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Hi, this isn’t stupid!
I think you should tell him how you feel, but not in a like a forceful or formal way, just casually try to find out how he feels about you. I think it’s also good to try not to take things too seriously, especially he seems to not be serious about you. Just try to keep yourself occupied with other people, like your friends, because honestly, I don’t think it’s worth falling over someone who doesn’t feel the same way for you, or even care to express how he feels about you. 🙂