Ok so hear me out, I kind of know this is asshole-ish. So I very rarely give money to homeless people, maybe quarters when I have it. My SO on the other hand always gives money to every homeless person. I love how kind and generous he is as a person, but we both earn  &lt;20K per year, and between bills do not have too much discretionary income left. He has had particularly bad financial struggles recently due to an untoward circumstance at work by his boss, and I occasionally help out by giving some money to him. Recently, when he gave money to a homeless person after being in very tenuous financial circumstances himself, I asked him about his reasoning, because I basically wanted to ensure that he wasn't setting himself on fire to keep others warm. He said that the money he gives could make a huge difference to their lives. I know it is his money, and I would never tell him what he can and can't do with it.  But AITA for asking to make sure he was taking care of himself?