There is a homeless guy near the hospital I work in he is so lovely and polite. I buy him hot chocolate and a sandwich any day I see him.
I want to ask him if there is some way I can help/ enable him. Is that a strange thing to do? My colleagues seem to think it is a super odd, like there is no hope and he will fleece me (I'm not ridiculously naive or anything. I wouldn't go giving him cash or anything daft like that).
AIBU to sit down next to him and ask him I can help?
AIBU and I am just naive / won't be able to help?