Some classic Letterman moments

[Chrisman886]

That Drew Barrymore clip is so awesome.

[prohornblower]

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That Drew Barrymore clip is so awesome.

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I saw that one live. Was pretty legendary.

[Professionalpoker]

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Thanks for posting.

I've been wanting to see that Crispin Glover segment for a long time now.....still wondering ...."WTF" : )

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Recent interview about that appearance:

http://www.youtube.com/watch?v=pIdnE...ed&search=

http://www.crispinglover.com/

[PokerAmateur4]

I've never really watched Letterman for some reason. Turns out he is great, nice post.

In the O'Reilly one:
ORly: Do you want the U.S. to win in Iraq?
L: Sigh. First of all...
O: It's an easy question, because if you...
L: It's not easy for me because I'm thoughtfull

Awesome. Really sharp.

[RickOSU]

Letterman v. O'Reilly is truly classic. the battle of logic and ignorance.