Quoting kthx.:" $300 is my next paycheck... which would be $300 to spend on whatever. But RIGHT NOW, we only had $100 ... [snip!] ... I was saying like, $100 would last us THIS week. And then next week when I had no bills, I could spend THAT $300 on whatever."
Ok I get it.
Man to me it is such a turn off, a man who needs to get money form his Mom or his Woman to pay his bills. I mean you don't make a ton of money and now you have to pay his bills with it.
I would tell him too bad on his car insurance and tell him if his Mommy is so willing to help out then have her take care of it.
But I don't put up with the man asking the woman for money, Guess I am old fashioned
The only way I think you can train him not to do this is to write out a budget and make him stick to it. The way you stick to it is not having extra money on you.
Like last shopping trip when he spent and extra $100, you could have gone to the store with only $100 and no extra money or credit cards and then he would have no way of going over...
That is what I suggest you do to help him learn you have to stick to a budget
And when you write out your budget make sure you put some into savings, what ever you have for fun money the same should be savings.
if you put $100 in fun money then at least $100 should go into savings!
Good luck with him!