Dean X Sam - Tumblr Posts
@sam-is-my-safe-word this one's for you, babes. 😂

...usually??
MORE DICK-SCUSSION YES YES THIS. I hate that there's not more exploration of Dean being re-foreskinned after Cas raises him. Heck, not even just post-resurrection, not even just Dean. More fic with intact Winchester junk would be amazing.
I hate that MY OWN BRAIN, as an Aussie, in a country where circumcision is not and has never been the norm, has cruise-controlled into writing so many fics without even considering giving Dean his foreskin back, despite loving that headcanon. I think like an American when I write in this fandom, and at moments like this, it's a sad and lost opportunity.
2024 resolution to return to Dean the joy of his foreskin. Gonna do you right, bb.
listen it's already wincest wednesday in my neck of the woods so I'm gonna just get right down to it: couldn't stop thinking about sam being just weirdly obsessed with dean's circumcision scar (in like the a sweet body-worship kind of way but also in a gross-boys-being-gross-boys kind of way; they contain multitudes) and THEN had to contend with the idea that post!S3, if post!hell dean got rehymenated... did he also have to have his circumcision redone? or was he just rockin' foreskin for the rest of the series? genuinely I think this is the most I've ever considered hypothetical foreskin in my life. anyways, a tip of the hat and a glorious wincest wednesday to you all!
EEEE anon!!!! correct!!!!!!
[NSFT under the cut!!!!!]
i imagine in a scenario where dean is circumcised and sam is not, it's because mary and john intended to have it done, but haven't gotten it done yet, but obviously, it slips through the cracks after the fire.
i think it starts as a 'hey this is different than me.' (if anything at first sam gets kinda bummed about it, bc it's another sign that dean got something when he was younger (a happy family that had time to care abt things like that) that sam didn't)
but like...then it gets weird.
if they're intimate pre-hell, sam can't stop touching the scar. he'll blow dean just so he can feel it against his tongue, he'll reach over and put his hand down dean's pants just when they're watching TV or something so he can hold his dick in his hand and run his finger along it.
maybe dean notices that sam's a little obsessed, but just chalks it up to sam being weird bc dean's going to hell in a month.
and of course if we look at the traditional religious implications of circumcision, it's a physical difference between them, a show that dean has this covenant with a higher power that sam does not because he's demonic, and he's evil, and he's wrong.
but when dean comes back w a foreskin, i don't even think he notices until he showers. he screams bloody murder, and bobby kicks the bathroom door in, and dean's like "what the FUCK did they do to my dick??"
the first time they're intimate post-hell, sam sticks his hand down dean's pants and freezes. dean totally forgot to give him a heads-up, but it's too late as sam rips dean's pants down.
game over, honestly. sam doesn't become any less obsessed. he loves the way he can slide it back and taste dean's sweat, his dried come. you also bet they dock. like all the time.
as for getting it done again, i wouldn't be surprised if that was an implication from the higher ups, like 'oh look u can prove your loyalty again, and choose to make this covenant again type thing w heaven,' but i don't imagine dean being down with that (but if he does get it done again, sam wants to do it, you can't change my mind; getting to MAKE that scar?? jesus christ (charlotte agrees))
anyway.
you're right, i've also never thought about the state of dean's dick season to season, but ahh...yeah.
thank you anon for this lovely ask, and happy (day-late) wincest wednesday!
-lizzy
Please. Never get enough of this trope. More shapeshifter Wincest pining reveals, thanks. 👏
i literally can't stop thinking about shifter!dean so i curse thee with a brain dump ficlet. cw for non-con groping & kissing
---
"See, deep down, I'm just jealous. You got friends, you could have a life," the shifter said, Dean's stolen face barely visible in the dim sewer light. His eyes flicked between Sam's, hurt and something unidentifiable swimming in them. "Me?" He leaned in closer, the space between them growing hot and humid. Sam could feel the shifter's breath on his cheek. "I know I'm a freak."
Sam scowled, glaring the creature down. "What the hell are you talking about?" Dean was a lot of things; a nerd, a jerk, disgustingly charming, but not a freak. That title was reserved for Sam.
A grin twitched across the shifter's lips. "Oh, you don't know, do you?" it said, amusement thick in his voice.
Sam knew he should ignore it, this impulse to get insight into his brother's mind, his thoughts and feelings that he kept held so closely to his chest. The thing would probably lie anyway. But Sam was never good at resisting temptation. "Know what?"
Not-Dean was suddenly straddling Sam's thighs, a lascivious smile on his face. Sam instinctively tried to move away, but the rope kept him from doing much more than squirming under the creature's weight. A low chuckle rumbled in its chest. "Dean here?" It shoved its hand between them, roughly palming Sam through worn denim. Sam tried to stifle a gasp, only half succeeding. "He wants you. Hell, he's wanted you since he was seventeen."
Sam felt frozen, shock making his limbs feel numb. Or maybe that was the rope cutting off his circulation, he couldn't really spare the brain power to tell. "Wh-what? No, you...you're lying."
The shifter leaned in closer, nipping at Sam's earlobe. "Oh, the things he wants to do to you." He ground his hips down against Sam's lap forcefully. "His sweet little Sammy."
Somewhere in the back of his mind, Sam registered Not-Dean was hard. Another sharp bite, this time to the hinge of his jaw, had him letting out a startled yelp.
The shifter groaned against his skin. "God what he would give to hear you make noises like that." It grabbed a fistful of Sam's hair, yanking down on it hard. Sam, in an attempt to stifle a loud cry, let a pitiful whimper slip past his lips instead. The creature's eyelids fluttered shut. "Fuck, yeah, just like that."
Warm, plush lips were suddenly on him, sliding against his stock-still ones. Before his brain could send the message of no bad no, his own lips were moving. The shifter growled and pulled his head back further, drawing a gasp out of Sam and giving himself an opening to lick deep into Sam's mouth. A soft moan escaped Sam. What could he say? The thing could kiss. Dean could kiss.
It was like a bucket of ice water was dumped on him. He twisted his head away, forcibly breaking the kiss. His heart was hammering in his chest and his stomach flipped and the worst part was, Sam couldn't tell if it was disgust or...
The shifter slowly stood, still trying to catch its breath. It reached down and grabbed one of their duffel bags, swinging it over his shoulder. "Well, it's been great, y'know, shattering your worldview and all," he looked Sam up and down once more, predatory, "but I've got a hot date with lovely little Becky."
...
"Well that's 'cause you're a freak," Dean, the real Dean, teased from behind the wheel as Saint Louis disappeared behind them.
Sam snorted. "Yeah, thanks," he said sarcastically, rolling his eyes.
"Well I'm a freak too. I'm right there with you, all the way."
"Yeah, I know you are." Sam looked down at his hands, twisting them nervously in his lap. The shifter's words bounced around his brain: He wants you. He shifted in his seat and bit his lip, the next part of the memory playing involuntarily.
Dean shot him a quick glance out of the corner of his eye. "What?"
"Dean...um..." Sam readjusted in his seat again, the Impala suddenly feeling claustrophobically small. "Well, I, uh-"
"C'mon Sammy, spit it out."
"The...the, uh, shifter. It...well it...there's something..."
Dean shot him an annoyed glare "Sam," he admonished.
"Do you want me?" Sam blurted out, his face blooming scarlet and his skin too hot.
Dean's grip tightened on the wheel. A muscle in his jaw ticked. "What?" His voice was too calm, too measured.
"The shifter, it said you wanted me. It...it kissed me. Do...do you want me that way, Dean?"
Dean was clenching his teeth so hard that Sam could've sworn he heard his jaw creaking. His knuckles were white on the wheel and his face, where Sam expected to see fiery red skin, angry or embarrassed, was drained of all color. Dean didn't respond or even look at Sam, just turned up the radio so loud that neither could hear themselves think.
Sam's stomach was in knots again, and this time, it was worse: he knew it wasn't disgust.
Keep thinking about Dean decorating the bunker and instead of the Live Love Laugh sign, Dean made one that says Sam Sam:) Sammy♡ and my heart just swelled with joy 🥹
I keep coming across this stunning artwork and every time I do, I have to stop for a while. It's an incredibly emotionally loaded piece, and I can't get past Dean's hands gripping Sam for dear life. They're perfect. They're cradling, devouring. They swallow Sam up like Dean has been trying to do their whole lives. I can't look away.
It finally occurred to me today, after stumbling across it again, that it almost looks like he's breathing life into Sam. Like something awful has happened and the only way Dean can fix it is to pass his own life into Sam somehow, which he will always do, again and again, without a moment of hesitation, no matter the cost.
And then it hit me.

