may the fourth be with you or whatever they say
Jensen Ackles as Soldier Boy THE BOYS (2022) | 3.04 – “Glorious Five Year Plan”
Not me putting on long ass nails and not realizing I can't type as fast on my keyboard. (currently typing with pens cuz it's faster)
The revolution ‘bout to be televised, you picked the right time but the wrong guy.
The balls for Kendrick to utter this in front of him along with dissing Drake? Cinema? No, modern protest that’s recapturing decades of protest culture within music, specifically black music. Major props to Kendrick and I hope more are to follow
Yeah now we've entered the back pain stage
Gunna be dropping another reader! one shot in the next couple days. I’m really liking how it’s turning out so far
I just know if Jensen joined the Quinn app he’d take the whole thing over. I’d sell my soul to hear him read some filthy ass shit out loud
@aylacavebear thank you for reading and leaving a comment! I’ll tag you :) <3 I’m gunna do my best to get it out by this weekend!
1. Strangers in a Bar
Hi everyone!! This is my first Dean Winchester fic! Please let me know what you think of it, happy reading!
Summary: Dean hasn't been out of Purgatory for long and finds himself in a small town on the coast of Maine. He runs into a mysterious woman and she makes him question his retirement? Will Dean actually step away from the job? And what is this woman hiding from him? Warnings: slight aggression. +18 MDNI (even though there’s nothing R rated in this)
It’s late on a Tuesday night, the jukebox is humming in the corner of the bar playing slow country music. The air smells of liquor that’s dried on most surfaces of this place, a smell that’ll cling to your clothes until you wash them. It was the kind of late where only the restless or wrecked hung around, and tonight, Dean Winchester felt like both.
He sat at a table nursing a whiskey, tracing the edge of the glass with his middle finger. The bar was mostly empty, but Dean always made it a point to observe even when it’s not needed; the bartender wiping down the counter, two guys at a table loudly arguing about whether the Bruins are going to the playoffs or not, and a woman a few seats away from Dean, scribbling away in a notebook. He can’t tell if she comes here often or if she’s in the same boat he’s in, restless. Making sure to keep a watchful eye on her, especially since she’s the only woman in the building.
Dean shifted in his seat, trying not to think about the fact that he’s on the road by himself, again. It wasn’t the first time his brother needed a break from this life, and it wouldn’t be the last. They’ve been hunting nonstop for eight years, and after everything Sam has been through with the demons and Lucifer, the Leviathan’s and not knowing if Dean was dead or not for a year—he was bound to crack. The two of them fought over the fact that Sam didn’t hunt for a year, that Kevin was abducted and nothing was done about it. Sam was adamant about stepping away for a while, so he’s with his girl, while Dean is on the lookout for The Prophet.
For some reason this time feels different. Dean’s gotten older, he’s not young and stupid anymore, and he sure as hell has been through the wringer more than he’d like to be. He has a hard time lying to himself that he’s fine on his own. He needs Sam. The feeling of crippling anxiety that won’t cease is new, and it’s a feeling that’s not easily quieted by liquor. His hand shakes while he downs the remainder of his whiskey. The job is his life but is his life worth the job? It’s a hard decision to make, almost impossible.
He was so lost in his thoughts he almost didn’t notice that the woman had gotten up and started walking towards the bar. She distanced herself as far away from the other two men as she could then ordered, “A margarita with a salt rim and a double whiskey, please.” It didn’t take long for them to notice that she’d gone up there. Dean didn’t like the looks of them, they had a mischievous gleam in their eyes when looking at her. One of the Bruins fans stood up and advanced towards the bar.
“Hey there, pretty lady,” the man slurred, propping himself up against the counter. “What do ya say I buy your drinks for ya, sweetheart?”
Dean sighed, his grip tightening around his glass. He knows how these movies end, and they don’t end well.
The woman didn’t so much as flinch, without turning to look at him, she said, “I can take care of it myself, thanks.”
Her voice was cold and sharp, the kind of tone that could cut through steel, but the drunkard didn’t take the hint. He leaned in closer. She could smell the alcohol on his breath, see his eyes narrow in determination, and sense his bad intentions.
“Aw, come on honey. Let me treat ya, then maybe we can head back to my place, if you know what I’m sayin’?”
