Whats the best way to tell a guy its over? I dont want to hurt him.
No matter what you do or how gentle you are, it's going to hurt. It's the nature of break-ups. You just have to be honest, understanding that he may not understand or accept your decision. The only thing that might soften the blow is to let him know that you still think he's a good person -- if he is. If he's done some bad things, you can let him know how these affected you without shaming and blaming him.