#dean winchester fanfic au

[jibberjibbsart]

Supernatural “Power Hour” Part 11

Hm that monster isn’t native to Gravity Falls 🤔

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[jays-bonnie-on-the-side]

FIRST TIME

PAIRING : teenage!dean winchester x teenage!fem!reader (au)

SUMMARY : reader finally decides to give her virginity to dean

WARNINGS : young love. fluff. smut. horniness. cunnilingus. fingering. under-aged sex. rough sex. semi-pubic sex. unprotected p in v. aftercare. attentive dean. strong language. praise kink.

A/N : this oneshot is a prequal to homework [if you haven't read it yet, go check it out!] thank you to everyone who's read and supported it, it means the world. i plan on making a few more oneshots (that could be read on its own) in this universe. let me know what you think 😆

Your eight-month anniversary with Dean was today. In a (good) way, it felt longer. Growing up, you were taught to respect your body. You were told to wait for marriage before having a man worship at your temple. It was "the best gift you could give your husband," at least that's what they said. Until now, you haven't had a problem waiting. Sure, you had urges from time to time like any teenager, but no one had made you feel how you felt with Dean.

The longer you spent with him, the more you craved. It wasn't just his physical attributes but his personality, too. Every exchange of words, every shared moment, and every heartfelt conversation only entrenched your love even further. It was the way he protected you, cared for you, and loved you that made you feel safe. Until you, he had no interest in dating. Why would he when all he wanted from girls was something they offered him freely?

You had been the first girl ever to deny him, and that's what drew him in. He wasn't looking for a relationship, but hearing the word 'no' intrigued him. Suddenly, finding ways to get your attention was his priority. Whether it was meeting you at your locker every morning with flowers, seeing you after school to offer you a ride home, or even cornering your best friend for help winning you over, he didn't stop. It wasn't until you overhead your peers discuss how Dean dismissed any girl who engaged with him that you took him seriously.

And there he was again, at your locker, with the brightest bouquet of tulips, your favorite. His charming smile beams towards you, filling you with joy from across the hall. Students pass by, talking amongst themselves about you. "Watch, she's going to blow him off again." "How could she do that? He's so hot." "He's only trying to win her over to get in her pants. She's not even that cute." Even though it wasn't in your nature to ignore them, you chose not to cause a scene, not with them anyway.

A smile lit up your face as you focused on Dean. "Hey," You greet once you're standing before him.

"Hey, beautiful," You couldn't help but blush at the pet name, loving how it sounded coming from his mouth.

He hands you the flowers, and you happily accept them. "Thank you."

"You're welcome." He leans against the locker beside yours, watching you open your own. You inhaled the bouquet before gently placing the tulips inside. "I'm sure I know the answer to this, but would you like to go out sometime?"

You close your locker and stare into his dreamy eyes as you reply, "I'd love to."

His face lit up like a kid on Christmas. It seemed he was ready for you to turn him down again, and as much as he wanted, he didn't expect you to say yes. He leaned away from the lockers as a smile stretched across his face. His infectious smile brought one of your own. You always imagined saying those words to him, and now that you did, it was better than you had dreamed it would be.

"Really? T-that's great! Does tonight work?"

"Yeah, tonight's perfect."

"Awesome, I'll pick you up at eight."

You weren't a bold person, but you couldn't resist standing on your toes to plant a kiss on his cheek. Your hand rests against his arm, maintaining your balance as your lips press against his face. Even though your gesture was small, he closed his eyes and enjoyed your lingering kiss. You slowly pull away and lean back on your heels. The passing crowd seemed to still at the publicly displayed affection. Hush conversations began as everyone gawked at you two. Before doubt could seep in, Dean grasped your attention.

"Don't listen to them."

You nodded, listening to his words and ignoring the others. "I'll see you tonight."

The Impala comes to a soft halt in the middle of the grassy field like it did all those nights ago. A smile appears when you realize he's recreating your first date. Dean had taken you to his favorite diner in town as the sun had set before coming here. The pur of the engine ceases, and his door creaks open. You've learned over the months to wait for your boyfriend rather than exiting Baby by yourself. Despite your protests, he insisted on being the gentleman his parents raised him to be, someone he was, only with you.

Dean helps you onto the hood, then joins. He wraps his arm around your shoulders, pulling you close to his side. Your backs lean against the windshield, heads tilted towards the night sky. Stars litter the dark canvas above, shining as bright as the first time he brought you. A warm breeze blew through the trees, over the open field, and towards the Impala. Crickets play their song as the rustle of leaves hum from afar. It was a scene out of a romance novel.

A content smile found its home on your face. You didn't need to talk to feel comfortable with him and were confident he felt the same. Being in his presence alone filled you with a sense of safety. Dean has had his share of fights defending you, whether you wanted him to or not. He never gave you a reason to doubt him, and you knew deep in your soul that wouldn't change. That's why you decided tonight was the night you'd give yourself to him completely.

Tearing your gaze from the stars, you direct your admiration towards your boyfriend. Feeling your stare, he turns his undivided attention towards you. You lean forward and connect your lips with his. He doesn't waste a moment to kiss you back with just as much passion. His hand runs through your hair, sending tingling sensations across your scalp. You breathe him in, quickly accepting his tongue. He leans over your body, deepening the kiss. Eager for more, you push him back against the windshield and straddle his hips. Your ass grinds against his lap, and he pulls your hair, breaking the kiss, only to attach his mouth to your neck.

Small moans escape your peppered throat, the light breeze carrying them away. The feeling of Dean's growing member rubbing against your entrance made you apathetic toward the marks he was leaving behind. You'd happily deal with the evidence later. Your eyes squeeze shut as the friction becomes overwhelming. Shallow breaths leave your lungs as tension quickly builds in the pit of your stomach.

With one hand on the back of your head and the other at the bottom of your spine, he lays you across on the hood. He hovers over your body before continuing the actions from before. Dean harshly rubs his bulging jeans against yours, and your legs wrap around his hips to pull him closer. Your body clings to his, only encouraging him to grind harder. Desperation gets the best of you when your walls clench around nothing.

"I need you," You breathe out.

Dean stops his movements and stares into your eyes, asking, "What?"

"I need you—I want you."

"A-are you sure?" He inquires as he rises to a seated position.

"Yes, D." You sit too and reassure him. "I've been thinking about it for a while now. What better time than on our anniversary?"

He hesitates but says, "Sweetheart, I'm sorry. I didn't expect—I would've planned it out if I knew you were ready. I imagined our first time—your first time—to be perfect. Not in the back seat of my car; You mean so much more than that."

"I know, but it can still be perfect."

"How?"

"Well..." You take his hand in yours, squeezing gently. "I think losing my virginity to the boy I love under the stars sounds pretty perfect to me."

"That sounds great, but the 'where' part is still an issue."

You glance around your surroundings before settling with, "Right here."

His eyebrows draw together. "On the hood?"

"Beats the backseat for my first time. And, I don't know, having sex on the hood of the Impala sounds sexier."

A dry chuckle escapes his lips as he shakes his head. "Does it now?"

"Mhm," You hum as you scoot closer.

He inhales sharply once you gently press your lips against his throat, instantly finding his sweet spot. Because your relationship hadn't gone further than second base, you both had gotten pretty good at teasing each other. You had to admit, there were a few times when you almost caved out of sheer lust. But tonight was different: you were ready. A grin plays on your lips as your other hand trails down to his tightening jeans. Groans fall from his mouth as you palm his erection and sink your teeth into his sensitive skin.

Your hand undoes his pants, and before you can slip your hand in, he lays you back down. His lips capture yours, and you quickly move in sync. You pull his shirt up, hinting you wanted it off. He complies and pulls it over his head, tossing it to the ground. As he kneels in front of you, you pull his jeans down and see his boner through the fabric of his boxers.

After discarding his pants, he reaches for yours to peel them off. As he did that, you quickly took your shirt off. You were both now in your undergarments, staring hungrily at one another. He hovers over you and kisses down your neck towards your chest. Your body goes hot, growing hornier by the second. His fingers drag the straps of your bra off your shoulders as his mouth places wet kisses on the top of your breasts. You arch your back, giving him access to unhook your bra.

The outline of his cock presses into your clit, distracting you from your unruly thoughts. His warm tongue finds your left nipple, licking it before taking it into his mouth and gently sucking. He doesn't leave the right one unoccupied for long. His fingers lightly pinch and twist your hardened nipple. You close your eyes, enjoying the pleasure his mouth, fingers, and dick are creating. The intensity of his member grinding against your clit and the stimulation of both your nipples were driving you to the edge. Suddenly, his mouth unlatches itself from you, causing you to open your eyes in confusion.

Dean's large hands run down your thighs, sending goosebumps along your skin. His fingers loop around the waistband of your underwear, and before he goes further, he silently asks if it's okay. You nod and watch as he pries your soaked panties from your body. Instinctively, you try closing your legs, feeling insecure. Flush ran throughout your entire body. You had never been this intimate with someone, and it was frightening. He detects your lack of confidence and promptly makes you feel comfortable.

"You're so beautiful." He praises. "So much better than I ever imagined."

His fingertips lightly ran over your skin as if he were afraid to hurt you. They cupped the back of your knees and gently lifted until they bent. Dean slowly kisses down your thighs, and between each peck, he compliments you. You feel your insecurity disappear the closer he gets to your most intimate area. Without wasting another moment, his face devours your pussy as if he were a starved man. You arch your back as he licks your cunt clean, skillfully working through your folds. Your eyes roll back once his nose presses against your clit. Before you knew what was happening, you came all over his tongue.

"Oh, God," you pant with embarrassment. "I'm sorry, baby. I didn't mean to—I didn't know I was gonna cum so fast."

Dean lifts his head from between your thighs, the area around his mouth glossy with your juice. "Don't ever apologize, you got it?" After you nod, he dips down again, slurping up every last trace of your arousal, humming, "You taste so fucking good, princess."

You tug at his hair, squirming underneath his face. His thumb finds your bundle of nerves, rubbing it in circles, making your body unexpectedly jerk. You watch as he removes his countenance and trails kisses up your body. He lays on his side next to you before tucking his arm around your shoulders. The beating of your heart quickens as he applies the right amount of pressure you didn't know your clit needed. Your hips buck upwards while a whine slips past your lips, wanting more.

