Today set your boundary with AS.
Tell him not to call again asking for $$$. If he does say "I am hanging up because I told you not to call for $, but feel free to call back another day if you just want to talk. Goodbye for today."
Then STICK to your boundary.
You should not be going in debt and jepordizing your own financial situation and your future. You have taken care of him now it is time to put your own needs 1st and foremost. The bank of JMFBurns just closed down.
Do what it is you want to do . Take your power back. Do not do for him what he ought do for himself.
There...that's not so hard.