#AU!Dean

[luci-in-trenchcoats]

The Dark Lord (Part One)

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

Pairing: Dark Lord!Dean x employee!reader

Word Count: 2,500ish

Warnings: language, briefly mentioned torture/killing

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

________

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

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

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

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

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

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

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

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

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

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

At least you had good coffee before your demise.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

Donna laughed, urging you to walk forward again. 

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

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

“Wonderful.”

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

What the fuck was happening?

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

The Next Morning

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

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

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

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

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

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

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

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

________

A/N: Read Part two here!

[holylulusworld]

The one that got away (2)

Summary: Your best friend breaks your heart.

Pairing: AU!Dean Winchester x fem!Reader

Warnings: angst, past unrequited feelings, regret, reunion

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. 😁

Catch up here: The one that got away (1)

The one that got away masterlist

The one that got away. Dean scribbled the words on his notebook over, and over again during the conference. 

He didn’t hear a thing you and your assistant or the other people said. All he did was stare at you, his former best friend.

“Damn, sweetheart,” he curses under his breath. “You are rocking that conference, huh? All eyes seem to be glued to you.”

“What?” You ask as Dean seems to talk to himself. “Did you hear me? I asked if you could hand me the laser pointer.”

“What?” Just now Dean realizes you are standing right in front of him. 

“The laser pointer,” you sigh and point at the laser pointer. “You are trying to write with it. It’s mine and I need it for the last part of my presentation.”

“Oh, sorry. I thought it was my pen,” he sheepishly looks at the laser pointer in his hand. Dean huffs. He’s not himself today. Not at all. Usually, he’s controlled and can keep his shit together, even if his life is falling apart once more. Not today.

“No problem,” you fake a smile. “I know you like to grab shit that doesn’t belong to you and charm your way out of it.” You give him an icy smile. “So, enjoy the rest of the conference.”

Dean hums, and watches you walk back toward your assistant. He shakes his head. If only he could shake off the feeling that he lost something more than his best friend when he let you go. 

His heart beats out of his chest when you look his way. You drop your gaze and pucker your lips. A habit he learned to love. 

“She’s good,” the guy next to him tries to make conversation. “No wonder she got the promotion. Smart, cute, and pretty. A pity she doesn’t go out with colleagues…or anyone else. Maybe I should ask her out one day.”

“You better not,” Dean grunts. “I heard she’s got a boyfriend.” He dips his head to glare at the man. 

“Really. Crap, I’ve missed my chance. I can’t believe she found someone. Last month she was still single.”

“Well, her best friend came back into the picture and laid claim on this beautiful woman,” Dean narrows his eyes, a silent warning for your admirer. “She’s taken, buddy. You should move on to someone else.”

The conference goes on for another two hours, but you are ready to hide in your bed and sleep for hours. The adrenaline helping you through the conference and the encounter is wearing off and you are just tired and heartbroken.

“Ready to leave this place?” Dean suddenly stands behind you to look over your shoulder. “I thought we could grab a snack or have dinner tonight.”

You turn around to face the man who broke your heart years ago. 

“Do you honestly believe I want to have dinner with you? We haven’t seen each other for a year. Now we are meeting again, and you want what? Rekindle? Become my friend again? What do you want, Dean?”

He sighs. “Sweetheart, I know I hurt you back then, but can we not talk? I’ve missed my best friend. Please, give me one chance. If you don’t want to see me again, I’ll leave you alone.”

“Promised?” You size Dean up. “If I don’t like what you have to say, you will let me go and never bug me again.” 

“I cross my heart and swear it, Y/N,” Dean crosses his fingers behind his back. He finally met you again, and he’d be damned if he risks losing you again.

“So…” Dean looks at the food in front of him. “How have you been? Any pets? Men? New hobbies?”

“I’ve got two cats,” you smirk darkly. “And they are not a hypoallergenic breed. If you get too close to them you’ll die.”

“I won’t die,” he smirks and scoots a little closer to you. “Only sneeze a little. Sneezing can be damn sexy, sweetheart. You can help me blow my nose and all.” 

You chuckle and steal a fry from his plate, earning a slap to your hand. “Hey!”

“I don’t share my food,” Dean grunts. “I mean, if we were on a date, I’d share my food.” He snickers when you steal another fry. “I was joking, Y/N.” Dean hastily says when you make a face. “You really think the worst of me, huh? I didn’t change so much. I always shared my food with you.”

“I remember our last encounter vividly, Dean,” you snap at him and hate yourself for it seconds later. “Sorry, that wasn’t fair. It’s not your fault that I was in love with you back then.”

