Real Estate Law
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That is kind of an open ended question so I would need some more details about the back story before I could give a competent answer to the question...
If you can tell me what the situation is and how it came about, I can help..
Ok, I hate to say it, but if he gave her money based on the idea that he thought that they were an exclusive couple, and she wasn't under that impression, just that they were dating, then a court is not going to order her to repay him. These type of cases are almost always thrown out unless the "victim" can prove that this was some type of scheme to defraud them from the very beginning.
For example, if the girlfriend and the other man colluded and came up with this plan for her to start dating son just to get him to give her money, then that is fraud and theft by deception. But without a "smoking gun", like some type of admission, there is virtually no way to prove this was the case and it just legally looks like a case of a jilted boyfriend who is trying to get back at an ex that they made gifts to.