Most Helpful Guy
Hard to say. I don't actually have an extensive dating history, but I can't recall any times when I've kept a woman waiting around. In fact, I've always made it clear by the end of the first date whether or not I want to see her again. I personally wouldn't wait any longer than a week or two to ask a girl out again if I was interested. Men need to pursue women. Any longer and I'd explain why, like maybe I'm just really busy or something. I wouldn't just leave her hanging, you know? Sometimes men are just dumb though. You should ask him what he thought of the first date, and make it clear that you enjoyed it (because you did, right?). Just talk about it without specifically asking him if he's going to take you out on another one.
But, like I said, I don't have a ton of dating experience. This is just my two cents.