This guy had a crush in college and didn't do anything about it? What a loser! No wonder he is so obsessed with getting laid. A person is usually obsessed with what they can't get.
Oh well in the grand scheme of things that's pretty small in terms of having past baggage. It is fair to ask why he hasn't settled down and had kids.
But I think it'd be more productive for him to get on a travel/international forum and open up a dialog rather than taking his route. The most insulted person should be the woman in Bangkok who is an educated young professional. How dare you dump on her for dating an American man.