I think in your gut you may have reservations that this infatuation is just going to blow up to be a scammer and you will get hurt in the process because you like the persona and it fun "pretending".

All relationships are a risk but if you drag out the getting in real contact you are just torturing yourself for no good reason.

Personally I would not get caught up in all the should, would, and could about when to contact someone and just let the path lead where it does. If it proceeds great if it falters then well that is the cost of being real person.

If you talk to them every day over a few weeks and get a real response, rather than just a polite conversation or a cut and paste answer, then I would say the person is interested enough to consider Skyping. Be careful don't compromise your safety or security.

But dragging it out for months is selfish and just playing childish games.

Playing fantasy games on line unfortunately is a hobby, and some times an identity theft business, for some creepizoids of both genders.

I think I'd wait and see if he bothers to contact me again. If he never does, then I'd read it as him not being interested. However, don't wait for him for that long, when you could better use your time making new friends. Try not to get into infatuation territory, because you may end up feeling burnt out. I just keep reminding myself that no-one ever promised me anything, and that we don't always get what we want. If that's of any help at all.