What are you getting out of this short-lived relationship?
So far, he has coerced you into giving him money he will not pay back. He has been manipulative and abusive when you do not comply. He is drinking when he has a substance abuse problem.
In my books, NOTHING a person does could offset that kind of treatment.
You asked where you stand in this man's life? IMO, you are being used for the money you can provide.
Why continue to see him when your body is clearly screaming at you that you are in a toxic relationship that's already eating you up?