“I said no. Walk. Away.” Her gaze finally snapping to him, one so chilling that it could turn a man to stone if she tried hard enough.
Dean was not expecting her to be as harsh and as direct with the guy, he admired that. He knew that a guy like this wouldn’t take no for an answer, so he pushed out of his chair loudly and started to make his way towards them.
As she was turning to leave the counter, the guy grabs her by her bicep and pulls her into him, “You’re a good for nothing bitch, is what you are–”
Dean walks faster, boots thudding against the worn out floorboards. “Hey!” he barked. His voice low and dangerous as he got right in the drunk’s face. “When a lady says no, you listen. Now, let her go before this gets ugly.”
The man sneered then released her, muttering curses under his breath as he stumbled back to his friend. Dean turns to the bartender, his expression sharp. “And you–what kind of place are you running where this shit flies? Do better.”
He turns around to meet the woman, “You okay?”
She nods, her hardened features softening just a fraction at his kindness. “Thanks. I appreciate it.”
“It’s not a problem, Miss..?”
“Novena.” She smiles up at Dean and reaches her hand out to shake his.
“I’m Dean.” He gave her a warm smile back and took her hand in his. Her handshake was firm, he’s even more impressed.
“I was actually getting you a drink, believe it or not.” Her voice was rid of any trace of bitterness that had been there before, “I saw you sitting by yourself and you looked upset. Thought I’d bring you another round.”
“Thank you, I definitely need it.” Dean takes the glass from her, his fingers brushing against hers. Novena tenses up and her gaze immediately meets his, but within a second her state of shock is gone. Dean notices but doesn’t think too much of it. He doesn’t mean to be cocky, but a lot of girls in the past have frozen up around him before. Usually from being a flirt but he’s made no effort tonight—maybe he still has the juice after all.
Novena gives him another smile, then makes her way back towards her seat. This was the first act of kindness anyone has shown him since he got back from purgatory, and it was refreshing. A total stranger noticed that he wasn’t doing alright. He had been standing in the same spot, staring into space long enough for the bartender to give him the look of, “dude, you good?” He wasn’t good, but maybe he could distract himself from his anxiety for a little while, she was mysterious and that intrigued Dean.
Making his way over to her slowly, he notices that she had been making a sketch of someone. “Mind if I sit with you?” She closes her book when she hears his voice, as if not to be caught with her doodle. “I know it’s late and I, I don’t wanna seem like that scumbag over there—“
“Sit. I can tell a tortured soul when I see one,” she gestures with her hand for him to take the chair opposite from her. Novena emphasizes, “Please.”
Also not what he was expecting, but her voice was calm. Demanding but gentle. He does as he’s told.
“Yes ma’am.” They stare at each other, scanning each other's features in a way that is more intimate than it should be. Dean finally speaks up, “So, if you’re a tortured soul like me, what’re you doing out so late on a Tuesday?”
Novena sighs and takes a sip of her drink, “There’s a lot going on but to keep it sweet and simple, my dad recently passed, my boyfriend, well…ex now, destroyed my car when I ended things,” with sad eyes, she looks down at her fingers, fiddling with one of the rings she has on. She clears her throat before asking, “What about you, Mr-New-In-Town? What brings you into The Salty Dog?”
Dean lets out a small chuckle at her enthusiasm when saying the name of the bar, but says seriously, “I’m sorry to hear about your dad, I am. It’s not easy losing a parent,” He takes a swig of his whiskey, thinking of Bobby especially. “I uh, lost my father figure not too long ago as well.”
“Oh god, I’m so sorry.” Novena’s brows furrow and she places her hand over Dean’s so naturally, gently rubbing her thumb over the top of his knuckles.
He’s taken aback by this, he almost jumps at her touch. His eyes dart to hers and he’s met with empathy and compassion; there’s a lump in his throat that’s unbelievably painful with the grief that’s been hidden away. Not one soul has been able to break through Dean’s wall as easily as the woman before him. His eyes are jumping from their hands to the table, scoping out the rest of the bar to see if anyone is paying attention, which no one was, then back up to Novena. Tears were threatening to escape the corners of his eyes and once he saw that her mascara had run down her face, was when Dean let go. She removed her hand from his, leaned over the small table, cupped his face and wiped away the dampness on his skin.
