1. If we decide to break off the engagement, do I get to keep the ring?
If you are any kind of Judge Judy fan you already know the proper way to handle this rule of engagement. An engagement ring is a conditional gift based upon the fulfilled promise of marriage. This means that even if he liked it and put a ring on it, if he decides he doesn’t like it anymore he gets his ring back–that is if he paid for it. I don’t care if the break up is completely his fault; if he leaves the relationship without a wife he gets his ring. You discover he actually has another family? Yep, he still gets his ring back. Now you could be bitter and try to keep it, but the truth is, who really wants to wear the ring of someone who did them wrong? Who wants a constant reminder of a failed relationship?
Also keep in mind that different states have different laws about how conditional gifts are handled and that pre-nuptial agreements are a good way to protect engagement rings that are also family heirlooms.