I have known my current boyfriend for 4 years..for the first 2 years, we were the best of friends. We are now engaged..go for it =)

ask him if he wants to go to a movie with you or something where you can be alone. If you're both comfortable with that you could ask him out... or if that's too forward for you you can just drop a lot of hints that you like him. but also be careful. if you date him and then break up, your friendship could be over. make sure you know it's worth it to date him and risk losing your friendship.

hold hands