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I mean, if I could night drive I'd personally do it for a friend, but that's because of my own life, I don't think most people would do that for someone they weren't romantically interested in.

Also him not pressuring you for sex when you called him over late at night, and he probably did think this was a sex thing, is an obnoxiously good sign. It's probably worth at least bringing up, at least once he's gotten a full night's sleep :P

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