everyone in the notes saying dean is being passive aggresive like girlies no that is not what is happening here. he is being the kindest most caring person he can find it in himself to be in this message. it is just that this level of vulnerability and the way he expresses it is insane. like. fully understandable question given the circumstances. still absolutely batshit dean winchester moment

You are in a car with a beautiful boy and he cannot tell you he loves you because they edited his confession out of the fucking script!!!!!!!

the beautiful boy is in his car in heaven, driving down the endless road. This is his punishment. This is how you know he loved you back.

actually now that i have had half an hour to think about it, no Cas in both finales suggests that rather than seeing Cas as soon as he got to Heaven, Dean decided to avoid having a deep conversation by going on a multiverse road trip and interfering in his parents’ love life. this level of emotional avoidance is actually very in-character for him, showing that Jackles truly knows what he’s doing. i will allow it.

this is actually the best take and I honor it

my unreliable ass could never be a narrator