I have a friend like that. It is pretty sad but I basically grew up with him and I don't really talk to him that much anymore. There was just too much unspoken judgement in the air. I don't need that kind of stuff in my life. Then a mutual friend of ours had gone through a divorce and was getting married. His apprehension at my friend getting remarried because he had "promised himself" to his first wife kind of sealed the deal for me. I can't tell you the last time I have seen him. Maybe he has grown since then, who knows. I hope so.