“Back then?” He quirks a brow. “You mean, that you’re over me?” Dean shifts in his seat. 

“Dean, it’s been years. Maybe I had a crush on you but—” you bite your tongue. It’s hard to think straight close to him. If you let slip that your heart still aches for him, he will break it all over again. It’s better to pretend that you don’t love him anymore.

“That wasn’t a crush,” he grabs your hand and holds it in his hands. “That was love…is love. I mean…” Dean sighs. “I don’t know how to describe it. But when I saw you today, you took my breath away.”

“Dean,” you whisper.

“No, no sweetheart. Hear me out. Back then I was a young man and a fool,” he squeezes your hand. “I know you still feel it, our connection.”

“Dean, stop.” You struggle to keep a straight face. “What’s past is past.”

“Maybe we could go somewhere else than the cafeteria to talk. Please,” Dean gives you a cracked smile. “I still know your favorite food.”

“I still know yours too,” you smirk. “Pie.” You both laugh at that. “You said something about Baby.” You dip your head. “If you offer a ride, we can have dinner together.”

Tags in reblog.

[jinkieswouldyoulookatthis]

[jadewritings]

Town Killer Prologue

SUMMARY: The town of Lebanon becomes plagued by a serial killer. No one knows who it is, they never leave behind any tracks and their victims are never the same. Detectives Sam and Dean Winchester are put on the case, two of the best detectives in the country. Can they solve this mystery? Or will they become new victims themselves?

PAIRING(S): TBD

WORD COUNT: 900

WARNINGS: Serial killer, descriptions of gore

AUTHOR’S NOTE: Whatdya think, a serial killer series! How bout that y’all! Lmao anyway, please enjoy, Ik I haven’t posted in forever (mb)

The ground slapped wetly against her feet as she ran as fast as she could, mud splattering her beaten and bruised legs. She panted and her lungs burned with her broken body, but she couldn’t stop. She wouldn’t. She didn’t dare turn to look behind her, that would just slow her down.

The brunette didn’t have time to think, didn’t have time to slow down, she just kept running. She had to dodge tree branches, sharp edges of bushes with thorns catching on her skin, leaving small cuts across her body. She wanted to cry, wanted to scream, but her life was at stake.

Her body forced her to stop, her lungs with no air left to give, she hid behind a thick tree, needing to catch her breath. They were short and shallow, her heart threatened to beat out of her chest. She closed her eyes, sucking in as much air as she possibly could.

Her breathing came to a halt when she heard a crack in the distance. Like someone stepping on a twig.

Another snap.

Closer and closer.

She takes off again.

She was on the verge of tears, panic threatening to take over her. She sees road in the distance and a smile graces her lips. Hope flutters in her heart.

She blinks and next thing she knows, she bumping into someone. She screams, falling backwards away from the potential danger, but then realizes it’s another woman.

“Oh my god! Please! Help me!” She holds onto the stranger for dear life, “Someone’s chasing me, trying to kill me! You’ve gotta get me out of here!”

The stranger holds her and tries to calm her down, “Hold on, it’s okay, what’s your name?” she asks as she guides her to sit in the passenger seat of her car.

“M-My name....” she closes her eyes, swallows, and takes a deep breath, “My name is Gabbie.”

“Alright, Gabbie. My name is Marsha. You’re gonna be okay. We’re gonna get you to safety, okay?” She smiles, but it doesn’t quite reach her eyes.

“Thank you! Thank you!” Gabbie’s heart swells in relief and she settles into the parked car on the road, while the curly haired woman climbs into the driver’s side.

Marsha looks over at the girl, sees what state she’s in, and questions her, her brows furrowing, “Can you tell me what happened?”

Gabbie let’s a few tears fall, everything suddenly overwhelming, her adrenaline running out, “I was walking home and I was pulled into an alley. I don’t remember what happened after until I woke up in what looked like a bunker. I didn’t have any shoes or anything, just this tank top and shorts.” She sniffs, picking at her shirt, not really wanting to be wearing them anymore, and turns to her rescuer, “I heard a voice on the intercoms and he told me to run!” She couldn’t help it. The tears welled in her eyes and the sobs come out uncontrollably.

Marsha reaches a hand out and rubs the girls back, “It’s okay. You don’t have to talk about it if you don’t want to.”

Gabbie wipes the tears away, “No, No. I need too, you saved me.”

Again. That smile. The one that you wouldn’t notice isn’t authentic if you were too busy crying and coming down from a panic induced adrenaline high.

“I made it out and I just started running through the forest. It felt like forever, running out there.” She took a deep breath and looked forward, “He was about to catch me before I ran into you.”

