David Letterman Through The Years: Video

On the day the king of late-night longevity announced his plans to retire, we thought we’d take a look back at some of David Letterman‘s most memorable moments. We’ll start with two unforgettable incidents from his NBC days and work our way up through the CBS era. First, we set the wayback machine to the first Reagan administration …
Andy Kaufman vs. the Wrestler, July 1982
The polarizing comic was known at the time for wrestling women and mouthed off until he finally got into the squared circle with a man. He took on pro grappler Jerry “The King” Lawler and lost, falling victim to a piledriver. A few months later, the two faced off on Late Night:

Related: Watch David Letterman Announce His Retirement
Crispin Glover Gets His Kicks, July 1987
The actor who played George McFly in Back To The Future — but, notably, not in the sequels — came to Late Night presumably to plug his film The River’s Edge. Instead, a decidedly odd and/or out-of-it Crispin Glover decided to show off his “strength,” and hilarity ensued. But not for Letterman, who promptly walked off the stage:

Related: Who Will Inherit David Letterman’s Late-Night Seat?

Madonna Tests the FCC’s Limits, March 1994
Letterman had been having fun at the singer’s expense for years, peppering his monologue with jokes about her sexual escapades. When Madonna was ... Read More »

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