Most Helpful Guy
I was in the same boat after 2 dates with someone I met online. Initiated them both. I'd wait for her to initiate a 3rd, but broke down and asked her. This went on for a while. Now on 6 dates. I initiated them all. Again, set on her asking for the 7th and outright asked her to plan something and contact me. Still waiting after a week.
I'd say he might not be ready for a relationship. Or maybe since he just moved there, he's quite busy. If you don't mind, why not continue to initiate a few more dates and play it by ear, see if the trend continues. You'll know in a short time if this is going to be a habit you don't want.
Have a chat with him about it after a few more, and move on if he continues to not reciprocate.
Most Helpful Girl
You have to be direct. Say, "Hey, I had a wonderful time with you our past two dates. I'm really interested in seeing you again to see if this could lead to something more. If you are on the same page, how does this Friday work for you?"
There is no reason for him to be shy at this point after already meeting you for 2 dates, and if he was shy, you'd know.
Guys who are really interested, would be just as eager as you to finalize plans for another date. If he's not jumping on that, he's not interested.