Summary:Sons of Anarchy meets Supernatural. In this AU, the Winchesters run the most notorious biker gang in Lawrence. They traffic illegal drugs, weapons, and anything else that makes them money and keeps them on top. Characters in this chapter: Dean Winchester, Sam Winchester, Mary Winchester, John Winchester, Bobby Singer, Kevin Tran, Jo Harvelle, Pairing: Eventual Dean Winchester x Female Reader Word Count: 2,219 Warnings: Language Author’s Note:This series isn’t going to be light and fluffy. It will include explicit language, explicit sexual content, casual use of illegal drugs, possible explicit canon typical violence.
Freedom. That’s what it felt like when Dean hopped on his bike, and rode down the streets of Lawrence. Even the back roads. Especially the back roads. It didn’t matter if he was going 20 or 90. It was the wind that surrounded him, pushed through his hair, up and over his shoulders. It was the fact that as he rode, nothing else mattered. Not John or Bobby grooming him to take over the family business. Not Mary pestering him playfully that it was past time to find a woman. Not Jo pining after him like he was a goddamn football quarterback. Nothing. It was just him and his bike.
You bounded down the bunker stairs in search of your dad and uncle. They had been gone on a hunt for the last few days, leaving you behind because you had an important project for school to turn in and your uncle refused to sacrifice your education for hunting.
Rounding the corner into the library you were met with a sight that was very familiar to you; your dad and uncle sitting at a table in the library, drinking beers, and probably talking about the last hunt.
“Hey Daddy, hi Uncle Sam.” You said as you walked into the room.
“Hi babygirl.” Dean replied as he looked up at you.
“Hey Y/N/N.” Sam responded as he patted the hand you laid on his shoulder as you passed by him.
“How was the hunt?” You questioned before plopping yourself on your father’s lap.
Dean let out a grunt as your weight landed on him. He wrapped his arms around you and gave you a tight squeeze, a gesture of reassurance he always did when he came back from a hunt.
summary- After 4 years Dean runs into the reader again, but something has changed
word count- 1500
warnings- Angst if you look close, than fluff.
“y/n; you froze when you heard his voice, it was a voice you hadn’t heard in years. Slowly you turned around you knew exactly who was standing there before you laid eyes on him, and as soon as you did you instantly flashed back to that day.
"Dean I have to leave, I can’t stay here with you and Sam for any longer.” You say trying to hide the hurt in your voice. “What are you saying y/n you can’t just take off and leave after all these years.” He said his green orbs staring into your e/c ones. “Yes Dean can, and I have to. Trust me, this is for the best. Please tell Sam that I’ll miss him. And Dean-” you paused this was the hardest thing you’d ever done, leaving Dean like this with no explanation. “ you need to know this really is for the best. No matter what happens, I will always love you.” You paused again thinking of how much you loved-love him before saying something you’d never thought you would have to say. “Goodbye De.” They were your final words to him as you closed the door to the bunker, and let the first of many tears fall.
Summary: Dean and reader run into her ex at a party.
Warnings: Mention of cheating, swearing, implied smut
“Zip me up?” I say as I walk into Dean’s room. He looks at me, mouth slightly agape, and nods.
“You look beautiful.” He whispers slightly, taking a hold of my zipper and pulling it up. I smiled at him, blushing.
“You don’t look too bad yourself, Winchester.” I respond, admiring him in his suit. We were on a case tonight- one that required us to go undercover to a party. I wasn’t complaining; I never got to be dressed up, and this was my one excuse to feel like a girl.
I grew up with the Winchester boys. My mom passed away giving birth to me, and my dad Bobby took me in afterwards. He tried to give me the most normal life possible, sending me to regular high school and keeping me away from hunting. Unfortunately, I was a rebel, and anytime my “older brothers” Sam and Dean would come to visit, I’d make them teach me how to hunt. By the time my dad had died, I had just graduated high school and I had nowhere to go. Sam and Dean took me in. They figured that they had taught me enough about hunting in the past that I could join them on the road.
A few years have gone by, and all those years of secret training definitely payed off. I’m a great hunter, maybe even better than the boys. Not that I would ever tell them that.
“Dean, are you ready? We have to go now if we want to make it on time.” Sam came into his room. He slightly smirked when he saw I was in Dean’s room, but it disappeared once he saw that I noticed. Sam has been suspecting something going on between Dean and I since the moment I started living with them, despite it not being true. Dean is my best friend, that’s all. My hot as hell best friend, but that doesn’t change anything.
“Are you ready, (Y/N)?” Dean asks me.
