#DeanLee

[perlukafarinn]

Dean's boyfriends ranked by how normal they were about him (from most to least):

4. Lee Webb. As normal as one could get about Dean Winchester. Like yeah, he tried to kill him, but that was completely unrelated to them being exes. Even able to have a nice, friendly reunion with Dean, no hard feelings at all (again, until Lee tried to kill him).

3. Benny Lafitte. Genuinely probably the closest Dean got to a normal relationship with a man and they probably could have made it work if they weren't both hung up on other people. Benny did end up sacrificing his life for Dean, after Dean ghosted him even, but Dean was only partly the motivation there. Still, seeing the dynamic between Dean and Cas in Purgatory and willingly inserting yourself is kind of bonkers.

2. Crowley. Man started this relationship thinking he had the upper hand, then caught feelings and fully shattered himself on the altar of Dean Winchester. Went around telling people that Dean completes him after they had a regrettable summer fling, then sacrificed his life for him because that's just what falling in love with late-seasons Dean does to a motherfucker.

(Special mention of Chuck, who while completely abnormal about Dean was never his boyfriend, as much as he wishes.)

1. Castiel. And it's not even close. In this competition, Cas takes the gold, silver and bronze. Laid a hand on Dean in hell and never had a normal thought again. You just know he had fantasies for years about confessing his love for Dean while dying in his arms before it actually happened. Fortunately for him, Dean matches his freak perfectly.

[winchestergifs]

STACKEDNATURAL ⇉ 135/327

15.7 Last Call Written by Jeremy Adams Directed by Amyn Kaderali Original Air Date: December 5, 2019

[angelsdean]

On the road, it was easy to become anyone. Nothing anchored him anywhere. Not even to himself. He could slip into a disguise, flash a fake badge and an equally fake smile and pretend, for a few hours, that there was no Dean Winchester. He could put down the heavy baggage that came with his name. On the road, alone, he wasn't anybody's son or brother. He wasn't a failure. He didn't even have to be a hunter. Sometimes he just drove with no destination. Between hunts was a sort of limbo-space. A time that didn't really exist. He became amorphous, liquid. Slipping in and out of nowhere towns. A ghost haunting bars. Some nights he disappeared into the arms of a stranger. Other nights he went without encountering another soul. It was strange, the ache. How he could feel so alone and free at the same time. On the loneliest of nights, heartsick weakness had him opening the glove compartment and rifling through photographs. Some were old, yellowing and worn. Pictures of him and Sam as kids. A Polaroid from a summer spent at Bobby's. One of Mary and Dean. Others were newer. A photobooth strip tucked into the very back of his journal. Cassie in his lap holding his face. His eyes creased as he stared into hers. Another of him and Lee from that case they worked in Texas just months ago. On the road nothing anchored him anywhere. He was wild and free. But his heart longed for somewhere to take root.

lonely stanford era dean ficlet for spn september || prompts: on the road, identity / disguise, heartsick, wild and free, roots

[the-mpreg-guy]

so the question is did dean meet cassie before or after lee. which one of them was the rebound

[bloodydeanwinchester]

🩸Bloody Dean Every Episode🩸- 15x07 Last Call

[youre-only-gay-once]

Happy Pride To This Lighting ❤ ❤ ❤

[queermania]

Favorite Underrated Queer!Dean Moments (as voted by you): #10 Triplets with Lee in "Last Call"

[fallenangelblade]

if i think about stanford-era dean and lee for too long i might explode

[carpettmuncher]

We’re standing under the neon vacancy sign of the motel, and you’re starin’ at me and I’m lookin’ anywhere else. I’m takin’ a drag of the cig and handing it back to you, and I’m tryin’ to drag my eyes away from you takin’ a pull of it.

“Don’t it bother you?” you say, and I finally flick my eyes back up to yours. “That shit your dad says?”

I smile despite myself, ‘cause you’re just so damn honest. Not joking so I got nothin’ to snap back with. It’s new to me, the way you talk: all honest and genuine but still quick and funny. Not that stupid soft shit chicks are into, but not all rough edges like I am. I think I like it a little more than I prob’ly should.

I cross my arms over my chest and stare back out at the sky. Even after all these years, I still like it out here in small Midwest towns rather than the big East Coast cities. Lets you see more stars, and sometimes I can look up and pretend I’m at a ranch out in the country rather than a motel on the edge of another nameless town. “Do you get along with your dad?” I finally say.

