David Letterman may not be the greatest late night host ever (sorry, nobody's ever going to top Craig Ferguson), but thereâs one type of interaction in which Letterman absolutely shines: dealing with people he has no respect for. If Letterman thinks the guest isn't worth his time (and he'll let you know within the first thirty seconds), you'd be well advised to set the Tivo and microwave a bowl of popcorn, because shit is about to get hilariously awkward. I used to think it was his becoming old, crotchety and possibly senile that gave rise to this bizarre streak of gut-busting faux pax, but the videos gathered below prove without a doubt that Letterman's been a dismissive prick since the very beginning. Well played, sir.

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9. Richard Simmons

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The simpering sarcasm that passes for Simmonsâ anger, like a dandelion head bursting in your face on a crisp Spring morning.

The fact that Letterman mocks Simmonsâ clothes is made all the more poignant when Simmons stands up a second later to reveal a lovingly sequined glitter shirt handmade in Daveâs honor.

The explosion. Itâs an excellent enough moment to make me wish all TV segments ended with minor appliance fires. It would sure liven up the local news.

8. Bill OâReilly

Simmons isnât the kind of guy who demands a lot of respect to begin with. Itâs like how in nature, animals sometimes display bright colors as a warning that theyâre dangerous. But, you know, the opposite.At the beginning, you can almost tell yourself Daveâs genuinely faking interest. Sure thereâs some sort of dangling tray fouling up the segment, but heâs not about to let that ruffle him. Unfortunately Simmons use of the phrase âgo-go kartâ is an offense he apparently canât let slide by without comment.I think I summed up my thoughts on Bill OâReilly fairly well by spending a week making