#dean winchester fanfic au

[jibberjibbsart]

Supernatural “Power Hour” Part 11

Hm that monster isn’t native to Gravity Falls 🤔

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[call-me-mrs-winchester]

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!

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?

PREQUEL

DEAN WINCHESTER MASTERLIST | MAIN MASTERLIST | JOIN THE TAG LIST

JENSEN TAGS : @ladysparkles78

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

*beside my writing, my works include : all banners, headers, dividers, and gifs that i use (which were made by me,) unless otherwise stated.

[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 !!!!!

[lanevra]

[luci-in-trenchcoats]

The Dark Lord

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: Interested in more? Let me know with a comment!

[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

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

@bonbonnie88 @ghostieghoul711 @flamencodiva @kayleezee @stillhere197

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

@megs-gadom

[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.

[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!

[imyourbratzdoll]

Hey there, I was wondering if you could write a little Dean one-shot where he gets the reader to squirt?

hey, I hope you like what I wrote.

summary - dean gets you to squirt with just his fingers.

warning - smut, fingering, squirting.

18+ only please, the gif I use isn't mine, divider by @newlips

“C’mon, sweetheart. Let me hear you. Let me hear how good I’m making you feel.” Dean curls his fingers as he says this, smirking as he watches your eyes roll to the back of your head, back arching as your moans escape you and fill the room. “That’s a good girl. You’re so wet. So tight around my fingers.” 

“D–Dean! Too much!” You squeal, and your hand moves down and grips his wrist, holding on as you can’t decide if you should push it away or pull it closer, so his fingers reach deeper inside you. Your mouth drops open, and soft whimpers escape you, feeling your core tighten. Your eyes snap open as you feel something weird. “S–stop, I feel weird… What’s happening?”

Dean’s thumb rubs your puffy clit, curling and thrusting his fingers faster. “Don’t worry, sweetcheeks. It's a good thing. Just let go.” His mouth waters as he stares down at your dripping cunt, watching your cream coat his fingers. A smirk appears as you spasm, a pornographic scream falling from your lips as your juices squirt out of you, covering everything. Dean chuckles, pulling his hand out of your used cunt and toward his mouth, staring you deep in the eyes as he sucks your juices off his fingers. “Damn, sweets. You taste so damn good, maybe even better than pie.”

Your cheeks turn a rosy pink as you hear his words and watch him suck on the fingers that were just inside of you.

thank you for reading!

feedback and reblogs are greatly appreciated.

[fairy-with-a-kn1f3]

Dark!Castiel Au's are my favorite. Yes, go stalk that boy with the pretty green eyes and freckles for miles. Yes, manipulate him into loving you. Yes, pamper and spoil him rotten. PLEASE.

[zepskies]

Hey can you reccomend me your favorite dean x reader au series where dean isn’t a hunter ❤️

Ooh interesting!

So far I've only written one Dean AU: Smoke Eater. But off the top of my head, I have read a few...

Dean Winchester x Reader AU Stories:

(Many of these are on my SPN Fic Rec List.)

Hold On I'm Coming (firefighter!Dean) - @ravengirl94

Dust (Cowboy!Dean)

Dean Winchester Masterlist - @waynes-multiverse - She has a few Dean AUs to check out. I haven't read them all, but I love everything I've ever read of hers!

The Widow - @pink-sparkly-witch - She also has a firefighter!Dean story that I haven't gotten a chance to read yet: The One That Got Away.

The Guest House (Mechanic!Dean) - @deanwritings (In Progress)

Night Falls (FBI Agent!Dean)

Feral (Alpha!Dean/ABO) - @luci-in-trenchcoats - But she also has several other Dean AUs on her Dean Winchester Series Masterlist.

Carry On (Alpha!Dean/ABO) - @acreativelydifferentlove

You're Home (Alpha!Dean/ABO)

Iron Heart (Alpha!Dean/ABO) - @kittenofdoomage

Taste (Alpha!Dean/ABO)

Big Wide World (Alpha!Dean/ABO)

The Dangers of Hope (Endverse!Dean) - @dean-winchester-is-a-warrior

Things Learned and Unlearned

I can add to this list as I'm able to read more stories! ❤️ This is now included on my SPN Masterlist for future reference.

[call-me-mrs-winchester]

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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ALL RIGHTS RESERVED TO CALL-ME-MRS-WINCHESTER

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

*beside my writing, my works include : all banners, headers, dividers, and gifs that i use (which were made by me,) unless otherwise stated.

[alexsoenomel]

Camping Shenanigans

Summary: You like both brothers and you decide to go camping for Sam's birthday.

Pairing: Sam x Reader x Dean Winchester

Warnings: 18+ MINORS DNI , implied smut, kissing, fluff

Word count: 4.9k

Note: Not beta read. It has been sitting in my drafts for months. Enjoy!

Like/ reblog or both if you like it :)

"Camping? Are you serious?" 

"Yes, Dean, it's my birthday," Sam answered. 

"It was my idea," you chimed in as Dean shot you a death stare. "Kinda," You added.

***

It wasn't actually your idea. You just asked Sam a simple question:

“What’s something you always wanted to do but never had a chance to do it?”

He said camping. 

"Why do you ask?"

"Your birthday is coming soon!" You told him and stuffed your face with some scrambled eggs you decided to have that morning.

"So?" Sam was a bit confused. He never really cared much about his birthday. 

"Let's do something fun for your birthday. Every year is the same; Dean celebrates his birthdays hammered and dodging STDs like bullets, my birthdays are depressing because I'm always broke or sad or both, and yours…it's like you don't have birthdays." 

