People Can Change
Summary: Y/N is a nerd about to graduate from high school. Dean is her best friend's older brother who is always with Sam. Together the two of them fight like cats and dogs, but is it hatred causing it or is it love?
Characters: Dean Winchester, Sam Winchester, Jessica Moore, Bobby Singer, Reader
Pairings: Dean Winchester x Chubby!Reader, Sam Winchester x Jessica Moore
Warnings: NSFW, smut, self doubt about weight, language
Word Count: 4,687
Request: Do you think you could write me a fanfic where its Dean x Reader but they're both in high school and the reader is this adorable chubby lil nerd and Dean is a bad boy who used to tease her but they both really like each other and it ends up in smut of fluff please and thank you! Love the writing and keep doing' you!- Anonymous
A/N: This is my submission for @dancingalone21 Lau’s AU Funny Quote Challenge. My quote was “I say we get drunk and shoot crap.” I hope y’all enjoy I loved writing this because I’m a chubby nerd like the reader. Feedback is always welcomed!
The bell for the end of the day chimed, and all of your classmates started packing their things up. Mr Singer, your teacher yelled out to everyone that they needed to bring their homework in on Monday or they’d receive no credit. As everyone else rushed to get out of the class, you took your time packing your things up before walking to the from of the class.
“Mr. Singer, here’s my homework.” He looked up at you with a smile on his face as he took it from you. “I just figured I would give it to you now.”
“My star pupil, thank Y/N I’ll be sure to get this graded and back to you by Monday.”
“Thank Mr. Singer have a great weekend!” You grabbed you Captain America backpack off the back of your chair and headed out into the hallway. People were laughing and chatting as they made their way to the front of the building.
You stopped at your locker putting your books away, “Hey Y/N!” you turned around to see your best friend Sam heading towards you. His girlfriend Jessica clinging to his arm as he waved at you. You couldn’t help but laugh at him, he was so tall you could always spot him out in a crowd he was one of the tallest kids in the school. “Hey, do you have anything planned tonight?”
“What are you talking about Sam?” Cringing you slowly turned around looking up at Sam’s older brother Dean. He was wearing a white t-shirt with black jeans and a matching leather jacket. His sunglasses were on shielding you from his mossy green eyes. “She has no friends aside from the two of you, so why would she have any plans?” He was leaning against the lockers watching you, a smirk pulling at the corners of his pink lips. “No offense.”
“Oh yeah that totally wasn’t offensive at all asshole!” You glared daggers at him as he turned his head in the other direction. “You’ll always be an asshole, and Batman will always suck ass.” You murmured under your breath before turning to look back at Sam and Jess.
“I just heard that insult little nerd!”
“Good I’m glad you heard it!”
“Batman could totally kick Captain Assholes ass!”
“Captain America is a superhero! Batman is a billionaire with a bunch of gadgets.”
Dean pushed himself off the lockers and towered over you. “Oh yeah!? Well at least Batman has a bunch of ass kicking weapons.” He leaned down getting closer to your height, making his point by pushing his sunglasses to rest on the top of his head. “All your stupid Steve Rogers has is a little shield!”
“Captain Rogers was injected with Super-Solider Serum, and through ‘Vita-Ray’ treatment he became a superhero! He’s faster, stronger, and his endurance are better than Batman’s! Captain America would kick his prissy ass in under a minute!”
“Oh you’re on nerd, you take it back right this second!”
“Never!”
“Guys!” Both you and Dean turned around seeing a very confused Sam and Jessica watching you. “If you’re done arguing over useless stuff can we please get on to more serious matters?”
Clearing your throat both you and Dean stole a glance at each other before quickly looking away. You adjusted the strap of your backpack giving Sam an apologetic smile. Dean pushed his sunglasses back down over his eyes before crossing his arms over his chest. You had no idea how Sam and Jessica dealt with you and Dean. The two of you were constantly at each other's throats, all because Dean makes fun of you. And by some miracle Sam was always to separate the two of you.
“I know you’re busy with working on your costume for Comic Con but would you wanna come to the lake with us? There’s going to be a whole bunch of us there.” Glancing down at your shoes your kicked at a scuff against the polished white tile. ‘Come on Y/N, Jess and I are leaving for Stanford in August. We’re not going to be in Kansas much longer.”
