Dean X You - Tumblr Posts

Sam : I don’t think you two should have more coffee

Dean : coffee cures depression

Y/n : more espresso less depresso

* both clink their coffee mugs*

Dean : shit you’re losing a lot of blood quick what’s your type??

Y/n : green eyed dorky brunettes ,you

Dean : YOUR BLOOD TYPE!

Y/n : OH red!

Dean : I’ve been to hell!

Y/n : BIG DEAL

Y/n : I worked at a sunglass kiosk at the mall for four years!

Y/n : so not only have I been to hell but I was also assistant manager there!!!

*power goes out*

Sam : shit

Dean : I can’t see anything it’s so dark

Y/n : don’t worry guys I got this

*Y/n stomps feet sketchers light up*

Dean : ok then

[on a hunt]

Y/n : guys it’s alright we don’t need the guns I have a lighter we get some hair spray and make flamethrowers!

Y/n : let’s fry the bitches!!

Dean : you terrify me

Cas : you and y/n are cute I’ll put you in a boat

Dean : you’ll put us in a what now?

Y/n : ship. Oh my god he’s saying he ships us together

Dating dean Winchester

Forehead kisses.

Loves your hair and anything you do with it.

Your biggest hype man

Praises you 24/7.

Always randomly stares at you like your everything because you are .

The only one who laughs at his jokes .

Loves seeing you in his clothes and it secretly turns him on.

Super protective and a little possessive.

Has a picture of you asleep on his chest as his phone wallpaper .

Winks at you any chance he gets.

Loves flirting with you and making you blush.

Always carries you like a baby even though you hate it.

Loves cuddling but won’t admit it.

You’re The only person on earth he shares pies with.

Always holds your hand anywhere.

Loves PDA even though you get shy sometimes.

Would do anything for you .

Fallows you around like a lost puppy .

Pretends to hate your music but secretly loves it.

A new nickname everyday but still has a special one just for you .

He’s a raging bottom for you;)

Always talks about you to Sam and cas.

Sam and cas being very protective of you because your deans world.

Secretly blushes when you complement him and won’t admit it.

Has inside jokes only for the both of you.

Showing you off to everyone.

The love he has for baby is nothing compared to love he has for you.

You’re the only person he trusts to drive baby.

Always tags along when you go shopping because he loves seeing you try on clothes for him.

Spoils the shit outta you.

Becomes a raging feminist after meeting you.

Tell me if y’all like this cuz I have so many ideas

Y/n: WHAT THE HELL DEAN DO YOU EVEN LOVE ME?

Dean: says the girl who never sent me flowers

Dean:y/n!

Y/n: what?

Dean:you keep kicking me in your sleep

Y/n:

Y/n:who said I was asleep

Y/n: hey dean can you help me with the cup it’s on the top shelf

Dean: so you do admit you need my help once in a while

Y/n: don’t fuck with my patience dean I can and will replace you with a stool

Dean: love is weak stupid and annoying and anyone who is in love is pathetic

Sam:

Sam: you’re literally making a birthday card for y/n

*Dean points glue gun at Sam *

Dean: you’re on thin ice Winchester

Y/n: you’re a dumbass

Dean: but I’m your dumbass

*Points at the ring on her finger*

Dean: FOREVAAAA

Y/n: alright if you could wish for anything you want except there are 2 rules. you cant wish for love and you can’t bring someone from the dead what would you wish for

Dean: I would wish that envelopes moan when you lick them

Y/n:

Y/n: there 3 rules!

Dean: so what do you want to do tonight

Y/n : world domination

Dean : that a little ambitious sweetheart

Y/n: smirking* you’re my world dean

Dean:

Dean:

Dean: wait

Y/n playing with dean’s hair

Dean: stop it you’re running my reputation

Y/n: then get off my lap

Dean:

Dean:no

Effort

Dean Winchester x Plus Size! Reader

Summary: Reader feels like she needs to put in extra effort to look and feel beautiful. Dean doesn’t think so.

A/N: hi everyone! I’m new to tumblr and writing but wanted to give this a shot. I feel like I might have made Dean out of character, but I think of this almost every morning when I get ready and just loved the idea. This is the first fanfic I’ve ever written, so let me know what you think and Enjoy!💕

The room was full of sunlight when you opened your eyes. Squinting at the brightness you took in the familiar surroundings of the motel room as you became more alert.