"So,do you wanna go camping for my birthday?" 

"Yes! And we can celebrate in nature with lots of alcohol." 

"I mean sure, but Dean's gonna –"

"Oh fuck what Dean says he's coming too."

***

"Kinda?!"

"It will be fun Dean, besides spending time in nature will be good for you," Sam said.

"Actually, concerning amount of booze and chicks with daddy issues are the only two things that are good for me, not this!" He still kept protesting.

"You're going, Dean!" Sam told him. 

"Fine, but if a snake bites me, I'm shaving your head!" 

"Yeah, yeah! Pack a bag, we're going tomorrow morning!"

"TOMORROW MORNING?!" Dean’s voice went an octave higher.

"Yeah, and I'm driving!" Sam smirked. 

"Not a chance," Dean simply said before taking a sip of beer. 

You and Sam found a wonderful campsite in Greenheart National Park in Wyoming and decided to book it, long before telling Dean. Two nights under the stars in the middle of nowhere sounded wonderful, but Dean still wasn't impressed. Even after telling him, it wasn't a traditional campsite – it had toilets, outdoor showers and all-inclusive breakfast, lunch and dinner – he still wasn't impressed. Dean being Dean - he was protesting and whining, right until you actually sat in his car and he started the engine. He didn't like the idea, but it was Sam's birthday tomorrow and he would go to the ends of the Earth for his little brother. 

The drive was long and seemed endless. Between trying to get comfortable, taking a nap, listening to music and eating snacks because of boredom, you couldn’t wait to spend time in nature and watch the stars. Sam was visibly excited, asking Dean every two hours where you were, explaining how to set up a tent, telling fun statistics about bear attacks which made Dean a bit uneasy. Sam’s inner child was slowly healing and yours was just happy to tag along. Dean's on the other hand…his inner child just wanted to get back to bed.

“This is going to be fun!” You laughed. “Dean, get ready to fight bears!” 

“Shut your mouth!” 

*****

After approximately 13 hours you finally arrived, far away from civilization. Everything was green, the sky was blue and the air was fresh. It was almost 9pm and even though it was May, it was a bit chilly.

"You will all get your tents, feel free to set up anywhere you like, but please don't go far away from the station," The bold man was speaking, aka the owner. He was a middle-aged man, very athletic and taller than Sam. Nice obnoxious smile too. "Dinner is in an hour and if anyone has to shower, showers and toilets are behind the gazebo. We will start the bonfire at 11pm if you wanna join. I'm making some good ol' homemade chips. Hope you enjoy your stay and please if you have any questions, concerns, I'm here."

"He seems nice," You whispered.

"Yeah, and bold," Dean added, clearly trying to sound funny. He tried and failed.

“He might be bold, but next to him you’re just a scrawny little bitch,” you clapped back, hoping it would sting him. 

“Ouch!” It did. 

Sam laughed.

*****

“So, do you want to share a tent?” You asked the brothers as they shared a look of concern. 

“Well…” Sam started, but was unable to finish his thought.

“Mmm..” Dean too.

They didn’t like the idea, so naturally you decided to go with it and ask the owner to give you the biggest tent he could find. “For the three of you?” The guy asked, pointing a finger at Blossom, Bubbles and Buttercup. You were the last one to get your tent. Some people already found their spot and set up theirs.  

“Yes, the biggest one please. I don’t wanna be suffocated by these two.” 

The guy chuckled. “Roger that!” He then went into the storage room and started rummaging through his things. After a minute he came back holding a large black bag. “Here you go!” He said and tossed it to Sam. “That will do!” He also gave you three sleeping bags and you were off.

“Thank you so much!” You said. 

****

You found your spot far away from people next to a pine tree that was sticking out from the rest of the forest that was behind you. The hill was beautiful, grass perfectly cut, the sky covered in stars like freckles scattered all over, while the air felt colder than an hour ago.

“I have no idea what I’m doing!” Dean said, trying to see which part of the tent goes where, while you used the flashlight on your phone to guide him. 

“Let me!” Sam said and gathered all the poles in one pile. He read a thing or two about different types of tents and recognized you got the one with a porch aka ‘the fancy one’. 

“Well happy birthday Sammy!” You told him. “Congratulations on being one year closer to death!”

“Wow (Y/N), you sure know how to make a man feel like crap!” Dean scoffed. 

“What’re you talking about Dean? I praise him all the time. Both of you!”

“Yeah, praise my ass!”

“You do have a great ass!” You winked at him. Dean just rolled his eyes and crossed his arms looking offended. 

Sam laughed at your joke. “Thank you, but it’s not midnight yet!”  ***

An hour later, Sam finally set up the tent and Dean was already on his second beer. This campsite was known for having unlimited amounts of booze and Dean was one happy camper when he found that out. Meanwhile Sam was really proud of himself for setting up his first tent. It was spacious and brand new. When you put the sleeping bags in, you realized you were going to get squished by the brothers. The tent was big, but not big enough.

You liked that idea, considering your long history of liking both of them and not being able to decide. It had been over ten years and you still couldn’t decide. They both had qualities you desired in a man and were special in their own way. Sam’s height and intelligence made you want to climb him like a tree and never get down, while Dean’s perfect smile and snarky humor made you want to make him whimper under you. They were childhood friends and lived across the street, and since your parents liked to hang out you would see them almost every weekend.

