I have been in your position but growing up now life is too short. My advice to you is if your friends with him and you know eachother well already than tell him cos he already knows how u r so he would have already made a decision on whether he likes u or not. If u tell him he might like u and say yes, or he might start to think of u in that way as you’ve opened a door and he might ask u some time for him to think. Honestly girlie rejection is PROTECTION! I used to be so scared of rejection but it honestly does redirect or protect u. Everything happens for a reason. If u think about it in this way. This is how I thought of things when I was scared to get rejected by a guy: if this guy says no so what? Yes I’ll be sad for a little bit but only until I move on, and then I’d think back to all the guys I used to like before the current guy and realise how irrelevant their opinions are and how I have no feelings whatsoever for them and then I’ll say to myself this guy will also be like them guys. Irrelevant to me, so who cares if he says no? Life’s too short to live with regrets darling. Id say go and tell him. I told my recent crush turns out he liked me and we are happily in a relationship for 6 months now!