I think flirting comes naturally when you are really attracted to someone else. At some level, you will connive in order to have your way. It's a male instinct. Even at my age, I do it naturally and you would be surprised at the positive responses I get. Don't get me wrong, I don't pursue, and I don't think they would either, but it's nice to get on a closer basis with someone, at some level.
Find common interests with this guy, and try to do those things together. If he is interested, he will eventually invite you to his place and offer drinks. Then, you are his!