Sam and Jessica were your only friends, seeing you couldn’t really count bad boy Dean as one. You were staying to go to a local college while taking art classes online. When they left you were going to have no one but yourself. You could hang out with Dean, but he was too busy working at his Dad’s auto shop to hang out all the time. So this summer was really going to be the last with your friends for awhile.
Jessica placed her hand on your shoulder, “Come on Y/N, it’ll be fun.” She was right, being with them would make this a memorable night.
“Alright, my costume can wait until tomorrow I guess.”
“That’s more like it!” Sam shouted pulling Jessica closer in his arms as the two of them started heading down the hall. “Let’s make this the best night of our lives.”
__________
“This really has been amazing.” Sam smiled staring at the sunset with Jessica sitting next to him. His arm was wrapped around her and they both had a beer in their hand. Jessica leaned her head back against his shoulder as she whispered something to him. Sam tightened his grip around her, standing up suddenly. “Hey. . . uh Dean do you mind if I get the keys to the car?”
Dean was sitting across from you a beer bottle in his hand as he poked at your fire with a stick. “Sammy why do you need my car keys?” He glanced up at his little brother, a knowing smirk across his face. “Are you going to take the log to the beaver?”
“Oh God Dean.” Sam groaned looking aways as his face turned slightly pink. “Are you going to give me the keys or not man. Jessica left her uh-” He looked up at the dusk sky for a brief second, “her sweater in the car.”
“Sure she did. That’s okay you two have fun, what to do you want to do Y/N?” You laughed softly as Sam rolled his eyes. “I say we get drunk and shot stuff. I mean seeing Sammy is going to shooting his own gun.”
“Oh my God Dean knock it off!”
With a final sigh he tossed the keys to Sam, “Just make sure to lay a blanket down, and crack the windows.” Sam and Jessica were blushing as they head back towards the car. “I do not want you staining the upholstery or Baby reeking of sex!” He laughed sticking his tongue out slightly.
Sam glared back at Dean as they headed through a wooded area behind the lake. When they were gone Dean started laughing poking more at the dull flames. You watched as embers flew up towards the pink and purple sky. You were glad you came tonight, it had been a lot of fun so far. You were all making memories that were going to last you a lifetime.
“Are you having fun?”
You looked back at Dean who was taking a drink of beer, “Huh, oh yeah.” Rolling your unopened beer can in your hand you looked back at him. “It’s just a little bittersweet you know. This is going to be one of the last nights were all like this together.”
“Sammy and Jess might be leaving,” he stared into the flames of the fire, “but that doesn’t mean that just you and me can’t do this.” When he looked at you, you almost had to catch your breath. Dean Winchester was already a sexy guy, but he looked ever hotter in the illumination of the flames. “You know we might fight like cats and dogs but. . .you’re not going to be alone. I’m going to be with you every step of the way.”
You were taken back by his words, not really sure what to say. This was the same Dean Winchester who would tease you about your hair when you were a Freshman. The same asshole who made fun of you love of comics and books. This was the same jerk who made your first year of high school a living hell. And fast forward three years and he was being nice to you.
He huffed looking at you, “Why are you looking at me like that? I’m telling the truth ya know, I’m not just messing around with you.” You turned your nose up at his sudden defensive nature.
“I’m sorry Winchester, I’m just a little shocked that you’re being nice to me.”
“What the hell are you talking about!? I’m always nice to you, I’ve been nice to you since that first day Sammy brought you home from school.”
“Uh no!” You crossed your arms over your chest pressing your breast up a little. “If I remember correctly you were the one telling Cas to get a look at the junk in my trunk.”
You weren’t skinny by any means. You were chubby or as you liked to call it curvy and you had struggled with your weight all of your life. You could care less about what other people said about you. You knew you had your issues, and you were doing your best to work on them.
“Whoa hold on a second!”
You got off the log you were sitting on and started walking in the other direction. You heard the shuffling of gravel behind you as Dean ran after you. “Y/N sweetheart, hold on for a second!” he reached for your arm and you quickly pulled it away turning around to face him. “Look yes I was an asshole when you first met me.” You cocked up an eyebrow rolling you eyes as he spoke. “Okay I’m still an asshole!” He grabbed both sides of your arms holding you still to look into his eyes. “But I’m the asshole who has fallen madly in love with you.”
“What!?” Your jaw dropped at his words, you cheeks burning as he nodded his head. “What the hell did you just say? I’m pretty sure I misheard it or something like that.”
“I said I love you.”