The blonde smiled without a word and turned the car left, down a dirt road. She drives down it a few feet before slowing to a stop and turning off the car.

“What are we doing?” Gabbie scans the area and suddenly her heart is racing again.

“I’m glad that you got as far as you did, Gabs. I really am. No one ever really makes it that far. Lucky for you, i already planned ahead." Gabbie’s heart drops. She slowly turned to her savior. She sees a smile on her face, and this time she notices the crinkles reach her eyes. Her cold, crazed, eyes.

She rushes to open the door, pulling the handle and pushing the door, but it wouldn’t budge. The killer bursts out laughing.

“Sorry, but the game’s just getting started sweetheart.”

✤  ~  ✤  ~  ✤  ~  ✤  ~  ✤

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[luci-in-trenchcoats]

The Dark Lord (Part 2)

Summary: The reader's been tasked with devising a way of getting Sam out from under the grasp of Demon King Crowley by The Dark Lord. But Dean isn't exactly what the world thinks he is and his hiring of the reader might not be so simple...

Part 1

Pairing: Dark Lord!Dean x employee!reader

Word Count: 4,200ish

Warnings: language, curses

A/N: Welcome back to this one! There's so much going on in this part that will fill in some gaps. I'm keeping this a two parter mini-series for now but maybe someday there could be more. Please enjoy!

_______

Dean POV

“Why hello, Lord Winchester,” said Donna with a bow and shit eating grinning. I narrowed my eyes as she shut the door to my office. “However may I serve you today oh fearsome one?”

“Fuck off,” I said with a smile, flipping her the bird. She still wore a giddy smile, sliding into the chair opposite my desk. “I believe it was security that came up with the Protocol for when we have a new employee, hm?”

“If I have to call you Lord one more time, I’m jumping off the terrace,” she said, crossing her legs and pulling her laptop from her bag. “Besides, that protocol isn’t a hard and fast rule. She’s not a spy.”

“She could be.” Donna rolled her eyes, clacking away at the keys. “She was stealing from me so she’s not so innocent.”

She scoffed. “She stole some fucking asthma medication for her kid brother cause she got canned from her old job so she lost her health insurance, all because she wouldn’t sleep with her scumbag ex-boss. Yeah. She’s a real hard ass.”

“Did you do what I asked?” I tilted my head, Donna sighing. “I’m not going to kill him. Just ruin his life.”

“An anonymous tip will go out to authorities next week,” she said. “Wasn’t exactly hard to find the tax fraud and payoffs.”

“As I expected. So, how’s she doing?” Donna shrugged, typing again. “Come on. She barely talks to me.”

“Yeah, cause you scared the shit out of her. She’s freaking out trying to come up with a plan to get into Crowley’s place.” I breathed deeply. “Isn’t she moving in today? Why don’t you go drop the charade and help her.”

I pursed my lips, eyes darting to the window. “She only got caught at the warehouse because one of the guards twisted his ankle in the parking lot and she went to help him. We wouldn’t have seen her at all which means that girl is hiding something.”

“Magic,” said Donna. I hummed, a bird flapping by. “There isn’t any in her bloodline from what we saw.”

“Do you remember why everyone calls me the Dark Lord?” I asked. Donna’s lips parted, her gaze averting. “There’s ways of having magic without being born with it and we both know it.”

“Can…can you do what she did? Sneak in and out of places without being seen?” I shook my head, Donna closing her computer, narrowing her eyes. “Oh, Dean.”

I turned my attention back to her, Donna frowning. “What?”

“You want her to sneak in and get Sam, don’t you? You’re going to risk some poor woman that worked in accounts payable her whole life just so-” I held up a hand, Donna still pouting.

“I want her to teach me how to do that. However she got in, I need to understand it and once I do, I alone will get Sam back.”

“How do you know you can do what she did?” Donna asked. I frowned, standing up. “Dean.”

“I just do, okay? I need to go. Can you handle the latest shipments?” She nodded, her eyes far too concerned. I tried to smile but it came out flat. “Just…trust that I know what I’m doing?”

“Don’t do anything stupid,” she said. 

I gave her a curt nod before I was gone, swallowing thickly as I walked the halls towards the far end of the grounds where personal quarters were.

Nothing stupid. Right.

Y/N POV

“Careful!” you said as Kyle rushed around your new townhouse that afternoon. It was modern, yet cozy, warm and inviting. It was by far the nicest place either of you had ever lived. Coming fully furnished didn’t hurt either.

A knock at the door made you jump, Kyle rushing past you to open it. “Kyle-”

He ripped it open, Dean standing there dressed in a red flannel and dark wash jeans. 