You and the boys were in Montana. Sam had found news articles of multiple murders from the past few months, all in close proximity to each other. With all the evidence leaning towards a possible werewolf, you and the boys packed up Baby and made your way to the latest murder scene to investigate. After a few days the hunt was successful and you all went back to the motel to get some sleep before heading back to the bunker.

Looking across from where you were, you noticed Sam’s bed was empty with a note on the pillow. ‘Probably out for his morning run’ you thought. Making a mental note to confirm that as soon as you got up. Turning slightly, you found Dean. He was still asleep, arms and body completely wrapped around you encasing you in warmth. You snuggled a little deeper in his embrace giving yourself a few extra minutes before finally getting up to start getting ready.

Slowly sitting up from the bed so Dean wouldn’t be disturbed, you untangled yourself from his arms. After checking Sam’s note and confirming he was in fact on a run and promised to bring back breakfast, you made your way to the bathroom. Starting to wash up for the day you looked over yourself in the mirror.

Looking at your bare face you sighed, today was definitely another makeup day. You’re skin looked a little blotchier then usual, with dark circles under your eyes, and a dull complexion. Eyes traveling a little further down you took in the rest of your body. Big arms, stomach, and thighs bounced back at you.

You had always felt insecure about your appearance. Being the size you were, you felt like whenever you were out in public people would stare. That they were judging you, and thinking you were big and sloppy looking when you really weren’t. This led you to putting extra effort into your appearance. Makeup always on, hair nicely styled, and a well put together outfit for the day. Being a hunter, this wasn’t something that you could pull off everyday, but you tried your best. On the days that you couldn’t, you always felt a little anxious, but Dean always made you feel better.

Dean made you feel like the most beautiful girl in the world. Underneath his tough hunter persona, he was so gentle and loving. Always complimenting you, and taking care of you. While he helped your confidence little by little, you still couldn’t stop those negative thoughts racing through your mind from time to time. Those thoughts where you wished you looked like the women you saw on TV and magazines. Women who were skinny and effortlessly beautiful. Women who could throw on leggings and a t-shirt with little to no makeup, and looked like they stepped off the runway.

Shaking those thoughts from your head. You finished washing up. Grabbing your hand held mirror and makeup bag to bring back to the bed. You always like doing your makeup sitting on your bed. It was comfortable and you had plenty of space to spread your products around. Walking out of the bathroom you noticed Sam was still out. You also noticed that Dean was now awake, sitting against the headboard, and scrolling through his phone. Seeing you in his peripheral vision, Dean looked up and gave you a breathtaking smile. God he was so gorgeous.

“Good Morning Baby.” Dean said lovingly reaching his arm out for you.

“Morning Handsome.” giving him a smile of your own, you grabbed his outstretched hand and let him lead you back to the bed. Settling you in between his legs, he pressed a kiss to your cheek, making his way down to the part of your shoulder that was peeking out of your oversized shirt. His arms wrapped around you to pull you a little closer.

“How’d you sleep?”

“Good, I always sleep the best when you’re with me, you?” you replied grabbing your makeup bag to get what you needed.

“Great, because my gorgeous girl was next to me.”

Dean dropped more kisses to your shoulder making you giggle, but inside you felt a little pang of sadness. You just woke up there’s no way you looked gorgeous right now.

you fell into a comfortable silence after that, enjoying each other’s presence while you started your makeup. Putting concealer first then foundation you started to bounce your beauty blender across your face, making sure everything got covered evenly. Once that was done you started coating your lashes in mascara. Dean watched you from your little mirror as you worked. Rubbing little circles into your hips with his thumbs, Dean broke the silence.

“Baby, you know we’re going to be in the car most of the day right? You don’t have to get all dolled up if you don’t want to.”

Stopping mid mascara swipe you looked down in your lap for a second before continuing

“I know, but I have too. If I want to look good I have to put the extra effort in.”

Dean’s brows scrunched together in confusion.

“Extra effort? What do you mean? You always look beautiful.”

Finishing your mascara you close the tube and look back down in your lap.

“I have to put more work in to look pretty. If I don’t people will see me and think I’m lazy and sloppy. I’m already big I don’t need to add more fuel to the fire”

Dean couldn’t believe what he was hearing. He knew you had insecurities and did his best to remind you that you were amazing and let your confidence shine through. Despite this you did still have some bad days, but this is first time you expressed those negative thoughts so bluntly. He couldn’t let those thoughts continue a second longer. Angling your body more towards him, Dean tucked some loose hair behind your ear before tilting your chin up.

