I reside in Berkeley, California, so we have a lot of interesting figures around the area.
Most of the bums here don't ask for money. The ones who do usually do it passively, like musician with the open instrument case. Today I passed by an exceedingly polite black man who seemed to be getting good reception though. He was fairly old, had a good head on his shoulders, and could sing pretty damn well. Students here generally ignore panhandlers, but this guy seemed to hit a soft spot.
We have really wierd bums too, like an old (I'm talking 90+ yr old) chinese man who holds a poster condeming Bush. He stands on a pedestal in one spot for more than eight hours at a time. It's pretty amazing.
There's also this really loud, fat bald bastard with glasses whom some students seem to love

. He'll review articles from a newspaper each day, and by review, I mean make a lot of fcking noise.
Then there's the young, highschool dropout evangelicals who dress up in blue suits and come to tell us we're all going to hell. Those guys usually stir up a bit of a ruckus.
Today, there was an old, silent man dressed up in a green blazer who was handing out condensed bibles. Something about him sparked my interest, but I didn't have time to stick around.
The far majority of the true bums simply linger around on campus benches and in parks. A lot of them have shopping carts filled to the max, so you know they've been living that lifestyle for a while.
The stereotypical hippies are almost completely gone, but you'll have some lookalike street vendors selling funny liberal shirts, bumper stickers, and cheap jewelry.