Oh Man, Dean would be so pissed, and would 100% try to act like he wasn’t absolutely seething with jealousy.
Dean: “Yeah, yeah, Cas… Go, uh, get ‘em. But, uh, you know you could do better, right?”
Castiel: “I don’t understand. He’s quite physically attractive.”
Dean: “Yeah, yeah, but, I mean… He’s like a 6 and you’re waaaaay outta his league-”
Castiel: “I wasn’t aware there were leagues assigned to physical attractiveness.”
Dean: “It’s a figure of speech, Cas.”
Meanwhile, Sam is fucking *dying* because this is the funniest thing he has seen all week.
Castiel: “What assigned rating do you think I should go after, Dean?”
Dean: “I don’t know, man… You’re like… up there on… on the scale, I mean. You could easily get a nine or ten… Y’know…”
Castiel: “So someone of your attractiveness level, then?”
Dean: (blushing furiously) “I… uh… I didn’t say…”
And then Sam makes a coughing noise that sounds suspiciously like “Destiel” and Dean tips his drink into his lap.