Once they moved across the country you still stayed in touch - texted and called every once in a while, but your heart was aching for them. You missed them dearly. It all fell into place once you saw Sam one random Monday morning on campus at Stanford and your shenanigans started again. Dean decided more education was too much for his brain, so he opened a small music store in San Diego and was doing surprisingly well. You started hanging out again, going to pubs, having movie nights, game nights…

You and Sam would also visit Dean and everything seemed to make sense once again. You were like three peas in a pod – same but slightly different.

Over the years you learned how to ignore your feelings and push those thoughts away, and yet sometimes you'd catch your stomach flipping every time they would bring up past relationships or flings. They both didn't want to settle down, and while you liked the idea of it, you were picky and hadn’t found someone who was worthy of you to settle down with.

"Shower and alcohol?" You asked Sam, since Dean had already showered and was now on his third beer.

"Yes please."

Showering in nature was a first for you. You thought you were going to freeze but surprisingly even though you did, it felt amazing on your skin. You enjoyed the wind making you shiver. 

“How was it, Sam?” You said, stepping out of the shower in nothing but a towel. Sam actually took the time and got dressed in the wooden shower cabin.

“Cold.” He answered, his voice shivering. His wet hair was slick back, a blue shirt accentuating his muscles, while the gray sweatpants he wore particularly outlined his cock, making it hard to focus.

The things I’d do to that man are ungodly and borderline illegal.

SNAP OUT OF IT!

“And refreshing,” You added. 

“You should get dressed before you get sick.” 

“Okay, mother!” You rolled your eyes and went back to the tent.

Anything for you, handsome!

***

Dinner was delicious – Dutch oven mac and cheese. Everybody got one big full plate and it was better than you could imagine; very salty and cheesy.

It was nice to sit and look at the bonfire while eating your favorite childhood meal but soon you just wanted to get away from the people and loud noise. You stuck around for a few minutes, watching the fire and chatting with a few nice girls you met while waiting for dinner before your social battery completely died. You excused yourself and left. You weren’t in the mood for small talk anymore – Sam and Dean were a lot better at it than you and they were a lot more social too. You decided to watch from afar and sit on the porch swing that was looking directly at the bonfire surrounded by people having a great time. You were sipping your beer watching the fire go wild as the bold guy threw a few branches, making it stable enough to actually start making his homemade chips in the skillet. You felt like a kid again. The beer was just enough to relax you even though the taste wasn't the best. The stars decided to shine that night, while the crescent moon was too shy to show its whole face.

“Having fun over there?” You heard a familiar voice and saw a shadow of a person approaching you. It was Dean. 

“Yeah, just don’t feel like talking to people,” you told him. 

He sat down next to you and put his beer bottle next to yours. You exchanged looks in semi- complete darkness and made a toast. 

“Cheers!”

“Happy birthday to Sam!” You said, looking at Sam who was talking to a guy much shorter than him.

“I swear it was yesterday he was learning how to walk,” Dean told you. 

“You sound like my mother,” You chuckled.

Your mind was getting tired and since the swing was made out of wood, you were struggling to get comfortable. Your head decided to rest on his shoulder as you took a sip of your beer, eyes still on Sam. Your hands wrapped around his arm as you lifted your legs on the swing. His arm was firm and he smelled too good for your own good – something between leather and pines surrounding you. He seemed to be tense though, or at least that was what you thought.

“Dean, I don’t bite, unless you want me to! Relax!”

You couldn’t see but he just rolled his eyes and scoffed. “I’m relaxed!” 

“Well damn, you have been working out then!” You decided to compliment him. As much as you loved roasting him, making him feel good was also important to you. 

“Not so bad for a scrawny little bitch, huh?” 

“Shut up!”

***

The night was growing cold and you were getting tired. You didn't know the time, since your phone was back in the tent, but one thing you knew – it was time to go to sleep. The Winchesters were having a great time lingering in the crowd so you decided to leave them to have their fun and go to sleep. 

"Guys, I'm gonna go hit the sack!" You shouted from afar, since you saw, they were talking to someone – a man you didn't know and didn't want to know.

"Are you sure, (Y/N)?" Sam asked.

"Yeah I'm tired! Good night, guys!" 

"Good night!" They said in sync.

You snuggled up in your sleeping bag, shivering from the cold and realized; since you were sleeping on the ground you won't be able to get one hundred percent comfortable so the only logical thing was to take melatonin for sleep. That magic pill could make any surface feel like clouds and on top of that made you actually have nice dreams, since you didn't dream as much.

You took one pill and chugged a good amount of water. You were out in about 45 minutes.

***

Sam's lips were on your neck, kissing, biting, making you shiver; while Dean's lips went lower and lower. You didn't know which name to moan first, hell, you didn't know where you were, but it was blissful and a whole lot of sinful.

Dean's lips reached your panties and before he moved them to the side, he placed a kiss making you squirm. Sam's large hands were playing with your breasts while he couldn't separate his lips from your neck.

As soon as Dean's tongue touched your throbbing clit, you arched your back in pleasure. He was slow, and with the combination of Sam's rough kisses, your body was overwhelmed and feeling nothing but intense pleasure.

"Dean!" You whispered. “Dean!”

"(Y/N)?" Dean mumbled, his eyes half open, even though he couldn't see shit. 

"Sam! Fuck!" This time, a whisper, sounding more like a light moan of his brother's name.

"You kiddin'?" He was now fully awake and fully aware you were in fact not trying to wake him up.

"So good!" 

"I'll be damned!" He whispered, not really sure what to do. Sam wasn't saying a word so he figured he was in a coma since he had too many beers a few hours ago. You were squished between them but somehow ended up being closer to Dean so he decided to snap you back to reality.

"(Y/N)!" He whispered, this time a little bit louder. "Wake the hell up!" He said, trying to shake you to wake you up.

