Jules Feiffer and Studs read several of Feiffer's previous cartoons as they discuss his history as a cartoonist and his retrospective on display at the Walton Street Gallery in Chicago. Feiffer discusses his attempt to move away from political cartoons and instead shift focus to social commentary. Feiffer also discusses his play "Elliot Loves", a love story that captures the complications of love and the “gap” between the sexes.

Jules Feiffer discusses and reads from his children's graphic novel, "The Man in the Ceiling." The book has a central theme of overcoming failure and is slightly autobiographical in nature, with a comic book artist as its main character and author. Studs plays "Golliwog's Cakewalk" - Claude Debussy (1906-1908).