His fingers travel further down, running through your glistening folds. You knew what came next, the anticipation deafening. Slowly, he slides his index finger inside you. A content sigh falls from your mouth, enjoying how his digit drives in and out of your cunt. Dean sees your pleased and lazy smile, and a smirk emerges on his lips before adding another finger. You inhale deeply, feeling the difference between one and two fingers. It doesn't take long before his thick fingers pleasure you once again.

You bite your lip to stifle your moans, not wanting to annoy your boyfriend with your uncontrollable squeals. He notices and mumbles against the side of your mouth, "Let it out, princess. I want to hear every little sound you make."

That was all you needed to hear. Dean's fingers worked faster, taking you near the edge, and your moans told him so. They grow louder with each thrust, but the moment his fingers curled, you lost it. Your hand grabbed his hair, holding on as he fingered your g-spot. The muscles in your stomach contract, and you get that feeling again; your climax begins. You close your legs, thighs wrapping around his arm, making the high intensify. His consistency doesn't falter, and his digits fuck you, only taking you higher. Once it ends, your legs fall, and he pulls his hand away.

Your chest rises and falls, trying to catch your breath. Dean brings his drenched hand to his mouth, his eyes finding yours before closing his lips around his fingers and pulling them out at an agonizingly slow pace. Fuck, you thought. Watching him suck your fluids from his digits alone could've made you cum again. Your left-hand slips into his boxers before wrapping around his erection. A small groan falls from his lips, having never been touched like this by you. Without having to see his length, you felt it was rather long. You pumped his silky soft cock a few times and felt him twitch. His previously soaked hand pulls off his remaining clothing, freeing his large member. Your eyes widen; He's much bigger than you imagined.

How was he going to fit? You wonder. He saw the worry in your eyes and ran his fingers through your hair, pushing it away from your face before kissing the tip of your nose. Dean gently grasped the hand that held him and intertwined your fingers together as he hovered over you. He nudges your knees apart, and you happily allow him between your legs. This was it. This was what you both have been waiting—what felt like anyway—an eternity for. Your mind was ready, but you weren't sure if your body was.

"It's going to be okay, sweetheart," Dean reassures. "I'll go as slow as you need."

You nod, intoxicated by his affectionate attentiveness. "Okay."

His lips connect with yours, kissing your nerves away. He rubs his tip through your folds, coating it with your wetness. You break apart and angle your head to watch his cock disappear in your awaiting pussy. The pain as he stretches your walls rips through your body, forcing your eyes shut. Your face scrunches in discomfort as he pushes in further. Whines come from your mouth as he slowly bottoms out. Dean stays still, kissing your forehead as you adjust to his size.

"I know, princess, I'm sorry. I promise it'll feel better."

You nod in response. Soon, your eyes open as the pain becomes tolerable, whispering, "Okay, you can move."

"Are you sure?"

"Yes."

Dean's eyes scan over your countenance, trying to detect any lies. When he saw none, he began to move. You inhale sharply as the pain rushes back. His hips stop their retraction, but you quickly shake your head in protest.

"Keep going," You say through gritted teeth.

Without question, he pulls back until his tip threatens to slip out. Slowly, he drives back in. You squeeze his hand and wrap the other around his shoulder as your legs cling to his torso. His lips pepper your face with kisses as he continues to thrust the discomfort away. Over the months, you've seen the womanizer everyone knew Dean as vanish. He always took care of you—physically, mentally, and emotionally. You couldn't have asked for a better boyfriend, especially right now. His effort to soothe you seemed to have worked. The pain turned to pleasure, and you ached for more.

"Faster," You murmur into his ear.

He bit his lip, trying to distract himself from spilling his cum so soon, but the way your walls squeezed around him made it nearly impossible. Dean picks up his speed, playing his own game of russian roulette. You felt his cock twitch inside you, prompting a moan and the tightening of your insides. He buries his head into your neck, attempting to postpone his climax. The pleasure began to build in your stomach, and per his earlier request, you made it known.

"Fuck, babe. If you keep it up, I'm going to cum." He groans.

You giggle, "Isn't that the point?"

He thrusts deeper, answering, "Not until you do."

A new wave of satisfaction washes over your body, making you moan louder, begging, "Harder."

Dean complies, bucking his hips into the back of your thighs. His name fell from your lips like a prayer. You untangle your hand from his and dig your nails into his back. Sure, you had daydreamed of having sex with your boyfriend hundreds of times, but you never imagined it being this mind-blowing. His member deliciously bruises your g-spot, causing pain and pleasure to fight for dominance. Sounds you never thought you could make fall from your mouth, encouraging him to quicken his pace. The Impala rocked side to side, utilizing the suspension's swaybar with each vigorous thrust.

"Fuck, Dean. Just like that, baby. Don't stop." You beg between moans.

The tension in your belly threatened to snap any second. The area just under his waist rubs against your clit, coercing your chest to arch into his. He presses you into the warm hood, keeping your squirming to a minimum. Tears flood your eyes as your immense climax approaches. Your body tenses as it braces for your last orgasm, squeezing Dean's phallus for dear life.

"Cum on my cock, princess." He urges as he fights off his own release. "I know you can do it. Mm... 'Want to feel you come undone on my dick. C'mon, sweetheart, do it for me."

His words were all you needed to fall over the edge. Except you didn't fall, you flew. Your fluids gushed on his member as you screamed into the night air. His thrusts began to falter, but he forced himself to ride you through your high. Your toes curl while your eyes roll back, your climax taking control of your body.

Unable to fight off his orgasm any longer, he hurriedly asks, "Where do you want it?"

You can barely form words as your body shakes uncontrollably. "D-d-does-n't ma-tter."

The weight of Dean's body lifts from yours as he sits back, pulling himself out and grabbing his wet member. Your eyes refocus in time to see him accidentally ejaculate on your folds. His cock twitches again, this time spraying across your upper body. A breathy groan falls from his parted lips as ropes of hot cum coat your skin. You feel his seed drip towards your entrance, daring to breed life with you. The thought of carrying his child brings a smile to your face. No, no. You're too young, you remind yourself. Can't start a family with him yet. He bends over your body and kisses your lips. He presses his softening dick against your wet folds as you kiss him back.

"As much as I love bathing in your cum, I think I wanna clean up so we can cuddle." You pant, trying to catch your breath on the way down from your high.

He chuckles against your lips before sitting up again. "I'll be right back."

Dean climbs off the Impala and opens the back door. You lay still as the fluids threaten to leak onto the hood. He shuts the door, returning with a blanket in one hand and napkins and a water bottle in the other. He sets the blanket on the windshield before hopping next to you. He wipes the mess away and uses the water to remove the stickiness left behind. Once he finished cleaning you up, he tossed the dirty napkins off the car. He lays beside you and wraps his arm around your shoulders. You snuggle into his bare chest, listening to the beat of his heart as he pulls the blanket around you two.

He stares at the night sky, gazing at the stars, when you confess, "I love you."

Your boyfriend kisses the top of your head, mumbling against your hair, "I love you too, sweet pea."

"Thank you for being my first."

His hand gently lifts your chin, guiding your gaze to meet his. "Thank you for trusting me to be your first."

Your lips curl into a smile, "I wouldn't have it any other way."

DEAN WINCHESTER MASTERLIST | MAIN MASTERLIST | JOIN THE TAG LIST

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: do not steal, plagiarize, translate, and/or republish any of my works* on here or another platform

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[strawlessandbraless]

Dean Winchester, Supernatural Jennifer Check, Jennifer’s Body

I just think they’re neat, ok?

[alexsoenomel]

Date nights with Sam Winchester would include:

Usually you would go on dates every week depending on how much free time you had.

Sam was the one who would usually plan the date but sometimes you would surprise him.

You both liked simple things but sometimes would treat yourself with a fancy dinner or an art exhibition/ museum.

"Wear something nice. I'm taking you somewhere fancy." He told you once before taking you to nice five star restaurant after you almost died on a job back in New York City.

He would always tell you how beautiful you looked and how lucky he was to be with someone like you.

"You're too kind Sam." You would say blushing.

"I'm serious you're magnificent."

Sometimes date nights were staying in the bunker eating popcorn and watching a good movie.

You loved resting your head on his shoulder and keeping him close.

During your period days he would usually buy you junk food and let you pick a movie.

Sometimes dates would just be staying home and reading books.

Sometimes you would just go and have a drink in the nearest pub.

You both loved getting drunk and having discussions about current social issues, politics and philosophy.

He loved learning from you and listening

you talk.

His eyes would always sparkle whenever you spoke, especially when he was drunk.

"Why are you smiling? I'm talking about serious shit."

"I'm so in love with you it's not even funny."

Date nights were just a reminder that he loved you just as much as you loved him.

Whenever he would wear a suit for a fancy dinner date you would end up having sex in Dean's Baby because wine made you horny and he was too hot for his own good.

Sam loved the fact that you were down for anything and he would always try to be as creative as possible with date ideas.

You once went to an arcade.... with Dean.

"I'm really enjoying this date with your brother, Sam." You laughed.

"He didn't hear the part where I said I want to spend time with my girlfriend."

Once you went camping for the weekend and Dean thought you were both insane.

You would rarely go to the movies because you both preferred watching them home.

Once you went to a rage room after a difficult hunt (it was your idea and he loved it)

If you were in the middle of nowhere in a musty motel you would take Dean's car and just drive aimlessly.

It never mattered where you two were going nor what you were going to do, as long as you were together that was all that mattered.

[luci-in-trenchcoats]

The Dark Lord (Part One)

Summary: The reader gets caught stealing from the infamous Dark Lord Winchester. Instead of killing her though, he offers her a job for some reason...

Pairing: Dark Lord!Dean x employee!reader

Word Count: 2,500ish

Warnings: language, briefly mentioned torture/killing

A/N: Think of this as a slightly magical AU set in the present day. I might pick this up again if there seems to be interest in more!...

________

“I don’t care what the hell you do to me, I’m not-” You cut yourself off when a blonde woman in her thirties and sky high heels held out a cup of hot coffee. “Is that…espresso?”

“It’s a roasted blend from Guatemala, boss is big on it lately. He’s so boring and never let’s me give him anything but straight black but I like to serve all our guests something nice.” She set the cup in your hand, an artisanal drawing of a W set in the center. “It has notes of hazelnut and caramel.”

“Thank you?” you said, her eyes lighting up. “Is this…poisoned?” 