"Huh, what?" You finally mumbled as he violently pulled you back to reality. It took you a couple of seconds to realize it was, all in fact, just a dream.

"You snore like a buzzsaw!" He lied.

"Oh sorry!" 

And without saying anything else, you both went to sleep. It took Dean a couple of minutes though, since he couldn't stop thinking about what he heard.

Dirty girl. 

Was the last thing he thought before passing out.

****

The next morning you woke up well rested but in pain. Your body felt stiff until you stretched and actually got out of the tent. It was cold during the night, the air was fresh, but with the first rays of the sun came the heat, and you weren’t awoken by the sound of your alarm, it was the heat and stuffy air. When you looked at your phone, it was almost eight in the morning and time for breakfast. You were alone in the tent, Sam and Dean were already up. You got your toothbrush and toothpaste and went to do your business. You couldn't stop thinking about the damn dream. It was too vivid for your own good. The way Dean kissed you with his perfect full lips, Sam’s hands on your hot skin, their moans, groans and big girthy co-

“Good morning, princess,” you heard Dean say as you waited in line to get your breakfast sandwich, still sleepy. He wasn’t a morning person whatsoever so hearing him sound this jolly was strange. 

“Morning,” you didn’t even bother to look at him as you turned around and went to find a place to sit. People were already chatting, having their morning coffees and enjoying the fresh air, while you struggled to exist. It was too early to think, too early to speak and too early to be a human. 

Dean followed you after he poured himself another cup of freshly made black coffee. 

You lazily opened your sandwich from the wrapper and took a first bite; ham, cheese, ketchup, lettuce…usual stuff. It was a little dry for your taste buds, but it wasn’t bad. 

“How did you sleep?” Dean asked, sitting next to you. 

“Like a baby,” You mumbled, chewing. You could feel his eyes on you, as you turned to look at him, he was indeed staring back at you with a little smirk on his face. “What?” 

“Oh I bet you slept real good,” he teased. His deep and raspy voice was too close to your left ear, sending shivers down your spine, all over your body. You ignored it.

“What are you implying, Winchester?” You asked, genuinely confused, not really thinking about…oh. OH! You remembered. The dream. Maybe he heard you mumbling in your sleep. Do I sleep talk? You still played dumb.

“Dream a little dream of me and Sammy, eh?” His smirk was still there, you knew he wasn’t going to let it go. 

“I have no idea what you are talking about.” You replied. “Where’s Sam?” 

“He went Dora the explorer around the park.” 

Sam was both night and day. He enjoyed both darkness and light. The darkness was for reading and the light was for hiking and jogging.

After you finished breakfast, you poured yourself a cup of coffee that was now lukewarm. It still tasted like coffee when it touched your lips and still gave you that kick you needed. 

Dean was still keeping you company for some reason, he was close, too close and kind of getting on your nerves. You had a feeling he wanted to ask you something but swallowed all the words in the English language. You assumed what he was curious about, you just didn’t want to embarrass yourself. We are our egos after all, and in time we learn how to tame that part of ourselves and not let it control us. You weren’t going to blush and get flustered in front of Dean Winchester.

“What’s the plan for today?” You asked. 

“Did you dream about sleeping with me and Sam?” Dean evidently didn’t register your question. And he finally found the words. You choked on your coffee not expecting to be hit with a question. You didn’t expect that kind of question.

“You did!” He said as his face lit up in a second. 

“No, I didn’t.” 

“Yes, you did.”

“No, I didn’t.”

“Yes, you did.” 

He was a child. A man-child. He wasn’t going to let it go, not until you confessed. Sighing in frustration, you calmly put down your coffee-stained mug and looked him in the eyes. They were beautiful, greener than the forest around you.

“I did,” you confessed. 

“Yeah, I know I heard you,” he smiled, showing off his perfect teeth. He was beautiful but you still wanted to punch him in the face. 

“Can I drink my coffee in peace now, please?” 

“Yes, you may, sinner.”

The embarrassment you felt disappeared as soon as you saw Sam coming back from his little, to quote Dean, ‘Dora the Explorer’ adventure, all sweaty and ready for a shower. You weren’t embarrassed, you were horny. 

“Morning!” 

“Morning Sam!” You spoke. 

“Sleep well?” 

“Oh yeah, you bet she did!” Dean told him. You rolled your eyes.

Sam gave him a confused look not getting the joke. He doesn’t know.

“Awful, your brother kept making happy noises all night,” you lied. Figured you would get back at him for being a dick. Dean’s mouth slightly opened. 

“Dude, gross!” Sam’s reaction was more than welcome considering Dean hadn’t stopped annoying you ever since you had a bite of that dry sandwich. Once he left to shower, you turned to his older brother. 

“Don’t fuck with me!”

***

The day was cloudy and cold. Some people were playing board games and listening to music, some were reading their favorite books, while others went to explore the national park. You immersed yourself in the book you were currently reading, while Sam and Dean played Monopoly under the kitchen gazebo that wasn’t just a kitchen, it had a space for everything; space where you could sit and relax, a table, and two couches placed right across each other. A multipurpose gazebo: kitchen, dining room and a living room. Well, Sam was teaching Dean how to play and Dean was losing and cursing every few minutes.

“You were never good with money, Dean!” You chuckled, eyes still on the page you were reading.

“And you’re loud!” He sassed. You lifted your head to look at him and he just gave you a wink. You knew damn well why.

You elected to ignore it. 

Soon enough, it was lunch time: delicious goulash and for dessert, a slice of apple pie. 

“Warrior food!” Dean said, stuffing his mouth. 

