Went out for a drink with Mike Joyce about a year ago...long story.
Basically I work with a bloke who Joyce drummed for in a punk band called The Hoax. Nice guy.
David Byrne would be my first choice for a swift bevvy down the local. It'd make for an interesting night.
I don't drink, but I'd hang out at a bar with someone like George Harrison (as long as he didn't start preaching) or to steal Zero1986's idea, Shane McGowan.
Wayne Coyne. Love the Flaming Lips and the interviews I have read has him coming off as a very intellectual person who has his opinions on life as a whole.