Ask him out. You should know by now, if you want something, sometimes you have to take it.
But I completely see the other side of the coin, too. I'm in the exact situation you describe. I'm in love with a very, very good friend, and I know she loves me, but I'm pretty sure she's not in love with me. We've known each other for 12-15 years. We've been telling each other I love you for about 10 years, and for a few months now we've fooled around now and then. But, I'm terrified of telling her how I really feel, for fear of messing up the friendship.
Don't wait for him, make your move.
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