Chilling on the couch with Letterman....

I've been trying to tell my buddies for years why David Letterman is and always will be the king of Late Night Television. A lot of people watch, and just see an old guy trotting out bad monologues and shilling for blockbuster releases and bands on tour. But you need to put the guy in context. Firstly, he's coming up on 20,000 shows, nearly 30 years of television, hundred of thousands of guests, and he works 6 nights a week at nearly 62 years of age . That's crazy in its own right.
Secondly, The Late show is so corporate now, that as such it has lost what was great about it. Back in the 80's, the Late Show was Dave's show. If he wanted to cut an interview short because the guests sucked, he would. If he wanted to spend a whole show calling businesses that had the word "Fun" in their name and asking employees how fun it was to work there, he would. The guy who works in the Korean Deli across the street became part of the show because Dave got bored and sent a cameraman out for sandwiches. Genius, and hilarious.
But the best part of Letterman is when he has no interest or respect for his guests. These are the moments of Letterman brilliance, and are far greater than any scripted comedy could be.
Jacked from Cracked.com, here are the 9 most awkward Letterman appearances of all time.
Watching Letterman ask Paul "...have you ever watched a man drown before?" is worth it in itself.
http://www.cracked.com/blog/the-9-most-hilariously-awkward-letterman-interviews/
Peace,
Broke