I met this guy recently, well I knew him in school, and we started talking. We went out on like 2 dates, but I'm too intimidated to start any sort of interesting conversation. we talk everyday and we don't really have much to say to each other. He says he likes me and I reallllyyyyy like him too, but I don't see how that can be if we don't talk much. we talk about work and what we did that day, but nothing worth while. How can I bring up good convos that let him know I'm not boring. I feel like I am with him. this has never happened to me before. I always have things to talk about but with him I don't know why I don't have much to say....help please.....thanks.
For me and my experience, when you can't have a conversation with someone constantly for hours and hours straight it usually means they aren't the best for dating. It shows you'd never get bored with each other. In your case it sounds like you might be shy, or possibly you just can't talk to him over the internet or phone, that the only way this relationship will work will be in person (which is perfectly plausible).
If you like him and he likes you then go for it, try and make it work even if you can't talk that much, there is no sense in not trying :)
Oh, and to get the ball moving, like I said, try doing more stuff with him in person, that might be the key.