It sounds like your daughter has a codependent relationship with her father and she's his caretaker. Now since she sounds like an adult, I'm assuming, you cant' really stop her from supporting him and doing those things, only try to talk some sense into her. If she owes you money and not paying you back but supporting him, you're not wrong to be angry or upset about this at all. I think that in the future you need to keep from lending her money, or bailing her out (unless it's a dire need of course I would always help my kids if it's an emergency) of anything until she shows in good faith that she'll repay you or at the very very least be grateful and actually appreciate you. It seems to me that you've been taken for granted a lot and her behavior seems to mirror his even if it's not with the gambling and drinking. The irresponsibility and misplaced priorities are what she seems to follow her father in.

I'm sorry you're having to deal with this. I feel for you *hugs*