“Hello, I’m Dean,” he said, Kyle holding out a hand.

“Kyle Y/L/N,” he said back, Dean smiling as he shook it, his gaze oh so briefly finding yours in the background and god, your heart leapt at the sight. That man was hot when he was brooding but he looked downright sinful when he was grinning ear to ear.

“Allow me to properly introduce myself then. Dean Winchester although you probably know me in town as The Dark Lord.” Kyle dropped it immediately, Dean clasping his hands behind his back. “Really? Do I seem that scary?”

“Y/N says not to talk to strangers.” 

And he proceeded to shut the door in Dean’s face.

 “Kyle! That’s my boss!” You rushed over and ripped the door open, Dean chuckling when you did so. “I am so sorry.”

“It’s alright,” said Dean, Kyle tucked away behind your back now. He peered around you, giving Kyle a small wave. “That is good advice your sister gave you about strangers. You know, I wish I had a big sister when I was growing up. My life would have turned out very differently if I had someone watching my back.”

“Don’t you like being The Dark Lord?” he asked, coming around your side. You nodded and let Dean inside. He took a few steps before squatting down, letting Kyle tower over him. Dean tilted his head, looking boyish for a moment.

“Not really,” said Dean, Kyle’s eyes going wide. You kept your face expressionless but were surprised by that admission. “Outside this place, people think I’m the bad guy. I’m sure you’ve heard all the stories about how I’m a monster in a skull mask and cloak, running around killing anything that moves.”

Kyle nodded, Dean resting his elbows against his knees, sinking back into his heels.

“I used to live in town with my parents and brother. We were normal. We didn’t even have any magic in our family. When I was four though, a bad man came to my house.” Dean’s gaze fell down to the hardwoods, his jaw twitching. “He hurt my mom and tried to hurt my brother who was only a baby. It was King Crowley.”

“What happened?” he asked. Dean looked up at you though, your eyes following the thin trail of black that rose up from between his shoulder blades, curling all around the room, your eyes darting after it. Kyle looked at you strangely. “What are you looking at?”

“You don’t see…” Dean rose to his feet, the black trail curling all around your body, swirling and pulling away, stopping with a pointed look at your chest. “What are you doing?”

“King Crowley turns out was there looking for me. He knew of a curse, a powerful one. He placed it on myself and intended to place it in my brother. But my dad stopped him before he could touch Sam. Then, well then we left town.”

The smoky mist curled around Kyle, ruffling his hair without him noticing. 

“See Kyle, this curse? It only works if put on soulmates. Sam is one of mine but people have lots of soulmates. So Crowley cursed another one of mine eventually and that day, I got my powers. Incredible power, power that when working with my soulmate would be unstoppable. King Crowley isn’t happy though. I was too strong when he tried to capture me, control me. So he went after my brother to try and place the curse on him too to control us. To have power.”

Dean’s trail moved from Kyle to tuck under your chin, yours lifting on instinct. His eyes followed the movement, lip quirking.

“I never wanted to be scary but it’s the only thing that keeps Crowley from coming here and trying to hurt the people I care about again. Reputation is powerful,” said Dean, clasping Kyle on the shoulder. “There’s a few kids playing a game of soccer down past the housing quarters on the greens. Maybe you want to go check it out while I help your sister finish unpacking?”

Kyle looked at you, optimism in his eyes. 

“Alright,” you said, grabbing your phone off the front table and handing it to him. “I want you home by six at the latest, understand? And no leaving the grounds. And Kyle?”

“What?” he groaned, already rushing to put on his sneakers. 

“Have fun,” you said, Kyle scooting outside not five seconds later. Dean watched him take off, humming before he stepped back inside the townhouse.

“Cute kid,” said Dean, his smoke trail spinning all around you. “Reminds me of Sam.”

“What the hell is that?” you said, nodding to where the trail stopped, pointing at you. Dean shrugged. “Is that because I’m magic?”

“You’re not magic, Y/N. I just told you. Crowley put a curse on me.” 

“You said that already.” Dean’s black misty trail pushed forward, pressing forward, stopping at your chest. You stared down, breath hitching. “What are you doing?”

“You don’t use your powers often. You’d be more in tune with sensing others if you did,” he said, gently resting the tip against your skin. You glanced up, Dean cocking his head. “Do you remember the part where I said he cursed another, Y/N? A soulmate of mine. It’s not hard for a man dealing with demon magic like him to find out those sorts of things. So. If you don’t have magic in your blood yet you have powers…powers that allow you to see my also non-magical powers…that makes us…”

You blinked, holding up your hands. “Wait. No. No there’s not way you and me are…”

“So you didn’t eye fuck me the first time we met?” Your cheeks flushed, eyes darting away. “Y/N. Come on. Let’s stop pretending and be realistic.”

