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But instead of giving money, I've offered to buy them a sandwich & a pop, but I can't give them money just in case they're going to spend it on booze. If they need to get somewhere, offer to get a taxi for them.
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^Yeah, that's good advice.
Generally, I never give people money who ask for it. I get approached by too many creepy homeless people...and they're always obviously either drunk or methed-out, so I know they'll probably spend it on drugs. Usually, I either say "Sorry, I don't have any cash" (always the truth), or I offer to buy them a sandwich (or whatever). Last year, my roommate and I were approached by a homeless guy outside of the mall...and we ended up going in the mall and buying him a $25 blanket.
But as we were walking back to the car, he asked for the receipt... and then we saw him go back in to return it and get the money...
so that kind of made us resentful and distrustful of people in general.
(But, hey, at least we did a good deed. 
It's kind of like giving money to a charity... You can't control how much of the money actually goes to the cause. But the important part is that you gave it away with good intentions...)