i agree some are extremely friendly. but it can go both ways, just like any other person, they can be extremely friendly or sometimes extremely mean.

Really? They aren't friendly where I live, they're pretty aggressive and persistent. I was asked for change recently and didn't have any, they asked me how I bought the lunch I was eating and I said I bought it on my debit card so they asked if I could go buy them some food. I said no, I didn't have time and had to get back to work, he called me a bitch and tried to spit on me. I've also gotten asked for cigarettes, and I don't smoke but they refuse to believe that are are like "oh c'mon, just one smoke!".. Like, I do not smoke, I have zero cigarettes to give..

It can go both ways. I don't like giving money to homeless people, but occasionally offer to buy food. I gave a few bucks to a homeless pregnant woman outside of a grocery store. We were checking out at the same time and she thanked me profusely for allowing her to eat at that day. Another time outside the same store, I refused to give a man a couple bucks to go across the steet to Wendy's for a burger. Instead I offered to go get it myself. He declined and asked for bus fare instead. Nuh uh. A third occasion I had a guy demand, not ask, for a cigarette, then change, and then scream obscenities and threats on my life while I waited in a drive thru line.

When enabling backfires - YDI.

i think in fact homeless people can sometimes have better character than those who are wealthy

Quite possibly true but I wouldn't leave it to chance - OP - cancel it!