It almost felt like Novena was taking away his pain with her touch, and it looked like it too. The eye contact hadn’t broke since he looked up at her. Dean was a mess and he couldn’t decipher if what he was seeing was a figment of his imagination or not—but it seemed like his struggle was held within her eyes? There was this humming noise that was coming from somewhere, the jukebox or the overhead lights maybe, that was soothing. Ultimately easing Dean to breathe slower and to quiet his racing thoughts.
“I, I don’t know what that was.” Dean whispers, “I’m sorry, that’s embarrassing. This never happens to me…” he gestures at himself.
Novena pulled away from him concerningly, “Showing human emotion never happens to you?”
“Wow—that’s not what I was expecting you to say. But, yeah. I usually don’t allow myself to show people how I’m feeling. To be frank, I don’t know why I’m telling you this. Long day I suppose.”
She didn’t know how to respond to him. He’s different from other men she’s met, that’s a given. Dean almost immediately crumbled under her touch. It felt like he was begging to let someone in, wanting to be understood. If they hadn’t mentioned that they’ve both lost someone dear to them, then Dean probably wouldn’t have been easy to get a reading from. Novena liked that he related so much to her, that Dean felt so deeply that his emotions had transferred through their touch.
He was trying to brush off what had just happened. Novena could see it in his eyes, that he was questioning the intense moment they shared. Dean covered his face with both of his hands and sighed. This was the perfect moment to change subjects.
“I better get going, it’s getting late–I have to be up early for work. But I’ll see you around?”
—
A/N: Any and all feedback is appreciated! Feel free to send me asks or dm’s :)) I'm just making things up as I go, so be patient with me lol. This will be multiple parts as well as blurbs. I have a busy schedule but I’m going to try my best to write these chapters cuz I’m really obsessed with the idea I have!
tags! @ambiguous-avery
03. you're a cowboy like me
ᯓ★ story index abt, you wake up next to dean, trying really hard not to make rash decisions but he keeps looking at you like that and smiling like that and— fuck it. warnings, smut 18+ mdni!, cowboy hat rule, riiiide 'em cowgirl, struggle 2 face feelings, shared showers 2.9k words
The afternoon spills it’s golden warmth into the old house, dust sparkling in the rays cutting through the open windows. Slowly, you stir, finding yourself comfortably tangled up with Dean. Somewhere in your sleep, you ended up tucked between the faded grey cushions of the couch and him—his arm draped loosely over your shoulders, your hand and ear pressed right to the steady beat of his chest.
He’s still out cold, half sitting up with his legs sprawled across the length of the couch, one boot dangling precariously off the edge. His pink lips are just slightly parted, brows softer than you’ve ever seen them. His stetson sits low enough to shield his eyes from the sun, lashes barely visible beneath the brim.
You steal the moment, shamelessly drinking him in: the way his features seem gentler now, all the rough edges smoothed out by sleep. There’s something about seeing him like this that makes your chest ache, just a pinch.
Then his tongue sweeps lazily across his bottom lip, wetting it before they tug up into a smirk. “You keep starin’ at me like that, sweet thing,” he murmurs, his voice rough and low with sleep, “‘nd I’ll start thinkin’ you might be sweet on me.”
You jerk back slightly, caught red-handed, but you recover fast, flashing a coy grin. “Might? Don’t give yourself too much credit, cowboy.”
He chuckles, the sound rumbling through his chest beneath your palm, and his arm tightens just slightly before he pulls away, stretching leisurely like he hasn’t a care in the world. “Sure, darlin’,” he teases, tipping his hat back enough to give you a lazy once-over, that boyish grin never leaving his sleepy face. “But if you wanted to cozy up to me all night, you just had to ask.”
Living on the road meant living by your own code—let ‘em chase, but never get caught. It’s become a rule you follow religiously, a line you never cross.
But for the love of all things holy, this silver-tongued man is staring down at you with that deviant glint in his pretty green eyes, the kind that electrifies your skin, winds you up in the most invasive way. His chest, broad and steady beneath yours, feels like a challenge, and that damn stetson perched atop his dirty blonde, tousled hair only makes it worse—taunting you, daring you to just reach out and take it.
