It’s no secret that not everyone got along with David Letterman, who has a famously prickly personality. Over his 33 years on late-night TV, he managed to make a lot of his guests pretty angry.
Then again, he was also delightful to many. Here are some of his friends, enemies and frenemies through the years.
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Oh, these two. Philbin holds the title for the most appearances ever on Letterman’s late-night shows, as he’s stopped by 136 times over the years. Reege also filled in as guest-host when Letterman had to step off the air for his heart surgery in 2000.
Zsa Zsa Gabor
You'll only go on a fast-food road trip with someone you really like.
Steve Martin/Tom Hanks/Howard Stern/Bill Murray
We group these four together because their interviews seem pretty similar – Letterman is always delighted to chat with other guys who have been around forever.
Letterman has always been a fan – remember when he asked her out on a date?
He won’t bring a comforter into the freezing studio for just anyone.
We all know she didn’t hold back during their contentious interviews.
Letterman got actually quite angry during their 2006 talk about the Iraq War.
Dropping 14 f-bombs in one interview certainly made her an enemy of the network, at least.
He’s just such an easy target.
While they did indeed have quite the awkward interview in the ’90s, talk of their feud may have been a bit exaggerated – by now, they’re actually real friends.
Letterman gives her a hard time, but we suspect he has a soft spot for the troubled star.
Never cancel on Letterman with a fake excuse; you will get called out on television. Sen. McCain eventually made up for his blunder by appearing on the show (and apologizing) a few weeks later.