Maybe ease into it. Give him subtle hints on how you feel and see how he reacts. I think it's great you are recovering from your painful experience. Don't be afraid to love someone again. If you do, you won't ever know what your missing.
Life is full of painful situations.
It will just make you stronger. Just think, if you can get through it this time, you'll be able to if it happens again. It's all pert of the search for that one perfect person. We were great friends and still are, then i started to fall for him. Anyways i told him after a few months later, he is cool with that.