runs into Drew and his new lover.