Your eyebrows shot up. “What exactly does that mean?” 

Dean ran a hand through his hair, letting his hand drop slowly. “It means…it means teach me how you broke into my warehouse so I can get Sam back. After that…we’ll figure that out if Crowley doesn’t catch me.”

You took a few steps away, putting your back to him. 

“Why does Crowley want our power? He’s never come near me. Something doesn’t add up.” There was a presence behind you, causing you to turn and face Dean who had come closer. “Unless he found out after the fact our powers aren’t that same and decided he only needs yours.”

Dean held up a finger pointing it in your face. “You…have good points. He really never came after you ever?”

“Not that I know of.” You hesitated, Dean tilting his head. “Your powers…what do they do?”

Dean took his turn to move away now, slipping past you into your kitchen. He splayed his palms on your kitchen island, shoulders sagging.

“Think of them as…being like the offense on a sports team. They can attack, control, move things.”

“I can’t do that,” you said quietly. You went to the kitchen sink, turning the water to hot, too hot. Meanwhile, Dean eyed you, steam billowing against the cold metal basin. “Just…watch.”

After a beat, you placed your hand under the water, Dean rushing around the island. You held up a hand, his gaze drifting down to where the water rippled over your skin. “It doesn’t hurt me, Dean. Your powers are like offsene? Well, mine are defense I’m pretty sure. It’s like I get a bubble around me.”

Dean reached around you, turning off the water before handing you a hand towel from the counter. He tilted his head, biting his bottom lip.

“You don’t think you can show me how you do that?” he asked. You sighed. He took the towel back when you finished wiping your hand off, one of his black smoky tendrils wrapping around it, holding it up. “Maybe you can try one of my powers first. Can you take the towel?”

With a frown, you concentrated on trying to pluck it away from him but all you managed was to make the bubble around your hand larger, wrapping it around the two of you. Dean looked up and over his shoulder, pouting when he glanced at the misty dome encompassing you.

“You may have a point about us having different powers,” said Dean, touching a finger to the barrier. “Why would Crowley take Sam then?”

“Same reason as always. To get to you. If he kept Sam, he could make you use your powers for whatever he wants. Mine aren’t all that useful to a guy like that. It’s probably why he’s never bothered me.”

“Why curse you then?” he asked. You shrugged, pulling the bubble away and swallowing.

“Maybe the powers don’t work unless both people are cursed? But I guess that doesn’t make sense. I’m younger than you quite a bit,” you said. He scoffed.

“Quite a bit? I’m barely forty, little shit,” he said, breathing deeply. “...Although I don’t remember doing anything with my powers until I was older. Maybe eight, seven?”

“So you couldn’t actually do anything until I was cursed as a baby too.” You leaned back against the counter, Dean settling back against the island with crossed arms. “I’m sorry, Dean. I don’t think I can teach you how to do what I do. I don’t even think about it. It just happens.”

“I understand that feeling,” he said, closing his eyes. “I’ll figure out another way to get Sammy out.” 

“Setting aside the fact we are…soulmates for now,” you said slowly, Dean cautiously meeting your gaze, “I don’t think this plan stops at getting Sam back. Crowley will just come after him again.”

“You sound like you have an idea.” You pressed your lips into a thin line. “Let’s hear it. I hired you to brainstorm this stuff so I’ll take anything at this point.”

“Well, I think we need to figure out what Crowley wants. He’s all powerful so why does he need your power specifically? Crowly rules The Dark Lands. He’s eons old and doesn’t bother humans. So what on earth could he need you for and why now? He had plenty of opportunities to grab Sam over the years. He must be on some kind of deadline. What’s that tell us?” Dean straightened, eyes wide.

“Holy shit. I can’t believe I’ve never thought of that,” he said, reaching out and cupping your cheeks in his hands, planting a fast kiss on your lips. You barely felt it before he pulled back, licking his lips. “You’re a genius, little thief.”

“Uh, thank you?” He started to jog away for the front door, your throat clearing. “We’re not going to talk about the whole kissing thing just then?”

He froze, spinning around with a smile. “Couldn’t help myself. I uh, I know what Crowley wants I’m pretty sure. I’ll stop over tonight.”

“Dean-” But he was already out the door, jogging towards the main building. “Be careful, ya big idiot.”

Two AM

You jumped awake from your chair on the porch when you heard a car door shut. Dean’s muscle car was in front of the townhouse, his long legs carrying him up the front steps into the light. His eyes were dark, tired, but you saw no injuries on him.

