I would say that unless he's an idiot or your text was super ambiguous that he got the message and he didn't want reply because he probably wasn't into it unfortunately. He probably replied to the second one because he felt that he didn't feel the pressure of giving the wrong impression but he likes having your friendship and didn't want to be rude and not reply to that one.
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Dunno. You're gonna have to ask him that. Sometimes if you want a guy you gotta hit him on the head with a 2x4 to let him know. We get used to girls NOT being interested in us and can miss subtle hints like texts. Come right out and say it. Do it face to face, and back it up with a little body language so there's no way he'll miss the message.
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I would, but I would measure my reply in a way that wouldn't be misleading or intentionally lead her on.
Just to be polite:)
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