Date: Sept. 18, 2012
Show: The O'Reilly Factor
Most uncomfortable moment: O'Reilly: "Dating Game is going to be on PBS now." Stewart: "What did these nuns do to you?"
During the run-up to the O'Reilly-Stewart debate in the fall of 2012, the "Rumble in the Air Conditioned Auditorium," Jon joined Bill on The O'Reilly Factor. They opted for a wide-ranging, loose discourse rather than a focused policy discussion. O'Reilly asked Stewart why he wants to debate him, and Stewart made a Star Wars analogy: "The reason I'm doing this, Bill is very similar to Luke Skywalker and Darth Vader. As he told Yoda or Obi-Wan Kenobi, I sense there is still good in you."
From there they discussed their experiences in the year's political conventions, Southern hospitality, Sandra Fluke, and Clint Eastwood in a segment that had more the flavor of shooting the shit over a beer than prepping for a debate.