“You worried about me or something?” he teased, sitting down slowly in the seat next to you. A long breath left his lips, his eyes closing. “You back to being terrified of me? Or is it just the nerves of being next to your soulmate?”

“I don’t like cocky guys,” you huffed, Dean chuckling, peeling his eyes open to smirk at you. “I don’t.”

“Yeah, you do.” He tilted his head. “It’s flattering really. You’re fated to be with The Dark Lord. You like a bad boy, don’t you.”

“You’re insufferable,” you said. You got up, taking the blanket wrapped around your shoulders with you. “Did you come here to flirt or what?”

“Always so serious,” he said, looking you up and down. “You have anything to eat? I’m starving.”

“Don’t you have your own home?” He hummed. “Why are you here?”

He stood, cupping the back of your neck, pulling you into a deep kiss. You rose up on your tiptoes, black smoke curling around your body and holding you in a tight embrace. God he was so…gentle? His large hands were holding you, grasping, tugging, yet his lips were slow, soft, teasingly playful.

He grinned when you broke off, nose touching as your hot breath mixed together. “I recall you wanting to revisit that kiss, hm?”

“How do you know we’re romantic soulmates, hm?” you said, Dean chuckling. “God, you’re annoying. I liked you better when I thought you were scary.”

“Oh, I’m terrifying, sweetheart. Just not to the people on my side. Especially not the woman that thinks I’m hot. Or would you like me to show you the security tape from when they brought you in and you couldn’t keep your eyes off me?”

“I was afraid for my life,” you deadpanned. Dean shrugged. “I was!”

“Yet here you are, kissing me twice in one day.” 

“You kissed me-” He pressed a finger to your lips, shushing you.

“Details, sweetheart. Now, I really am starving and I would love to answer all of your questions but I don’t want to disturb Kyle. We can chat in the morning.” He pecked a kiss to your temple before striding off back towards his car.

“What? Why’d you come here then?” He spun around, a tinge of pink on his upper cheeks.

“I realize I left…abruptly. I didn’t want you to worry. I could say it’s because you’re head over heels for me because of the soulmate thing but really, you’re just kind. Kind people tend to worry about other people, even when they don’t quite deserve it yet.”

You crossed your arms, glancing down at your slippers. “Why do you pretend to be this scary bad guy when you’re clearly not him?”

“Because I can do a lot more good behind a mask. Good guy Dean wouldn’t have the connections I do to let me know your former boss wasn’t paying his taxes and has a history of sexual harassment. Good guy Dean certainly wouldn’t know how to get proof of that and how to relay it to authorities.” Your head snapped up, Dean pursing his lips. “You never thought it was curious why police never went after The Dark Lord with all his evil crimes?”

“Your whole thing is…a facade?” He shrugged. “So you don’t torture and kill people who wrong you?”

“I never said that. Stories get embellished is all.” You bit the inside of your cheek, Dean taking a step back. “I’ll see you in the-”

“Kyle’s not home. He made a few friends today. He’s at a sleepover.” Dean took a step forward, looking you up and down. “If you want to...talk now. Only talk.”

“Only talk. I’m good with that.” 

You were hot when you stirred the next morning. Your pillow felt hard as your eyes fluttered open to find a very bare chested Dean under your head. 

“Well good morning,” he whispered, kissing your temple. You narrowed your eyes, Dean breaking out into a laugh. “And they call me the scary one. They ought to see you first thing. Look ready to stab some eyes out.”

“Why are you in my bed shirtless? I do not hookup,” you growled. He shushed you, his large arm curling around your back. 

“Because you invited me to stay? I got ketchup on my shirt after our snack so it’s in the wash…you only have a two bedroom and we had a few beers…so you told me we could share…do you really not remember this?” Okay, maybe once your sleep deprived brain had a moment to think, you did recall inviting him into your bed, even if that had been a somewhat drunken ask. “You good?”

“Yeah,” you said, laying back in bed, closing your eyes. “Just thought for a second we…”

“No. We didn’t do anything. But maybe I can cook you dinner sometime.” 

“Maybe,” you said, Dean shifting in bed, feeling his chin rest on your shoulder. “You’re like a puppy aren’t you? Now that I let you in the house you think you can stay.”

“I let you in my house first,” he said, nuzzling his cheek against your arm. “Sam would like to meet you if that’s cool, say thanks in person. He should be up for visitors later.”

“I’ll make sure to stop by. I’m glad he’s safe again.” Dean let out a heavy breath. “You were fuzzy on the details. What exactly did you give to Crowley to get Sam back?”

