I think that you should try asking him out. If he doesn't want to do it, or it doesn't go well, then realize that it isn't a good idea. There shouldn't really be anything that's stopping you, and you guys have definitely invested in each other long enough to start dating and having a more serious relationship. Unless he is hiding something, or he really isn't that interested, it shouldn't be a problem to ask him.
Also, if you are afraid to ask him because you it hasn't gone well in the past and you don't think it will go well, then really think about that... I guess what I'm trying to say is that if it's the right decision, then it shouldn't be a problem to ask him about it.
I hope this helps in any way, and I wish you good luck! :)
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He doesn't like you so what's there to move on from?
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Yes, I would move on.
Why dont you ask him?
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