Strange question indeed!

Where does guilt begin and obligations end or do they kinda go hand in hand. I know very strange question to start off with. But a valid one that strikes at our emotional make-up. If you owe bills then you are obligated to pay them or at least make a damn good try. That one is easy, but what if its someone you know. Someone who you have history with and has helped you out on a few necessities needed in life. Are you obligated to them? Of course you are, but for how long. Then the question becomes when does it start and who stops it. If it's the one in debt then where do they draw the line between reasonable and unreasonable. Is there even a line is it an open ended obligation where you put aspects of your own life on hold on a constant basis in order to feel as if you are doing right by that person.
                This brings up the question of does the person owed decide when the debt is paid. Shouldn't they be the ones to say enough? And should this person choose to not allow the debt to be paid in full and continues with the expectancy of repayment. But then the dark aspect of this comes into play. What if (and I mean big what if) they are taking advantage of your guilt and your desire to make restitution. What if because of the history that person knows exactly which buttons to push in order to get the desired result. Do you draw the line there? Or as I stated earlier you bite the bullet and hope they come around and eventually release you of your obligation. It all seems to wind up being a whole butt load of what ifs and whens. What about others associated with the individuals and sees the situation from another view altogether, that view being how it is affecting them. Does that person bite the bullet.
                See having obligations is just a part of life, this I think we all can agree on. But when obligations clash with other obligations and the ensuing emotional turmoil that follows. Who's to blame if anyone is. Is it the person that owes for allowing other obligations to interfere? Is it the person owed who after years of payback still comes across as not satisfied and wants more. Combine this with not recognizing that the turmoil exists and you have what my grandpa would say is a sour pickle (leaves a bad taste). One mustn't forget the innocents as I stated briefly it's not just two people affected by it others that are near and dear are left feeling confused helpless and on occasion isolated.

Yes sir it's a strange question indeed.