Her face fell so fast you felt awful for the way tears prickled her eyes. “Everyone always asks that. It’s just nice coffee.”

“I’m sorry,” you said, taking a sip and smiling. “It’s lovely.”

“Thanks,” she mumbled, turning to leave the dark room you were sat in.

“It really is good coffee.” She perked up a little, nodding once. “It’s just…I couldn’t help but ask.”

You held up your chained hands, the woman giving a sad smile. “Dark Lord Winchester is really the sweetest man I’ve ever met. I have no idea why everyone that he has come in his office thinks he’s going to kill them.”

“He kills people all the time…over nothing…” you said. She laughed and your stomach dropped.

“Oh no, Lord Winchester doesn’t do that! I’ve never seen him kill a soul that didn’t deserve it. Well, maybe a few but I seriously doubt he’ll kill you! He doesn’t tend to kill women as often, just a little torture. I’m sure you’ll be fine!” You withered into your seat when she left.

At least you had good coffee before your demise.

You jumped when the door crashed open, hot coffee spilling over yourself. It dripped down your shirt and soaked into your jeans, your skin stinging when a blur passed your periphery. You swallowed thickly as a man in a black bomber jacket, dark gray t shirt and black jeans walked in front of you.  He crossed his muscular arms as he leaned back against the desk, peering down at you.

He looked like he wanted to kill you. Or fuck you. Or both.

“Hi, Dark Lord Winchester,” you squeaked out. He bent at his hips, leaning down, watching you slump down even further. “Oh fuck, just kill me now.”

“Not yet,” he hummed, straightening with a hard set jaw. He looked down his nose at you, making you feel like an ant under his mighty six foot one muscular frame. “My security caught you stealing from one of my warehouses. I’m told it was a prescription drug.”

“Yes, Lord Winchester,” you said quietly. You looked at your wet clothes, waiting for him to drag you down to his dungeon and rip you apart.

Instead a cell phone was tossed in your lap. You scrunched up your face and gazed up at him, Lord Winchester still staring you down. 

“Uh, is this my last call or something?” you asked. He breathed deeply, looking over your head. 

“Two options. Option one. I will kill you for stealing from me.”

“I’d like to hear option two,” you said quickly, Lord Winchester glaring at you.

“Option two. You work for me. I need an assistant and perhaps I’ll find you valuable enough to keep you alive long term.”

“Option two,” you said, nodding your head. He stood up straight and hummed. 

“I thought so. You’re dismissed,” he said. You glanced down at your cuffs, Lord Winchester ignoring you. He walked around behind his desk and sat, glancing at his computer. “Do not make me ask again.”

You scurried out of the chair, grasping the empty mug in one hand, cellphone in the other. 

“Y/L/N.” You froze, back to him. Fuck, he’d changed his mind. He was just toying with you. He was going to- “Get up to speed this afternoon. I expect you here to start eight am sharp.”

“Yes, Lord Winchester.” Quickly you left, pulling the door shut behind you. You let out a sigh, your overly friendly coffee bearing companion rushing around the corner with a smile. “I told you he wouldn’t kill you! Boss made me promise not to tell. I’m Donna by the way. Deputy Head of Security. I volunteered to be your new hire buddy!”

You blinked slowly at the blonde, tilting your head, her eyes drifting downward in alarm. “Oh no, you’ve burned yourself! Let’s get you out of those cuffs, to the infirmary and into a fresh change of clothes. Lord Winchester wants to go through all of your HR paperwork today and a brief tour before sending you home.”

“I uh,” you put a hand against your head, shaking it out. “Why did he give me a job and not kill me?”

“He must like you. Normally he kills people or tortures them or makes them pay him back with hefty interest. Oh!” She pulled out a thin envelope from her back pocket, handing it to you. “This is your offer letter. It’s not really an offer, more of you have to accept or you die sort of thing but he wanted to make sure you got this.”

You felt like you were in a strange dream as you tore it open, slowly walking by Donna’s side down a hallway. “So Michael is our staff doctor. He’ll check your arms-”

You nearly fell when you’d read the salary on the offer letter. Donna caught your waist, alarm written all over her face. “Oh my god. I’m calling for-”

You shoved the paper in her face, taping the bolded line. “Is this a joke? He’s paying me this much?”

Donna laughed, urging you to walk forward again. 

“Six figures? Six figures?!” you screeched, Donna shaking her head. “What-”

“Working for Lord Winchester is lucrative but…there’s an expectation of discretion. I mean, he is the Dark Lord of the land. It’s not the sort of job you want to slack off at.” 

“Wonderful.”

It was late, well into the evening, when you’d finished with your tour. You were in the lobby of Lord Winchester’s fortress, rubbing your eyes. Michael had given you a pair of scrubs to change into while your stained clothes were sent to the launder. Thankfully he’d deemed your skin only irritated from the hot coffee, not burned. Most of the day had been in HR, Donna sitting in to help guide you through your options.

Options like free healthcare. A pension. On-site housing. As his assistant, or “Personal Executive to The Dark Lord” as your title in the payroll system stated, you were expected to live in the fortress and move in this weekend. All covered and utilities paid for by the company. 

A chef that cooked all your meals, if you were so inclined. Shuttle services to and from school in town with a tutor available after school to help with homework. A grand library for kids to study in and for the adults to further their own educational studies if they chose. There was even an inter-company softball league that got quite competitive. 

Dark Lord Winchester on paper was the best fucking boss in the world.

A throat cleared behind you, making you jump and drop the stack of papers in your hands. You spun around, Dark Lord Winchester standing there.

“Sorry, sir,” you said, kneeling down, attempting to pick up the papers as quickly as possible. To your surprise, he dropped to one knee, leaning his body and grabbing a folder that had your company credit card inside. He held it out to you, deep green eyes watching you as you hesitated to take it.

“If you’re going to work for me, you can’t be scared shitless all the time.” You snatched the folder, his eyes raising briefly before he stood tall. He held out a hand, your own eyes wide. “This is where you put your hand in mine and I help you stand up.”

You swallowed, doing as told, his strong arm effortlessly pulling you up.

“Look at that. You touched me and didn’t turn to dust,” he chuckled. You only stared, Lord Winchester looking over your head. “Let me make something clear to you. I treat my employees extremely well. In return, I expect their best work and their loyalty. If you show up to work and do a good job, there is no reason to fear me.”

“How do I know I’m doing a good job?” you whispered. He looked down to you, pursing his lips.

“You’re the damn Executive Assistant to The Dark Lord. You ask a question, you do it with confidence. Ask correctly and I’ll answer.”

“How will I know I’m doing my job well?” you said, holding his gaze this time. 

“Any woman that would risk stealing from the Dark Lord, knowing very well what I do to thieves, to get medicine for their kid brother? That is the kind of woman that I know will do spectacular in this job.” 

You parted your lips, Dark Lord Winchester glancing at them before looking away. “How do you-”

“I know lots of things.” He checked the dark rolex on his wrist, frowning. “It’s late. I’ll drive you home myself. Wait on the front steps.”

You watched him go down a different hallway, your head going a million miles an hour.

What the fuck was happening?

You stepped outside and five minutes later, an older black Impala, very nicely taken care of, pulled up, Dark Lord Winchester behind the wheel. You slid in the passenger seat, a wonderful aroma in the air. He drove you home in silence save for the soft rock music playing through the speakers.

Your face burned when he drove that beautiful car through your less than glamorous neighborhood and as soon as he pulled to a stop in front of your very small rental, you were getting out. 

“Y/L/N,” he chided. You stopped halfway, Lord Winchester reaching into the backseat and pulling over the back a large white bag. “For you and your brother. Dinner and his medication for a few months. Michael will be able to refill it when it’s up and can schedule a physical with him to check if his treatment needs to alter. Please apologize to your brother from me. He’s likely frightened being alone judging by the way every light is on inside.”

You shook your head, your lip tugging up. He narrowed his eyes as your smirk grew. “What is that look for?”

“Dark Lord Winchester my ass. You’re a good person, aren’t you?” He scoffed. “Nah, I’m starting to see this for what it is. Don’t worry. I won’t tell anyone you’re nice deep down.”

“I’m not nice,” he growled. You took the bag from his hand, softening your smile. “Do not think I’m kind.”

“Oh, of course not,” you said, holding up the bag. You got out, closing the door behind you. But you bent down, leaning into the open window. “Thank you. He…his asthma’s been getting worse lately. This will really help us. All of it will help.”

He was quiet, looking out at the dark road. “A car will pick you up at 7:30. Movers will come by Saturday morning to pack up your things.”

“Goodnight, Lord Winchester,” you said, stepping back.

“It’s Dean,” he said, revving the engine, making your heart race. He took off, your chest still thumping when you went inside. 

“Kyle! I’m home with dinner!” You called. Kyle came rushing out of the hallway, a blanket pulled over his head. “I’m so sorry I’m late, buddy. Did you get scared?”

“No,” said the twelve year old, doing an awful job of hiding his relief. “What’s for dinner?”

“I’m not sure. Why don’t you find out for us?” You handed him the bag, Kyle rushing back to the kitchen with it. “How was school?”

“Fine.” He said nothing more as you entered, pleasantly surprised to find a balanced dinner of chicken, vegetables and some sweet potatoes inside. “Is this take out?”

“No. I uh, got a new job today,” you said, opening the box that had his medicine inside. “Hey. Got you a refill.”

“What’s your new job?” he asked, taking a plate from you and scooting into his spot at the small two seater table.

“I uh…work for Dark Lord Winchester. We’re, uh, moving on Saturday to live at the fortress. You’ll have your own room and there’s some other kids that live there too for you to play with. He uh, actually wanted me to tell you how sorry he was for keeping me late tonight.”

“Really? Cool.” You rolled your eyes. “Does he actually wear a skull mask and a black cloak?”

“No,” you laughed. “He looks very normal. Maybe you’ll get to meet him someday.”

“Cool,” he said again, frowning when you pointed at his untouched vegetables. “Y/N-“

“Eat them or Dark Lord Winchester won’t be happy…” you chided, Kyle shrinking down into his seat, reluctantly taking a bite, a flash of surprise on his face.

“These are way better than when you make them!” He started to scarf down the brussels sprouts as you sighed.

“I’m not dead and you’re eating veggies for once. I’ll take that as a win for today.”

