We are all telling you he's not likely to have to pay any support due to the length of marriage. What other kind of answer are you looking for???? No can tell you that he 100% won't or will be ordered to do something. In the end the judge can do what ever he wants as long as it's legal, but I can't imagine the chances being any slimmer that she gets support.
To answer your other questions, no a judge doesn't care if somenoe is ordered to pay support and goes on to remarry and have children. It's a choice and I've not heard of support being lowered or dropped due to the paying spouses life choices. It would probably be a good idea to wait to hook up with him until you find out what the outcome is.
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