I am scared that if I tell him it could #1. Ruin are friendship #2. Make me look like an Ass. #3. Him say no.
#1- If he’s worth having as a friend you’ll make it through even if he says no. It will probably be awkward for a while, but most likely the both of you will move past it eventually. I’ve seen it in action. #2 Telling the truth won’t make you look like an ass. #3 So what? True, it will hurt, and it might be awkward, but you can move past it. It’s not the end of the world. And it will be better than never taking the chance in the first place.
I recommend following him around, cackling and trailing flowers Ophelia-style. However, some of my brethren have helpfully pointed out that so-called “normal” members of the human race might find this distracting or even repellent. In the case that your male of choice falls into the category of “repelled by witchy-looking weepy girls,” I suggest arranging some time where you two can grab a second alone or even a private word. Failing this, a phone call works just as well. If he’s your friend, he probably has some feelings for you, romantic or otherwise, and won’t want to hurt you. Do him the same favor. Be honest, straightforward and kind. “I like you a lot,” though cliche, can open a conversation. :)