He wasn’t wrong. The food was fresh and absolutely delicious. 

“Do you guys want to play volleyball after we eat?” Sam asked. 

“You’re joking?” Dean lifted his eyebrow. “I don’t do sports and I especially don’t do sports after lunch.”

“Grandpa!” You said and told Sam to count you in. 

 A few minutes later, the bald, good-looking dude came to say there was going to be another party, from 7pm to when everybody goes to sleep. He also said there was going to be lots and lots of alcohol considering it was a goodbye party. Dean was excited, you were too busy reading your book and Sam finally bankrupted his older brother. 

You ended up playing volleyball with Sam for almost two hours. He asked the bald guy if they had any volleyballs after lunch and the guy was more than happy to be of service. There was a small chunk of land which they turned into a volleyball court, far away from people who were hanging out around the gazebo and far away from Dean who decided to take a nap after eating too many slices of pie.

“Are you enjoying your birthday so far, Sammy?” You asked as you served him the ball which, he slammed a little too hard and it flew across your head. 

“Oops!” He said with an awkward smile. “Best one so far!” 

“Told you!” You raised your voice going a few steps away from the court to get the ball.

As you were playing and growing tired, you couldn't help but notice how tight his black t-shirt was, perfectly hugging his body as he started to sweat. His hair still a little damp, slick back and tucked behind his ears, his lower lip between his teeth trying to concentrate on the ball in the sky – the man was simply gorgeous. It was hard to concentrate on the damn game when your mind wandered.

How does his lips taste? Does he have a big dick? Probably. The man is huge. FOCUS! 

So many questions and no wins.

After losing 3:0, you decided to take a shower and get ready for the party. You were in the mood to drink and not get nervous around both brothers.

It was getting cold, so after a quick cold shower, you decided to wear your favorite pair of gray sweats and a very old Led Zeppelin hoodie your dad gave you a long time ago.

People already started drinking by the time you finished getting ready. 

"Hey, nice hoodie you got there!" Dean commented as soon as he saw you. One of the things you absolutely adored about Dean was his awesome music taste. You were both old schools. 

"You've seen me in this at least a hundred times Dean!" You chuckled. 

"And every time I'm going to tell you how awesome it is," he said proudly. "Where's Sam?" 

"Showering." 

"Again?" 

"Yeah, you know Dean, after physical activity you get all sweaty and gross," you told him and took a paper cup filled with red wine from the table under the gazebo. Suddenly, the familiar melody of Toxic by Britney Spears blasted through the speakers.

"It was sweaty and gross alright," Dean joked and like always, you rolled your eyes, and took a sip of the wine. It wasn't too sweet and definitely was cheap considering how watered down it was.

***

After three cups, you grabbed your fourth one as your vision started to blur. Your thoughts were scrambled, between being nervous because of Dean's annoying teasing, and not giving a flying fuck about anything and just wanting to let loose, but there was a sense of tranquility in them. You loved the idea of him knowing your dirty thoughts, and you loved even more watching Sam being simultaneously confused and stunning while listening to you two bicker. The alcohol wasn't helping you. The undying need to be in a delicious Winchester sandwich only grew stronger with each sip…

You saw Sam coming from the toilet after the shower and something in you snapped. You swallowed nervously before chugging the rest of the wine and decided to toss all the fucks you had out the window. 

“Hey, handsome!” You said, seeing his face change from content to a little nervous. You'd never called him that. 

“Hey!” Was all he could muster.

“In the mood for a drink?” 

“Sure,” he said. “But only one, and I'm out. I’m tired.” 

“Okie dokie.”

Sam's drink of choice was beer. Dean was somewhere in the crowd, nowhere in your sight. Perfect.

“Cheers!” He said. No matter how big or small his smile was, his dimples would always show on his cheeks and you found it adorable. He was adorable and his lips were much more kissable after almost four cups of wine. 

“Cheers,” you smiled back. “To you Sammy!” 

“I didn't tell you but you're a solid volleyball player.” 

You raised an eyebrow. “A solid player? Really? You won 3:0.” 

“Well, yeah because you're short, and for some reason your focus was nonexistent but your serve was excellent.” 

“I'm short?” You weren't offended by any means, he was in fact much taller than you, but still surprised he said it so bluntly. 

“Short and sweet?” He corrected himself with an awkward smile before taking another sip of his beer. 

“Sweeter than sugar, sugar,” you didn't know where that came from. It sounded kind of lame, you thought, so you quickly changed the subject. “And my focus was nonexistent because of your sorry ass.” You said before playfully tapping him on his shoulder.

“Me?” 

Something about the innocence of that man made you absolutely feral. You had a feeling he wasn't so innocent behind closed doors. The idea of his lips on yours didn't want to leave your mind as your eyes couldn't stop staring at him with pure, drunken adoration. 

“(Y/N)?” 

You wanted to speak but something told you to not use a single word of the English language. Instead, you pulled him by his black hoodie and crashed your lips on his. Surprisingly, he didn't pull away, his body was stiff for a few seconds before letting go and deepening the kiss, making you balance yourself on your tiptoes. You felt him cup your left cheek with his free hand as you bit his lower lip, earning a moan from him. His nose crashed against yours, tasting alcohol mainly from your lips, Sam felt his cock getting hard. It hit him that he was wearing gray sweatpants so naturally that was a sign to pull away. People around you were too busy singing ABBA songs to give a fuck. 

“Well…” Sam said, not knowing where his thoughts were as he instinctively looked down and saw the outline of his cock. “Crap.” 