“Let’s go.” I say, nodding. I grab my purse and we make our way out of the bunker. I feel eyes on me as I walk in front of them, and I smile a little bit, knowing that I looked good.
We get to the event fashionably late, and try to make ourselves fit in. Everyone here looked very rich, and they were all beautiful. I held my head a little higher, trying to fit in with the crowd.
“What exactly are we looking for again?” I ask Sam, grabbing a glass of champagne. I down it quickly.
“Cursed object. Necklace. It’s supposed to be upstairs in one of the bedrooms. We need to find a way to get up there.”
“I can go get it. Say I was looking for the bathroom.” I shrugged.
“You’re right. No one’s going to suspect a beautiful girl of anything.” Dean said. I couldn’t tell if he was being serious or not, but at the chance that he was, I felt butterflies in my stomach.
In case my plan of looking for the bathroom failed, I grabbed another glass of champagne to take with me, so I could just act like a drunk lost girl if needed. I walk up the stairs, making an effort to blend in with the crowd so no one thought anything of it.
I find the necklace with ease (It was the ugliest thing I have ever seen- I don’t know why anyone would wear such a thing), and tuck it into my purse. As I walk out of the room, I hear a girl giggling down the hallway. I turn my head and see a beautiful blonde girl stumbling out of another bedroom, with a man following behind her. I take a closer look, and see… Josh?
Josh was my boyfriend all throughout high school. My first love, and also my first heartbreak. He cheated on me. I haven’t seen him since I graduated, and that was ten years ago. Desperate to avoid an awkward “How have you been?” talk, I turn around and try to walk away.
“(Y/N)”? Josh exclaims.
Shit. I turn around slowly and try to look excited to see him.
“Wow, Josh, hi!” I say. He leans over for a hug, but I don’t hug him back. “So, who’s this?” I ask, not really caring but trying to be polite.
“This is…” He trails off. “What’s your name again, sweetie?” He asks the blonde chick. My mouth drops open. She looks very offended, and slaps him. He rubs his jaw as she stomps downstairs.
“Well, I guess it doesn’t matter now, does it?” He laughs.
As he keeps rambling on about shit I couldn’t care less about, I pull out my phone and text Dean.
SOS. Need you up here now.
I put my phone away and pretend like I just heard anything that he just told me. I hear someone running up the stairs and I pray that it’s Dean.
Prayer answered. Dean appears in sight, looking around for me, ready to pull out his gun.
“Dean, baby.” I walk up to him, kissing his cheek. He looks intensely confused, but goes along with it.
“Josh, I’d like you to meet my boyfriend, Dean.” I smile, wrapping my hand in his and standing as close as possible.
“Uh, hi.” Dean says, reaching to shake his hand. He looks down on me, a look of “what the fuck is going on”, but I don’t say anything.
“Say, (Y/N)… Isn’t he a little… Old for you?” Josh says, with a disgusted look on his face.
“Excuse me?” Dean scoffs, offended. “I’m only 38.”
“You’re a whole ten years younger than him. He rich or something?” Josh laughs, judgement echoing through his voice.
“No, I’m actually with him because he’s amazing in bed. Oh, man, that dick is-“ I start, but Dean cuts me off.
“Okay,” Dean says, letting out a breath that sounds like he’s been holding in for a long time. “(Y/N), let me talk to this guy for a moment.”
You listen to him, and walk to the other side of the hallway. You see Sam at the bottom of the stairs, and he gives you a look of confusion. I tell him to give you a minute. I try and hear what Dean is telling Josh, but I can only make out a few words. Judging by the look on Josh’s face- I don’t guess it’s good.
“We’re done here.” Dean growls, walking over to you. Josh stares at you guys, eyes wide and terrified. As if to prove a point, Dean grabs my ass as we walk away, making sure he sees it.
The car ride back to the bunker is silent. Sam tried to talk a few times, but Dean would him to shut up before he could even get a second word out.
Sam and Dean went straight to their individual rooms once we got there. Sam was annoyed at Dean for him being an asshole the whole way home, but I couldn’t figure out why Dean was still so pissed. I can talk to him about it in the morning.
I changed into my pajamas and laid down in bed, turning on the TV. Right as I got into my show, I hear a knock on my door.
“Come in,” I say. Dean walks in, wearing only pajama shorts and no shirt. I can’t help but admire how attractive his body is.
“Can we talk?”
“Sure.” I turn off the tv, giving him my full attention.
“Am I old?” He frowns, sitting on my bed. I look at him, in shock he would even ask that.
“Not at all. Look if this is about what Josh said, he’s just an asshole, don’t take it to heart.”
