S5·E133 Jennifer Aniston, Jerry Springer, Al Green

Episode recap

During an installment of Late Show with David Letterman titled Chicago Night, the broadcast featured several special segments and guests from the Windy City. As part of the festivities, Jerry Springer appeared with his bouncers, who stood on opposite sides of the stage. The episode also included a commercial appearance by The Man Not on Fire for Gold Coast Drugs. For the nightly segment, the Top Ten home office was temporarily relocated to nearby Schaumberg, Illinois, and the list was presented by local blues singer and frequent guest Taj Mahal. Additionally, correspondent Bob Borden was featured on a frantic pursuit through the city as he attempted to secure an interview with Oprah. The program is part of the weeknight talk and comedy series hosted by David Letterman, which utilizes mature humor to appeal to its audience.