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

Sarah Silverman sings about how she "cheated" on Jimmy Kimmel

In 2008, Matt Damon served as the butt of a running joke in which Jimmy Kimmel would always "run out of time" before their interview segment. Vowing to get his revenge on Kimmel, Damon enlisted the help of Kimmel's then-girlfriend Sarah Silverman. 

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The More You Know

  • The show we know and love as Friends today could have been called Insomnia Café or Six of One.
  • Before going solo, Britney Spears was in an all-female group called Innosense.
  • Saturday Night Live: Jim Carrey auditioned to be a cast member multiple times, but was never hired.
  • Leonardo DiCaprio has never done drugs and had to speak to a drug expert to prepare for Wolf of Wall Street.
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