“It’s not just that. I’ve been thinking about it a lot lately. I can’t get away with saying I’m in my twenties anymore to chicks.” He laughs, running his fingers through his hair.
“You don’t need to lie about your age, Dean. You’re fuckable regardless. Look at you, you’re like-“ I stopped myself. I go quiet. I have no idea why I even just said that. Must be the champagne.
I avoid looking at him. I basically just told him I want to have sex with him.
“(Y/N), look at me.” He says softly. I look up at him, and he leans in. I can’t even begin to process what was happening until he was on top of me and we were making out.
“Fuck, (Y/N), you have no idea how long I have been wanting to do that.” Dean says, pausing.
“I never said I wanted you to stop.”.
Well, let’s just say, I was right- he is amazing in bed.
Warnings: Language, nudity, minor character death(s)
Pairing: Dean Winchester x Reader (Y/N Singer)
Italics indicate flashback
A/N: Inspired by the song Rascal Flatts Fast Cars and Freedom (watch here). I have been listening to some older, better country lately and this has been nagging at me for awhile now. I have plans to turn this into a series if y’all are interested. Thank you so much to @death2thevirgin who was my amazing beta for this!
The party had been a success and we were both tired. I had just brushed my teeth, getting ready for bed when I walked back into our bedroom and my heart stopped at the sight before me; sitting at her small vanity table, removing her makeup, not like she needs it. Twenty years later, she still takes my breath away. I leaned up against the door jamb, just watching her, enamored by the vision of her. Memories flooded my mind, like a dam breaking.
I was fifteen years old when Dad dropped us off with Bobby for a few days. Sammy was only eleven and didn’t understand why Dad was gone so much. I did my best to explain it to him, but he was just a kid and didn’t get it. He just knew he missed Dad.
Our Dad was a mechanic for a trucking company in Sioux Falls, South Dakota. A few times a year he would have to travel to pick up a big rig that broke down. He didn’t like leaving us ever since Mom died, but he didn’t have much choice. The job paid well and we had Bobby to keep watch over us while Dad was gone.
We went about our daily routine, breakfast, school, homework, chores. Bobby owned a garage and salvage yard, on a large plot of land with a few animals and there was no shortage of work to be done.
Y/N was Bobby’s daughter. She was less than a year younger than me and more often than not, she and I were left in charge of Sam when Bobby was working out in the shop. We got along well since the first day, discovering we had a lot in common and she adored Sammy. That was enough in my book.
The phone rang just as we were finishing up supper. As a general rule, Bobby didn’t allow phone calls during meals, but while Dad was gone, he made an exception so we could talk to him. Once Bobby gave his nod of nearly imperceptible nod of approval, I jumped out of my chair so fast it almost tipped over and ran to the phone.
“Dad!” I exclaimed as I answered the phone. Only the voice on the other end wasn’t Dad.
A/N: Drabble request for anon. Reader is talking on the phone with a friend who’s not involved with the club, and she brags about her boyfriend Jax, who overhears the conversation. I’m sorry it took so long, I hope you like it, lovely!
The night before had been hectic, getting up a few times with Abel so Jax could sleep. You’d offered to watch the baby while Jax went to the clubhouse, and after finally getting Abel to nap, you’d drifted off on the couch. Your phone had woken you up from your sleep. It was your close friend Lynnie, and for the umpteenth time that week, she’d called to ask you when she was going to meet the mysterious new boyfriend you’d acquired. You’d come to Charming from Sacramento, to meet your dad, Bobby, in turn meeting Jax. Lynnie still lived out in Sacramento, and hadn’t had time with her busy work schedule to come and visit you, but demanded updates of your life. You’d been seeing Jax for a few months now, but with him being in the Sons of Anarchy, and all the danger surrounding the club, you wanted to make sure this was a sure thing before involving anyone outside of the club that could get caught in the crosshairs of club business. “You can’t keep this a secret from me! I’m your best friend! What’s wrong with him?” Lynnie whined down the phone. “Nothing is wrong with him! It’s just complicated.” You sat up on the couch, rubbing your eyes. An interrogation was the last thing you wanted. “Has he got warts? Is he a spy and you can’t talk about him otherwise he’ll have to kill you? Does he even exist?” “LYNNIE!” You barked down the phone. You stopped dead, listening to see if you’d woken Abel. “Well at least describe him for me, I’m dying here!” Sighing heavily, you closed your eyes, leaning back into the cushions. You set the phone on speaker, resting it on your chest as you reclined back. “He’s tall, got this medium length blond hair and blue eyes-” “So he’s a sexy surfer, cowabunga