The worst of the episodes Madeline was in was the David Letterman episode. Paul Shaffer met Hilton at the coffee shop and booked him on the Letterman show as the most boring man in New York. Shaffer, Letterman, Biff Henderson, Letterman's producer, and Gilbert Gottfried all guest starred in this episode, to no avail. The episode was so sketchy and random that I seriously wondered if there had even been a script. If so, it was horrible, and produced virtually no laughs. The few laughs to be had come from the strained work of the expert comedic cast. Seriously, this was a dud.
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