Jammin' The Blues (1944)

I'm an inveterate rock and roll fan, but there is nothing as preternaturally cool as classic jazz iconography, certainly nothing you're ever likely to see on MTV and its ilk. For a great example of what I mean, check out this opening sequence from the short film "Jammin' the Blues." That's Lester Young sporting the pork-pie and sax in the opening shot. And remember, this was made 65 years ago.