I can’t get over the fact that this is Dean’s face when he wakes up almost a year after he lost Sam. The fact that he is finally living with Lisa and Ben like he used to DREAM about doing in season 3, but he is still in pain every day. That every day he wakes up to the echo of Sam’s words going through his head - “promise me..”
It reminds me of season 5 when he meets future dean, and says “man, something’s broken in you”. because he’s lost Sam, and whenever that happens, Dean is never the same, and never will be without the other half of his soul.