I have a casual acquaintance who occasionally asks to borrow money from me - things like fixing his car, extra money to get him through the week etc.. Nothing major, just $200 here, $50 there sort of thing. He's paid me back in the past and seems like a decent guy, so I don't really have too much of a problem doing it. He's going through a divorce right now, so I feel a bit sorry for him.
However, sometimes it takes him a bit longer to pay back what he owes me than what he originally says. I.e. I've had to wait an extra two weeks to get repaid and so on. Also, I don't want it to become a habit either by having him think I'm "The Bank Of Dr. Love" so to speak. As well, there is an old saying that if you lend someone money, you'll end up losing the money and the friendship too, or something to that effect. For that reason, I'm thinking of putting a stop to it. On the other hand, if he really needs it, I feel a bit compelled to help him out if I can. What would you do in this type of situation??
However, sometimes it takes him a bit longer to pay back what he owes me than what he originally says. I.e. I've had to wait an extra two weeks to get repaid and so on. Also, I don't want it to become a habit either by having him think I'm "The Bank Of Dr. Love" so to speak. As well, there is an old saying that if you lend someone money, you'll end up losing the money and the friendship too, or something to that effect. For that reason, I'm thinking of putting a stop to it. On the other hand, if he really needs it, I feel a bit compelled to help him out if I can. What would you do in this type of situation??

