Host Ira Glass follows the last month of rehearsals of Oak Park and River Forest High School's production of Neil Simon's Lost In Yonkers.

Ira takes a Medieval scholar from the University of Chicago, Michael Camille, to Medieval Times — a chain of fake castles where visitors eat Medieval food and drink Medieval Pepsi and watch a supposed recreation of a Medieval jousting tournament. The scholar finds that there are many historical inaccuracies, but that Medieval Times does capture something essential and interesting about the spirit of the Middle Ages.