“It’s funny how much you can get done when you just talk to each other,” said Dean, letting him use your arm as a pillow, your fingers toying with his strands. “It’s well known Crowley’s queen was imprisoned eons ago. Well, turns out the wizard who did it died about fifty years ago after some freak accident.”

“So his magic would start to fade.”

“Exactly. Which meant the queen would die when it did fade on the spell he cast without some intervention. The wizard cursed it so only a soulmate with the curse could open the box. Crowley was running out of time and grabbed Sam as a last resort so to speak. He’s not my favorite person in the world but we came to an agreement to put all this behind us.”

“Sam for the queen,” you said.

“And Crowley sticks to the Darks Lands for the next thousand years. Figured that should keep things quiet for awhile.” You turned your head, Dean looking up through his lashes. “I never would have thought to just talk to the guy without you.”

“Nobody’s perfect.” You reached your free hand around to rest on his bicep. “You’re offense, I’m defense, remember?”

“You know, I don’t actually know if we’re romantic soulmates. Crowley wouldn’t spill on that. We might just be meant to be best friends.” You raised your eyebrows, offering a sleepy smile. “Hey, you asked earlier. I just don’t know if-”

You pressed a finger to his lips, Dean’s eyes darkening. “Why don’t we start with you making me dinner tonight and we’ll go from there?”

“What about Kyle?” he asked.

“While your concern for my little brother is extremely appealing, I’m pretty sure he wouldn’t mind a night at one of his new friends again. Anymore excuses?” Dean pursed his lips, thinking hard. 

“You don’t feel obligated to do this because I’m your boss, right?” You rolled your eyes, Dean batting your hand away to roll on top of you. “Had to check. So. Dinner at seven?”

“Sounds great,” you said, staring up at him, Dean licking his lips. “Better run along, Mr. Dark Lord. Lots of terrorizing on the agenda for today I’m sure.”

“Between the torture and the maiming I mean I’m packed solid,” he teased, bending down, brushing his lips over yours. “Come by the mess hall at noon with Kyle. We have family lunch there on the weekends.”

“Sure thing Mr. Fluffy Lord.” Dean pecked a hard kiss to your lips, pointing a finger at you when he pulled back. “You’re so soft and you know it.”

“Yeah, yeah. Keep it up, little thief.”

“One time!” you said, Dean smirking, your eyes widening. “How…how’d you know it was more than once?”

“My stock’s been short for the past year. No harm, no foul. Oh,” he said, climbing out of bed, ruffling his hair. “Remind me to talk to Michael about Kyle. He’s been researching it for the past few months and might have a magical fix for his asthma.”

“Months? But you didn’t know-”

“I knew someone was stealing the medicine and while we can’t cure everything, between magic and science, I figured he could solve it and we could put it out there.” You smirked, Dean pointing a finger again. “Do not call me Fluffy Lord.”

“Yes. You’re truly so evil.” 

“Damn right I am,” said Dean. “I got a skull mask and cloak even. Evil incarnate over here.”

“Whatever you say, Fluffy Lord.” You propped yourself up on your elbow, Dean narrowing his eyes playfully. “I hope you enjoyed this because you’re not getting back in my bed until you’ve earned it.”

“Already dreaming about the next time we share a bed, are we?” he teased. You flipped him off, pointing at the door. “Alright. I better get out of here before we have to explain this situation to a twelve year old.”

“Yes, please,” you said, Dean bending down, cupping your chin in his hand. Your heart caught in your throat, Dean smiling softly. 

“Thank you for giving me back Sam, beautiful.” He pressed a linger kiss against you, lifting his head and kissing your forehead. “I’ll see you soon, little thief.”

“Yes you will, Dark Lord.”

_____________

[holylulusworld]

The one that got away (6)

Summary: Your best friend breaks your heart.

Pairing: AU!Dean Winchester x fem!Reader

Warnings: angst, past unrequited feelings, naughty Dean, implied innocent reader, possessive Dean, tension, unresolved feelings, idiots in love, awful synonyms for certain body parts

Catch up here: The one that got away (5)

The one that got away masterlist

One month later, your workplace…

“Hey, that’s a workplace, not a club,” Dean barks at one of your new colleagues. The poor intern dared to sit on your desk to tell you about his latest shopping experience. He loves shoes as much as you do and always shows you pictures of the ones he bought.

“DEAN!” You raise to your feet and glare at your former best friend. “Leave Curtis alone! He only wanted to show me a few pictures. Not everyone tries to bang every person with a pulse at work.” You purse your lips. “Don’t think I didn’t see your wandering eyes.”