“Jesus Dean, did someone put something in your drink?” You placed the back of your hand against his forehead feeling for a fever. “This is so not like you. You’re not acting like yourself at all.”
He pulled his head back sighing deeply, “No one put anything in my drink, and I’m not sick by any means.” His fingers gently squeezed your arms as he took a deep breath. “Look, I’ve liked you for a long time.” He kicked at rocks underneath his boots before his glanced down at you. His eyes were trying to read you, pick up on what you were feeling. And his guess was as good as your own. There were so many emotions running through your veins, you weren’t sure what to think, say, or feel. “I’ve liked you since you were a sophomore, and I fell in love with you last year.”
“Hold on a second,” you sighed pushing him back slightly, “if you liked me for this long then why are you always a jerk to me?”
“Look this might come as a shocker to you but I’m not good at showing my emotions.” You found yourself gawking at him, giving him a chance to explain himself. “I’ve wanted to tell you for a long time now I really have. But anytime I feel like it’s been the right time we end up arguing instead. And most of that is me putting my defenses up, not wanting anyone to get close me. But I realized you might not stay here in Lawrence forever, and with Sammy leaving in a few months I realized how short life is. So I decided I was going to tell you before I screwed up royally or I missed my chance.”
“Sam and Jess knew didn’t they?” Dean nodded his head, “That’s why they left right? To give you the chance to tell me how you felt.”
“Sam had known for awhile, hell he probably knew how I felt before I even realized it.” He looked back in the direction that the two of them had ran off to. “This was their idea, figured it would be easier for me to get you alone like this.”
You heart was racing as you took all of his words to heart. Now that you were thinking about it, it was pretty evident the two of you had feelings for each other. It wasn’t always fighting when you were with him, he’s always been there for you when you needed him. He had picked you up countless times, been there for you through the rough patches of life, and always had a smile on his face when you were talking. And you liked him a lot to regardless of the teasing and the fighting.
Dean was so good looking it should be illegal. His creamy skin, those olive eyes that took your breath away, and those plump lips you fantasized about kissing. But he wasn’t just good looking. Dean Winchester was a strong and caring man, who typically put others above himself. You always admired that about him, and that admiration soon turned to love, but you always pushed those feelings away seeing how the two of you were always fighting. Now that you knew the truth, you could see why the two of you were always fighting.
You were in love with each other.
Dean cleared his throat, waiting for you to say something, anything in response to his words. You wanted to tell him how you felt about him, but a little voice in your head was telling you something different. Why would someone like Dean want to be with a nerd like you?”
“Why me?”
“What?”
“Why are you in love with me Dean? I mean in case I’m not the typical girl you’d go for. I’m chunky, nerdy, and I have no sense of fashion. You could be with any girl in this whole world, and you want to be with me?”
“Are you kidding me?” He cupped both sides of your face in his hands. “Have you looked at yourself in the mirror lately Y/N/N? You’re the most beautiful woman I’ve ever seen. You’re soft Y/H/C hair, those breathtaking Y/E/C eyes, your body. I don’t see how you’re single, not only are you fucking hot, but you’re smart and passionate too.” His thumb brushed against your cheek, your heart fluttering as he touched you. “What’s not to love about you? I’d be crazy to not be in love with you.”
Your heart was throbbing at his words as tears began welling in your eyes. You licked your lips your own hand reaching up to touch his own. Dean eyes gazed over your face, and he slowly leaned in closer towards you. You followed his lead leaning in as well. He stopped looking at you one last time before closing his eyes and the gap between your lips. You inhaled sharply as you kissed him back, his lips gently moving against yours as you wrapped your arms around his neck.
He pulled back for a second his eyes opening as a smile spread across his lips. You returned the smile, and he leaned back in kissing you deeply, his tongue licking your bottom lip. You opened your mouth for him, his tongue slowly sliding inside of your mouth. You moaned into the kiss, your tongues massaging and moving against another. It was intense and passionate, like lightning lighting up a dark stormy summer night. This kiss was way overdue and there was a lot of making up the two of you were going to have to do. But being with him like this, it felt like you had all the time in the world to make up for it.
Dean pulled away the two of you panting and trying to catch you breath. You gazed into each other's eyes before laughing softly. Dean’s hand slid around to the back of your neck, his fingers playing with your hair as he pressed his forehead against yours. “That was well worth the wait, but now I’m kicking myself for not doing it sooner.” Yours hands played with the collar of his leather jacket as he spoke. “Like I imagined how that would be for years, but nothing compares to the real thing.” His lips pressed against the tip of your nose before moving further down to your lips. You kissed back gripping onto the fabric of his jacket, pulling him closer towards you.