Your eyes lock with his, and for a split second, it feels like he’s peering past your irises and right into the swirl of wicked thoughts dancing in your mind. His gaze falters, dipping to your mouth just as you tug your bottom lip between your teeth.
Before he can catch on, you snag the hat from his head in one slow, deliberate motion. Settling it atop your own with a smug little tilt.
You meet his stare head-on, fluttering lashes feigning innocence. A slow, low laugh spills from his lips, rich and rough, igniting a flush on your skin.
His thumb brushes up to catch your chin, holding it gently but firm as he leans in, consuming nearly all of the space between. Hungry and honey-eyed, he’s fixed on trailing over your features with a deliberation that sets your pulse racing. “Careful, now.” he murmurs, the warmth of his breath skimming your skin awakens shivers cascading down your spine.
Your gaze flickers, restless and heated, between his open mouth and watchful eyes. “I’m done with careful,” you breathe—and before you can think twice about it—your lips close the gap.
He leans into the kiss, rushed and messy, as his hand grasps the back of your neck to tug you closer. You climb on top, straddling his dirty blue jeans. A moan escapes you as he bites down on your bottom lip, matching his hasty kiss. Your nails dig into the back of his neck and he grumbles against your mouth.
His hands lose any sense of decency, sliding under your shirt, finger pads roughly digging into the skin of your waist. Deep enough to leave big red hand prints in their wake. Your hips twitch in his grasp, denim rocking against denim with enough pressure to make him groan against your lips.
His hands shift, hooking under your thighs as he lifts you to maneuver himself to sit properly against the back of the couch.
Your hands find the cool, silver buckle of his belt and tug, “Woah,” he rasps, mouth still pressed to yours with a breathy laugh, “easy, sweet thing.” His lips move to trail sloppy kisses down your neck, as his hands find the button of your jeans, swiftly popping them open.
He pulls back, his dilated pupils finding yours as one hand roughly grabs your jaw, “I wanna see how pretty you look,” he starts with a tantalizing smirk, eyes trained on yours while his other hand slips down into your heat. You're gasping before he can even finish his sentence, “when you cum.”
Two thick fingers plunge inside, stretching you out and curling just enough to make you whimper. The sound coming from your lips makes his grip on your jaw tighten as a lazy smile crosses his lips. He starts to pump, slow, too slow, and you buck your hips against his hand.
“So pretty when you’re needy,” he hums as his thumb presses to your clit, circling and working you into a dizzy headed mess. His other hand slips down to your throat, holding you in place as he leans back slightly, just enough to watch your eyes flutter and brows knit while you ride his working hand.
“Dean,” you whimper, as he works a brutal pace into you. He pulls his bottom lip between his teeth as he watches. The pressure in your core builds as he sinks deeper, hitting your sweet spot in a merciless rhythm. You falter, your hands pressing into his chest for stability.
“Stay just like that,” he mumbles, relaxed against the couch, undoing you with ease, hungry eyes shamelessly watching you lose any semblance of control of yourself.
Your walls clench around his digits, breath hitching with every rough thrust. The sensation of it all drawing your eyes closed, reeling in the building knot of tension, “Nuh, uh. Look at me—” he demands, voice husky and warm.
“Dean—fuck,” you sigh, opening your eyes to find his, pupils eating the green of his irises as you’re reduced to a whimper wet mess in his hands.
Your hips sputter and buck as you catch your breath, and he slowly pulls his hands from your jeans. You’re still coming back down when he’s picking you up at the waist, setting you on wobbly legs to tug your jeans loose from your legs. His hands glide over the skin of your thighs, squeezing your ass before pulling you back onto his lap.
He moves with an eagerness that matches your own, securing your legs around him, his lips are back on yours as you both clumsily undo his belt and tug just enough for his cock to come out—slick and throbbing against your skin.
He groans against your lips, taking himself in his hands. “Fuck,” he hisses, thrusting into your wetness. The sudden stretch makes you shudder, nails digging into his shoulders as you sink down onto his length, rocking your hips into his.
His mouth goes to your neck, lapping and biting at the sensitive skin. His hands squeeze your hips, guiding your body up and down against his.