The Next Morning

“Good morning, Lord Winchester,” you said as you rose from your desk outside his office on the far end of the second floor, dressed in skinny jeans, a bright yellow sleeveless blouse and an oversized blazer. Dean looked you up and down, his eyebrows raising. “HR said the dress code-“

“If I wanted everyone to wear suits, I’d have everyone wear them. Your outfit is fine. You’re probably not going to wear heels with the running around you’ll do,” he said, entering his office, waving for you to follow after. His legs looked long in the dark denim that clung to his thighs. He wore a white long sleeve Henley shirt with a navy button up over top, sleeves rolled up his forearms. “If you would stop staring at me could we get started?”

Your face flushed as you sat in the chair opposite his desk, Dean sitting with a groan and greedily sucking down a cup of coffee. 

“So your job is to make my life easier,” he said, opening his laptop, frowning at it. “I get a lot of…requests from my department heads. I need you to be a buffer between me and them for the day to day. I also need you to handle pop ups and act as a sounding board for myself.”

“HR went over the expectations with me,” you said, Dean grunting as he drank more coffee again. 

“Great. I need you to start with brainstorming ideas for how to rescue my brother from Crowley. We’ll meet after lunch to discuss.”

“King of The Dark Lands Crowley?” Dean hummed. “Isn’t he…”

“A demon? Oh yeah,” he said, giving you a barely there smile. “Shouldn’t be a problem for a little thief like you.”

________

A/N: Read Part two here!

[zepskies]

Against the Wind || Series Masterlist

Pairing: Alpha!Dean Winchester x Female Omega!Reader 

Summary: You wake up in a strange alpha’s cabin in the middle of a snowstorm, all with a busted ankle. He holds shadows in his eyes, even though his hands are gentle. There are iron shutters around his heart, even though he saved you. You might just save him in return.

AN: Another short series for @jacklesversebingo! This is a canon ending-divergent AU, but still an Omegaverse story within the canon SPN world.

Song Inspo: “Against the Wind” by Bob Seger

Jacklesverse Bingo24 Prompt: True Mates

Series Tags/Warnings: 18+ only! A/B/O dynamics, scenting, injuries, angst, smut, fluff and feels. Background Sam Winchester x Eileen (Saileen).

Chapters:

Part 1: In His Hands - Coming to Patreon: Dec. 01 || Coming to Tumblr/Ao3: Dec. 13

Part 2: Seems Like Yesterday

Part 3: Nothing Left to Burn

Part 4: Running to Live

Series coming soon in December!

Join My Patreon 🌟 Get early access to new stories, bonus content, and first looks at upcoming stories, send me requests, and more!

Jacklesverse Bingo24 Masterlist

Dean Winchester Series List

Dean Winchester Masterlist

Main Masterlist

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@cookiechipdough

[dingo-ate-my-hot-lettuce-crazy]

inspired by another tiktok I saw. imagine it as your guys’ kid or maybe his kid or something but the toddler is REALLY into cars (just like his father)

dean to his toddler walking in a parking lot: whats that one?

toddler: toyOTA

dean: *smiling* okay, this one?

toddler: *getting excited* hONDA

dean: *containing laughter* yes! And that one?

toddler: inFINITYYY

y/n holding a camera: *also containing laughter*

dean: and this one?!

toddler: ITS…ITS…

toddler.exe stops working

dramatic pause

toddler screech: cHEVYYYYYYYY

dean: YEEEES

y/n now bursting into laughter as Dean runs after his toddler

PROUD DAD MOMENT !!!!!

[holylulusworld]

Pour me some love (1) - Flufftober 13

Summary: He always ends up in your roadhouse.

Pairing: Biker!Dean Winchester x Plussized!Reader

Trope: Love at First Sight

Warnings: flirty Dean, shy/low self-esteem, fluff

Idea by: @elle14-blog1

Kinktober vs Flufftober 2024

Life is slow out here. You’re used to it. Years of spending your time after school at your dad’s bar taught you two things. Men can be the worst, and alcohol is not for you.

After your dad retired, his partner Ellen Harvelle took over the business. She was kind enough to offer you to stay and work for her. In the back to take care of the finances, and in the front to help her with the thirsty crowd.

Most of your guests at the roadhouse are regulars. The usual drunk, the businessmen wanting to drown their sorrows in booze, and the lonely hearts seeking company. But sometimes you get lucky and a stranded traveler or someone catching your attention ends up in your bar.

Just like tonight. He’s back, with company: Dean Winchester, your dream man on bowed legs.

You sigh watching him step inside the bar. He straightens his tousled hair as the single ladies in the bar crane their necks. You rarely get the chance to look at men like the Winchesters and their friends.

Bikers. Rough around the edges, a little cocky, and so damn handsome.

You know little to nothing about them. What you know is that John Winchester, leader of the Purgatory biker club, is Dean and Sam’s father.

Sam, the younger brother, has a girl in tow. His girlfriend Ruby. She glares at the woman at the bar, marking her property by wrapping her arms around Sam’s neck to kiss him fiercely.

They make out for a moment before John clears his throat. He came here for drinks and a cheap bed, not to watch his son fuck Ruby with his tongue. “Sammy, get your shit together,” he grits out before walking toward the table her always occupies when he’s around.

He nods at Ellen, who already carries his favorite poison toward the table, along with enough glasses for his friends.

“Welcome back, John,” Ellen says. “No fights. No swear words. No smoking at my place, Winchester.”

John smirks. “I wouldn’t dare cause trouble at your place, Ellen.” She huffs and turns toward the bar to nod at you. You’ve got your hands full with the other guests, but the biker club tips well.

“Hello sweetheart,” Dean, the elder brother, claims the only free seat at the bar counter. “What can you recommend today?” He licks his sinfully plump lips, eyes glued to your chest. “What’s on the menu tonight?”

“We’re not a diner, Dean,” you tease, and slap his chest with the dishtowel in your hand. “We’ve got peanuts, beer, booze, and bad music blaring from the centuries-old music box.”

Dean grins now. He loves that you do not shy away from him any longer. In the beginning, when he first came to the bar, you barely got a word out when he tried to chat you up.

His constant flirting and charming personality changed your mind about bikers and men in general. You slowly warmed up to Dean, and now you fear he owns your heart.

Sadly, you’ve got no clue if he feels the same or if he’s just friendly to every woman. Dean is a natural flirt, and you fear; he only tries to make you feel better. Because most of the guys coming to the bar rather flirt with Jo or the other pretty and petite waitresses.

“Hey, if you stare at Y/N as if she’s on the menu, you’ll pay for her too,” Jo slams her hand onto the bar counter. She grins as Dean’s cheeks redden.

“I was asking about the special tonight,” Dean grumbles under his breath. Another missed chance to talk to you without someone ruining it.

“Babe,” Jo whispers in your ear, “don’t make it easy for him. Make him beg for it. You’re too good for a one-night stand.”

“He wouldn't... he didn’t,” you splutter, catching Dean’s attention. He watches you nervously tug at the Zeppelin shirt you found in a drift shop. You bought it because you remember he told you about his weakness for classic rock.

“I got an eye on you, Winchester,” Jo glares at Dean. “One wrong move, and you end up spitting blood, mister.”

“Jo!” You tut.

She snickers before walking off. Jo met lots of bikers in her life. None of them meant what they promised a girl. She learned the hard way what heartbreak means.

“So... uh, any food tonight?” Dean hopefully asks. Last time he came around, you offered the rest of your homemade lasagna to him. He inhaled the food.

“I got some pie left.” You barely get the words out before he grabs your hand, holding it in his. “What?”

“Pie? I love me some pie,” Dean exclaims before leaning over the bar counter. “I swear, if your pie is as sweet as you, I’m going to marry you.”

You harrumph and wiggle out of his grip. ��What are you doing, Dean?” You sniffle. “Listen, I know you’re a natural flirt, but stop pretending you like me or shit. That’s not fair, you know. A man like you shouldn’t give a girl like me hope.”

You throw the dishtowel at him before storming out of the bar to get fresh air.

“WINCHESTER!” Jo growls. She jumps over the bar counter to get the baseball bat she hides there in case one of the guests gets a little too cocky.

“I didn’t do a thing!” Dean gets off his seat to run after you. “Sonofabitch!”

“I hope so!” Jo yells after him, earning a chuckle from the rest of the biker gang. They all know Dean has a big crush on you.

“Sweetheart wait! Wait up!” Dean chases after you. He wheezes when you finally stop and wait for him to catch up with you. “I—phew.” He huffs. “I didn’t know running is so exhausting.”

“Dean, what do you want? Is this all a game to you?” You wipe your eyes. “Because it’s not funny to flirt with a girl you’re not interested in.”

“Y/N,” he grabs your upper arms, still panting. “Shit, give me a sec, baby. I—fuck. My sides hurt, and my lungs feel like I ran a marathon.”

You giggle as he tries to catch his breath. “I would never make fun of you,” he squeezes your arms before dropping his hands. Dean cups your face instead, looking you deep in the eyes. “Sweetheart, I fell in love with you the moment I stepped into the bar for the first time. I just didn’t know how to ask you on a date.”

“What? I—what?” You believe you misheard. “You can’t be serious.”

“I’m damn serious, sweetheart,” Dean says and jerks his head toward a black classic muscle car parked in front of the bar. “I came with my Baby, not my bike, tonight to ask you to go for a ride with me.”

Oh, he grins with a twinkle in his eyes.

“I’m not a girl for one night.” You pout and sniff.

“Sweetheart,” he leans closer to murmur your name. “Do you believe I’m the kind of guy going for a wild ride with the girl he loves only once?”

You shake your head.

“Good,” he nods. “Now, let me kiss my girl. And then I’ll take her for a romantic ride in my car.

[lanevra]

[aylacavebear]

Soulmates? Yeah, right, pft. Master List

When you turn sixteen, and your soulmate's name doesn’t appear anywhere on your body that you can find, you figure you had to be the only person on the planet who didn’t have one. Most of the town shuns you, so you stick close to family. Your Aunt Ellen raised you after your parents died in a car crash when you were two, but what happens when the Winchesters return to town and buried secrets begin to come to light?

Pairing: Mechanic Dean Winchester x OC Reader/You

Each chapter will have its warnings posted. This is typical stuff when it involves the Winchesters, no matter what AU they are in, lol.

A/N: This is my non-Supernatural fic I'm attempting. Please let me know what you think, as I always love hearing from my readers. Not sure when this one will be up and available to read yet. Just getting the chapter list started for it.

