I'm not great with people myself, but even I wouldn't dream of behaving this inapropriately. I mean, it's doesn't even sound like an abysmal attempt at complimenting OP, just like someone who is terribly unhappy with his current relationship and is making a very, very low effort try at having an affair.  At the same time he has not been in the game for years and is about as subtle as a teenager, who's never been laid in his life.