Imagine being Jessica Moore, and you've been in Heaven for you're not even sure how long. You have this vague recollection of how you died - Brady coming over and his eyes turning black, and he says "Sorry, Jess, nothing personal. But we really need Sammy to stop playing house and get back to his destiny," and then there's a slice across your belly and so much heat, and the last thing you see from where you're pinned to the ceiling is Sam's face. Horrified, tragic, but not surprised or shocked. And his brother, running through the flames of your life to drag him out.
So you're in Heaven. And it's the best day of your life, over and over, a monotony of happiness with a facsimile of Sam at your side, until suddenly it changes. The walls come down, and there are more people there. Old friends, your grandparents, their grandparents - almost everyone you could hope for. And you know that one day, Sam will be in Heaven, too. You know (you hope) that you'll share him, because you love him and hope that he found happiness with someone after you. Not too soon, but sometime. And then one day you feel it.
Sam is here. Sam is in Heaven. And it might not happen immediately, but he's going to come see you.
You just didn't expect it to be daysweeksmonths later, roaring up in his brother's big black car, but somehow that makes sense. And the way they get out of the car... identical movements, swinging their legs out and slamming their doors closed in sync. The way Dean hangs back, arms crossed, leaning against the car with a comfortable sort of smile. The way Sam's got his shoulders hunched and his hands in his pockets and how the tallest man you've ever met still manages to look up at you through his hair.
Imagine being Jessica Moore, and Sam Winchester is visiting you in Heaven and trying to apologize for how you died, but it wasn't his fault and you love him still. So all you can do is wrap your arms around his shoulders and pull him down, and he wraps his arms tight around your waist, buries his face in your hair, and you always thought that seeing him, feeling him here like this would feel whole.
But it doesn't.
There's something missing, and it's just a small bit for you but it's like a gaping hole in Sam and you remember feeling that when you were alive but here, where the physical is an illusion, it's like a bleeding wound, and when you look over Sam's shoulder to see Dean still leaning against his (their) car, you know.
All it takes is one hand, stretched out to him, and he's there, pressed against Sam's back, wrapping both of you in his strength and "I gotcha, Sammy," rumbled deep and low and somehow.
Somehow you know that if you'd lived, if you'd gotten married and Sam had been a lawyer and never left to find his dad, Dean would have been there. In your home, in your bed, sandwiching Sam between you both. And maybe that should feel wrong, but it feels so right here in Heaven.
Imagine being Jessica Moore, and realizing that Sam comes as a package deal and you can't have him if you won't take Dean, and somehow that's just fine.
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In White, with a Touch of Red
In White, with a Touch of Red
Pairing: Sam/Jess, pre-Wincest
Prompt: For SPN FanFic Pond's October 2023 prompt: Halloween. Read here on AO3.
Word Count: 2,583
Warnings: pre-incest, mild feminization
Dean’s seen things, okay? Real shit-your-pants kind of stuff. Actual monsters. Werewolves, ghosts, fuckin’ witches. He’s seen bodies messed up in ways most people can’t even imagine. He knows what fear is, what it tastes like and, more importantly, what causes it.
So he knows what he’s feeling can’t be fear. Just because he’s going on hour two of lurking outside his brother’s apartment doesn’t mean anything. His hands are jittering in his pockets because it’s freezing (never mind that he’s in California and it’s barely dipped below 60). The ball of lead in his stomach is probably from the burritos earlier. And the reason he hasn’t moved is because... because...
He just hasn’t figured out the right approach, is all. Point is, he can go in at any time.
Dean checks his watch. 12:07. Officially Halloween.
“This stupid,” he mutters to himself. “Get move on, Winchester. ‘The hell’s wrong with you?”
Nothing, he decides as his heart double times and drops to his shoes. Absolutely nothing.
He goes with breaking in through the window because the look on Sam’s face will be hilarious (and so Sam can’t close the door on his). He’s not surprised about the lack of security (he can’t imagine students have a budget for that sort of thing) but he is perturbed about the lack of salt. Even starving college kids can afford salt, right? Friggin’ careless.
Dean makes just enough noise to hopefully give enough warning in case Sam hasn’t completely lost his edge and pulls a gun on him. To his delight, his brother actually sort of manages to catch him off guard—but only for a moment. Within moments, he’s got Sam pinned, one hand to his throat and the other to his wrist, and Dean can’t help but flush with glee because it’s like nothing has changed. Sam still fights the same and still feels the same beneath him. He even breathes the same.
“Woah, easy, tiger,” Dean teases.
Sam stills. “Dean?”