Chapter 1 Chapter 2 Chapter 3 Chapter 4 Chapter 5 Chapter 6 Chapter 7 Chapter 8 Chapter 9 Chapter 10 Chapter 11 Chapter 12 Chapter 13 Chapter 14 Chapter 15 Chapter 16 Chapter 17 Chapter 18 Chapter 19 Chapter 20 Chapter 21 Chapter 22 Chapter 23 Chapter 24 Chapter 25 Chapter 26 Chapter 27 Chapter 28 Chapter 29 Chapter 30 Chapter 31

As always, if you'd like to be tagged, let me know, and I'll add you.

Tag List: @deans-spinster-witch @jamerlynn @jackles010378 @bruhidkjustwannaread @onthehuntforshinies

@chriszgirl92 @angzls @xolivvies-cornerxo @certainsaladstarfish @onlyangel-444

@nancymcl @muhahaha303 @suckitands33 @kr804573 @justrandomthougt

@suckitands33 @mxtansy @scarletqueenx @krazykelly @roseblue373

@whimsyfinny @ladysparkles78 @aaathazagoraphobiaaa @hobby27 @perpetualabsurdity

@cicibunbuns @n-o-p-e-never @vanessa-boo @foxyjwls007 @uoberpmollah

@xolivvies-cornerxo @certainsaladstarfish @kdadss @bitchykittenconnoisseur @reignsboy19

@bonbonnie88 @ghostieghoul711 @flamencodiva @kayleezee @stillhere197

@lexasaurs634 @enamoredwithbella @winchester-whiskey @brandinicole911 @swaggyemily

@megs-gadom @dianawinchester03 @nikimisery @cheekygirl2309 @ashleybutler

@deans-baby-momma @bobbdylan @tommysaxes @likedbygaslyy

[jays-bonnie-on-the-side]

HOMEWORK

PAIRING : teenage!dean winchester x teenage!fem!reader (au)

SUMMARY : reader goes over to dean's house to do homework but that's not all they do...

WARNINGS : young love. fluff. smut. sub-to-dom!dean. dom-to-sub!reader. horniness. under-aged sex. rough sex. unprotected p in v. creampie. getting caught kink. implied aftercare.

A/N : this oneshot was inspired by the gif above ^ (which is from jensen's movie devour [and if you think the gif is hot, you should hear the audio 😏🤤]) anyways—this is an au oneshot so don't trip that john and mary are alive & polite. also, please be patient with me, this is my first time writing in second person—and it being a smut, no less. hopefully over time i'll get better. hope you guys enjoy. lemme know what you think!

PREQUEL

You knock on the white door and patiently wait for someone to answer. John opens the door, greeting you with the famous Winchester smile.

"Hey, Y/N." He welcomes. "Dean told me you were coming over. Come on in."

"Thanks."

He steps back and opens the door wider, letting you into the two-story house. He closes the door before leading you further into the lovely home. Mary exits the kitchen, a bright smile lighting up her face once she sees you. She rushes over and wraps you in a warm hug. You happily melt into her motherly embrace. You loved Mary. She had always been kind to you.

"How are you?" She asks, her words muffled against your hair.

"I'm good. And you?"

John walks to the staircase and shouts, "Dean, Y/N's here!" before going to sit in his recliner.

"I'm great," Mary answers. "You kids have plans tonight?"

Nodding, you reply, "Yeah, we've got some homework to do."

Dean rushes down the stairs, catching the attention of you and his mother. You smile at your deliciously handsome boyfriend as he walks toward you. His eyes were fixed on yours as if you were the only one in the room. And it's been that way since the day he met you.

"Hey, beautiful," says Dean.

You giggle at the given pet name, a smile plastered on your blushed cheeks. His lips press against your forehead as his hand runs up your arm, creating goosebumps. Dean pulls away once his hand reaches for the strap on your bookbag. He takes it from your shoulder and throws it over his own. It was a gesture he frequently did, solely for you.

Before you started dating, Dean had his fair share of women. Whether he flirted with them or they threw themselves at him, he always had a girl on his shoulder. Everyone knew Dean Winchester's only rule: No Strings Attached. So, when his attention shifted toward you, you brushed him off. As much as you wanted to experience what the other girls bragged about, you refused to be like them. You had enough respect for yourself to say no despite every cell in your body begging for his. The last thing you expected from him was a chase.

You figured he only wanted sex, so 'No' was something he had to get used to. But he didn't stop, he didn't give up, and he certainly didn't chase anyone else. You couldn't understand his interest in you. You weren't popular or the prettiest girl in school, yet you were all he could think about. So, when you finally agreed to a date, you didn't imagine ending up on the hood of his '67 Chevy Impala, in the middle of a field, staring up at the stars as your head laid on his shoulder, talking the night away.

You feared that when he went to make a move, he would be upset or wouldn't understand. But when that moment came to admit that you were a virgin and weren't ready, he didn't once judge or try to rush you. Instead, he smiled and held you closer. And just like that, Dean had your heart.

Eight months after becoming official, which had been a first for Dean, you decide to take your relationship to the next level. He had become your best friend. You trusted him with your life. And you knew from previous conversations that he felt the same way. After your consummation, the bond between you both became stronger. Neither of you were the same people you were when you got together.

Dean grabs your hand and begins pulling you up the stairs. "We'll be in my room."

"Okay. Dinner will be ready in an hour!" Mary shouts after us.

Dean shuts the door as soon as you walk into his bedroom. Your backpack slumps off his shoulder before he attacks your lips. Happily accepting his eager kiss, you moan into his mouth. His swift hands pull off your sweater, letting it fall to the floor. He pushes you onto the bed, causing it to squeak loudly before climbing over your body.

"Not on the bed while your parents are home, remember?" You breathlessly murmur as his lips travel to your neck, licking and sucking on your sensitive skin. "And we really do have homework."

"I'm sorry, sweetheart. I can't help that your beauty distracts me." He purrs into your ear, sending goosebumps along your skin.

"Stop trying to butter me up, Winchester." You push his chest away, urging him to get off of you. With a chuckle, he rises, grabbing your hands to help you off the mattress. "We have work to do."

Letting go of your hands, Dean walks over to the desk across from his bed and plops himself in his swivel chair. You walk over to your backpack and fetch your supplies before sitting in the chair beside him. You place the textbook between the two of you, flipping to page 124. Opening a fresh page in your notebook, you both began to work in silence.

Half an hour had gone by, and your page showed minimal progress. Sure, you solved a few problems, but your mind wandered elsewhere. The only chemistry you were thinking of was that of your boyfriend. Your paper blurs as you imagine his lips back on yours. You shut your eyes as you focus on the vivid feeling of his cock pounding in and out of you like all the times he had before. Your breath became shallow as your walls clenched around nothing. Although you gave him crap about it earlier, you found yourself unable to resist the temptation.

You open your eyes and glance toward Dean. His brows pinched together, gaze fixed on the problem before him. His face contorted with concentration, absorbed by the equation. The steely determination set in his jaw matched the resolute expression in his eyes. You bit your bottom lip, finding him even hotter. After setting your pencil down, you rise from the chair and turn towards your partner.

Dean looked up from his homework, giving you his attention. Without a word, you leaned down and began to unbutton his jeans. He watched as you slowly unzipped his pants, not bothering to stop or ask what you were up to. He knew exactly what you were doing. You reach into his boxers and pull out his hardening member, mouth watering at the sight of it.

His hand replaces yours, pumping his growing length as he watches you reach underneath your skirt to peel off your soaked panties. Once they fall to the wood floor, you move to straddle his hips. With your hands on his shoulders to steady your balance, you hover over his fully erect cock. Your dominant hand runs down his clothed chest before grabbing hold of his thick member and aligning it with your awaiting entrance. Dean's hands push your skirt higher and rest them against your bare hips. With his help, you ease onto his throbbing cock, moans escaping both of your mouths at the sheer contact.

He stretches your insides, forcing you to feel every inch he was blessed with. Your walls were so tight; He had to concentrate to avoid finishing too early. Your breath mingled with his, trying to find the strength to remain quiet. Once you adjusted around him, you slowly slide off, stopping when the tip dares to slip out. You and Dean make eye contact, staring into each other's souls as you lower again. Your wetness coats his length, making it easier to glide up and down. In no time, you were feverishly bouncing on his rock-hard shaft.

Quiet moans spill from your lips as he brushes your G-spot. Dean wraps his arms around your torso, helping keep your rhythm. Your hands gently pull his neck forward, connecting your lips. The bouncing made it difficult but not impossible as his tongue danced with yours. The overwhelming passion engulfed you, causing a delightful feeling of dizziness. After breaking for air, you rested your foreheads together.

You pick up the pace, and as a reward, Dean thrusts upward. Your hips crash together, slamming his dick against your G-spot even harder. A loud moan slips from your lips, unable to keep quiet from that mesmerizing thrust. He hushes you, and you nod quickly, not wanting to draw his family's attention. The added suspense of getting caught and his fingers rubbing harshly against your clit drove you to your first orgasm. You ride faster as he thrusts harder, working you through your climax. It was nearly impossible to hide your screams of ecstasy, but his shirt did a good enough job softening them.

Heavy pants fall from your lips once your orgasm passes. You lift your head from his shoulder and watch his countenance contour with pleasure. Dean buries his face in your chest, muffling his moans as his arms hug you tighter. Your thighs ache with soreness, hindering your endurance. His hand moves up your back, holding you closer as you feel his thrusts begin to falter. Knowing your boyfriend was close, you pushed through the pain and ran your fingers through his hair before gripping it tightly, just how he liked. You clench around his cock, knowing all the ways to make him spill his load. His hands quickly gripped your hips, locking yours with his before spewing hot ropes of cum deep inside you.

You both moan as his seed coats your soft walls. In times like these, you're thankful for the shot. Although—despite your age—you wouldn't mind having Dean's baby. Hell, you imagined your future with him since the first time you made love. A few kids running around the yard as your high school sweetheart chased after them was one that often came to mind. One you knew he shared with you.

Dean suddenly gripped your thighs and stood up from his chair, interrupting your thoughts. Your eyes looked into his fairytale green irises, searching for his next move. With one hand, he pushes your schoolwork aside before setting you on the desk. A devilish smirk plays on his lips as he pulls his jeans further down, getting ready to have his turn with you. The beating of your heart begins to quicken once again, bracing yourself for what's to come.

