While all your friends think you two should date it really isn't up to them. It's between you and this guy. It sounds that the reason you don't date is that he doesn't want to --that he's not physically attracted to you. He seems to have a particular attraction and that's okay, and don't take it personal --some of the women considered to be most attractive in the world don't appeal to many men. If you enjoy having him as a friend let the prospect of dating fly out the window and choose to remain friends. There are many men who find what's considered to be 10-15 pounds "overweight" and more attractive. We all have cues as to what we find attractive in a person, and even though we're supposed to like the person for what they are in the inside, if we be honest with ourselves, physical attributes ARE a big factor in how we pick relationships.