Dean laughs and he does his best to keep himself from sounding hysterical because he was not ready for the reality of hearing Sam say his name. Two years. He hadn’t heard Sam’s voice in two years. And now here it is, breathless and a bit confused and so very Sam—
“Get off of me!”
And panicked. And pissed.
Dean’s grin falters. “Hey, maybe if you weren’t so out of practice...”
Sam doesn’t reply. He attacks. Dean’s arm is shoved aside, a heel is jammed viciously into his spine, and suddenly Dean’s on his back, which, oww, actually kind of hurts. “Or not,” Dean gasps. Before he can let out another word, Sam’s shoving him more firmly into the floor (double oww) and scrambling off him. Trying to bolt.
Dean’s veins freeze over. He fucked up. He seriously fucked up. If Sam had told him to piss off, he might have had something to work with; been able to argue with him, knock heads with him, wear him down (or he’d give up, give up immediately and drink until he passed out, but that’s not the point). Instead, his brother’s running like he’s afraid or something and Sam knows better—knows there are things out there worthy of being scared of, and Dean’s not one of them.
Is he?
Dean jumps to his feet and grabs Sam by the arm before he can make it halfway across the room and disappear forever. The fabric of his shirt is strangely slick. “Hey, wait a second—” Sam takes another swing at him which he just barely manages to dodge while keeping a firm grip. “You would calm down? I need to talk to you!”
Sam whips around to look at him, eyes wide and frantic, lips pulled back into a snarl...
And then the lights snap on.
Dean would normally turn to see who the mysterious third party is. Should look, because that’s how they were trained, both of them. You don’t leave a potential threat unchecked. But he doesn’t. Can’t. Because Sam is staring at the floor and Dean is staring at Sam because Sam is...
The outfit is too small for him, obviously. How Sam even got the thing on without ripping it to shreds is a mystery in itself (because it feels like his brother’s grown another foot since Dean saw him last and he doesn’t know how to feel about that). The dress (because it is a dress, Jesus Christ) is bone white, accented with red stitching and bows. The matching red underskirt does nothing to disguise the fact that the whole thing is waaaay too short, showing off scandalous inches of thigh and barely concealing the flash of... oh, God, is that lace? lying just below. The white socks sag just below Sam’s knees, not quite reaching their intended height. In a flash, Dean realizes the getup is supposed to be an old-timey nurse’s uniform, with the only thing missing being the little square hat... which Dean spots on the floor a split second later.
Dean gawks. Sam keeps his eyes on the floor, rapidly turning pink.
“Sam?” a feminine voice demands, and Dean would check her out (is she hot? she sounds hot) but... Sam. Dressed as a nurse. A slutty nurse. He feels like he’s gone insane. “Are you okay?”
“‘M fine, Jess,” Sam mutters to the ground. “This is Dean.”
“Your brother Dean?” she asks and Dean finally looks. Blond, short shorts (almost as short as Sam’s skirt... gah, Sam’s skirt ), and a midriff-exposing Smurfs t-shirt. She is, in fact, hot.
“I love the Smurfs,” Dean blurts and both Sam and Jess look at him incredulously. “Uh, hey. You’re...?”
Jess looks hard at Dean’s hand, still wrapped around Sam’s forearm. Shit, he didn’t even realize. He lets go and sticks the hand out in her direction, which she ignores. “I’m his girlfriend,” she replies icyly. Dean winces and lets his arm drop.
“I’m gonna,” Sam mumbles, nodding in the direction of what Dean assumes is the bedroom.
“You—you don’t have to... It’s fine. I mean,” Dean fumbles. But Sam’s already shuffling away, tugging fruitlessly at the back of the dress to hide the curve of cheek Dean spies as he goes. Dean quickly looks away.
“Me too,” says Jess dismissively, following Sam. Dean doesn’t even bother protesting. The bedroom door shuts with a resounding click and Dean drops into the couch, head in his hands.
“Fuck.”
*~*
Sam drops onto the bed, head in his hands.
“Fuck.”
In an instant, Jess is kneeling by his side, hand on his knee. “Sam, sweetheart, are you okay?”
“Don’t call me that,” Sam snaps. Her touch withdraws and he takes in a shuddering breath. “I’m—I’m sorry. Shit, I’m so sorry.”
“It’s okay,” Jess assures him, rubbing up and down his leg. “I understand.”
“I fell asleep,” Sam explains shakily. His heart’s going a million miles an hour and his hands are shaking and, worst of all, his eyes are burning. He needs her to understand. “When we were done, I was so tired. I fell asleep and I forgot to take everything off. I screwed up.”
“You didn’t screw up, swee—Sam. You didn’t.” Jess insists, squeezing his calf. “You didn’t do anything wrong.”