He begins to pull out slowly, both of your cums escaping your entrance. Before too much could leak out, Dean rams into your cunt, trapping the fluid inside again. Your hands traveled to his forearms, digging your nails into his skin. With another powerful thrust, your eyes shut tightly, trying desperately not to scream. After taking a few deep breaths, you mustered the courage to open your eyes and peek at the work he was putting in. With your knees wide apart and your feet above his ass, you had the perfect angle to see his shaft drive in and out of you at a fast pace.

The only sounds in the room were heavy panting, skin slapping, quiet moans, and the thud of each thrust against the desk as the items on it moved to the steady rhythm of Dean's hips. His hands trail down your thighs and to your hips, fingertips squeezing hard enough to leave bruises, just how you liked. He angles himself so he's no longer thrusting horizontally but vertically. Your body jolts to the new sensation, eyes rolling to the back of your head.

This man was trying to kill you. You had no doubt left crescent marks upon his skin before you gripped the wooden desk with all your might. The pressure in the pit of your stomach threatened to explode any second. Short and hushed screams escaped your lips as he only went faster, harder, and even deeper than before. He knew exactly what he was doing. He wanted you to scream at the top of your lungs. He strived to get you close enough to shout your pleasure.

He accomplished that once his right hand slipped between your legs and applied heavy pressure to your already sensitive clit. You gasped, but before you cried with ecstasy, he leaned down and covered your mouth with his. After a few more thrusts and rubs to your bundle of nerves, you came undone. Your hands quickly make their way to his back, legs tightening around his hips, holding on for dear life as he fucked your pussy like it was the last time. Tears stream down your temples, overcome by your third orgasm seconds after your last.

Your limbs go limp, the arch in your spine straightening as your body comes down from its sex-induced high. With lips now detached, exhaustion sets in as both of you catch your breath. Dean's body presses against yours, hearts beating as one. You open your eyes to find him staring back, a lazy smile gracing his handsome face. He didn't make a move to part from your body, and you didn't intend to make him. His hand brushed your sweat-clung hair away from your face, taking in your beautiful post-sex glow.

"So much for homework."

Knowing he would say that, you teased with, "I can't help that your beauty distracts me."

Your laughters fills the room before it's interrupted by a knock on the door. Each of your eyes widened, having been—almost—caught in the act. Both of your bodies had stiffened with fear.

"Yeah?" Dean called, attempting to be calm.

"Dinner's ready," Sam replies from the opposite side of the door.

You and Dean sigh in relief; it was only Sammy. He knew better than to go into Dean's room, especially when you were over.

"We'll be right down!"

The sound of Sam's footsteps fades as he walks away from your boyfriend's door. He begins to laugh again, encouraging you to participate. There never seemed to be a dull moment with Dean Winchester. He sits up, pulling you with him before sliding his semi-hardened member out of your soaked vagina. He helps you off the desk and catches you when your legs wobble. Once you regain your balance, you pull your skirt down and search for your underwear. You could feel both of your liquids leak from your entrance, beginning to drip down your legs. Dean fetches the pair and stuffs them in his pocket.

He tucks his cock back into his jeans before zipping up. He grabs your hand and gently kisses your cheek. You close your eyes as his lips linger. The warmth of his skin radiates onto yours, something you have always found comforting. He pulls away and tugs you with him.

"Come on, sweetheart. Let's go clean up."

You nod as a small smile appears on your face, knowing he'll take care of you like he always did after sex. You couldn't have asked for or found a better partner, especially so early in life. How did you get so damn lucky?

DEAN WINCHESTER MASTERLIST | MAIN MASTERLIST | JOIN THE TAG LIST

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[youchangedmedestiel]

Friend: What are you doing right now?

Me: I have a lot of projects.

Friend: Oh so cool, what are those? New job, new business, new home, new relationship?

Me: Ok, I have a lot of SPN/Destiel projects.

[alexsoenomel]

POV: Texts from Sam

[luci-in-trenchcoats]

Imagine...Dean Dressing Up To Impress Your Family

Pairing: AU!Dean x reader

_____

“Dean!” you said, throwing up your hands when you saw him get out of Baby outside your parents house. “What the hell are you wearing? What’d you do to your hair! I mean, I like it. I really do but you’re meeting my parents for the first time.”

“I know and your parents, judging by the big ass house, are kinda more well off than you implied so I you know, tried to class it up,” he said.

“Dean,” you said. “You’re perfect the way you always are.”

“I wanted to make a good first impression,” he said.

“I understand and I appreciate that baby, I do. It’s just-”

“That the boyfriend?” shouted your dad from the front deck.

“Is that man wearing flannel and cut off jorts?” asked Dean.

“Dean, my family has money but they are so not what you think they are,” you said. He looked down at himself and back to you. “Take off your jacket. You look like you just walked out of a boys prep school.”

He unbuttoned it while you fixed his hair mostly back to normal before he tossed it into Baby. You rolled up his sleeves and untucked his shirt, cocking your head at him.

“Better?” he asked.

“Much,” you said. “More relaxed.”

“I am the opposite of relaxed,” he said.

“De. Try for me. They’re normal people,” you said.

“I will. I think I have that same flannel as your dad actually,” he said.

“Good. You guys can talk about flannel and cars and you’ll love it,” you said, grabbing his arm.

“This is still the man that answered the door with a shotgun for your prom, right?” he asked.

“Oh, that was funny. Just come on, Dean. It’ll be fine, I promise.”

______

[zepskies]

The Honorable Choice - Part 1

Pairing: Dean Winchester x OFC 

Summary: June 1872. Captain Dean Winchester of the U.S. Cavalry is tasked with one job: break a wild mustang. He just didn’t expect the woman who infiltrates his camp, intent on freeing her tribe’s horse.

AN: I got inspired after a recent rewatch of Spirit: The Stallion of the Cimarron (literally a perfect movie), as well as having Yellowstone in the back of my brain. I thought this idea might be a good fit for this @jacklesversebingo prompt.

Disclaimer: I’ve done extensive research for this one, both on the American Indian Lakota tribe, and on American history during this time in the late 1800s (AKA: the Old West, during the American Indian Wars and the Sioux Wars). Of course, one of my main goals is to avoid inaccuracies, both historical and cultural.

Jacklesverse Bingo24 Prompt: Western AU

Song Inspo: The Spirit Soundtrack

Word Count: 4.6K

Tags/Warnings: 18+ only to be safe. Racism/racial slurs, attempted sexual assault (not successful), protective Dean, angst, some violence and some action.

🐎 Series Masterlist || Bingo Masterlist

🎙️ Listen to the podfic version here!

Part 1: Pride & Prejudice

June 1872

Dean hears some of his men shouting, along with the telltale cracking of bone that would make a less seasoned soldier wince. He spares a look to Benny, his Lieutenant, and sets down his glass of whiskey.

Dean’s path takes him brusquely out of his office and toward the stables. He grabs his gun and his hat on the way there, setting the latter on his head.

Is it too much to ask for one night where he can drink in peace?

Dean comes to find a young woman being detained by two of his men, Kline and Novak. Roman sports a bloody nose and his eye is already beginning to swell. The woman fights against their hold.

Even under the pale moonlight, Dean notes the way she’s dressed: a deer skin dress cinched at the waist, over thin pants and shoes. He surveys her tan skin, her black hair that blends into the night, twisted into a long braid, and the anger in her dark eyes.

“What have we got here?” Dean says. He stows his gun in its holster as he approaches her, resting his hands at his belt.

“I caught her breaking into the stables, Captain,” Roman says. He prods with a hiss at his busted nose while trying to stem the bleeding. That’s going to be a bad break.

She remains tight lipped, stubborn. 

“Probably doesn’t even understand English. Savage bitch,” he says. Dean shoots him an impassive look to cover up his annoyance.

“Put a cork in it, Roman,” he orders. Then, he focuses back on her. “You’re a Lakota, aren’t you?”

Aside from their main mission here in the Dakota Territory, the Colonel has been fixed on fighting back against the Lakota Indians, especially after they sabotaged the supply line last month.

The proud tilt of the woman’s chin is her only answer to Dean’s question. Her gaze drags down his form with disdain, like he’s the savage. His mouth twitches mirthlessly. 

“The Lakota rear up their own horses pretty damn well. Why would you want to steal one of ours?” he asks.

She glances away from him, first at her feet, then over at the camp’s latest “guest.” Dean, Benny, and a few of his men wrangled up a horse a few days ago. He’s a beautiful Kiger mustang with a nasty mean streak. He barely got through a trim this afternoon, and almost took a chunk out of Rufus when he tried to brand the horse.

The Colonel ordered them to tie the horse up to a post just outside the corral—no food or water for three days. He’d turned to Dean with a firm set to his face and issued a single order.

“Break him.”

Now, Dean catches the furtive look the Lakota woman gives the horse, who flicks his tail. The animal stares right at her, as if into her eyes.

“Oh, don’t tell me you here for him,” Dean says with a chuckle. “That thing’s a little too much for you, sweetheart.”

That earns her attention, steely and unimpressed.

“He is too much for you,” she says. Her voice is smooth, and would even be pleasant, if not for the circumstances. “He is one of ours. You will never break him.”

Dean's eyes widen a fraction. He glances back at the mustang.

So that's why she's here, he thinks. She's trying to mount a rescue. Dean feels a twinge deep inside, but he can't allow himself to care about that. They've collected a strong horse that will be a good support for their objectives here, once he's broken.

“Ah, well see,” Dean says, tipping his Stetson up to meet her gaze. “That’s kind of our specialty.”

“Sir, should we take her to the stockade?” Novak asks. He seems reluctant to do so to a woman, even an Indian, but he’s always been good at following orders.

Dean opens his mouth to reply, but another voice cuts him off. Colonel Asmodeus Sanderson steps out and takes a look at their captive.

“Not the stockade,” he says, with that Southern drawl that betrays his Kentucky roots. “Not yet.”

He approaches her with a slow, calculated gait. His hands gather behind his back. Dean gives her credit for looking Sanderson in the eye. She seems rightly wary, but not afraid.

“We won’t hurt you. I give you my word,” the Colonel says, “if you’ll lead us to your people’s camp.”

He takes a hold of her chin, turning her face this way and that, like he’s examining a dirty animal, and all that he’ll have to do to make it clean. She spits in his face.

