Ok, I completely agree with the rest of the posts! Leave his butt! Those messages are completely inappropriate. If I caught my bf sending msgs like these, I would leave him. I don't mean to be blunt, but he is basically emotionally cheating on you. You are also enabling him if you stay with him. Maybe suggest a relationship break to make him realize that this really bothers you and you are serious about it. The break might make him realize what he has with you and its not worth it to communicate in that way with other ladies.