The Most Iconic (and Cringeworthy) Moments in Talk Show History

David Letterman admits to having affairs with colleagues

On October 1, 2009, the levity of David Letterman's usual program disappeared when the talk show host told viewers that he was the victim of an attempted blackmailing scam. Behind the scenes, someone had threatened to reveal a series of covert affairs with female coworkers unless Letterman doled out $2 million.

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The More You Know

  • In the early days of his career, Sylvester Stallone was so poor that he sold his dog Butkus for $50.
  • Soon after moving to New York City, Madonna worked at a Dunkin' Donuts. She was fired after one week for messing with the jelly machine.
  • The fan-favorite "Soup Nazi" character from Seinfeld was based on Al Yeganeh, a NYC chef. After the Soup Nazi episode aired (which Yeganeh reportedly hates), his business increased wildly.
  • There was a quiz show scandal in the ‘50s
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Post originally appeared on Upbeat News.