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Maybe that's not just the first time he is coming in contact with the woman... I believe it could be a relative, old friend colleague or any form of relation something if that nature, if not where will the person got his contact to send him a DM in the first place.
Well I have been involved in such business before, if that they have been transacting op would have made it clear here, but I am not in anyway doubting him or trying to make case out of his transaction.
This could only confirm true if their country has no exchange to trade and buy bitcoin direct from exchange, I can take some examples from our country even as that we do trade on p2p directly from well known exchange.