omg what about crowley meeting jack for the first time and cas just being so happy to see his two favorite people love each other (you can either draw it or talk about it with me idc this concept is just so important to me)
OOOOOOOOOOH I firmly believe that Crowley would have been the sweetest to Jack. Like, we saw those tiny little glimpses with Amara (Even if he tried to manipulate her) so I can totally see Jack breaking down all of Crowley’s walls and becoming his nibling
I can imagine Cas talking about all the parenting books he read and Crowley being like “Oh, actually I did read a few books too” and even if Cas is wary of Crowley’s intentions in the beginning it doesn’t take much for him to see the demon actually has good intentions... a bit too much good intentions, spoling Jack quite too much. (And it’s not hard to notice the difference if we were to compare Crowley to Sam and Dean’s treatment)
I personally think that Crow would have melted when Jack asked Cas if they could wear matching ties, and I’m sure Jack would have a personal tailor for all of their suits, real, fancy, good quality suits, thank you very much.
I can also imagine the three of them going to Hell or to that base that Crowley had on previous seasons, his subordinates feeling a bit relieved that Jack is in fact a really nice kid, and on top of that one that doesn’t eat souls and would probably be thankful with any kind of food, gift, praising they’ll give the nephilim.
Also, this is Crowley’s face taking a picture of Juliette and Jack (Is the only thing I could imagine to doodle lol)











