You know some debt isn't worth the conflict, that's why I usually won't lend money to my friends. I'm not a bank.
I never lend money to friends or family, it’s just not worth the stress. To be honest I can probably count on one hand how many times people have even asked me to borrow money. In the past with one of my wife’s relatives I just told him I had all my money invested so couldn’t lend him any.
It’s just not worth the stress, as the OP’s situation shows.