It’s hot and sticky in the old house, making you feel damn near high as his tip slams against your sweet spot. His movement matches yours, messy—needy. His arms wrap around you as you lean against his chest.
He steadies your hips with one hand, the other securely locked around your back. Thrusting up into you at a mind-numbing pace. His hand gets tangled in your hair—the pull making your vision go spotty.
You give into his control, mind swirling with his lips desecrating any bit of your skin he can find, the sound of wet skin slapping against each other filling the room with your whimpering and his muffled groans.
Your hand wraps around the muscles of his bicep, nails digging deep as the other clutches to the back of his neck. You feel yourself tighten around his cock, moans sputtering out of your lips as your thighs tighten against his hips. His hips sputter, cursing under his breath as the sensation of his cum shooting inside you pushes you over the edge.
Your bodies become a synchronized twitching mess—panting from the come down as you slowly loosen your grip on him.
Blinking back into reality, you sit up, still too weak to remove yourself from his lap. Dean’s sleepy smile finds you, his hands coming up to brush the stray hairs from your face as he cups your cheeks. “See,” he huffs, managing to find his ammunition for teasing as he grounds himself back to earth, “told you I’d be a gentleman.”
You roll your eyes, swatting his hands from your face with a tired laugh as you roll off his lap and onto the couch beside him. “That smart mouth of yours is making sense of all the trouble you talk about getting yourself into.” you retort, rising on weak legs to slip back into your clothes.
“Mhm,” he hums, hardly listening to what you had said, “you sure you need to keep those on?”
His hand catches your thigh just as you’re pulling the denim over them—interrupting you. He leans over, swollen lips leaving kisses on your skin as you’re swatting at him again. The reaction makes him look up at you with a teasing, dimpled smile. “Sorry—can’t help myself.”
You bite back a laugh, refusing to encourage his mischief. You can feel his eyes on you as you jump into your jeans, bottoning them back up. Through the window, you can see the afternoon sun moving down onto the horizon.
“We should probably go find your car,” you sigh, turning on your heel to face him as he finishes up notching his belt.
“Probably,” he nods, eyes lazily casing the desert sky, “my backseat’s pretty spacious, too, y’know. In case—”
Your hand goes up, cutting him off as you shake your head. You leave him to chuckle at himself in the living room.
ᯓ★
The sun dips lower in the sky, casting long shadows across the abandoned ranch as you and Dean prepare to leave. The silence between you is tangible, charged with everything you’ve done and nothing you’ve said.
The walk through the desert feels endless, the dusty trail crunching under your boots as the golden glow of the horizon stretches out before you. Dean leads the way, his pace steady, his shoulders broad against the fading light. You follow close behind, the heat of the day clinging to your skin, but the chill of the coming night creeping in.
“You ever think about settlin’ down?” you ask, breaking the quiet.
Dean glances back at you, his lips twitching into a smirk. “You mean, like a white picket fence and apple pie? Doesn’t really suit me.”
“No,” you chuckle, shaking your head. “I mean, somethin’... simpler. A place to call your own, where you don’t have to look over your shoulder every second.”
He doesn’t answer right away, his gaze fixed on the trail ahead. “It’s not in the cards,” he admits finally, his voice low and rough.
You let his words hang in the air, biting back the urge to press further. He’s not the type to linger on dreams he doesn’t think he can have.
As the sky fades to deep blue and the first stars begin to peek through, you finally see it—Dean’s Impala, tucked away beneath a rocky overhang like a secret he couldn’t bear to lose.
“There she is,” he says, his tone softening as he picks up his pace.
You watch him approach the car, his hand brushing over the hood like he’s greeting an old friend. You can’t help but smile, the sight of him and that car feeling like something whole in a world that’s always breaking.
He opens the trunk, dumping the duffle bag and rummaging through for a blanket, he tosses it over to you. “Get comfortable. We’re better off to cover some miles tonight, get away from the town.”
You take the blanket and slide into the passenger seat as he gets behind the wheel. The air between you feels lighter now, as if the journey through the desert burned away some of the weight you felt at his words from earlier.
The drive is quiet, the radio dialed low, filling the space with the sound of guitar-driven symphonies. You glance at him out of the corner of your eye. His jaw is tight, his knuckles white against the steering wheel, but there’s a softness in his eyes when they flick to yours. It’s the kind of look that makes you wonder if he’s holding onto something he can’t bring himself to say.
