He wants the pieces to fit again like they had before Sam had left for college. He can't fix it though, and the pieces have changed or he's lost them.
I sink further into your warmth and fade in and out of consciousness. You were right... I'll thank you for that later though.
Don't apologize. Apologies don't heal wounds physical or emotional.
Even Superman needs to cry sometimes, Sammy.
Dean knows that if he were to come to daddy in tears, in the middle of the night, he'd send him back to bed, and it bothers him sometimes. Only sometimes though.