Is OTHER wrong in the post ? POST : A friend who I have spent a lot of money on (not just him but a group) over the past year or so hit me up today with a message similar to “Sucks my grandfather is in the hospital and I don’t got money to see him”. He lives with his girlfriends family, and seldom works. I’ve loaned him money before and never gotten it back. Which I’m okay with, just not wanting to keep increasing. 

The AITA question comes into play here. His girlfriends family? Her brother is a very close friend of mine. I’ve helped him out a lot, he’s a poor college kid and I make 50k a year. I wouldn’t question helping him. I feel like it could increase me being a asshole in this case. 

The third factor is I’m paying off (and have been) legal issues between this past May and this coming May. Legal issues I took instead of sharing them with him and the other friend. 

So AITA here or should I just offer? 