“Whooa!” Sam shouted from the distance causing you and Dean to turn around. Him and Jessica were both clapping as they sat down around the fire. “Took you two long enough!”
“Come on,” Dean grabbed your hand leading you back to Sam and Jess. “let’s go hear about how Sam has been telling me for years to tell you how I felt.”
This was not how you were expecting your night to go, but you’re glad you decided to come with them. You showed up at the lake single and irritated with Dean, and you’re leaving knowing the two of you loved each other. There was a bright future ahead for the two of you, and you were looking forward to every second of it.
_________
Standing in the Sam and Jessica’s apartment you were fighting back tears. Jessica was hugging you telling you that she would text you every day. Pulling away the two of you wiped your eyes before looking at your boyfriends hugging each other. Dean pulled away clearing his throat as he smacked Sam on the back.
“No chick flick moments.”
“Alright, whatever you say jerk.”
“Bitch.” Dean wrapped his arm around your waist looking Sam in the eyes. “You be careful and be sure to call mom. And if you need anything Sammy don’t hesitate to call me okay?”
“I will Dean.”
With heavy hearts you and Dean said goodbye to Sam and Jessica before heading back to the hotel you were staying at. The drive back was quiet as Dean held your hand tight, his lips pursed together as his eyes were focused on the road. In the five months of dating him, you come to learn a lot more about him. Like right now he was going to assure you he was fine, but deep down you knew he was dreading this day for months. You were glad he didn’t have to go through this by himself. He had you with him, and hopefully that might ease the pain a little bit.
When you got back to the hotel Dean collapsed onto the bed sighing roughly into the mattress. You placed the bags of food on the mattress and crawled up on there with him rubbing his back soothingly. He turned his head looking up at you, as your fingers massaged his tense muscles. His frown slowly turned into a smile as you leaned down kissing his forehead.
‘Let’s eat real quick and then we’ll get some sleep before the long drive back okay?”
“Alright.” He pushed himself up and grabbed the bags of food handing you your own food. The two of you made small talk about the shop and your blog. It was like a typical weekend night back at his place.
As soon as you finished eating you both took you showers before crawling under the crisp hotel sheets. Dean wrapped his arms around you as you stared at the green alarm clocking it’s luminescent glow lighting up you pillow. As your eyes started closing, asleep slowly overcoming your senses Dean pressed a kiss against your neck. All thoughts of sleep vanished as your turned your head, finding his lips against yours in a second.
“Thank you, for coming with me.” he whispered against your lips, “You being there with me made that a little more bearable.”
“Well I love you, of course I’d go with you. It’s like you told me, you’re never going to be alone Dean I’m always going to be with you.” You pressed your lips against his, slow and tentative, and lazy not hurry in it at all. His fingers grazing your skin, but not completely going under just yet. Those lazy kisses that you loved so much, slowly became more heated as Dean shoved his tongue in your mouth. You turned wrapping your arms around his neck as he slid his hand up your shirt. His large hand cupped your breast squeezing and kneading it as your tongues were tangled together.
‘I love you Y/N.” He rolled on top of you, pushing your night shirt up exposing your bare breasts to him. “I love you so damn much.” Leaning down you moaned watching as his tongue darted out flicking your nipple. He looked up at you before his lips sealed around the sensitive bud, his tongue swirling around it as his teeth grazed it. Your back arched off the mattress, and his free hand cupped your other breast squeezing it.
The two of you had fooled around in the several months of dating, but you never went all the way. Part of it was because you both wanted to take your time, while the other fact was that Dean wanted you to be sure you wanted him to take your virginity. In this moment tonight there wasn’t a doubt in your mind that you wanted Dean to be your first.
“Dean.” you bucked your hips against his, feeling his erection through his sweat pants. “Do you,” you moaned loudly as he pinched your other nipple, “do you have a condom?”
His head flew up hearing your words, he reached over turning on the lamp on the night stand. “What did you just say?” His green eyes roamed over your bare chest before looking directly into yours. He needed to hear it one more time, he wanted to make sure that this was what you wanted.
“Let’s do it, I know I love you I want you to be my first.”
“You’re sure?”
“I’ve never been more sure of anything in my life.”
