Cas: anyway… Sam: hush, did you hear that? Cas: wha-? Sam: the voice of an angel Cas, blushing: oh, I…
Dean: did you hear that? Crowley: a squeak? yeah, it's from you Dean: fuck y- Crowley: you? is that a suggestion?

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Cas: anyway… Sam: hush, did you hear that? Cas: wha-? Sam: the voice of an angel Cas, blushing: oh, I…
Dean: did you hear that? Crowley: a squeak? yeah, it's from you Dean: fuck y- Crowley: you? is that a suggestion?
Random Deanmon and Crowley fanart
i just think. there's a lot of potential in drowley from dean's perspective as 'you were there for me during the worst part of my life when no one else was, when i was angry and violent and hurting. even when everyone else abandoned me. but you also let me stay that way. because it was convenient for you and you were selfish. and i still don't know if that company was worth the price. i regret so much from that time and i'm still not sure if i regret you'
“i love you” in Supernatural
Crowley literally wanted Dean to be the Queen of Hell and rule by his side like demon married couple.
Canon: Nothing ever happened between them and everyone is dead.
My canon that lives exclusively in my head: Dean, Cas, Benny, and Crowley all come to a peaceful understanding, co-inhabit the bunker together and work on healthy reconstruction of each of their identities after Sam moves out with Eileen
in my humble opinion...... there are not enough dean/crowley fics
especially considering crowley was canonically in love with dean like WOOF