The hum of the engine and the gentle sway of the Impala lull you into a light sleep, your head resting against the cool window. The sky bleeds from orange into black as you sleep. Dean tries to keep his focus on the road, but a pull he can’t quite make sense of keeps his head turning to you. Checking, every so often. As if you might disappear—be a figment of his imagination—if he doesn’t.
You’re pulled from the haze by the softest nudge—Dean’s hand on your shoulder, his voice low and rough in the quiet.
“Hey, sleepyhead,” he murmurs, his lips quirking into a small smile as you blink up at him. “Got us a room.”
You yawn, stretching as you step out of the car, the cool night air prickling against your skin. The dingy motel sign flickers overhead, casting faint neon light across Dean’s face. He unlocks the door, holding it open with a smirk as you step inside.
Your eyes land on the lone bed in the center of the room, the sheets pulled tight, and pillows stacked neatly. “One bed, huh?” you remark, raising an eyebrow.
Dean shrugs, leaning casually against the doorframe. “Figured you wouldn’t mind.” His grin turns playful, teasing. “‘M gonna shower, if you wanna join. Wouldn’t wanna waste all that hot water.”
You give him a slow, deliberate once-over, biting back a smile. “Well, aren’t you full of ideas,” you say, turning toward the bathroom.
Dean’s eyes follow you, his confidence faltering for just a second as you slip off your jacket and toss it onto the bed. One step, then another, you trail your fingers to the hem of your shirt and lift it over your head as you walk, letting it fall to the floor without looking back. Next, you wiggle out of your jeans and kick them to the side.
“Damn,” he mutters under his breath, scrambling to follow, his boots thudding softly on the floor.
You glance over your shoulder, catching the way his gaze sweeps over you like he’s forgotten how to breathe. “Coming, cowboy?”
His jaw works, a smirk tugging at the corner of his mouth. “Oh, I’m comin’.”
The bathroom fills with warm steam, and you’re giggling before you’ve even stepped under the water. Dean fumbles with the knobs, his grin boyish, his cheeks flushed. The messy, very much necessary moment back at the old ranch was one thing—standing in front of each other naked and tired from a night’s drive felt like something else entirely.
The awkward air gives way to jokes almost immediately—him teasing you about how you’re hogging the water, you laughing at his terrible singing as he rinses his hair.
It’s easy, light, like the world doesn’t exist beyond the tiled walls and the sound of your laughter.
Afterward, you both dry off, Dean tossing you a shirt he grabbed from his duffel. It hangs loosely on you, the scent of him clinging to the fabric. He watches as you climb into bed, his expression softening before he joins you, sliding in beside you like he belongs there.
For a moment, it’s quiet. The lamp casts a faint glow, the sound of distant crickets filtering through the open window. Dean shifts closer, his arm draping over your waist, his nose brushing against the nape of your neck.
“You make me feel… okay, like I don’t gotta worry so much.” he murmurs, the words almost too soft to hear. “I’d started to forget what that felt like.”
Your chest tightens, but you don’t reply, not with words. Instead, you cover his hand with yours, threading your fingers together.
The steady rhythm of his breathing slows as you drift off, his warmth wrapped around you, his presence a comfort you hadn’t realized you craved.
Sleep comes slowly, your mind swirling with memories of his touch, his warmth, and the way he looked at you like you were the only thing that mattered. You think about asking him—what happens now?—but the steady rhythm of his breathing tells you he’s already asleep.
Or so you think.
Dean lies awake long after your breathing evens out, his gaze fixed on the cracked ceiling. Outside, the Impala sits ready, the desert wind whispering against its sleek frame.
And as the stars blink down on the quiet motel, Dean makes his decision.
erm sorry if that scene sucked. i. tried. </3 i felt like the rushed needy give it 2 me now vibe made sense idk !! and i just rly think this version of dean is a freak that likes to watch ok ily bye
tags <3 @stanzie @the-fandoms-onceler @floralscented @titsout4jackles
Rewatching supernatural and am on season 8. There’s no way Dean and Benny didn’t fuck in purgatory