I lived in a crappy part of town when I was young. Local homeless guy I recognized, I'd give him a few bucks once in a while. I didn't know him, but everyone recognized him.

Someone mentioned to me "he's just gonna spend it on booze" (there wasn't really any evidence for that but they assumed). A friend of mine made an insightful comment "Considering his life so far, maybe he actually could use a beer more than us." (We were going to a local bar)

Someone wants some skittles or something, fine by me. The idea that we should tell someone they can't have a treat because they're poor, I agree that seems cruel.

Folks who really want to get those folks help / get them out of the system, they're not sweating skittles.

My wife works in the school system and one of the poorer kids told her that sometimes their aunt and uncle come over and take their food. THAT is a problem, not skittles.