Drained, I'm afraid that I agree with the others here. You have a restraining order for a reason. You are breaking it as much as he is and if that's the case it will not be worth the paper it's written on.
He has refused to stick to the boundaries of only talking about the children. My thoughts are that he should correspond only through your lawyer.
Good grief, Drained, don't give him money for anything. If a bill for your rental needs paying, pay the bill directly if you must, but giving him money is buying him drugs and setting yourself up for more "emergency requests".
Hands Off the Addict! He is totally disrespecting you and your boundaries.
I know this is hard, but please don't keep feeding him encouragement which is what you do each time you accept an e-mail or a phone call.
Hugs