My Boyfriend Never Has Any Money, Should I Keep Lending Him Money?

No.  Especially if you keep lending him $$ and he never makes attempts to pay you back.  He knows you are weak in that area and will always give in.  He has a good thing going with you.  I am sorry to say that it may be the main reason he stays with you.

Unless someone lost a job you shouldn't be helping out all the time.  Take it from my experience.  I dated two men that wanted everything from me financially but would never consider helping me out.  I had to let the relationships go as I was tired of being used.

Set boundaries with him.  Refuse to give in all the time.  If he leaves, you know why.  There are better men out there.

My advice to you is simple, the reason he has no money is that he spends it all.  The only way to keep money is not to spend it.  If you lend him money, he will never learn to save his money, in fact, he will just get an additional pay day every month.

Unless people learn basic financial management skills, it is likely that they will continue to manage their money poorly.  No one teaches us, it's not our fault, but by adulthood, it is a skill that we should have, it is something that we should all learn in school, eventually, someone will think that through.

The GIANT of Self Help Anthony Robbins would say that Will Power is not enough, soon or later, our will power gives in (on most people), but the reason that some people spend is deeper than it seems.

Don't let him your money, you won't see it again, he has no money to repay you.

Just think about how many times you've loaned him money, does he pay you back, is he making an effort to get money??? You'll figure out what's right.

If you loan your boyfriend money and he pay you back, its not bad if it doesn't happen often.  But if he's always asking for money and doesn't always pay you back, ask yourself some questions.  He's he with you because he loves or because you're a nice person and always ready to help him.
Try to refuse (politely) sometimes, to see what reactions he's going to have, if he really loves you, he won't push you and he'll try to find another way for his money problems.

I like a guy who is younger than me.  I went away, I offer to bring something.  He call me and ask for a pair of shoes that costs $140.00, he say will pay back.  I did not purchase the shoes.  We went out for about 3 weeks, he is a hard working person with 2 jobs, but always helping his ex, since they have a child.  We broke up for about 2 1/2 months.  But before we broke up I lend him $20.00 he never pay me back.  Due to the fact I am married, and my husband find out about my affair, and call him 25 times a day and told my daughters about my affair.  We didn't talk for a while now we are talking againg.  And in less than 1 week after he has not called me for 2 1/2 months.  He call me and ask me for a favor to lend him $100.  He say was for his daughter.. I let him $60.00.  This month is his ex- birthay I wonder if he got the money to buy her a gift.  I care a lot about him..

Men that don't have money, don't have self control.  Do you really want to date a man who has not self-control?

Never ever give a man money. I think it says a lot about his character if he willingly accepts money from you.  Personally I would dump him. If you don't want to then sit down with him and arrange his finances for him. If he can't stick to it just think if this is the kind of man you want to spend your life with. You would always be in debt. I just wouldn't got here full stop.