“But Dean—”
Dean saw. Dean looked at him and was... shocked. Maybe horrified. Sam had been too horrified himself to make sure. In some pale, half-forgotten daydream from puberty, Dean smiled when he saw him looking sweet and delicate. Dean liked him in white. That image had been violently shattered by reality. This is a nightmare.
“Dean should have knocked,” she interrupts firmly. “Dean should have knocked at the front door like a normal fucking person. You didn’t do anything wrong. Understand?”
Sam nods but it’s stiff and he knows it betrays his disbelief. Jess seems to accept it anyway and wraps him in her arms, hugging him tightly. “You don’t have to go back out there,” she whispers into his hair. “I can make him leave.”
“I haven’t talked to him in two years,” Sam murmurs. “Haven’t seen him in three. Then he just shows up and sees me like...” He shakes his head. “No. He wouldn’t come if it wasn’t important. He won’t just leave.”
“I can make him leave,” Jess repeats. “I’ll kick his ass if I have to.”
Sam snorts. It comes out a bit wet but it’s genuine. “Are you gonna beat up my big brother?”
He feels her smile. “Hell yeah, I’ll beat up your big brother.”
He chuckles. “I’d pay to see that.”
Jess pulls away, smoothing down his hair as she speaks. “Seriously though, Sam. You can stay here and I’ll make him go. Or you can change and go out there and tell him whatever you want. Or nothing at all. It’s none of his business. Whatever you want, I’ll back your play.”
Sam loves Jessica so much. It’s something he thought he knew but is brought into sharp focus in this moment. He never knew how desperately he needed someone to always be in his corner no matter what, accepting every part of himself without question (well, almost—but there are some things Jess, or anyone else for that matter, doesn’t need to know). He picks at the stitching of the costume, hating that this might be ruined for him forever... but also knowing that together they could find away to recover it. Or replace it, or, hell, maybe even improve it. He could do that with Jess.
God, he wants to marry her. He wants to marry her so bad. One their wedding night, they’d both wear white.
“Help me?” he asks, gesturing at the costume—it was a bitch and a half to get on without damaging it in the first place—and Jess doesn’t hesitate. She never does.
*~*
Dean jumps to his feet when they finally come out like a gentleman at dinner waiting to pull out chairs and all three of them cringe. This is going to be harder than he thought.
Sam takes a steadying breath. “What do you want?” he asks point-blank, like a gunshot.
Dean winces. Okay, he might deserve that a little bit. He opens his mouth to reply and for one bewildering second, he doesn’t know what to say. The image of his brother in knee-high socks and a poofy skirt has completely robbed him of any rational thought, despite the jeans and hoodie Sam has on now (total opposite of before; Dean wonders if that’s deliberate). He has no idea why he’s here, except, perhaps, to see Sam in drag. Again, if at all possible.
Dean blinks, trying to gather the scattered threads of his thoughts. “Dad,” he manages.
Sam looks unimpressed. “What about Dad?”
Right. Get ahold of yourself, Winchester. This is important. He uneasily side-eyes Jess, who stares daggers at him from Sam’s side. He hasn’t gotten off to this bad a start with a woman since... ever. And it’s about to get worse. “Maybe I can borrow your boyfriend for a minute...?”
“No,” Sam says firmly, wrapping an arm around Jess’s shoulder. “Whatever you want to say, you can say it in front of her.”
“Um.” Could this go into the crapper any faster? He’s been caught completely flat-footed here and has zero space to recover.
He thinks his brother was wearing panties. Is he still wearing them?
Focus!
“Dad hasn’t been home in a few days,” Dean says, trying to lay it on thick.
Sam doesn’t catch on. “So he’s working overtime on a Miller Time shift,” he replies ruthlessly. “He’ll stumble back in sooner or later.”
Hell. So much for subtlety. “Dad’s on a hunting trip,” he tries again. “And he hasn’t been home in a few days.”
Sam’s expression doesn’t change and Dean’s pretty sure this is it. Sam’s gonna tell him to fuck off and he’s gonna have to crawl away with his tail tucked between his legs because he screwed this up so bad and he’s got nobody to blame but himself. And worst of all, he’ll have that... image stuck in his head for the rest of his (probably very short) life and no idea what to do with it because Sam’s never ever going to speak to him again after this. Dean’s done. This is a nightmare.
“Jess, excuse us. We have to go outside,” Sam says stiffly.
Dean tries not to look too shocked or too eager. Relief swamps him. Thank God. He might have a chance to salvage this mess.
Or screw it up more. Could go either way.
*~*
It starts out awkward but Dean seems determined to talk shop and nothing else so Sam goes along with it. He sure as hell isn’t going to complain that Dean’s not mocking him into next week even though the anxiety lingers like a mote in the corner of his eye. Maybe that’s why he lets Dean talk him into going with him. Sheer, mind-numbing gratitude.
