Stop using friends to telegraph your crush and just ask him yourself. Go up to him PERSONALLY, not through text, letter, social media post, etc. and say, "I understand you MIGHT like me and want to date me. Is that true or not?"
When you don't like someone you don't waste your time saying you "might" like them, so I suspect he does like you. However, you need to interact face-to-face with him rather than using go-betweens. When you start saying what you like and what you want, you'll notice that you will start getting better results.
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