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What are you asking? Are you asking if you should continue to date this woman, or if you should consider MARRYING her?
If you are asking if you should continue to date her, keep doing it until you don't want to anymore, then stop.
If you are asking if you should MARRY her, you are nuts. First, because of all that horrible baggage that is already bugging you (of course will get 100X worse) and second, you should never get married again.
IMO, the only reason to get married is to have kids. At age 44 with 2 kids already, I'm going to assume that your breeding days are behind you (as they should be). Get those tubes snipped to be sure. Since there are no future kids for you, I can't see why you would ever want to get married again. Date someone, live with them, do everything except commingle your assets and/or get married.
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