Dean bites the inside of his lip against a smile. She’s got as much fight in her as the mustang. However, he has to school his face back into stoicism when Sanderson rears back in anger.

The harsh smack rings out in the clearing, along with the woman’s cry. Dean doesn’t allow himself to outwardly react, but inside, his spine tightens as he fights his instincts.

Only Kline and Novak’s hold on her arms keeps her upright. She pants for breath, but again, she meets the Colonel with a face that doesn’t give away anything, despite the reddening mark on her cheek.

“The post,” he barks. “Three days. No food or water.”

Dean is kept busy by his duties. He makes sure the camp is running in order, accepting shipments of supplies and ammunition, among other things. Cas Novak is in charge of the stables, caring for the horses and putting them through their training. Jack Kline is young and strong and a good assistant, along with others in his unit.

Right now, Dean and Benny are going over the plans with Colonel Sanderson for continuing construction on the railroad, from here to the Black Hills. It’s a path that cuts straight through Sioux territory—the bands of Dakota and Lakota Indians that occupy the land.

“The natives are fightin’ us tooth and nail,” Sanderson says. “But maybe our guest will be able to help us…negotiate.”

Dean remains quiet, ignoring yet another uneasy twinge in his gut. He didn’t join the army to fight the Indians. He doesn’t always understand their way of doing things, but he understands why they fight—to protect their land, and to protect their own. It’s the same reason Dean fights, when he has to.

He joined the army because…well, it felt like the right thing to do at the time. His father had been a Cavalry Major, and he’d died an honorable death, now about a decade past.

Has it really been ten years? Christ.

Dean wipes his brow. Even with the windows open, the office is humid and smells like ass. He glances outside, where both the mustang and the woman are tied to their posts under a sweltering sun at high noon.

Not for the first time, Dean wonders what his dad would think of him now. 

After the meeting, Dean and Benny fall into step together to inspect the camp. The summer sun shines hot on their blue uniforms, and occasionally they raise their hats to mop the sweat from their brows.

Things are running as usual, but many of the men’s eyes occasionally turn to the posts. Dean’s attention wanders there too without him realizing, catching on the woman’s dark hair. It shines even blacker in the sunlight, like a raven’s wing. He knows the shade because his dad used to have a feather kept in his journal, like a bookmark.

“You okay, brother?” Benny asks. Dean realizes what he’s doing, and his attention returns to the task at hand. Get it together.

Always forward, never backward.

“Just fine,” Dean replies. Benny gives him a knowing look.

“A bit unsavory, ain’t it?” he says. “Keeping her chained up without even a lick of water.”

“The Indians are getting smarter, bolder. They’re ambushing our men, going after our supply lines, and now, stealing our horses,” Dean says. “This is strategy.”

Benny shrugs slightly, making a sound of agreement. Dean hesitates, his gloved fingers flexing against his sides.

“If she was a man, you guys wouldn’t give a shit about putting a bullet through her head,” Dean says.

Benny’s gaze shifts downward. He doesn’t reply, but he concedes the point all the same.

They continue their route, and Dean keeps the rest of the conversation on the work at hand.

Mila has gone far longer without drink, but the sun is particularly unforgiving today. She’s prayed and prayed for even one cloud to glide overhead and shield her for a while. It’s not much better for her companion. He paces in place, occasionally tugging his head against the rope that binds him to his post.

She makes a clicking sound at the horse, getting his attention. She calls him by his name, and his ears flicker in her direction. He offers her a short whinny in response.

“I see you, Mato. I am with you,” she says in her native tongue. She hopes the sound of her voice will soothe him. He looks tired and hungry, but his eyes flick hard and untrusting on any man who comes near him. His spirit isn’t broken.

“Hey! Shut the hell up over there,” Roman shouts at her from where he and Cas are taking a short lunch break. Cas gives him a certain look, crossed mostly with annoyance.

Mila resists the urge to roll her eyes. Instead, she closes them and tilts her face back to the sun. In a way, it feels cleansing. Maybe it can wash away the stench of the White Men’s hands on her body, manhandling her, checking her for weapons.

She spends the rest of the day watching the camp. One of their leaders, the Green Eyed One, called this a fort. It does look fortified, with tall walls made of thick wood constructed to form a cage—whether to keep others out, or to keep the men and horses in.

She identifies the Colonel as their chief, of a kind. Green Eyes is second in command, followed by the Bearded One with a strange voice. Even the scruffy Blue Eyed One has some authority, mostly over the Child Faced One. There are too many others to rank them all, but she knows the Loud Mouthed One is arrogant, even after she broke his nose. The way he carries himself, he clearly thinks he has more power than he actually has.

In her mind, Mila conjures up different plans of escape. All of them fall short in some way. The men didn’t find all of her weapons; a small knife is hidden deep in her boot. She could saw at her binds within an hour, but even with Mato to carry her out and away, the problem is escaping this camp without alerting the men. Without getting shot.

She has three days to think.

That night, the moon refuses to give her clarity. Her stomach is too empty, her throat too dry, her tongue thick in her mouth. Her attention shifts in and out of consciousness, until the sound of boots crunching in the dirt trills unease down her spine. More alert, she sits up straighter.

The Loud Mouthed One. The one they call Roman comes to taunt her, offering her water, then drinking for himself instead. He comes closer to examine her. He has a small bind over his broken nose.

“You know, you’re a pretty one,” he says, taking another cold sip as his gaze drags over her form. “For a wild thing.”

His face nears hers, clean shaven, though his thin smile reminds her of a rattlesnake. Dread and repulsion churn at odds in her stomach as she realizes what he's really here for. It doesn't matter if he truly wants her, or just wants to pay her back for his face. Either way, he means to take her here in the dirt.

She looks away, not wanting to let him see her fear, or the dread tightening her stomach, rising into her throat. He winds long fingers into her hair. At first the hold is gentle, deceptive. Then it's tight against her scalp. She hisses in pain when he tugs her head back and forces her to look at him. Her breathing quickens as she tries to pull away.

He draws in close to try and claim her in a kiss, but she head-butts him, hard.

He cries out and stumbles back, his flask falling to the ground.

He angrily grabs her and hauls her up to her feet. He pushes her hard against the post and unbuckles his belt, just to stuff it in her mouth. With his free hand, he begins to undo his pants.

She refuses to cry out, even though she spits out his belt and fights him, trying to kick out his knees.

Suddenly, the man’s body is ripped away from her. Mila loses her footing and falls to the dusty ground, sliding against the wooden beam she’s tied to. The wind is knocked out of her, but when she raises her head, she watches with wide eyes as the Green Eyed One beats the other man into the dirt. It doesn’t take much, just a few well-placed fists.

Roman lies there catching his breath, and he spits a wad of phlegm and blood. His left eye will match his nose, that’s for sure.

Green Eyes looks angry and disgusted. He huffs and puffs while staring down at his subordinate. He pushes back his short brown hair and points an ungloved hand at Roman.

“Get back to the goddamn barracks. You’re gonna be mucking out stalls until shit’s coming out of your ears,” he growls.

Roman doesn’t argue, though it’s obvious that he wants to. He just picks himself up, makes a show of straightening up his open uniform jacket while catching his breath. He walks past Green Eyes with a resentful, angry look. Green Eyes watches him until he disappears inside.

Then, he turns to her. His gaze softens somewhat, but it’s still unreadable. He crouches down in front of her, resting his arms on his thighs. Mila’s gaze briefly falls to his hands. They’re calloused, the hands of a laboring man. He carries himself like a warrior.

“Sorry about that,” he says.

It’s not what she expected. Mila eyes him warily when he moves closer. She presses her back against the post until it hurts her spine. He raises up his hands placatingly.

“I’m not gonna hurt you,” he says.

“That is what your Colonel said,” she says. Her voice cracks with dryness. “I didn’t believe him either.”

His lips flicker at a rueful smile. It wrinkles crow’s feet around his eyes, breaking his stony face.

“Fair enough.”

He reaches for his belt and retrieves a flask, similar to the one his subordinate carried. He extends it out to her.

“It’s water, unless you prefer whiskey. I know I do,” he says.

She raises a brow at him, but hearing the sloshing inside the flask, her thirst takes over her wariness, and even her pride. She tentatively leans forward. He brings it closer so she can press her lips to the opening. Despite his Colonel’s orders, he lets her drink as much water as she’s able. When she’s done, he pockets the flask and sighs, running a hand through his hair.

“What’s your name?” he asks.

That, she will not give him. Names are sacred to her people, and this man, while seeming to have a shred of honor, isn’t worthy.

“Don’t wanna even tell me your name?” he says. He nods slightly. “Okay, well, I’m Dean. Captain Winchester, to this band of delinquents.”

He gestures around the camp with a dismissive hand. Mila only watches him. She’s never seen a White act like this, breaking his leader’s rules, being…kind.

What a strange man.

But if he had any real convictions, he would untie her and let her go, along with Mato. She won’t hold her breath.

Dean’s brows raise up toward his hairline, and his full lips form a pout. Realizing he’s not going to get anything more from her, he lets out a tired huff and straightens up.

“Well, goodnight,” he says.

He finally leaves her alone, but she can’t help but follow the swaggering path of his bowed legs and heavy boots. They carry him away and back indoors.  

A strange man.

By the morning of the third day, Dean is ready to do what he does best. Or at least, one thing he does best.

He’s no stranger to horses. He grew up on a farm in Lawrence, Kansas, where he and his brother would help take care of the animals. Dean was older, so he helped his father till the land and train the horses. Sometimes he and Sam would sneak off and race their favorite ones, until their mom called them back for dinner.

In fact, part of what earned Dean his rank in the U.S. Cavalry was how well he could command a horse. His own is resting in the stables.

Today, he’s getting in the ring with the mustang.

…Well, not right away. He lets a few of his guys go first to tire him out. Even after three days of no food or water, the horse is living up to his bad attitude. He bucks each of them off after just a few seconds in the corral. Dean can tell it’s becoming a kind of game for the horse. His dun-colored coat shines in the sun, his brown socked legs kicking up dust and manure as he brays angrily at whoever tries to mount him.

Dean notices the Lakota woman watching with an amused smile on her face while she sits with her hands tied to her post. She’s enjoying the show, like she knew this would happen. It seems to give her energy every time another man is thrown off the horse and limps out of the ring.

Dean shakes his head. Pitiful.

