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

David Letterman pranks Richard Simmons

When Richard Simmons appeared on Late Night in 2006, it seemed as though Letterman was deeply irritated by the eccentric fitness instructor, especially when Simmons wouldn't stop trying to promote a food steamer. The interview was quite uncomfortable until Letterman decided to pull a little prank on Simmons.

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Post originally appeared on Upbeat News.