You storm off, grumbling under your breath. You’re not jealous. Not at all. Dean can do whatever he wants to. This includes staring at some intern’s perfect tits and ass.

“What are you talking about?” Dean barks, following you hot on your heels. Luckily the office is almost empty. You’re working overtime, and most of your colleagues are already at home, doing all the nice things you can only fantasize about until you finish the latest report.

“You know what I meant!” You slam the door to the small kitchen open. “You are staring at every woman’s tits at the office since you started working here. But God forbid someone is nice to me.”

“He can’t just sit on your desk and stare at your tits,” Dean argues. He knows that he’s got no right to act like he did. Still, he cannot let anyone get close to you. “I know exactly what that boy has in mind.”

“Winchester,” you take a step toward Dean and poke your index finger into his chest. “Curtis is not into me.”

“Sure, as hell he is!”

“No, he isn’t!”

“I saw what I saw!”

“You saw him staring at something or rather someone behind me!” You bite back.

“What’s that supposed to mean? The only person left at the office except for you and that sonofabitch is me!”

“Exactly!”

“What?” Dean blinks a few times. 

You smirk at Dean. “Count one and one, Winchester. If he wants to get his hands on someone’s ass, it’s yours.”

Dean clears his throat. He nervously looks over his shoulder, watching Curtis scroll through his phone.

“Uh-that’s…no. He can’t hit on me at work. This is unprofessional! I mean, he’s a hot dude, but I’m more into your ass.”

“He’s a hot dude?” You giggle at Dean’s flushed face. “Did you check the intern out, Dean?” He looks flustered and shakes his head. “I can ask him for a date for you. No problem.”

“Stop that,” he mutters. “I got it, okay. Curtis is not into you, and I crossed a line. Sorry,” Dean drops his gaze. “It’s just…when it comes to you I get a little possessive.”

“You get a little annoying, Winchester,” you point out. “You agreed to give me time and space. Did you change your mind again? I told you that I cannot forgive you so easily and go back to what we had before you broke my heart.”

“I know, I know,” he sighs and gives you an apologetic look. “Please forgive me for marking my territory.” Dean grins. “And, that I will chase every man getting close to away until there is only one left.”

“Dean…” You roll your eyes.

“The one and only.” He puffs his chest. “The irresistible.” He points at his crotch. “The woman-satisfier.” He rolls his hips. “The one sweeping you off of your feet!”

“Dean,” you sigh and shake your head.

“DEAN WINCHESTER! The man conquering your heart and—” he drops his eyes to your crotch. “Sweetness. I’m going to make you mine and marry you.” Dean hums to himself. “I'm going to put a baby into your womb, and show you off, telling anyone that I got you round.”

Your eyes widen as he continues. “I’m not only going to lay claim on your body and soul, but I’ll also make sure you are going to be obsessed with me too. No woman can touch me because you’re going feral if one even looks my way.”

“What—” You try to say something, but he’s still not done.

“No—this is my speech,” Dean mutters. “I lost you once, but this won’t happen again. I set my eyes on you. Not only my perfect emerald orbs. You know, the ones you wrote poems about.” He smirks cockily. “But also, my one-eyed snake too. The big bastard is about to burst my pants open every time I look your way. He’s going to destroy your sweet love cavern and make it his home.”

“Love…what?” You snort. “Dean, you’re so funny.” You giggle. “One-eyed snake? Seriously? You think this is sexy.”

“No—I mean…yes…uh,” he throws his hands up. “I only wanted to make sure that you—” Dean wrinkles his nose. “Fuck it!” He grabs your face and crushes his lips against yours, stealing your breath. 

Tags in reblog.

[jinkieswouldyoulookatthis]

Looking at these photos again and of course they are much too pretty tone Dean or Sam… unless we’re talking Hunter Corp Sam and Dean, who of course did some modeling when they were younger.

[jays-bonnie-on-the-side]

FIRST TIME

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

SUMMARY : reader finally decides to give her virginity to dean

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

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

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

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

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

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

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

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

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

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

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

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

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

"Yeah, tonight's perfect."

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

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

"Don't listen to them."

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

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

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

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

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

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

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

"I need you," You breathe out.

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

"I need you—I want you."

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

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

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

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

"How?"

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

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

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

His eyebrows draw together. "On the hood?"

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

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

"Mhm," You hum as you scoot closer.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

"Are you sure?"

"Yes."

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

"Keep going," You say through gritted teeth.

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

"Faster," You murmur into his ear.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

"Thank you for being my first."

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

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

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[digitalmyyth]

Evil awful women and the blond guy who hangs out with them (he is also evil and awful)

[hawster]

Destiel fantasy au