Hi Cris
I will be direct. I feel he has already taken advantage of you financially as he made you feel “guilty” into doing so. He knew that you would. It has been an understandably difficult situation for you. You say ex but I feel he is using that as a way to get you to do what he wants. “You deserve someone better and thanks for your help” encourages you to help as is your nature. Do not give him any more money, they are his debts not yours! Maybe he didnt ask you to help with debts before because others helped then stopped. He may have got over his head with something – do you know what it is, has he discussed it, or just given a $ figure that could “see him right”. Your family sound like they have your best interests. Did you add him to your Neflix? Do you think taking his name off the account would be a good idea or are you willing to pay his way for that? Relationships should be 50/50 I think. Often we dont want to know but deep down we do know. Difficult questions for you and I know its hard trying to work it out.
Agree with Anita – ask him directly – yes or no?