He told me he only had $250 in the bank, and he had to pay a $75 dinner bill. I told him I would repay him, and I also said that I would never financially hurt him and that I would have gladly paid the bill for all three of us had I been more self-aware. This is two weeks after I gave him a money order for $800 to declare his second bankruptcy.
he's going to be a leech and suck you dry. iow, this will not end well....