Look guys…I would like you to please consider Cas finally working up the courage to hit on Dean, but using old biblical forms of flattery and euphemisms for things. He’s trying so hard and poor dean is just getting further and further freaked out
Dean: [walks out of the shower, dripping wet and with a towel wrapped around his waist]
Cas: [stares and licks lips] Your navel’s like a goblet
Dean: [wanders off thinking Cas is making fun of him for putting on some weight]
Cas: Dean, your hair is like a flock of goats descending from Mount Gilead
Dean: Jeez, Cas, a guy runs out of hair gel for 1 day…
Rauko this is a headcanon I never thought i needed so bad
Well, I was looking through Ocean’s Brawl earlier, and I have a chapter where Dean just tries so hard to flirt with Cas and Cas just thinks he’s making fun of him and then my brain decided to flip it like this, lol.
But like, consider…
Cas: Like a lily among the thorns is my darling among the maidens
Dean: Fucking good for her…
Dean: [makes coffee]
Cas: Behold, you are wonderful, my beloved. Truly delightful. Our couch is green!
Dean: First of all, there’s no need for that much sarcasm this early in the morning and also why the fuck is our couch green??????
Jack: [running in to wake Dean up]
Cas: No! Children of Jerusalem, I charge you…by the gazelles and by the does of the field: do not arouse or awaken love until it so desires!
Dean: [wakes up in a fury]
Cas: Listen! My beloved! Look! Here he comes, leaping across the mountains and bounding over the hills!
Cas: [stares longingly] You have the eyes of doves. Your teeth are like a flock of sheep coming up from the washing; each has its twin. Your temples are like halves of pomegranates and your neck is like a tower!
Dean: [backs away slowly]
Sam: [shoots Cas a thumbs up from the corner of the room]
Sam: Should we…help them?
Gabriel, Balthazar, and Charlie: [Passing the popcorn around] Absolutely not.
Dean: [rounds the corner]
Cas: Who is this that appears like the dawn, fair as the moon, bright as the sun, majestic as the stars in procession?! I would compare you to the horses of Pharaoh, pulling his chariot!
Dean: [slowly turns and leaves the room] I think I just got called a horse-face, but it’s kinda hard to tell…
Sam: Okay this is actually getting painful…
Michael/Adam: Don’t look at us. Unless you think we should lock them in a cage for a few millennia
Balthazar: Worked out for you guys though
Michael/Adam: [nod, considering]
Charlie: First of all, no. And oh god, please, don’t tell me this falls on me just ‘cause Dean once walked me through flirting with guys
Sam: WhO dId wHaT nOw?
Gabriel: Cas! [takes pity and waves a dejected-looking Castiel over] Come here, little brother. [throws an arm over Cas’s shoulders] Look, sometimes, you uh…gotta be more direct. Maybe just tell Dean plainly what you want?
Group: [nods in agreement]
Cas: [nods sagely] I understand
Dean: [enters room]
Cas: Dean, [clenches fists] I want to uncover your feet and gaze upon them
Michael: [faints, leaving a confused Adam in charge]
Dean: [points at Cas] HELL NO THESE SHOES ARE STAYING ON
Gabriel: [dies laughing]
Balthazar: Oh my, Cassie! I didn’t know you had it in you!
Sam/Charlie: [are actually a little lost on that one but the angels sure are freaking out]
Gabriel, taking Dean aside: look man, Cassie is trying. Maybe brush up on your biblical stuff
[Later]
Dean, anxiously: Hey Cas uh… [stammering] y-you still wanna see my uh [checks notes on hand] feet?
Cas, thinking Dean just has no biblical flirting knowledge whatsoever: why? Did you step on something?
😂😂👏 good addition is good. And also can you imagine Dean’s initial response to Gabriel??
Dean: he’s…trying what???
Entire bunker: [facepalms]
Sam: [walks over and shoves a Bible open to Song of Solomon into Dean’s chest] for the love of everything unholy just do yourself a favor and read it
Dean: so he’s…flirting with me??
Everyone: YES!!!
Dean: I…this changes things
Michael: [fanning himself] he literally told you he wanted to uncover your feet I don’t know how much more forward he could be!
So I love @crack–attack ’s point that once Dean does finally catch on, there are still some false starts from his end before he nails it. Like I love him having no idea what Cas is saying but still thinking, “Oh okay I’ve got this. Just make it weird. Easy.”
Dean: Hey Cas!
