I just think that Dean would have carried on with this tradition of kissing Sam goodnight for a long time after Mary’s death because it’s something he has done since Sam was born. It would have been something normal when everything else has turned into a nightmare.
"I personally don’t think Pan is actually dead. We never saw the body and they admitted on the commentary for Think Lovely Thoughts that he has the potential to come back. Weather that’s just in a flashback, the character needs to come back. I feel like there was a huge chunk of his story that was left untold."