“Listen to me baby, strangers opinions on the street don’t matter. They don’t have the honor of knowing how amazing you are. You’re so selfless and hard working. You constantly put others before yourself, saving people and helping me and Sammy make the world a little better. You’re not lazy and definitely not sloppy you’re stunning.”

Pulling you a little closer Dean continues

“Makeup, or no makeup, dressed up or dressed down you always look so pretty and so amazing. I get lost in those gorgeous eyes and this gorgeous body. I love the way you feel in my hands and pressed against me. You’re absolutely beautiful inside and out.”

You close your eyes, a little overwhelmed by his sweet words. He was right, others opinions didn’t matter. Finally finding your voice you speak up

“I just can’t help it sometimes. You could have any gorgeous woman on your arm, but you picked me. I feel like I have to prove to the world that I deserve you.”

Closing the rest of the distance between you, Dean presses a searing kiss to your lips. A kiss so full of love and want you feel warmth spread through your body. Breaking the kiss Dean cups your cheek, thumb running across your bottom lip.

“You have nothing to prove. I already have a gorgeous woman and I’m not letting her go anywhere.”

Blushing you let a smile work it’s way across your lips.

“There’s that smile I love, brightens my whole day.”

Moving you back into your original position, Dean slips his hand under your shirt. Rubbing small circles on your back while the other hand grabs your lipstick handing it to you.

“You already look beautiful baby but might as well finish what you started.”

Grabbing the tube you also grab your discarded mirror to finish up. Feeling lighter after talking with Dean. You were beautiful, you were confident, and with Dean by your side you could take on the world.

“I love you Dean, thank you.”

“I love you too baby, always.”

The Dress

Dean Winchester x reader

Summary: Deciding to go out of your comfort zone you buy a dress you normally wouldn’t buy. When a conversation breaks your confidence Dean comforts you.

A/N: So this is something that actually happened to me and I wish I had Dean to comfort me through it at the time. Thank you to everyone who’s been enjoying my work so far, I’m still learning and navigating tumblr, but I’m excited to share some more of my ideas with you all! Enjoy and let me know what you think💕

Warnings: (I realized I should probably be putting these on my stories) negative/insecure thoughts, body image issues, self hate, cursing, some fluff and comfort, implied/mentions of smut

You were practically giddy as you drove closer and closer to the bunker. You had stopped into town earlier to check your PO Box that you shared with the boys. Opening the box there wasn’t anything super important, but you got overly excited when you saw the package you had been waiting for sitting inside. You had been waiting for a while for it to come in the mail. As soon as you saw it you grabbed it and practically ran back to your car, hopping in to head back to the bunker.

You had ordered dresses, two to be exact. Your job has an upcoming party in a few months, and you were really excited to go. You were a new employee to your office, and had only been there for a few months. You loved your job and was happy working for the first time in a long time. You felt more confident and had a strong feeling of belonging and appreciation with all your coworkers. When your boss announced the upcoming party, you felt this was a great opportunity to showcase those feelings. New job, new you and you wanted your dress to reflect that.

Finally reaching the bunker, you pulled in and parked next to the Impala. You noticed Baby’s hood was propped open, Dean bent underneath it but then standing up straight to watch you pull in. Throwing you a smile his bright green eyes locked on you. He looked so good today. He was in jeans and a tight black tee, showing off his muscles that always made you go weak in the knees. His usual flannel discarded while he worked on Baby. Shutting the car off you climbed out, remembering to grab your package from the passenger seat. Shutting the car door you made your way over to join Dean in front of the impalas open hood.

Slinging an arm around your waist Dean pulled you in close “Hey Baby.” he said with a grin pressing a quick kiss to your lips.

“Hi Honey.” you said burrowing yourself a little deeper into his embrace. Moving back a little bit Dean settled on the edge of Baby, guiding you to stand between his legs by the belt loops of your jeans. Hands linking together at the small of your back. Dropping your package to the floor, you wind your arms around his shoulders.

“How’s Baby coming along.” you said nodding your head towards his beloved car. “Good so far she’s runnin’ strong.” he said looking fondly at the impala for a minute before turning his attention back to you. “How was the ride to town?”

Your face lit up in excitement as you unwrapped one of your arms from Dean, and bent down to grab your discarded package from the floor “My dresses finally came!” You practically squealed showing him the bundle.

