Jimmy is so different, so expressive. When he smiles, his eyes are open, his eyebrows are high up, and his whole face seems to glow. His voice is bright and easy, so different from Cas’ rumbling tone.

Dean likes Cas just the way he is, don’t get him wrong. It is precisely because Jimmy is so different, that Dean’s heart seems to leap out of his chest each time those curious, wide eyes meet his. Jimmy speaks with his soft voice, and Dean seems to forget what he wanted to ask. He stutters out a string of words that would line up into a clever, flirty joke any other time, but with Jimmy just don’t seem to make sense. But Jimmy’s eyes widen, mouth parted curiously, and he laughs anyway, bright and open.

Cas would tilt his head to the side and say something incredibly endearing. Dean would blink and burst out laughing, and Cas’ face would relax into a tiny smile, eyes crinkled in amusement. Dean would wonder if Cas was feigning ignorance just to make him laugh, and at that thought, his heart would skip a beat.

Thanks for coming with us on that "walk" in the park ;3

How about a completed cannon divergence fic that veers off in season 5 and just keeps going from there?

It’s a Destiel fic where Dean and Cas and Jimmy Novak, the man Cas is possessing navigate consent issues, work through trauma (Alastair gets mentioned) and talk about their feelings in various states of undress.

If that sounds like something your interested in, check it out here. If you like what you see, maybe give this post a reblog so others can enjoy too. It veers off right after the episode The End. So Dean’s fresh out of seeing that horrible possible future. Here’s a short excerpt from the first chapter.

(Read on AO3)

Love Notes Written In Salt And Lipstick  Chapter 1: The End

Dean pulled Cas into a kiss. Didn’t even have to think about it.

Like. Sure Cas had been dead before, splattered across the walls of Chuck’s house like sick modern art. That had been bad, but at least he’d gone out fighting. This time... Dean had watched him die in that bleak, bombed out future Zachariah sent him to, where Lucifer was wearing Sam’s body, and Dean had turned cruel. The sort of person who sent Cas to his death casually. For nothing. For a distraction.

So if right now he was standing on some random deserted street corner in Kanas City with his arms around Cas, trying to protect a body that could take a knife or a bullet without flinching - if he had to kiss him to let him know that he did matter, that this mattered - and say sorry to that other Cas, who a few days ago, five years from now, was throwing orgies he was too high to remember with women whose names he didn’t even know… well. Dean had never been the poster boy for healthy coping mechanisms.

Hey uh @paragonred I know this isn’t technically what you asked for but I couldn’t stop myself

I ended up throwing together a Weird Episode in my head (maybe early season 5, if Jimmy survived the Raphael Encounter) where Cas gets yeeted from Jimmy’s body due to some shenanigans and thus has to possess Dean, and they both have to protect Jimmy until he can accept Cas back. Just an episode long Escort Mission, guest starring Jimmy Having Gay Panic and an Openly Bi Dean Winchester. 

This is one hell of a niche ship that I didn’t realize I was this into until I started drawing. Cas/Dean/Jimmy? Also what the hell is this show that I’ve been drawing Cas SO MUCH and I get excited to draw Jimmy. 

A quick bong hit

Dean likes to people watch, and he’s pretty good at doing it without being creepy. His coffee shop of choice is always full of interesting folks, from crunchy hippies to tech wizzes in business casual to kids ditching school to — 

Insanely gorgeous twins. 

Disgustingly so. 

And eavesdropping does toe the creep line a little more, but they’re signing and he can’t help it. 

“Don’t look, but,” the one in purple is signing, “ok, look, but be cool. Hottest guy I’ve ever seen at your ten o’ clock.” 

The second one — in a blue button-up, sleeves rolled halfway up his forearms, Jesus Christ — rolls his eyes but glances around. Dean quickly looks down at his coffee, then sneaks a look back up. 

“He was looking at you,” Blue signs. 

“We’re Deaf in public, dumbass. Everyone in this place is looking at us.” 

Blue rolls his eyes again. “It’s hard to find people attractive when they’re staring at us for being Deaf.” 

Dean cringes. 

“Plus,” Blue adds. “Us.” 

(We-two, Dean’s brain supplies.) 

“Why do you have to ruin all my fun?” Purple says. 

“Why did I get demoted from ‘hottest guy you’ve ever seen’?” 

Purple looks over again, and this time Dean doesn’t duck away in time at all and their eyes meet across the coffeeshop. Dean offers a smile and Purple grins back. 

“You saw him, right?” Purple says, not looking away from Dean. 

“You’re impossible,” Blue signs, though Dean is sure Purple misses it, because they’re still staring at each other. 

a few good ideas

Castiel/Jimmy Novak/Dean Winchester

Words: 4,179

Explicit

Main tags: Smoker Castiel, Smoker Jimmy, Smoking, Shotgunning, Sharing a Cigarette, Hand Jobs, Exhibitionism, Established Cas/Jimmy, Getting Together

Summary:

Jimmy took a long pull out of his cigarette and slowly exhaled into the room. His face visibly relaxed, and he closed his eyes, savouring the feeling. “Man, you have no idea how much I was craving this.”

Dean chuckled, giving a lopsided smile. “Weren’t you trying to quit?”

Jimmy opened his eyes, and looked down at his cigarette, freshly-lit. “Ugh. I tried, but… Cassie doesn’t want to, and watching him smoke, it’s tempting.” He took another drag, and Dean willed his gaze to stay locked with Jimmy’s and not fall to the bright red flame at the tip of the stick. “I don’t think,” Jimmy started, then blew out the smoke to the side. “Don’t think I’ll quit until Cas wants to.”

Good, Dean thought to himself. Cas wanting to quit has the same chance of happening as the mountains growing wings.

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