Cas: [smiles] Hello, Dean.
Dean: I just thought you should know that your nose is like a Christmas tree.
Cas: I…what?
Dean: yeah and the nostrils are the ornaments. And your hair is like, uh, really burnt curly fries. And your legs…they’re like trees with your ankles beneath them like boulders!
Cas: [tilts head]
Dean, reading Song of Solomon for help: Okay that didn’t work. Let’s see…Solomon tells her a couple times that she has dove’s eyes and that her boobs are like baby deer…Cas did say something about my hair being like goats. Huh. Maybe it’s an animal thing! Okay. Got it!
Dean: Um, Cas, I just thought you should know your butt is like a zebra. And, uh…
Dean(thinking): dammit, Dean think. Oh! He said something about feet. Maybe they’re important..
Dean: and your your big toe looks just like a mouse!
Cas: [puts two fingers to Dean’s head]
Dean: Ummm…whatcha doin’?
Cas: You seem to be having a stroke. I’ll heal you.
@waywardangel-13 I’m not sure if you’re just thinking out loud in these tags or if you’d really like to know, but since i’ve actually been asked about this one a few times…
This actually comes from Song of Solomon/Songs 1:16. And I’ve seen that particular Hebrew translated 30 different ways and looked at about 20 different commentaries on it that all said different things, but what the gist of most of them seems to boil down to is that…their bed is nice. Nice as in pleasant and luxurious. But also nice as in they’ve made a nice place for themselves to love each other and be together. Like, it’s not just some back alley hookup. It’s purposeful and pleasant and romantic and domestic and…
it’s soft. Cas is telling him that he really likes it here with Dean, that they have a place here, and that there’s nowhere else he’d rather be.
…
Of course, Dean absolutely doesn’t catch all that so when he at least figures out that all this is Cas flirting, he later comes back with…
Dean: Hey Cas!
Cas: [looking up from a book]
Dean: [grinning] Our love seat is purple. [waggles eyebrows]
Cas: [concerned] Sam, I think we need to get Dean’s eyes checked…
…
@misha-moose-dean-burger-lover
I feel like I should let you guys know that after some false starts, Dean does eventually start to get it right…
Cas: [arrives back at the bunker after being gone all night}
Dean: And where have you been?
Cas: [sighs] Following a lead. Sorry if I worried you.
Dean: [watches Cas walk through, trying to work up the courage to say something before Cas leaves the room]
Dean: All night long on my bed I looked for the one my heart loves; I looked for him but did not find him
Cas: [freezes] Is that so? [turns back, looking at Dean cautiously] Does this love of yours have a habit of being in your bed?
Dean: [gives Cas a small half-smile] Well, not in a while. He used to watch over me sometimes though. Was kind of creepy to be honest.
Cas: [snorts] He sounds very strange indeed.
Dean: He’s kind of a nerdy guy but he’s actually pretty awesome.
Cas: Is that so? [raises an eyebrow]
Dean: [huffs] Yeah…[steps closer] He’s, uh, mighty among the warriors. His enemies tremble before him. I, uh, do too.
Cas: For the same reasons?
Dean: Nah. Don’t get me wrong. The guy can be scary as fuck when he wants, but also, his voice is like the deep waters - though his eyes have claimed the blue. His hair is wavy and black as a raven, and his mouth…those lips are sweetness itself.
Cas: Hmmm. He sounds altogether lovely.
Dean: He is.
Cas, very seriously: I should tell you that I doubt he holds a candle to my own beloved.
Dean: Oh? Do tell.
Cas: My beloved is radiant and ruddy, outstanding among ten thousand. His mind and soul are of the purest gold, set about with emeralds. [raises a hand to Dean’s cheek] I have existed for thousands of years and never known another like him.
Dean: Not to be rude but I still think my guy sounds better.
Cas: [scowls] So tell me then, if you find this love of yours, do you ever plan to do something about it?
Dean: When I find the one my heart loves? If he’ll have me, I would hold him and not let go.
Cas: If he’s anything like me, he probably could not look away if he wanted to. I am my beloved’s; everything I am is his. [swallows] Perhaps the one your heart loves simply is not sure that you want him back.
Dean: [breaths shakily] Look there’s some line about coming into the garden and tasting the fruits but I can’t remember it so for the love of God, Cas, just kiss me.
Cas, leaning in: Don’t bring my father into this



