He puts two gloved fingers to his mouth and whistles the entire clearing to attention. He saves Kline the chance to bruise his spine and pats him on the shoulder. Dean steps into the corral and positions himself into the stirrups, wrapping the reins around his hand. The horse is breathing hard, but he’s not done. He’s still got fight in him. Dean sees it in his brown eyes.

“All right, mustang. You’re big and bad. I get it,” Dean says lowly. “But I don’t scare easy. Gimme your best damn shot.”

Cas and Benny give him wary looks from where they stand outside the gate.

“Hold onto your hat, Cap,” Benny mutters.

Dean adjusts his hat and rests his gun on the post for safe keeping. He wants to feel as natural as possible, like it’s just him and this horse, out back in his family farm. He holds on tight to the reins. He’s fully prepared for how the mustang takes off at a galloping clip around the ring. He twists and bucks, but Dean claps his thighs tight and holds on for the ride.

The horse gets smarter.

He runs for the water trough just outside the ring. He slams Dean against the side of it once, twice—and manages to throw him off, with Dean landing right in the water trough.

He bursts out from the dirty water, sopping wet and spluttering in anger. He looks over at the horse trotting around, whinnying and tossing his head like he’s laughing. Dean can’t help it. His anger fades, and he smiles.

This guy’s got some brass balls, I’ll give him that.

The Lakota woman laughs. Dean hears it and his head swivels toward her. She bites her lip, but she knows she’s been caught. Despite his injured pride, Dean’s lips curve with a smirk. Just gonna laugh at me, huh?

“I see things are going well,” comes a familiar drawl.

Dean’s face falls as he looks up and finds Colonel Sanderson. Dean pulls himself out of the trough and tries to squeeze some water out of his uniform. He clears his throat.

“Well, uh, it’s going, sir. Just gonna take a little more time than I thought,” Dean says. He quickly reclaims his hat from the ring, giving the mustang a smart berth. After he climbs back out, he goes over to the post where he left his pistol.

“Hold him steady,” Sanderson barks out the order, but not at Dean. The other men wrangle the horse back into the pen, where Sanderson climbs up and mounts the horse himself.

To his credit, he stays on longer than even Dean thought he would. The mustang gallops and circles. He tries slamming Sanderson on the sides of the corral, tries bucking him and bucking him, but the man clings on, even when his hat falls into the dirt.

The horse is exhausted. He eventually stops in the middle of the ring, panting for breath, his legs shaking slightly. Dean straightens at attention.

So does the Lakota woman, he notices. She looks worried, her brows furrowing.

Sanderson swipes a hand over his graying hair and moustache to collect himself. He raises his head with an arrogant smile.

“You see, gentlemen. Any horse can be broken,” he says. He kicks the horse with his spur. “Move along, mustang.”

To everyone’s amazement, the horse obeys him. He moves forward at a slow clip. All the men applaud, even Dean, belatedly.

“There are those in Washington who believe the West will never be settled,” Sanderson continues. “The Northern Pacific Railroad will never breach Nebraska.”

His gaze draws over to the woman. Her eyes are filled with tears as she watches the Colonel makes his rounds.

“A hostile Lakota,” he says in derision, “will never submit to providence.”

She stares back at him with steel in her watery eyes.

Dean doesn’t realize his jaw is clenched tight until he feels the strain in his jaw. He forces himself to relax, with his hand on his dampened belt.

“And it’s that kind of small thinking that would say this horse would never be broken,” Sanderson says. “Discipline, time, and patience. That’s all you need to level a wild thing.”

Just then, the horse stops abruptly.

“Mustang?” Sanderson asks in warning.

Dean tenses. He knows what’s about to happen.

“Sir!” he calls out.

But it’s too late.

The stallion revs and charges, bucking even wilder than before. He swings his head and rears back high on his hind legs with a powerful bray. Sanderson yells in fear and strain, but he stays on the creature’s back.

The horse’s angry eyes take on a darker shade of conviction. When all four of his hooves hit the ground, he finally bucks hard enough to get the Colonel off his back, though he still clings to the reins near the animal’s head. He comes face to face with the horse’s crazed eyes. His own are wide and full of terror.

Hot breath heats Sanderson’s face. Then the horse swings his head and tosses the man out of the ring. In the process, the horse falls on his side and shatters a section of the wooden beams that fenced him in.

While he shakes his head and gets his hooves under him, Dean and Benny help the Colonel up to his feet. His uniform is a wreck, and now, with a bruised body and likely a couple of broken ribs, the man is fuming.

Kline and Roman wrangle the horse’s reins and keep him more or less in place. The Colonel shoves Dean and Benny off of him. He reaches for his gun at his belt and aims it at the mustang. Dean goes rigid in shock, but he knows he can’t interfere. If he does, it could warrant some major discipline.

The Colonel pulls the hammer back on the revolver, but before he can pull the trigger, the sound of cutting rope and a feminine yell breaks the silence in the clearing. The Lakota woman pulls the Colonel’s arms down, and the gun goes off into the ground. Her elbow comes up quick to strike the man between the eyes. He careens back into Benny, who catches him.

Meanwhile, the woman swings up onto the mustang. She grabs a stronghold by the neck and barks something in her native language. It spurs the horse onward, and he breaks through the crowd of men at a gallop.

Dean watches with widening eyes and furrowing brows. “Shit!”

He runs to the stables where he finds Baby waiting for him. Her black coat ripples as she stamps impatiently.

“Come on, sweetheart,” he beckons. He leads the mare out of the stable, and after grabbing a coil of rope from the supply bench, he mounts her smoothly. With a subtle kick of his heel, she picks up speed to follow the mustang and his rider.

They’re already approaching the gate where the men are quickly trying to close it. There’s still a window of opportunity for escape, but not only is Dean on their heels, Roman also stands on a pile of crates filled with iron parts that are due to be shipped out in the morning for continued construction on the railroad. Roman holds a rifle. He trains his weapon on the woman, taking deadly aim.

Dean’s jaw clenches and his brows furrow. He knows then, in the breadth of a few seconds, that he has to make a choice. If he does nothing, both she and the horse are as good as dead.

Sam used to call him reckless, stubborn as the horses he spent long hours taming.

Right about now, his brother is probably right.

Dean reaches for his gun, aims, and shoots within the span of those seconds. Roman goes down before he even knows what hits him. His chest plumes with blood after he slides down the crates and flops heavy to the ground. His eyes stare unseeing at the crisp blue sky.

The mustang tears through the narrow opening in the gate, and Dean isn’t far behind. The woman is an excellent rider, far better than he expected her to be. She clings to the horse’s neck and mane, and she doesn’t even use the stirrups. She clings on when the horse leaps over rocks, and when she notices Dean tailing her, she urges the horse at an even faster gallop.

Dean’s face furrows with determination. Baby is built for speed too.

He gives her a little kick with his heel. “Come on, Baby. Go!”

He’s able to keep up with the mustang just a few yards behind, even when they reach rougher terrain, going further up and into a canyon. He follows them through every curve and dip, guiding his horse just as much as she's guiding him.

Dean takes his rope in hand and turns it above his head, but his attempt to lasso the mustang's neck fails; the woman saws straight through the rope with her knife.

"Damn it!" Dean mutters.

He's forced to let go of his frayed rope when he and Baby nearly careen off the edge of a cliff. His heart settles high in his throat as he grits his teeth, but he pulls back on the reins hard and leans in the opposite direction. Baby's able to bank left, saving them from a long way down to certain death.

They continue up the narrow path the mustang has trod ahead. It carves around and through the mountain.

Dean mentally grasps for a plan, aside from just keeping up. Without even a bit of rope, he doesn’t know how he’s going to slow the woman down without hurting her or the horse. He doesn’t want to have to use his gun.

Eventually, the canyon breaks into a patch of desert, and then, grassy plains and tall forest trees. The mustang begins to tire and slow to a stop. His rider murmurs soothing things to him, stroking his neck. She turns back to look at Dean over her shoulder in dismay. She knows she’s caught.

“All right, sweetheart. That’s enough,” Dean says.

He sidles up next to her and intends to grab the mustang’s reins.

That’s when her swift kick comes, dead in his forehead.

AN: And here we go! 😅 Feels right that November is Native American Indian Heritage Month. 🫶🏽 For that reason especially I've done my best to do the Lakota people justice, even in this little series and complete work of fiction.

There's a lot packed in this first chapter, and yep, I did borrow a bit of scene from one of the best scenes in Spirit as an homage. From here on out, we're literally going off road...

Next Time:

Dean falls out of his saddle with a yell, landing hard in the grass. The impact knocks the air out of his chest and his hat off his head, not to mention the pain that rattles down his back.

“Son of a bitch,” he wheezes, while trying to get back up.

The woman jumps down from the mustang’s back and all but leaps on Dean. Straddling his waist and grabbing a fistful of his collar, she lets out a battle cry and raises a small knife at him. It’s probably no more than two inches long.

Dean may be on the ground with a smarting forehead, but he’s still got the upper hand. He grabs her knife-wielding arm and whips out his pistol from his belt. Her eyes widen, and she stills above him. The gun lies between them, aimed for her chest. They’re both breathing hard.

Dean has a problem.

Looking into her eyes, soulful and brown, the slope of her nose and her full lips, parted with shock… 

▶️ Keep Reading: PART 2

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[destielaureversebb]

Coming soon: The Destiel AU Reverse Big Bang

Calling all Destiel artists, gif makers and video creators!

One day, @hawkland and @friendofcarlotta were commiserating about how reverse bangs often were full of wonderfully creative AU ideas and scenarios, but it was hard to do them proper justice in the short writing period, and low word count, typically given for reverse bangs. So, we decided to try to launch a reverse Big Bang to fill that void!

Stories & art for this event must be focused on the relationship between Dean and Castiel in some romantic, sexual, or queerplatonic fashion that would qualify as more than simple friendship (ie, you would tag the story and/or art with a “/” and not a “&” on Archive of Our Own). Aro/ace readings of the characters are of course welcome!

Story minimum length requirement: 10,000 words

Art requirement per collaboration: 2 full illustrations or equivalent graphic/video works (For video submissions, 30 seconds per piece or one minute entirety. For gifset submissions, a minimum of 3 gifs per set, 6 in total.)

Banner/title art: Required from artist. (Can be just a crop/edit of the original piece submitted for claims.)

Full rules can be found here, along with the event schedule.

Be sure to follow this blog for future announcements and promos, including when sign-ups open on July 15th!