Senior Prom
Series Masterlist
Summary: Going to prom has always been an everlasting dream of y/n, and she’d be damned if her father didn’t let her go. Willing to do anything to get one last taste of a somewhat-normal high-school life.
(Y/N and Sam are 18 years old and Dean is 22 years old)
BASED ON:
The Old Testament Series.
Genesis Primis: A Supernatural Rewrite (Dean Winchester x Reader) by @dianawinchester03
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Authors Note: Since ‘Senior Prom with Sammy’ won the poll I did. I decided to post it since I’m still yet to update Genesis. A lil sum sum to ease our minds lol. I hope everyone likes! I’ve had it in my drafts for a while, it’s been waiting to see the light of day so here you go❤️
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Lake Preston, South Dakota
•2001
“Please, Dad! It's just prom, what harm could it cause?!” Y/N exclaimed frustrated. “Y/N/N, it's not just 'prom'. It's a school event, full of teenagers who are more interested in hooking up than anything else.” F/N grunted, taking a drag from his cigarette.
“Mr. L/N, we promise we won't do anything stupid. We just want to have a good time with our friends.” Sam pleaded. “I understand that, son. But your safety is my top priority. You two know the rules.” F/N shook his head and an idea popped into y/n mind.
“Let Dean chaperone then. Please dad, I’ve never asked you for anything. I know I yell and I’m not perfect but this is the last night we have. Since I came out of juvie, this is all I’ve been looking forward to. Please” Y/N tried to reason with him.
F/N took another drag on his cigarette, his expression softening slightly as he looked at Y/N. He could see the pleading desperation in her eyes, the genuine desire to experience something normal for once. He glanced over at Sam, who was standing beside Y/N, a hopeful expression mirrored on his face.
"No, end of discussion" he snapped, his voice stern. Sam’s head hung in defeat, “Yes sir” He sighed before strolling out of the room, moping while Y/N stood with her arms crossed over her chest, glaring at her father.
“You’re kidding me right?!” Y/N gritted her teeth, her heart aching after seeing the look of defeat on her best friends face. F/N dropped the stern look after Sam left the room, turning his daughter. He rolled his eyes, knowing his daughter was about to let one rip on him, but he had another plan in mind. “Don’t get snippy with me missy. Here” he stuck his cigarette between his lips, holding it in place before fishing his fraud credit card out of his wallet and handing it to his little girl.
Y/N's eyes widened in surprise as her father handed her the fake credit card. She looked at him with skeptical question. "Your credit card...?" she echoed, her voice trailing off. F/N chuckled, taking the cigarette from his lips and flicking some ash into the nearby ashtray.
"That's right. You'll need money for a dress, shoes, and whatever other girly crap you're gonna need. And buy a suit for Sasquatch too, but don’t tell him until after" he explained. Y/N squealed with excitement, she thought she would’ve had to sneak out and go. Her heart swelled with joy as she grappled her father into a firm hug.
F/N chuckled as Y/N tackled him into a tight hug. He patted her back affectionately, a small smile tugged at the corners of his mouth. “Thank you, daddy. Thank you, thank you!” Y/N squealed. "Yeah, yeah, I love you too" he muttered gruffly, but the warmth in his voice showed he was secretly pleased with her reaction.
As F/N watched Y/N race out of the living room, the sound of her footsteps echoing down the hall, he couldn't help but smile to himself. He knew that he and John could be tough on the kids, but deep down, he wanted them to have the best in life, even if that meant breaking some rules.
As if on cue, John appeared in the doorway, his expression quizzical. "What was all that racket about?" he asked, his voice gruff. F/N took a drag on his cigarette, exhaling a cloud of smoke before replying. "Y/N and Sam want to go to their prom. She begged and pleaded until I caved" he explained.
John's expression darkened, his jaw tightening. "You let them go?" he asked, his voice tight with disapproval. “You don’t get snippy with me either, Winchester” F/N snapped, mimicking John’s expression, crushing his cigarette into the ashtray. “I didn’t like the idea either but you know how y/n/n is. She would’ve sneaked out and gone either way and Sam would’ve followed her. This way, we know they’re safe” F/N grunted.
John clearly didn’t agree, rolling his eyes at his best friend's habit to cave when it comes to his daughter. John ran a hand over his face, his expression tight with frustration. "I know she's tenacious, but you can’t just give in whenever she throws a fit" he protested.
"You think I don’t know that?" F/N snapped back, his voice rising with irritation. "But what was I supposed to do? She's never asked me for anything. Ever." John sighed heavily, clearly still not pleased with the situation. "They’ll need someone to keep an eye on them. Just in case."
“She suggested Dean chaperone. I gave her my card to buy clothes her and Sam, no doubt she’ll buy something for Dean too” F/N explained, a sly smile played on his face for a second, knowing his daughter is probably gonna give Dean hell to chaperone. The elder Winchester would cave to Y/N’s demands too, it made him chuckle a bit.
“They’re kids, John. They deserve a break” F/N sighed. John's expression softened a bit as F/N explained the situation. He knew all too well how persistent Y/N could be when she wanted something.
"She's gonna drive Dean up the wall if he agrees to chaperone," he muttered, a hint of amusement in his voice. "He’s gonna agree” F/N assured John with a snort. “They do deserve a break," John conceded reluctantly, "but they’re also hunters, and hunters need to be alert and vigilant at all times. A high school dance is a risky environment."
“The worst that’s gonna happen is someone spiking the punch bowl” F/N scoffed, waving his hand in dismissal. “And they’re not stupid enough to drink it” He added. John shot his best friend a skeptical look, clearly not convinced.