You scrunch your nose up and pass me back the cig, and I’m smiling too much to take a drag of it. “Not the same, Dean,” you say.

I snort and take another drag, slow and careful with it. I can feel your eyes on me, and damn if I don’t blush. You prob’ly think I blush easy, with how much you make me do it, but it’s only you that brings it out. Only you.

“Sure, Lee,” I say. “Sure.”

And here’s the thing I’m not saying: I like that you care but I got no freakin’ clue what to do with it. No clue how to tell you all the shit about my dad ‘cause it’s been balled up inside me for years and I got a strict set of instructions in my brain when it comes to him. How to survive. How to survive when it feels like I got a shotgun for a father.

I told you once that sometimes I feel like no more than an extension of my dad and his gun and you took my hands in yours so gently, so gently and said you’re so much more and if I didn’t know any better I’d’ve started crying right then and there.

I don’t get you, Lee. You’re all lefts and rights. Rights and wrongs, sugar and salt. A hunter but not like me ‘n dad, a drinker but you don’t got that anger that comes with it, a lover but you ain’t cheap and fast about it.

I try not to think about how I know that when I see dad’s car pull up, like he’d be able to read my mind.

“You should go,” I say, dropping the stub of the cig and scuffing it under the toe of my boot. Dad’s headlights turn off.

“I thought the old man liked me,” you say playfully, with a little half-smile, but you know. We both know.

Sure, he tolerates you on hunts, but that’s about the extent to which he tolerates anyone- and that’s including me ‘n Sammy, even if I won’t say that to you. Last time he caught us drinkin’ together this late at night he pulled a gun on you. And when you left, he tucked his gun away and took out his fists.

Sometimes, I think I’d prefer the gun.

“Don’t know if he really likes anyone,” I say, laughing, but it comes out weak- nothin’ really to laugh about, I’m just tryin’ to make it seem better than it is. You see right through me and I know it. “And he sure won’t like… this.” I gesture between us, and you nod.

“See you, then,” you say, and I nod, and for a second I think you might kiss me, but you walk right past me and into the night.

I stare after you as you leave ‘cause I wanted it so bad I can’t think.

[samsrowena]

↳ holiday GIFt requests ✧ deanlee 🎁 (for @lesbianjoannaharvelle) Lee: This is nothing you can't have, man.

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[winchestergifs]

Why do you care so much, Dean? Because someone has to.

[angelsdean]

Favourite Stanford era Dean headcanon? :)

ooooh ok so the short answer is dean grows his hair out during stanford era (maybe bleaches it too) and in general just experiments more with his appearance and self-expression bc long stretches of time where he's completely on his own for the first time in his life. no dad or little brother to perform for! he also gets a dangly earring. he deserves a dangly earring!

long answer is that all this is wrapped up in my person deanlee stanford era timeline where they basically spend a whole summer together in like 2002 working a big case in texas. (not to be confused with the arizona case they work in late 2004 that leads to their fall out)

so yea, early stanford era, sam is freshly gone, john keeps ditching dean to chase leads on yellow eyes, and dean gets a call from lee asking if he's free to help out on a case. and dean's tired of being alone. sure he's free for the first time in his life, but he's also the loneliest he's ever been. so he takes lee up on the offer to work together. they end up having to go deep undercover in this town. they get jobs at a local ranch. they get to know the locals. they live together. and eventually things tip over from just friends to more. and dean lets himself just explore this thing between them. he lets himself peel back some of the protective layers he's worn for so long. he starts growing out his hair like lee's because actually dean prefers it long. and lee helps him pierce his ear and pick out an earring.

(also unrelated but. i like to headcanon dean started watching dr. sexy during stanford era bc having something to look forward to daily helped him get thru some of those lonely days when he was on his own)

doing this sleepover saturday ask game

[luna-nigthshade-wood]

Young! Dean to John: Dad, are you mad about Lee?

John "I can excuse child abuse but I draw the line at homophobia" Winchester: Dean, I dont care who you screw in your own time, as long as it doesnt interfer with the hunt. Now, keep your mouth close while I keep burying you in the ground to test how long does it take for you to reach the surface

[bloodydeanwinchester]

jesus i have watched the 15x07 deanlee fight scene a few times now but like not until im actually making these gifs now did i notice how fucking homoerotic the part right after dean stabs him is. like, what the fuck:

[mrcowboydeanwinchester]

last call is just SUCH a more meaningful episode when you read dean and lee as having been in love back in the day like the whole episode matters so much more