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Jay Leno and David Letterman.   (via Jay Leno and David Letterman | ThisIsNotPorn.net - Rare and beautiful celebrity photos)

Jay Leno and David Letterman. (via Jay Leno and David Letterman | ThisIsNotPorn.net - Rare and beautiful celebrity photos)

David Letterman, who retired in May 2015, still made enough money hosting the 'Late Show' to earn him a spot on the list.

David Letterman, who retired in May 2015, still made enough money hosting the 'Late Show' to earn him a spot on the list.

David Letterman's tenure as host of the Late Show ends on May 20 after 22 years. The longest-serving late-night host began his reign in 1982 when NBC's Late Night With David Letterman debuted, and moved to CBS when Jay Leno was named host of The Tonight Show. Now, as Letterman takes his final bow, look back on some of his most memorable guests from the past several decades.

David Letterman's tenure as host of the Late Show ends on May 20 after 22 years. The longest-serving late-night host began his reign in 1982 when NBC's Late Night With David Letterman debuted, and moved to CBS when Jay Leno was named host of The Tonight Show. Now, as Letterman takes his final bow, look back on some of his most memorable guests from the past several decades.

Jerry Seinfeld with David Letterman brews up more great coffee, cars, comedy

Jerry Seinfeld with David Letterman brews up more great coffee, cars, comedy

JOAQUIN PHOENIX freaked out everyone with his bizarre behavior and look on David Letterman's show. Never had Phoenix recieved so much press.Turns out it was all a stunt for a comedy biography 'I'm Still Here'.

JOAQUIN PHOENIX freaked out everyone with his bizarre behavior and look on David Letterman's show. Never had Phoenix recieved so much press.Turns out it was all a stunt for a comedy biography 'I'm Still Here'.

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