His fingers trailed down lower, sliding into you pajama bottoms. “Well I have to make sure you’re ready for me.” His fingers traced small circles around your clit before moving down further rubbing your lips. “Then we can do it okay?” You nodded as he pushed a finger inside of you, you whined lifting your hips up to meet his touch. He pumped it lazily before adding another finger.
He took his time stretching you out, his finger stretched your walls. Somehow during all the intense pleasure he moved between your legs. His fingers buried deep inside of you as his wet tongue lapped at your clit. You were a wither mess, your chest heaving as the pleasure rushed through your veins. Your moans and the sound of Dean’s tongue licking you was echoing off the walls. You knew your neighbors were hating on you, but you didn’t give a shit. All you care about was Dean being inside of you, and the two of you finally making love.
He made you come twice before you were wheezing roughly, “Dean enough teasing, I’m ready for you.” He licked his lips clean or your arousal, his eyes were locked on yours. “Please I need you inside of me.” You whined gripping the sheets under your body. “I fucking need you.”
Dean got off the bed running for his wallet sitting on the dresser. He pulled out a gold foiled packet and ripped it open with his teeth as he pushed his sweats down. You watched as he slowly stroked his cock before rolling the condom over it, taking his time making sure it was done properly. When he came back to the bed his lips found your instantly as he positioned himself between your legs. You tasted the tang of yourself as his tongue rubbed against yours, his hips slowly grinding against yours as you kissed.
“Y/N,” he whispered as he reached down, leading his cock to your entrance. “I love you so much baby.”
“I love you too.” You kissed him gently as he slowly started pushing inside of you. To your surprise it didn’t hurt like you thought it would. Instead it was a slight pressure and discomfort as he pushed further inside of you.
‘Are you okay?” he asked softly his hips stilling to give you time to adjust to the new sensation, “Do you need me to go slower or I can keep going.”
You kissed him again a little more needy this time. “Keep going, I want to feel all of you inside of me Dean.” He kept moving moaning against your mouth until he was completely buried inside of you. “Oh my God.” you whispered against his mouth, “fuck you’re so big”
“You sure you’re okay?”
“Okay?” you moaned laughing softly as you arched your back, “Oh Dean I’m in heaven right now, move.”
He started moving slowly bucking his hips as you moaned a bit louder tilting your head back. As soon as he started moving it was like all of his worries about hurting you faded away. He moved a bit faster grunting as he buried his face in your neck. Before you knew it the two of you were setting, and moaning louder than you had ever moaned before. Dean knew what he was doing, and he was making sure everything felt amazing for you. He wanted you to enjoy this as much as he was.
You moved in time with him, feeling every inch of his cock slid in and out of you. You pussy welcomed him by squeezing around his shaft, which only made him thrust into you harder. It might sound cliche but it felt like the two of you fit perfectly with each other. His cock wasn’t too big for you, it was just fucking perfect.
‘Y/N fuck you’re so fucking tight.’ He growled sinking his teeth into your neck as he rolled the two of you onto your sides. “Your pussy is so tight for me, throbbing and squeezing my cock.” He leaned up sweat running down his forehead as he draped your leg over his body allowing his cock to go even deeper inside of you. “God I love you, I love being inside of you.”
“I-I love,” he nipped at you bottom lip tugging at it gently, “fuck I love you being inside of me Dean.” He dug his fingers into your thigh, his thrusts becoming harder and faster with every move. You furrowed your brow while digging your nails into his shoulders as you kissed him. The coil in your abdomen got tighter and tighter as the head of his cock brushed against your g-spot. “Dean I’m getting close.” You panted as he reached down rubbing you clit causing you breath to hitch in your throat. “Oh shit, fuck Dean!”
He rubbed faster in time with his erratic thrusts, “That’s right baby, come for me come all over this thick hard cock.” As you started screamed his name he kissed your deeply, sending you over the edge. “Y/N, fuck baby.”
“D-Dean! Yes holy fuck!”
“Y/N!” he growled as he trusted deep inside of you, his movements suddenly stilling as he came right behind you.
You both panted as you came down from the orgasmic bliss. You kissed each other as Dean pushed some of your hair out of your eyes. The two of you smiled as he held you tighter against him. Funny how a little over five months ago you were fighting with each other like cats and dogs. Now here you were having dating and having sex, living your lives together. As Dean buried his face in your neck snoring softly you couldn’t help but wish to spend the rest of your life with this man.
______
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