How do I break up with my clingy boyfriend?

I'm a junior in high school, and I have been dating this guy for over a year now, but I don't really think its working. Since the relationship, my boyfriend has pretty much out-casted all of his other social life, and I'm really his only friend. But he is pretty controlling, and it just doesn't seem to be the same anymore. How can I end it without hurting him? Our families are really involved, and they are so fun to be around, and I don't want to make anything too awkward. Should I somehow make him break up with me? I just want to be friends with him, but I don't think he will be up for that. Help!!