I was just looking on tumblr and a thought came to me. In the scene where Emma comes in and warns Hook about the apples in Regina’s house, do you think Hook was contemplating a sleeping curse for himself while looking at that apple? He was looking awfully pensive while looking very intently at that apple, and we know he is worried about taking away Emma’s magic.
I just wondered because when he made the comment about saying his sense of humor left when the WW arrived, it could really have been that he didn’t find it funny because that was EXACTLY what he was thinking about and considering. I don’t know that he would ever go through with it because I think he also knows that he needs to be there to protect Emma and Henry. I think it would be an easy way out of the pain of not being able to have Emma and a safe way of not worrying about taking away her magic, plus he doesn’t think he is Emma’s TL so he doesn’t think she would kiss him to wake him up.
Just something that occurred to me when I saw a gif on tumblr that was a close up of Hook looking pensively at the apple.