I'm going to make my comments and I hope this helps.

I see quite a few posts like yours: One partner works or has a steady income and the other does not. What is often striking is that the person who works or has the steady income is often the same one who does the housekeeping chores, cooks and does laundry.

You're paying for companionship. It may not be expressed that way, but that is the bottom line. Your boyfriend threatening to leave (although he couched it in terms of you throwing him out) is controlling the situation. If you don't like how he is running his life, he will leave. Notice he did not offer any other options such as getting a steady job, offering to somehow pay you a specified amount a month towards expenses. I notice that he has a young man working for him -- and he isn't paying him steadily either.

I'm all for true love and being sympathetic to other people's circumstances. But love doesn't pay the bills.

The two of you need to sit down together and hammer out who is going to pay for what and how regularly.

The only "mental issue" I see here is your wanting to avoid confrontation. That is understandable, but I think in this case, a face to face conversation is warranted with your boyfriend. If you are truly afraid to do that, then this problem is bigger than a few hundred dollars.