Dean’s face softened as he took in your form. You were practically buzzing, with a big smile on your beautiful face. You were so adorable. He knew all about your upcoming party. His heart warmed at how happy you were. He was fully supportive of you working at your office. Anything that kept you safe and out of danger was a win in his book. He remembered sitting with you not that long ago while you scrolled through the computer, looking for the right dress. He tried to sneak a peek at what you were buying, but you evaded him easily wanting it to be a surprise.

Running a hand across your hip, Dean decided to get playful “Did you? Are you going to model for me?” Reaching up he brushed his lips across the shell of your ear “Maybe I’ll get to take them off of you too” he whispered voice low and gravelly, pressing a kiss to the hollow of your ear. Your face flushed and you felt that warmth travel all the way through your body. Thighs involuntarily rubbing together. He knew exactly what to say to get you all worked up. “Dean” you whined at his teasing. Dresses? What dresses?

Bringing his hand up to cup your face he pressed another kiss to your lips. Thumb running across your cheek. “I know Baby, I just love this blush.” leaning back he released you from his hold.

“Go on, try them. We’ll have plenty of time to play later.” knowing you were eager to try them on. Warmth spreading to your core, you clutched the package close to your chest, pouting at his withdrawal “Promise?” Kissing your pout away Dean grinned. “Absolutely Baby”

with a light pat to your bottom Dean sent you out of the garage. Taking a deep breath, you take a minute to calm your racing heart from Dean’s heated words. You couldn’t wait for later.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

In your shared bedroom, you finally open your package. Pulling the dresses out, you lay them out across the bed and admired them. Grabbing the first one you shed your clothes and put it on. Looking in the mirror you analyzed your body. It was a very pretty dress. A bright red color made of lace. It had short sleeves and an A-line skirt that went past the knees, giving it a classic look. This dress was something you would normally wear, safe and predictable. You picked it partially out of habit and as a back up just in case you didn’t find anything else. You looked nice, but you wanted something different.

Grabbing the second dress you removed the first to put it on. This dress was a style you’d never worn before. You never had the confidence to until now, but your want to reflect your new found happiness made you choose it. Turning back to the mirror you took in your appearance. It was a deep wine colored dress. Tight to the body and accentuating your curves. The sleeves were long with a modest v-neck, and ruching down the whole front. This one was shorter, stopping just above your knees. It was perfect. You loved it and It was exactly what you wanted. You thought you looked amazing and felt amazing too. You’re confidence spiking even higher.

Admiring yourself a few more minutes you decided to call your mom. She knew about the party as well and you wanted to show her the dress you picked out. Pulling out your phone you find your moms contact and start a video call. The call quickly connects and you see your moms smiling face

“Y/N! It’s so good to hear from you! You’re brother is here too.” the screen pans over to your brother who gives a smile and a wave. After a few minutes of pleasantries and catching up, you finally get to the reason of the call.

“Mom I wanted to show you the dress I picked out for that party at work. I love it so much!”

Propping your phone up you step back so she can see you in full view. “What do you think?”

Your mom is silent for a minute, a slight frown on her face as she takes you in. “It looks nice, but are you sure you want to wear something like that?”

“What do you mean?” Your brows furrow in confusion “is there something wrong with it?”

Your brother speaks up from behind your mom “Honestly, it doesn’t look good.” you felt your heart plummet to your stomach, throat tight with emotion. Your brother continues “Really like just the style in general is so bad, it’s really not flattering at all.”

Trying to keep your composure, you swallow hard as tears fill your eyes ready to spill over. “I thought it was great. I wanted to try something new, be more bold and confident.”

Noticing the emotions playing across your face, your brother tries to back pedal “That dress wouldn’t look good on anybody, it was just poorly designed. Do you have time to find something else?”

Grabbing the first dress you hold it up to show them. “I bought this one too but I always wear this type of dress”

Finally speaking up your mom lights up “Oh I love that one, it’s perfect for you and it’ll cover up the problem areas.”

Hearing enough you quickly reply “Thanks guys, I’ll talk to you again soon.” Ending the phone call you let the tears escape and roll down your cheeks.

You were so stupid. How could you think that this dress would look good? You’re brother was wrong. Plenty of other women could wear this dress, but you weren’t one of them. You clearly weren’t confident enough or attractive enough to pull something like this off. You were just plain, ugly, boring you. You sit on the edge of the bed, tears still falling. You wrap your arms around yourself like armor, trying to control your breathing as your tears turn into full sobs.