dude, continue.” You didn’t correct her, the less she knew, he better. “He’s taller than me, a mechanic.” “Yeah, yeah, cool, he has a job, what are his defining qualities? And by that, I mean what’s he like in the sack?” You couldn’t help but chuckle. Lynnie was never one for beating around the bush. “He’s got a shit-eating grin that makes your legs quake and your panties drop.” “Nooooow we’re gettin’ somewhere.” Lynnie cooed down the line. You paused, thinking you heard something, but figured it was just Abel moving in the crib. “Alright, fine.” You stopped talking for a moment, unable to stop yourself recalling the last time you and Jax had sex. Gemma wanted to babysit, and you’d both jumped at the chance to have an evening alone. And then you’d jumped each other. “The sex is incredible. He’s… blessed in that department, both in size and talent.” Someone cleared their throat, and you sat upright, turning and seeing Jax leaning against the wall coming out of the hallway, that panty-dropping smile plastered on his face. Lynnie was still talking, not realising that they had an eavesdropper. “Gotta go.” You snapped the phone shut, feeling your face burn through every shade of red. “When did you get in?” “While you were napping. I went into check on Abel, then I heard you talking and thought I would see what my lady really thinks about me.” He replied. Jax pushed himself up from the wall, still grinning, walking around the couch and sitting himself next to you. “’Blessed’, huh?” You rolled your eyes at him. “Like you needed an ego inflation.” “No, no, don’t get all flustered on my behalf, darlin’. Keep going.” Jax pulled your legs over his and leaned in, running his hand up and over your thigh, leaving a trail of kisses up your neck. You groaned, enjoying the attention, when all of a sudden it stopped. “What are you doing?” You asked. “You keep going, I keep going.” Jax replied. You gave him a pointed look, and he shrugged, smirking, resting against the back of the couch. He traced circles over your leg, waiting for you to give in. You sighed, not wanting to risk him withholding sex. “Well, you’re very sweet. You always know how to make me feel safe, how to make me feel loved.” “That’s a good start, I’m definitely a sweetheart.” He mumbled as he nuzzled and kissed your neck. “Incredibly humble.” He chuckled, nipping your skin lightly. “The way you bite your lip, makes me wanna bite it too. And the way you walk around, especially when you’re not wearing a shirt… ah.” You let out a slight moan as Jax kissed the sweet spot just behind you ear, his hand cradling your cheek. “And when you’re up against me, and I can feel… every… part… Jax…” Jax had pushed you back into the couch, kissing you as you started to lose focus, both your hands wandering over each other’s bodies. You took it that you’d complimented him enough, said a silent prayer that Abel would keep sleeping before giving yourself over completely to Jax.
weecest celebrating Memorial Day at Bobby's with some of their high school friends (who DoNt know the winchesters are brothers, wink wonk) (~•3•)~
The small living room was filled with the laughter of teenagers, the strong scent of beer and burgers filling the small room.
“So is Bobby your dad or something” A teenager, Jack, asked.
Everyone stared at Dean Winchester, wondering if the man that had told them they could stay the night at his house while he was out, was in fact Dean’s father. None of them had met Dean’s dad, and Bobby seemed to be the fatherly type.
“Uh, no, he’s just a close friend of my dad who’s letting us stay here while my dad is out on a business trip” Dean explained, glancing over at his younger brother.
Sam was never referred to as Dean’s brother, especially around Dean’s friends. Everyone knew that Sam was Dean’s boyfriend, not his brother, which was probably for the best.
“And your Dad is fine with you having your boyfriend over?” Jack asked, completely amazed with how Dean seemed to have such a cool Dad.
Sam blushed at being called Dean’s “boyfriend”, loving the title that he could never hear when he was with Dad or any of Dad’s friends. Even if he only got to hear it from Dean’s friends every blue moon, it felt amazing.
“He’s pretty much cool with it since Sammy is practically family” Dean winked at Sam, sending butterflies into his brother’s stomach.
His cheeks only seemed to darken more as Dean’s friend made kissing sounds and some rather sexual gestures. There were also a few low moans as well, but Sam wasn’t too sure who had made those sounds.
“That’s for later” Sam blurted, his hands instantly covering his mouth as he realized what he had said.
Dean’s eyes widened as he stared at Sam, his mouth hanging open in shock. Usually it was Dean who made the sexual comments and flirtatious jokes, never Sam.
It even seemed to shock Dean’s friends because they all stopped what they were doing, and stared at Sam with shocked grins.
“Well I hope later comes soon” Dean finally broke the long silence, throwing a suggestive wink at Sam.
What a great impression Sam was making on Dean’s friends.