<human>: Give me the gist of the text in a nutshell

Don't know if I should be asking this here or in [/r/finance] but I have a bit of a problem. My boyfriend and I have been together for 6 months and things are going great. He's super sweet, treats me really well, and we have a lot of fun together. He's also someone that I can be very open with but I seem to have a problem bringing up money. About 5 months ago, I let him borrow $350 to pay off a quick loan. He assured me the money would soon be returned. Like I said before, that was 5 months ago. Last night he talked me into letting him borrow another $350 - $400. Thinking about it today he owes me upwards of $800. I've seen his spending habits, which do not include saving, and am worried I won't see that money again. I'm hurt that he's been ok with borrowing that much money from me. He's in debt with several other people and I told him he could take his time paying me back. But I've just seen no effort to save money and pay any of us back. I do cut him a little slack because he's had a few necessary purchases because he was in a hit-and-run. I guess my question would be how can I encourage him to spend less without over-stepping my boundaries? On the other side, I get help from my parents. We are getting a place together this September and for the first time I'll be paying my own bills, working, *and* going to school full time. I need to know that I can depend on him to have rent on time. I won't be in any position to help him with money anymore and it's scary that this could become a real problem. So because I haven't fully supported myself and I haven't had real money troubles, I can't very well teach him anything. How can I ask him to fix his finances when I don't have a clue how to manage mine?
<bot>: Boyfriend owes me money, he's in a rough financial spot but has horrible spending habits, how do I bring it up? How do I teach him something I know very little about?