Your thoughts starting to spiral, you think of Dean and cry even harder. You don’t deserve to be with him. How could he possibly love someone like you? When he could have any gorgeous woman on his arm. You were pathetic. Ugly and broken and definitely way out of his league for someone who was as gorgeous as he was. Standing up abruptly you take the dress off and throw it to the ground. You grabbed your pajamas, an oversized t-shirt and shorts and put them on before making your way back to the bed. Crawling under the covers you grab your pillow and clutch it to your chest sobbing, wishing you could be someone else.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

Walking through the halls of the bunker, Dean search’s for you. It had been a while since he saw you in the garage. He didn’t think it would take long to try your dresses on, and he thought you might’ve came back when you were finished. After searching through the main rooms and asking Sam if he’d seen you at all which he hadn’t, he made his way towards your shared bedroom. As he gets closer he notices the door is shut. We’re you still trying things on? He then hears noise on the other side of the door, muffled sobs that make his chest tighten in slight panic. Opening the door he sees you. Curled up under the covers of the bed, pillow clutched to your chest, and the most heart wrenching sobs coming out of your mouth. What the hell happened? You were so happy before.

Dean was at your side in seconds. Kneeling down in front of you and running a hand along your hair “Baby what’s going on? What happened?” You don’t respond, sobbing and coughing as you lose your breath. Dean looks over you quickly. After not finding anything physically wrong with you, he relaxes slightly and tries to calm you down. Pulling the pillow away from you, Dean fills the empty space. Guiding your head into the crook of his neck. His hand running through your hair while the other slips into you shirt, pressing against the small of your back and gently rubbing. “Shhh baby girl it’s ok, you’re ok. Can you try and take a deep breath for me?” Cuddling closer into Dean, you soak in his warmth. With the smell of his cologne and his strong heartbeat invading you’re senses, you take a small shuddering breath. “That’s it Baby nice and easy, deep breaths in and out. You can do it.”

Dean continues whispering sweet words to you and helping you breath until you finally start to calm down. Pulling back slightly Dean presses a kiss to your forehead, taking his hand out of your hair to bring it to your cheek. Wiping the tears away with his thumb. “There’s my girl, What happened Baby? Who’s ass do I have to kick?” You let out a small watery giggle before hiding your face away, suddenly feeling embarrassed. “It’s stupid, I shouldn’t have gotten so upset” you reply, voice and throat scratchy from your crying.

“It’s not stupid, you know you can tell me anything” mustering up the courage you sit up a little, looking into Dean’s gorgeous green eyes. Dean follows you resting against the headboard and securing you at his side. Your head rests on his shoulder grabbing his hand and twining your fingers together. Deans other hand is still on your back warm and comforting, rubbing up and down in long strokes.

“I tried on the dresses and one of them was exactly what I wanted. I loved it and felt amazing in it. I called my mom to show her and my brother was with her too. I showed them the dress and they didn’t like it. They thought it wasn’t right for me, that it was completely unflattering and did nothing to hide all the problems I have on my body.”

Dean saw red. How could your family do that to you? Problems on your body? You were absolutely stunning! Trying to reign in his anger you continued with your story.

“I feel so stupid they were clearly right, I’m not confident enough or pretty enough to wear something like that. I don’t know why I even bothered in the first place. You deserve someone way better not a loser like me.” You look down in your lap, upset and ashamed.

Tilting your head up, Dean places a chaste kiss to your lips rubbing his thumb along your jaw as he speaks

“First of all you aren’t a loser and you’re not stupid. You’re so amazing. Smart, funny, and drop dead gorgeous. I don’t want you thinking for another second that you don’t deserve me because you do. And second, your body? It’s perfect Baby. You drive me crazy with these gorgeous curves. For me no other woman compares to you.”

You heart melts at his sweet words. You loved this man so much. Looking into his eyes which showed nothing but genuine love and honesty, you felt a little lighter. Dean loved you for you and that’s all you ever needed. Throwing your arms around his neck in a tight hug you cuddle into him.

“I love you, I love you so much”

“I love you too baby girl, but now I need you to do something for me”

Untangling from your embrace Dean stands up, leaving you confused as you watch his movements. Crossing the room Dean reaches down and grabs your dress from the floor. You had almost forgotten that you threw it there. Walking back over to you he places it in your lap

“Will you put this on for me?”

