I’m a long time fan of David Letterman’s Late Show – back in my single, uni days when I was a nightowl I’d often tune in for his acerbic, incredibly dry take on the preceding day’s events – Australia gets his stuff a day behind.

The Huffington Post has a page of Letterman highlights – and they’ve just posted a link to Cracked’s “nine most awkward Letterman moments” where Letterman demonstrates an obvious disdane for several of his guests. It’s a mark of his power and influence that these guests will appear on his show probably knowing they’re about to be relentlessly mocked.

Here’s Letterman with Paris Hilton – just after her release from prison. Which according to Letterman might be here legacy. It’s painfully good.