How do I get my longterm guy friend I have a crush on to make a move on me?

cleopatra0
So I have been friends with this guy for about 8 years now. We‘ve always sort of liked each other more than friends and even nowadays many of our mutual friends say that we always have this chemistry and we never seem like just friends to them. However, as we got older, we both changed a lot. Not to sound cocky or anything, but I definitely had a hugee glow-up and he seemed very shocked back then (because we always had on-off contact, sometimes we were in contact for a long time and other times we were busy with our lives, but when we come together it‘s like we‘ve never been apart). After a long period of no contact, he initiated contact again about 2 months ago and was very flirty and obvious that he liked me. Picking me up, being very protective over me, telling me how happy I make him and offering me to spend the night at his place and even invited me to go on vacation with him and his friends. He also asked me how it’s going with boys and after I said „I’m still single“ he replied „I just don’t get it.. I mean look at you..“ I played hard to get just a little bit (not too much) and after a while he sort of „gave up“ I guess? We never hung out 1 on 1 because we always have our mutual friend group and I just never mustered up the courage to ask him to hang out alone, because I don‘t want him to know that I like him, if he‘s sending mixed signals now and I don‘t want to make things awkward.. He stopped texting me everyday and is sooo aloof with me. I’m intimidated to make a move, because I don’t know how he feels about me anymore. We‘re going on vacation in a month and I‘m sharing a room with him and I‘m always thinking about how to get him to make a move on me there. At this point I don‘t know if he‘s shy and thinks he doesn‘t have a chance with me or if he‘s just not interested. What would you do and what do you think is going on inside his head rn?
How do I get my longterm guy friend I have a crush on to make a move on me?
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