“I don’t know Dean, I don’t think it’s going to look good” you replied looking down at the dress in your lap, some self doubt still lingering. Reaching for you, Dean tilts your chin up. “It will I promise, do you trust me?” Of course you did, you always would. Giving him an affirmative nod you stand, turning your back to him. You quickly shed your pajamas and pull the dress on. Adjusting it so it sits right, you take a moment not quite ready for his reaction. ‘It’s ok’ you tell yourself ‘you can do this’

Steeling yourself you turn around, looking Dean in the eye. His breath hitches once you’re facing him “Fuck, baby you look gorgeous” eyes raking over your form. The dress fit to you like a second skin, accentuating all of your curves that Dean loved so much. He couldn’t resist stepping closer, hand reaching out to your hip to bring you into him.

“You really think so?” You reply wrapping yourself around Dean, feeling your body warm at his words and his touch. Dean presses a kiss to your lips, then your cheek, working his way down your jaw and your neck before burrowing into the spot we’re your neck and shoulder meets. Hand gliding along your hip feeling the smooth material of the dress. “I think it’s time to take this off now Baby, gotta show you just how much I love this body, dress or no dress.”

Reaching down, Dean grabbed the hem of your dress slowly dragging it up and leaving a fiery trail along the skin of your thighs before stopping back at your hips. Guiding you back to the bed and leaving hot kisses along your neck, the dress soon came all the way off and Dean spent the rest of the night showing you just how beautiful you really were.

Main masterlist

Started: 06 07 22

Last updated: 22 08 22

Key:  ✓ completed, ♥ ongoing,  ☾ angst,  ★ fluff, ♡ smut

Challenges

various x reader

30 day challenge | Summary: Using a 30 day prompt challenge, a collection of drabbles will be written for various characters.  ♥  ★  ☾

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Supernatural 

Dean x Sam x Winchester reader 

Join the hunt | Summary: Ever want to be included in the show, as a Winchester? Wait no more. Follow y/a, Sam and Dean through 15 seasons of saving people, hunting things the family business. ♥  ☾

Dean x reader

Messy kinda love | Summary: The reader and the boys go on a vamp hunt.  ✓

Crushing (Part one) |  Part two | Summary: y/n has found Dean in a compromising position, Dean has found out about y/n’s crush. Not everything ends well.  ✓ ☾

Sam x reader

Creepy Crawly | Summary: The bunker protects the reader and the boys from evil. Well, not from all evil.  ✓  ★

Bobby x reader

I love you | Summary: You had gone on a hunt alone, simple salt and burn. But when has a hunter’s life ever been simple?  ✓ ☾

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Stranger things (coming soon)

Eddie Munson X reader

Like marmite | Summary:  How you and Eddie became secret lovers, after being life long enemies. 18+  ✓ ★ ♡

Crushing

Dean x gn!reader

Summary: y/n has found Dean in a compromising position, Dean has found out about y/n’s crush. Not everything ends well.

a/n: Sorry! I just love some angst sometimes, and I love writing angst. Let me know what you think. Or even request a fic :)

warnings: angst, implied sex/adult themes

word count: 945

“You’ve got to get over this crush thing” Dean yelled, his arms waving up and down in the space between the two of you, the argument escalating. Why oh why did he have to find out the small crush you had been harbouring, which had developed a few months after you first met him.

The argument had started about ten minutes earlier, when you had walked into the bunker, finding Dean on top of a scantily clad woman. Her blonde hair was a mess, sprawled out across the floor, Dean’s hands were in it, grabbing and pulling as he made out with the unknown woman. Her lipstick was smeared all over his face, his shirt was undone, the sleeve halfway down his arm, his belt was unbuckled, and you watched him groan and moan as he grinded his clothed cock against the woman’s leg.

The short gasp and the small wail that you accidently let slip, betrayed your presence in the room. Dean and the woman turning their heads to look at you. You froze, tears welling in your eyes, your fight or flight kicking in, fear and hurt flooding your body. You span around and ran, but as you left you heard Dean sigh, before muttering “I have to deal with this, look I’ll call you later Maria.”

You could hear his feet thumping on the floor behind you, before he aggressively grabbed your arm, pulling you back, a small squeak escaping your lips, as he turned you round to look at him. You didn’t look at him though, you didn’t want to see his face, his green eyes, his slight brown stubble; you didn’t want to see the bright red lipstick stains peppered over his face, you didn’t want to see his swollen lips from the heavy make out session. To be honest you didn’t want to see Dean at all, you wanted the ground to swallow you hole, to go back in time, never meet Dean, never fall in love with him. You just wanted to be alone.

