Most guys will lead the conversation a bit and all you have to do is play along. Is he not like that? If not, just try to ask him leading questions relating to anything you know he likes. If he's a Poly-Sci major, then ask about that. If he's into indy tunes, then ask about that. You get my drift I'm sure. Does that help at all?
It all depends on what he is into. Most common are sports and cars. In my opinion I like to talk about movies and music. Ask him for a topic and if he chooses for example cars, just keep asking him about cars and don't leave the subject, even though you have not idea of what he's talking about, it would make him feel you care.
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