I have had pretty good luck with helpin out bums.
the other nite walking back from the bar I had about half a sandwhich and some fries in a doggie bag and this homeless guy was just chillin pickin up cans n shit. So I offered it to him, and you would have thought I gave him a million dollar bill. He was genuinely grateful.
The other one was a guy who was sitting in front of the liquor store with a sign that said "Please donate a dollar to the United Negro Pizza Fund" I thought it was clever so I tossed him a 5 spot.