“Look at me y/n!” Dean growled, roughly grabbing your chin, with his hand, a hand that had been touching that woman, and playing with your hair; it made you feel dirty, like you wanted to peel your skin off. You pulled away from his touch, your eyes still not meeting his green ones, the ones that previous to today you could spend hours getting lost in.

“You’ve got to get over this crush thing” Dean yelled, his arms waving up and down in the space between the two of you, the argument escalating. Your heart shattered, it felt like only yesterday when you had fallen asleep in the library and Dean had picked you up and carried you to bed, it felt like only yesterday when he kissed you on head and tucked you on the bed whispering “I love you, y/n”. It felt like only yesterday; but it wasn’t it was two months ago. That night gave you hope, it made your heart flutter, hopes that one day Dean would be your future. But now, that hope has died, the butterflies that lived in your stomach, poisoned leaving you in cramps. The heart flutters you felt before warping and making your heart feel like it would almost stop.

“Look, y/n. I don’t feel… whatever it is I’m supposed to feel for you”

“But you told me you loved me!” You finally found your voice, yelling at him, fury spreading through your veins, covering you body in hard armour. You were going to at least fight for this, fight for the two of you, even if nothing had fully bloomed yet.

“I love you, y/n” He assured, your heart healing slightly, hope bubbling up from the pit it died in, but then he continued. “I love you so much… just not in that way.” You gasped, stepping back slightly like you had been shot, you felt like you had been shot; and Dean was the one pulling the trigger.

“I don’t want to lie to you, y/n. I care about you, I always will, but you and me, are never gonna happen.”

Bang. Bang. Bang.

Every sentence, every word was like another bullet piercing your heart, shattering it into a thousand tiny pieces. Your head starts to spin, bile rising in your throat, a slight burn left in its place. You finally look into your ‘shooters’ eye, the different hues of green swirl together in a mixture of sadness and pity. Dean tries to reach out to comfort you, but you slap his hand away.

He signs, lowering his arm. “y/n” He whispers, “you need to move on.” He finishes, turning around and leaving you alone, in the corridor of the bunker, alone like when you first met him, alone like you have been for most of your life.

Your body gave into the void, it felt like you were falling forever, your knees smashing into the floor, the pain shooting through your body, yet the physical pain hurts less then Dean’s words. You were wounded, but no one could fix you. A thousand pieces it a lot to put back together, and there were some pieces sure to be lost. Leaving a hole, a void never able to be filled. Even if you painted the pieces gold, nothing could mend your broken heart.

You sat on the floor, a puddle of tears surrounding you, hoping that it would get deep enough to drown out your hurt, your fears, your anger. You were alone again, with nothing but a broken heart and the words of the one who loved you bouncing around your head.

 Main master list

Crushing part two

Dean x reader

Summary: y/n has found Dean in a compromising position, Dean has found out about y/n’s crush. Not everything ends well.

a/n: I am so sorry this has taken so long! But I got there, busy ass week. Hoping to write more next week and get more things posted. Thank you to @megamall98 for the request.

warnings: angst, sex/adult themes, swearing

word count: 1268

Part one

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God her lips! I couldn’t get enough; they were rosy red and plump they looked just like theirs. Like y/n’s. And by chuck was this woman a good fucking kisser. I close my eyes imaging that I was kissing y/n instead.

It hadn’t taken long for me and the random woman I had picked up in the local bar to arrive back at the bunker. The alcohol I had consumed to forget my love for y/n was rushing through my veins. I probably shouldn’t have driven, I know y/n would kill me if she knew, but I need to forget about her; move on, and this chick on my arm was my answer. As soon as we entered the bunker, we were like teenagers, her body was clad in a little tight black dress, nothing like y/n would wear; it made it easier to separate hook-ups from y/n if they were complete opposites. I pinned her against the wall, my fingers dancing up her thigh, my lips pressing gently then hard, then gentle again against her neck until I reached the right spot and she moaned. My fingers continued their journey, playing with the elastic of her panties, fingers creeping underneath, playing with her clit.

We moved throughout the bunker, from the door to the kitchen to the floor. I pinned her arms above her head, sliding her little black dress up her body, before pulling off her panties. Her blonde hair was splayed around her, like a halo, she looked godly, beautiful even; but no where near as amazing as y/n. I closed my eyes, before peppering her neck with kisses, imagining y/n beneath me, my cock getting harder.

