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How do I get an unexperienced guy to ask me out?

Me and this guy have so much fun together, and we laugh so hard in our class together. I think he may have a crush on me (at least I hope so!), and I like him a lot. The thing is though, he's never had a girlfriend, or a first kiss. I tried asking him about that kind of thing and he laughed a little, looked down his feet, and said "I just don't get girls".

How do I get this kind of guy to ask me out? What are ways that I could get him confident that I like him without being a creep?
Updates:
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He's a really charming, likeable guy. I don't know why he doesn't get girls!
How do I get an unexperienced guy to ask me out?
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