Jess doesn’t get why he’s taking off, of course, and Sam doesn’t blame her. By all rights, she should be pissed. But when he reassures her for the hundredth time that he’ll be back in time for his interview on Monday, she finally lets him go with a kiss.
“See you Monday, sweetheart,” she says and this time he doesn’t correct her, even allowing himself to smile. Maybe it’ll be okay after all.
Even after he and Dean hit the road, Dean doesn’t say a word about the costume. It’s all crotch-rock and zero conversation for a good hour, the apprehension building up inside him like a balloon, threatening to pop. And then it does.
“Halloween,” Sam bursts out suddenly. Dean jolts and blinks at him, perplexed. Sam’s neck gets hot and he rushes to clarify. “The... the costume. It was for Halloween. We were at a Halloween party. I lost a bet.”
The lie burns like acid in his throat. Surely Dean can tell he’s lying. Surely it must show on his face. But his brother nods, turning his attention back to the road, and the tension that Sam hadn’t realized was there around his face relaxes. Now he feels even worse.
“Yeah, sure. Halloween,” Dean agrees lightly. “Some party, I guess. College, right?”
Sam drags his hood over his head and gazes out the window. “Yeah,” he says distantly. “College.” That part is at least partially true. It’s not like he ever actually tried anything until college. Hell, he didn’t even dare think about it until Jess. So yeah, college.
He stubbornly refuses to think about turning fourteen, and all the terrible realizations that came with it. To be honest, the costume is the least of it.
*~*
Halloween comes and goes. They don’t talk about it.
When Dean makes a crack about it being his turn to change after he drags himself out of that muddy river, Sam goes a little pale and Dean starts stuttering and there are no follow-up jokes. They don’t talk about it.
They break the case wide open and Sam’s stupidly, annoyingly kind of happy about it and so is Dean and the possibility is there that maybe it wouldn’t be so bad just to mention it in passing... but then Sam says he has to go back and Dean can’t hide how disappointed he is, and it sours the whole thing. They don’t talk about it.
Jessica dies. They don’t talk about it. And now, they probably never will.
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What if Sam told Jess all about hunting? What if, in the years they were together, they encountered a ghost or a werewolf or something else? (Not a demon; they don’t know that’s what’s wrong with Brady, they don’t know that there are others, waiting and watching and planning.)
So when Dean comes to Stanford, “Dad’s on a hunting trip,” Sam doesn’t respond with secrecy. He asks “What was he hunting?” and “Where?” and when he leaves with Dean, Jess goes with them. Because she knows, because she’s seen a few things too, because Sam needs her support if he’s gonna get in his brother’s car and sit beside him and feel the guilty longing again.
What if Sam told Jess everything?
What if Jess wasn’t there to be killed, what if she didn’t burn on the ceiling of their home? What if it was someone else - a friend, a family member, a sister - and she’s got a need for revenge now too? So she goes on the road with Sam and Dean. And Dean tries not to be jealous every time he sleeps on the other side of a thin motel wall, hears Sam and Jess in bed together, wraps a thin pillow around his head to try and muffle the sound of them.
What if he can’t take that distance after Bloody Mary attacks Sam, pretends the motel they stop at doesn’t have two rooms available, stays awake to watch Sammy sleep and he didn’t expect Jess to be the big spoon and stay awake too. What if Jess and Dean get talking, and the only thing they really have in common is Sam so that’s what they talk about. And he doesn’t quite know how, but he finds himself talking about how he always feels like a piece of him is missing if Sam isn’t next to him (and it might be a chick flick moment but that’s okay because he’s talking to a smoking hot woman) and Jess gets a thoughtful look on her face before saying “You can hold him, too.”
And… “what?”
“He almost died today. I need to hold him, I bet you do too. You can, if you want to.”
What if Dean climbs into bed with his brother and his brother’s girlfriend, wraps an arm around them both because Jess is tight against Sam’s back, hooks his leg over Sam’s the way they used to when they were kids. And he’s finally able to sleep, with Sam’s head tucked under his chin.
What if Sam never mentions waking up pressed between the two of them, but they start sharing a bed regularly and Dean’s never slept better and Jess is smiling because neither has Sam.
What if Sam had told Jess everything, and she can see that Dean wants the same thing, so she decides to help the man she loves with her whole heart get the brother he loves with his?
And it works out, because somehow they’ve ended up with Sam burying his face in her pussy and Dean holding Sam’s hips while he fucks into him. And when they fall asleep sated, in a tangle of sweaty limbs, something about it feels more right than anything they’ve ever had.
They feel whole.
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