But that’s when the argument started.

A short gasp, followed by the slamming of the front door, gave away to someone intruding. I whipped my head around, and there they were. Fuck, I had forgotten about them; I guess my plan worked. But the flash of hurt, anger, confusion that quickly appeared on their face quickly pulled me to my senses. I clambered up off of the blonde on the floor, noticing tears at the corner of y/n’s eyes, before they suddenly turned around, running off, their feet pounding on the floor.

“Fuck! I’ve really screwed this up” I mutter to myself, pinching the bridge of my nose in frustration. I turn and look at the annoyed blonde, who was no longer attractive and was no longer getting any of me.

“I have to deal with this, look I’ll call you later Maria” I mumble, turning away to follow y/n. I don’t actually know the blondes name to be honest, and I also don’t have her number, but even if I did have her number I’d never call it.

Catching up with y/n is not as easy as it seems. Y/n’s fast, well they should be, they’re a hunter. But I’m taller, and my long legs give my advantage; like a predator chasing its prey. I reach out, my fingers ghosting their arm, but that’s all it take to grab them and yank them into my chest before spinning them around to face my direction. They don’t look at me, head hanging down, I hurt them. I know I hurt them. If I could, I would be theirs in an instant, but we’re hunters, we can’t live the apple pie life. We can’t live their dream.

I want them to look at me, I want to see their beautiful eyes, even if they show all the hurt I’ve caused them. “Look at me y/n” I growl, grabbing their chin gently with my thumb and finger, lifting their head up so their eyes can meet mine. My other hand lifting to move hair out of their face and brushing it behind their ear. Yet, they pulled away, like they were disgusted, grossed out. Like I was the sludge at the bottom of a bin.

“You’ve got to get over this crush thing” I yell harsher than I intend too, my arms waving between the two of us. Little do they know I’ve loved them for ages, but I can’t, we can’t. They want the apple pie life, and I can’t give them that, I want them to be happy, and they’d never be happy with just me. I miss the days where we were close, where I knew they didn’t like me back, where I was the only one getting hurt. Like the day where they fell asleep in the library slumped over a pile of lore books, hair scruffy like a mane around their face, a small dribble of drool escaping their lips, I missed the closeness between us, like when I picked them up, their warmth radiating off of them, their smell invading my senses. I loved the feeling of their skin on my lips as I tucked them into bed, kissing their forehead before whispering “I love you. Y/n” I miss the days where only I was the one getting hurt.

But now I have to break their heart.

“Look, y/n. I don’t feel… whatever it is I’m supposed to feel for you” I mutter, my heart shattering. I wanted nothing more to pin them against the wall and kiss them; tell them, show them how much I love them, but I can’t. They want the apple pie life, and I can’t give them that. So, I lie, through gritted teeth.

“But you told me you loved me!” They yell, eyes red with anger and hurt, oceans of tears pouring down their cheeks. Fuck, they had heard me that night, that’s what started all of this. Why did they have to hear me?

“I love you, y/n” I whisper, I see the hope in their eyes, and it hurts but I had to tell them I love them one last time, before I have to hurt them. “I love you so much…” My heart shatters, this isn’t the way I wanted to confess, damn why did I have to be a hunter, I want to give her that apple pie life! I feel frustrated, angry at myself at my life choices, I wish everything was different. “I love you so much… just not in that way” I finished. They gasped, stepping backwards slightly, stepping away from me, like they were wounded. I wish I could take care of them.

“I don’t want to lie to you, y/n. I care about you, I always will, but you and me, are never gonna happen.” I lie through my teeth. I reach out a hand, trying to at least wipe a few tears away, but they just slap at my hand, my skin starting to turn red from the contact. My hand stings, but the pain doesn’t hurt anywhere near as much as my heart.

I’ve got to finish what I’ve started, rip the plaster off. “Y/n” I sigh, lowering my arm away from them, “You need to move on”.

I can’t look at them any longer, I can’t see the pain I’m causing them, I should be the only one in pain. I leave, turning my back to them, I heard the thump of their body falling to the floor, the loud sobs as I walked away. I felt my hot tears burning my skin, as they break through my outer defences.

I try to convince myself that this is the best for them, for us. They can get the life they wanted, and I’ll go back to the only one being hurt. The way it should be, because Hunters like me, we don’t het happy ever afters.

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Part one | Main masterlist