We have only been dating for Over a year, but we are now expecting our first child together. A few nights ago is the first night he was ever comfortable enough to wear a diaper in front of me last night. We were going to have sex and I went out of the room for a quick sec, and he had already taken it off. He knows that I am completely comfortable with him wearing diapers and would love for him to do so freely, and I have even expressed that I would feel comfortable enough wearing for him, and maybe in the near future changing him, but he is the one that is reluctant to it. Guess I will just have to play it day by day and let him get comfortable enough on his own time! I really do want to surprise him one day by just being in one when he gets home from work but I'm not sure how he will react.