Your gaze followed and you were happy it did. He was big, bigger than you'd imagined.

"Sammy, is that a gun or you're just happy to see me?” You winked. That was horrible. 

“Shut up,” he sassed back, giving you a bitch face he would always give to Dean.

He covered his groin with his hands, looking around awkwardly to see if anyone was looking. Of course they weren't. Everybody was either drunk or high or both. 

Suddenly Sam's gaze was fixed behind you as he visibly clenched his jaw. You turned around and of course it was Dean.

“Oh there you are!” You said with enthusiasm and kissed him, pulling him closer by his jacket. 

Sam was stunned, while you could feel Dean smiling before kissing you back and letting you put your tongue in his mouth. You wrapped your arms around his neck and enjoyed the softness of his puffy lips on yours. He was a lot gentler than Sam – more innocence but still the same amount of passion. 

When you finally broke away, your drunk self just mumbled, “You two are irresistible.” 

Sam was still visibly confused while Dean couldn't stop smiling. 

[holylulusworld]

The one that got away (1)

Summary: Your best friend breaks your heart.

Pairing: AU!Dean Winchester x fem!Reader

Warnings: angst, unrequited feelings, time jump, regret

A/N: This is a little gift for @elle14-blog1 for her birthday. It’s today, so happy birthday, lovely. And, I decided to turn this story into a mini-series. 😁

The one that got away masterlist

Dean Winchester would never break your heart. Right? He’s your best friend. You used to be thicker than thieves. Until. One day. You decided to tell him how you truly feel about him.

You wanted more than being his best friend. So, one day you decided it’s time to step up for yourself and tell him you want more. Much more.

Sadly, Dean didn’t require your feelings. He stammered your name, telling you he was sorry, but doesn’t feel the same. It was worse that he hugged you and told you he’s going to be your friend if that’s enough.

You shook your head and choked out his name. “No,” you said, your voice barely above a whisper. “I think we cannot be friends any longer. I love you, and it’s killing me inside. If you are my friend, you’ll understand that we can never see each other again.”

That day, you walked away with a heavy heart and tears in your eyes. Deep down in your heart, you knew it wasn’t his fault. Sometimes you just fall in love with the wrong person. You cannot force them to love you.

This doesn’t mean it won’t break your heart to cut ties with them…

A few years later, …

Today is a good day. It’s not only your birthday, but the day conference you have been waiting for. You just got a promotion and love your new job. But the best is, that you feel cute and self-confident in your brand-new dress. 

“Y/N, are you ready for the conference?” Your colleague asks. She nervously tugs at her blazer; eyes darting from you to the arriving participants of the conference. “I’m a little nervous. Uh-I hate talking in front of people.”

“Just imagine them naked and you are golden,” you chuckle at your own boldness. She gasps at your words and slaps your arm. 

“That’s not helpful.”

“Hmm…” you nod and drop your eyes to the notes in your hands. You’ll be the one opening the conference and now, you are a little nervous too. “Maybe we should take a deep breath and relax a little. They are all people, and no one is going to bite us if we make a mistake.”

“I wish I could,” she whines. “Wish me luck, Y/N. If I embarrass myself in front of all these strangers, I’m going to drown my sorrows in cupcakes.”

“Phew, I made it.” Half an hour later your colleague stands next to you, sighing deeply. “I won’t do this again. I’m telling you; my panties are soaked.”

“What?” You choke on your spit.

“I sweated like a nun in the church,” she whispers. “I wish you look. I’m going to grab the largest coffee and a dozen cupcakes to celebrate I didn’t embarrass myself.”

You chuckle as someone calls your name. It’s your turn to hold your speech, and you only hope you won’t ruin this. Speaking in front of many people is not your favorite task, to be honest.

While you walk toward the front of the room, you feel all eyes on you. 

You take a deep breath and sort your notes. “Hello, and welcome. We have been looking forward to this conference. All of us.” You smile at the people listening to your words. “Let me introduce you now to our newest project. The one we will be working on together. Cheryl will guide you through the presentation. You can ask me and her questions later.”

Cheryl, your assistant starts the presentation, and you step a little to the left to take the only free seat next to a man who has his back on you and the presentation. 

“Sir, you should turn around. The presentation is—” Your heart stops beating for a minute when the man turns around. A pair of familiar green eyes meet yours. You just stare at him – the man haunting your dreams and thoughts.

“Hello sweetheart,” he casually says, as if you parted ways just yesterday. Dean smiles that million-dollar smile making a woman weak in the knees. Damn him, he still can make your heart race. “How have you been?”

Dean watches you nervously shift in your seat. The presentation and your assistant long forgotten, you drink his features in. There are a few lines around his eyes, and his hair is a little longer. He’s wearing an expensive suit and a tie, but he still looks like the cocky guy who used to be your best friend.

“Good,” you finally reply. “You?”

“Good, I guess,” he clears his throat. “I mean, I like my job, and I still got my car.”

“Baby?” You can’t help but smile. “How is the pretty lady?”

“Still pretty,” he leans closer and brushes his thumb over your thigh. “Not as pretty as you, sweetheart. You look pretty in that dress. Blue suits you.”

“Now you try to charm your way out of this unexpected encounter,” you slap his hand, and chuckle. If only your heart would stop beating out of your chest close to him. “How’s Sam?”

“He’s a lawyer now, and married to Jess,” he says. “You remember the blonde he met before you left town?”

“She was nice.” You clear your throat. “They made a cute couple. I knew there was something special between them.”

He nods, but his eyes sadden a little. “So…are you already married to Mr. Fantastic?” 

