How would you handle

That's a tough situation, understandable how you would feel creeped out, I certainly would not appreciate the "we" reference, and the idea of bringing along a total stranger raises big red flags in my mind. I can't imagine the feeling from a woman's perspective, but I would be pretty pissed off by now and would have probably have told him to get lost and not come back. I don't trust people a whole lot, but my wife is almost fanatical when it comes to lack of trust when it comes to strangers, while I sometimes think she's overreacting, I do trust her instincts, and of course my own.
Mt wife absolutely HATES it when someone "just stops by", no matter who it is, especially if it's later in the evening.