Only give what you can afford to lose.
If he asked for it, and you can afford it, yes.
Only you would know what you want to do. I don't believe in "shoulds and shouldn'ts"
happy holidays as to whether are joking or not, a positive answer would be yes, since we get great blessings from God after doing favorable acts usually
I gave a friend in a store a smoke because he needed to go to the store and get his own, So yeah I would.