I mean, I really dislike pushy people in general, and honestly, I don't care if they're homeless or dressed in Gucci walking down the street like they own it (perhaps that isn't mutually exclusive in some cases...?). I dislike that sense of entitlement in anyone. I despise it when you do something for someone and all they can do is criticize that you didn't do it their way, or you didn't ask them if you could do something for them (this is my sister most often). Well, the heck with you. I'll remedy that. I won't do it anymore.
BUT - sometimes that's just a personality flaw. If you were interacting with my sister on a regular basis, you'd see that along with this personality flaw is a sense of commitment to family (hers is actually far stronger than mine). And a sense of not letting family do without (even though you have to put up with the snarky complaints about how we all use her, blah blah). I mean, there's a lot more to it, but the point is along with that sense of entitlement that she has, there's also a balance.
With other people, it might be a sense of urgency, or a learned pattern of not everyone else on the street is nice and they only can make it if they act aggressively. Or it could be that they just feel entitled and feel like you owe them YOUR money. Or, it could be that the last person they asked nicely for money spit on them or ignored them or called them names and they're acting out in anger because they're used to being treated like they're lower than dirt. I mean, there's just so many possibilities. One of the homeless guys I used to help out. He was Asian, and I'm not certain but I believe he was Japanese. He could be downright hostile to other people and he may have been slightly crazy. But I was always kind to him and he was always kind to me. He couldn't speak English very well, and I often wondered how he ended up homeless on the streets of DC. But he could be downright scary at times to other folks.
So, I can totally get where everyone is coming from. I just tend to be middle of the road and usually see both sides (I'm totally a fence sitter in a lot of cases). But I can also see how the way that legitimately homeless people have been treated can lead to that behavior. That's why I don't always determine that an attitude means they're not really struggling. After they prove it to me a second time, though, I'm done. But hey, if anyone gives, then they deserve kudos for that. Kindness in any capacity should be celebrated and my earlier comment probably seemed "judgey" when it really wasn't intended to be. I am heartened by anyone who helps in any way. It makes me feel like the world is a better place and it's not heading into the pits of despair and destruction with each passing day.