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It's hard to say, really. He may just be really nervous and not know what to say or be afraid of saying the wrong things, or maybe even afraid that he's bothering you (some very nervous/anxious people feel this way no matter what), so he lets you do all of the initiating to be on the safe side. Or he may just be not taking it seriously at all and just messing around.
He may be taking so long to answer if he is at work or busy with something too. There's been a few times that it's taken me hours to respond to a text because I was at work or left the phone on the counter while I did housework.
I find that a lot of guys tend to be short in response and horrible about carrying out a conversation through text. It is very annoying, I agree. But it is just the way some people are.1THIS IS NOT RELEVANT ANYMORE