You should read a book i found helpful on amazon. Its called " Why man love bitches". Its a funny cover but once you see what it talks about you'll be amazed at the things you've been doing wrong. I highly recommend.
Is that a real question? Show him any kind of sign, if he isn't too dimwitted then he'll stay interested... like, with me right now, I'm really sure there's some hard evidence she likes me, but, I still can't call it.. I can't gauge it and say "hell yeah, there's no doubt, let me say something..." anything, like literally anything, send him a Facebook message for something random like a holiday or just to ask about something having to do with school, common friends and after that he'll fucking know!!