(The Kiss of Life, 1967. Photo by Rocco Morabito.)
This is what it reminds me of. It's the same desperation. The same surrender. The same exchange of life in a breath, a meeting of mouths, fear and need and rescue.
It's beautiful.

Hearts will dream again Lungs will breathe in Wash away the sins It's where it begins Feet won't fail you now Arms won't let you down Wash away the sins It's where it begins
I need to read this fic so badly. Right now. Immediately!
dean always talks. it feels like he’ll disappear if he doesn’t. but sometimes it physically feels too difficult to speak. so sam and him end up developing a sign language between each other, with sam interpreting for dean. it freaks everyone else out but it works so. when it’s one of those days dean will just tug on sam’s sleeve, point to his mouth and shake his head and his little brother will know.


✨🎉WINCEST ROADHEAD🎉✨
I just did the thing. I have never done this particular thing before. No bangs, bingos, or challenges. I am peeing my pants. Help.
@sam-is-my-safe-word and @talltalesandbedtimestories are signing up with me. We're all going down with aboard this beautiful ship. It's good to be among friends. 🫡🥹

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This was a tough one to answer. I went with "one of these is my fave and the other two tie". Wincest is definitely my OTP, and it has only been one, maybe two, very rare occasions when I actually sought out Wincestiel deliberately. I don't think I've ever sought out Destiel or Sastiel deliberately, just because reading about the boys not as part of my OTP doesn't appeal.
Having said that, I've WRITTEN Wincestiel now (as a once-off threesome within established Wincest [x]), which isn't something I thought I'd ever do. The thing is, though, Cas's involvement is mainly platonic (that is, non-romantic, but obviously sexual—threesome after all), and if anything, serves to strengthen what's between Sam and Dean. So I guess that tracks, actually.
one thing that always tickles me when i wander back through the wincestiel tag is that everyone seems to be coming from WILDLY different places on which legs of the triangle really do it for them and which are just kinda there. so, let's break it down:
btw if this gets hijacked into ship-war bullshit where people openly use it to dunk on pairings they dislike, i will make it unrebloggable and bear a petty grudge against the perpetrators for the foreseeable future. some things are not for you and that's fine. just vote option one and reblog if anthropological curiosity moves you to do so.
Presented without context.
"But in the face of ‘hey, I suck off your gun loaded with 2 bullets so if I accidentally kill myself, there is one for you too when you find me’
Post nut clarity is a hell of a thing"
— @sam-is-my-safe-word