“No, I—” you fake-cough. “I was busy making a career and building a life. I didn’t have the time to get married and such.”

“Same. I’m still the untamable bachelor looking for the one.” Your heart flutters when he looks at you. There is something in his eyes you didn’t see before. Sadness, or regret maybe.”

“Yeah,” you nod in agreement. “Finding the one is hard. People are…you know.” You shrug. “It’s difficult to fulfill all the things they look for in a partner. I didn’t fulfill anyone’s standard yet.”

“Y/N, you are perfect. Why would you want to change for a guy?” He squares his jaw when you look away. Dean knows who made you feel this way. 

Cheryl calls your name, and you reluctantly leave your seat to talk about your presentation and the project. 

Dean watches you every move. He licks his lips and leans back in his chair. Dean nervously runs his hand over his thighs, trying to calm his nerves. Seeing you after such a long time woke a longing in him.

There is more than the flutter in his heart when you shyly glance in his direction. If he allows himself to be honest, Dean knows that deep down in his heart he let his soulmate go back then… 

The one that got away (2)

Tags in reblog.

[whipitgod]

Totally Normal, Non Romantic Bro Moment

Dean x Castiel

oneshot - wc: 2k

summary: Dean is the only one who doesn’t realize he’s dating Cas

warnings: blatantly and boldly ignoring canon, a little crack-ish as per usual, some light swearing and little bit of spice (they kiss but that’s it)

a/n: Thank you for all the support on the last few oneshots!! this is the first time i’ve ever written for destiel or supernatural so it might be a bit ooc! If you like this remember to leave a like/reblog! maybe even follow me :D! Happy reading!!

!!!!REQUESTS ARE OPEN!!!!

“Sammy!” The sound of his brother calling his name makes Sam sit up quickly, having dozed off whilst trying to finish a book he had started ages ago but could never manage to find the time to complete. He pushes himself off his bed with the intent to meet the older Winchester in the kitchen where he heard him yelling from. Before he even has a chance to reach for the door handle the door flies open, Dean entering the room with a startling amount of aggression.

Sam puffs out an irritated breath at the man's behavior, “Of course you can come in-” he pauses slightly taking in the flustered nature of the hunter now pacing back in forth and grumbling quietly to himself; a look of concern crosses Sam’s face, mouth turning down slightly, “Are you alright, did something happen?”

Dean’s head snaps towards him then, looking at him for the first time since he had burst into the room, “Yeah, i’m fine man,” he gets a look on his face like he tasted something bitter before rushing out an agitated, “no actually i’m not fine.” Sam tilts his head slightly at this urging Dean to continue with a wave of his hand; Sam notes that the man has yet to stop pacing.

“Bobby said someth’n weird earlier that's got me thinking,” Dean hesitates for a moment almost like he’s second guessing even bringing it up, “he uh,” another slight pause, brows furrowing, “he seems to think i’m dating Cas.” he takes a deep breath after he says this, a common action when he gets too worked up over something.

The younger Winchesters' brows crease in confusion at this, Dean taking this as a sign that his brother finds the notion absurd lets out a relieved breath. His relief is only short lived, Sam shaking his head slightly before questioning, “Is that it?” Dean's expression hardens, agitation returning and causing his shoulders to tense.

“The hell do you mean ‘is that it’, this is a big deal!”

Sam lets out a small laugh at his brother's frustration, “Was he not accepting?”

The anger leaves Deans features, a look of confusion taking it’s place, “The fuck does that mean?”

“Was he not accepting of your relationship with cas?” Sam now wears a look of confusion mirroring Dean’s. The older man stops pacing at this question, brows furrowing even further than Sam thought possible.

“What relationship?” The anger gone from Dean’s voice, tone now mired in confusion.

Sam looks at his brother like he’s lost his mind, “The relationship you have with Cas,” he searches Dean’s face for any sign that the man is joking, not finding any he pushes on, “You guys have been dating for months.”

Dean seems to short circuit at this, blinking several times before letting out a disbelieving scoff, “I am not dating Cas,” a nervous laugh escapes him, “That’s insane, I knew you were crazy but not that crazy.”

Sam stares blankly at him and Dean rushes to continue, “I mean the idea of Cas and I dating is laughable,” another nervous laugh accompanied by a growing redness in his face, “Why would you even think that?”

Sam’s eyebrows shoot up in disbelief at the question, a sharp bark of laughter leaving him before he can stop it. He tries again to find any sign that his brother is joking but the man's expression is steely, jaw clenched in frustration, “Oh wow, you’re serious.” At this Dean lets out an angry huff opening his mouth to start speaking before closing it again, teeth grinding together.

“For starters, you guys act like an old married couple all the time,” Dean opens his mouth to disagree but Sam cuts him off, “you guys also frequently gaze into each other's eyes for extended periods of time.”

“We do not!”

“Just last week you guys had a whispered discussion before staring into each other's eyes for five minutes,” Dean’s expression turns contemplative, “five minutes might not be accurate actually,” Sam thinks for a moment, “It was probably longer, I didn't stand around to time it.”

Dean releases an irritated noise before rushing to defend himself, “We were having a moment!” Sam’s expression turns amused at the sentence and Dean jumps to amend it, “A bro moment! A totally normal, non romantic bro moment!”

Sam quirks a brow at this, a teasing smile threatening to overcome his features. Dean lets out another frustrated sound, “It’s a normal dude thing, it’s what pals do!” Sam kind of wants to let Dean continue floundering, if only to see how many synonyms he can find for the word ‘bro’; he decides against it, deciding to put Dean out of his misery.

