I used to have this friend who was a single mom of two kids, disabled and unable to work, and her ex-husband seldom paid his child support. She lived in Florida, I'm in New England. She used to ask to borrow money for this or that; food stamps don't come until next week, can you loan me $50 until then, that sort of thing.
For a while, she was good about paying me back. But then, she started asking for money before she paid back the last "loan". I kept giving it to her, because I felt sorry for her. Then one day, she called me, at 6AM on a Saturday, pleading for money to pay her electric bill, or else they'd be shutting it off that day. Where I live, they don't do shutoffs on weekends, but maybe they do down there. I PayPaled her the money, about $100, just to get her out of my hair and go back to sleep.
That turned out to be the last money she ever got from me. She posted on some message board about how she had just gotten a flat-screen TV and signed up for Verizon FiOS with all the channels. Really? You can afford a new TV and premium channels, but you beg people to help you pay your bills?
I cut her off. I blocked her from my phone, email, Facebook, Twitter, and every place else I could think of. Before I did, I told her that I would forgive all past debt if she agreed to never try to contact me again for ANY reason. If she did, I would sue her for every cent of the money owed, even if I had to spend more than that to go down to Florida to do it. I felt scammed and I wanted her to suffer. She never did try to contact me again.
Turns out I dodged a serious bullet. I heard through the grapevine that she fell so behind on her rent that she got evicted from her house. If I'd maintained contact, no doubt she'd have been asking me for help paying her rent. By that time, we were preparing to buy our own house and move, and didn't have the money to spare, anyway. I felt bad for her, but by this time, both her kids were out of high school, and neither of them was working or going to school, yet still were living with her. All they did was eat, sleep, watch TV and play video games all day. Nope, not gonna help finance other people's irresponsibility and laziness!