Should I try to pursue this shy guy?
What Guys Said 1
It sounds to me he feels like you're out of his league. He doesn't want to risk getting hurt. He knows you could have any number of people, but I'd bet he's secretly hoping you'd ask. If you like him and think you'd do well together, I'd probably show him a little of your hand, and let him know you like him and want another date. He's probably too timid to ask.1
What Girls Said 2
Do show some interest from your side. From what you've said he seems like a pretty decent guy. There's no valid reason not to pursue him now, if you like him. If he still seems distant after you've shown interest then you can make a decision.0
From your description, he doesn't strike me as the shy type. Shy guys will hqve a hard time getting close to you. Touching you may take them months. They often insult you when the mean to compliment you because they panic and words that made sense in their minds come out harsh. They will keep their distance until they truly get used to you which can take weeks to months. They constantly need to be reassured in some way that you do care for them... And are not just tolerating them... They seem very interesting and funny when texting /chatting but in real life they are very different until they open up to you and even then their inhibitions won't let them to be 100% who they are.
If he put his arm around you and complimented you just like that, he might not be shy, maybe just socially awkward?0
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