With a gentle sigh the younger man pushes himself up so he’s sitting fully upright, “Bobby and I aren't the only ones who think you guys are together,” He thinks for a moment, “Actually, I'm pretty sure you are the only one that doesn't think you guys are dating.”

Dean is quiet at this causing him to continue, “I don't know man, it's something you should think about,” Sam stands and walks over to the door with the intent to find something for dinner, “maybe you should talk to cas about this.'' With that he pulls the door open not waiting for the other man to respond, and without sparing another glance in Dean’s direction he walks down the hallway towards the kitchen.

Dean stands motionless for a few minutes before managing to snap himself out of the daze the conversation had left him in. Shaking his head in an attempt to clear his thoughts, he makes the short trek to his own bedroom; Closing the door behind him and letting out a breath he didn't know he had been holding, he lets his mind wander to memories of all of the interactions he and Cas had had recently.

Sure they were close, their relationship probably closer than most other mens, but that didn't mean they were together! Sure they had kissed a few times when they were both a little too drunk but that didn't mean anything! It was normal to kiss your bro when you had a few too many. This line of thinking does nothing to quell the internal turmoil he was feeling; his mind now stuck on memories of the kisses they had shared on rare occasions that were never discussed once they were sober.

Dean huffs a bitter laugh, “I don't even like men.” The phrase feels wrong as it leaves his mouth. He had never really given much thought to whether or not he liked men, but now that he was thinking about it he’s met with a startling realization, “Oh god, do i?”

He thinks back to all of the men that he had ever found attractive, the ones he was a bit too fascinated by; having written off the fascination as a friendly interest at the time, he finds himself realizing that some of the interest really wasn't all that friendly.

His mind wanders to cas, remembering all of the things they had done together that had, at the time, seemed innocent and friendly; now that he’s looking back on them they seem to be a little bit too intimate to be friendly. There was also that one dream he had a few weeks back that had made being around cas very awkward for a few days, the memory of the dream alone making his face heat up. He loses track of the amount of time he stays lost in thought, his mind spinning in circles as he thinks about the dynamic he has with the angel.

He reaches a conclusion that makes him suck in a sharp breath, “Oh god, i'm in love with cas.” It comes out as a disbelieving whisper. He doesn't know what to do with realization but now that he’s said it outloud it feels like the most obvious thing in the world.

A Few Days Earlier

Dean can’t help but watch Cas's side profile as the man takes another swig from the almost empty bottle of whiskey; Dean had tapped out before the bottle had even been opened, the angel needing way more alcohol than Dean could stomach to even get a buzz. The hunter isn’t quite sure how many bottles of assorted liquor cas had drunk at this point but it was clear the man was feeling the effects of them, his eyes a little droopy as if he was struggling to see clearly. Dean wasn’t in much better shape, his eyes struggling to focus as he watched the angel’s Adam's apple bob as he drank. Without realizing that he was even moving he reached up and grabbed the bottle from Cas's hands, taking a quick drink of it before setting it down in front of them.

“I think you’ve had enough.” Dean's tone is light when he says this, almost teasing. Cas meets his eyes with a dazed smile and Dean’s eyes get stuck on the curve of his lips.

He wants to kiss him. The thought doesn't scare him like he thinks it should, he supposes it wouldn't be the first drunken kiss the pair had shared; alcohol acting as a cover for the real emotions at play that Dean really didn't want to deal with.

Before he can think better of it he leans in, cas letting out a surprised noise as their lips meet before melting into the kiss. The thought that they shouldn’t be doing this crosses Dean's mind but he stamps it down quickly when he feels cas reach up and tangle his fingers in his hair. They stay like that until dean pulls away slightly to suck in a few panting breaths, their foreheads stay touching as they stare into each other's eyes. Dean remembers, bitterly, that tomorrow this would become another one of the little moments that he's too afraid to discuss. With that floating around his head he leans back in with a little bit more force than necessary, their teeth clacking together as their mouths meet.

Present Day

He blinks away the memory, shaking his head slightly and digging in his pocket for his phone, he finds cas’s contact and hesitates for a moment before hitting the call button. The sound of the phone ringing does nothing to calm the anxiety he’s feeling but before he can second guess himself cas picks up.

Cas answers the phone with a soft, “Hello?” and dean feels his heart in his throat.

“I think I'm in love with you.” He had not meant to blurt it out like that, and he curses quietly to himself as he waits for Cas's response.

“I mean it would be kind of weird if you weren’t given that we’re dating.”

Dean pauses at this, a flood of emotions hitting him and causing him to let out a sound reminiscent of a gasp, “What?”

“We’re dating,” there's a pause from cas and the rustle of papers being moved, dean briefly wonders what he’s doing before he realizes what the man had said. Dean's mouth opens and shuts a few times as he struggles to find the appropriate words.

Cas continues speaking, seemingly oblivious to the internal struggle that Dean is having, “We had a date a few days ago,” more rustling, “we got pizza and then got drunk and made out.”

Dean is at a loss for words, he lets out a choked sound before starting to laugh, the kind of laugh that makes your sides hurt. It takes him a minute to regain his composure, wiping a tear that had escaped during the laughing fit he takes a deep breath before responding, “Yeah i guess we did.”

“Are you feeling alright?” The question sounds so sincere it almost causes Dean to spiral into laughter again but he manages to hold it in.

The hunter pauses for a moment thinking about the question, “Yeah,” he’s smiling so hard his cheeks are starting to hurt, “i’m great.”

[luci-in-trenchcoats]

Imagine...Dean Dressing Up To Impress Your Family

Pairing: AU!Dean x reader

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“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.”

______