Going against Bow’s warning, Dre tries to educate her white cousin Gary about how to be an ally. Meanwhile, Olivia is trying to impress Junior’s family by attempting to psychoanalyze everyone and their relationships with each other.

Jimmy and Drew Barrymore act out a scene they’ve written together in a brand-new Mad Lib Theater, then Jimmy chats with Barrymore and Talib Kweli before welcoming musical guest Nilüfer Yanya.