I will leave it at people can, if they have the means and want to. You’re never obligated, even if someone is using aggressive panhandling tactics.

I play pinball, so I’m one of the disappearing folks that often has a little bit of pocket change left over. If I see someone panhandling and I am feeling generous, I’ll share some. If I don’t have any, am still feeling generous, and they’re outside of somewhere serving food, I’ll ask if they want something. Usually people say yes, sometimes they say no. Never buy something with the specific intent to give it to a panhandler without asking them first - it’s rude to presume. If you legit have something extra that you didn’t expect that is fair game to offer - in those circumstances I always add “If you don’t want it, that’s cool” to make it clear I’m not forcing it on them/I won’t think they’re rude for not taking it.

If I’m not feeling generous, I don’t give anything.

Whatever anyone does with anything I gift them is their business. It’s fucking rough out there.