Boyfriend Wants Anal

Shan
My boyfriend really wants to do anal with me. It's getting to the point where he is constantly bringing it up. I've tried to do it with him a couple of times because I just want him to shut up about it but it honestly hurts so bad. He keeps telling me that I don't know that it hurts because we haven't tried it properly, and I've told him that if I'm not comfortable and relaxed that it isn't going to work properly. How can I make him understand that I don't want to do it and stop him from bringing it up? He gets annoyed every time we try and it doesn't work and in a way I feel like I'm letting him down.