"You're underestimating the chaos that high school dances can bring" John listed off. "Not to mention the hormonal teenagers, the peer pressure, and the drama." F/N rolled his eyes, "You worry too much."
“Clearly not, because she literally just got out of juvie a couple of months ago for beating a girl's ass” John retorted. John’s blunt reminder about Y/N’s recent stint in juvie sent a pang of guilt through F/N’s chest. He sighed, running a hand through his hair.
"I know, that’s why I’m a little hesitant about this whole prom thing" he admitted. "She’s got a temper but Dean’s gonna be there. it’s gonna be fine” F/N assured him. “Famous last words” John muttered, causing F/N to roll his eyes as John sank into the couch across from him. “Besides the point, I think I’ve got a hunt.”
F/N perked up at John's words, the mention of a hunt immediately grabbing his attention. "What kind of hunt?" he asked, leaning forward in his chair.
____________________________________________
A couple of days later, Y/N and Dean stood in a clothing store, surrounded by racks of colorful outfits. Y/N had her fingers on her chin, studying the various dresses on display, while Dean leaned against a nearby wall, a disinterested expression plastered on his face.
"Dude, c’mon, just pick something already," he groaned. “If you complain one more time, I WILL make you wear a pink bow tie” She threatened with a firm finger. Dean shot Y/N a skeptical look, raising an eyebrow at her threat. "You wouldn't dare" he challenged, a smirk tugging at the corners of his mouth.
“Try me, Winchester” She retorted, placing her hands on her hips. “I’ll even top it off with a pink bow on your head” She smirked, turning back to the rack. Y/N ruffled through the racks until her eye landed on a sweetheart black ruffled long dress with a slit going up to the mid right thigh.
‘This is it. This is the one’ She said in her head, smiling widely.
Y/N took it off the rack before turning to Dean, showing it to him. Dean's eyes widened as he looked at the dress Y/N held up. It was undeniably beautiful, but it was also... girly as hell. "You want to wear that?" he asked, a hint of surprise in his voice.
“It’s hot, I’m gonna go try it on” She rolled her eyes before rushing over to the changing room. Dean stood there, watching Y/N disappear into the changing room with a mix of amusement and resignation. He leaned back against the wall, crossing his arms over his chest.
"Of course she's gonna choose something 'hot'. Why did I even bother agreeing to come with her?" he muttered to himself.
-
Soon after, Y/N emerged from the dressing room in the dress. Dean was now sitting in-front of the room on the couch, reading a magazine. Dean heard the curtains of the changing room being pulled open and looked up, expecting to see Y/N looking somewhat normal. But when he saw her, his jaw dropped.
The dress hugged her curves in all the right places, the sweetheart neckline revealing a subtle hint of cleavage. The black fabric accentuated her skin, and the ruffles gave the dress a subtle feminine touch.
"Whoa..." he muttered, his eyes widened in surprise. “Say it, I look hot” Y/N smirked triumphantly, placing her hands on her hips.
Dean cleared his throat, attempting to look unaffected by her appearance. “Meh, I’ve seen better” he shrugged, looking back down at his magazine.
A coat rack went flying at his head, the culprit with a glare shooting his way. Y/N stood with her arms crossed.
“Say it” she repeated, her voice firm.
“Fine, you look hot” Dean grumbled, looking back up at her.
Y/N’s face broke out into a victorious grin, knowing she had coaxed a compliment out of him.
“Jesus, if I knew just throwing a coat rack at you would get me a compliment, I would’ve done it years ago” She snorted, reaching to unzip the dress but was unsuccessful. “Help me outta this dress, we’ll go get my shoes after and then we’ll shop for yours and Sam’s clothes” She mumbled, reaching behind to unzip but failing.
Dean rolled his eyes, but couldn't help smiling slightly at her comment. He put the magazine down and pushed himself off the couch.
"Yeah yeah, whatever you say" he muttered, a hint of sarcasm in his voice. He walked over to Y/N and unzipped the dress with ease, his hands brushing against her exposed skin as he did so.
A blush rose to y/n face as her breath hitched, a simple touch from Dean had her heated already. But she quickly schooled the act and went back into the dressing room. Stripping out of her clothes, changing back into her usual wear and making her way back of Dean.
-
“Ready, charming?” She asked after paying for the dress. Dean chuckled at her sarcastic nickname for him, but nodded. "Sure, princess" he said with a mock bow. "Lead the way." Y/N threw her head back laughing at his mock bow, leading the way out of the store.
-
Now in the gentleman’s store, Y/N shoved the outfit into Dean's hands, a black bow tie and three piece suit. Pushing him into the dressing room to try it on. Dean walked into the changing room, holding the suit and bowtie in his hands. He took in a deep breath as he looked down at the bowtie, silently cursing himself for agreeing to go shopping with Y/N.
After a few moments, he re-emerged from the dressing room, looking less than pleased with what he was wearing. The suit fit him perfectly, hugging his toned frame in all the right places. But the bowtie around his neck looked ridiculously out of place.
Y/N laughed at the way the bow tie hung, getting up from her chair to help him fix it. “Jesus dude, I’ve shown you how to do this like a million times” She chuckled, fixing the bow tie.
"I know, I know" Dean grumbled, rolling his eyes as Y/N fussed over the bowtie. He watched her with feigned annoyance, but secretly he enjoyed a moment when she was so close to him. Feeling the heat of her body against his, the scent of her perfume.
"You know, you're enjoying this too much," he pointed out, raising an eyebrow. “You know I always had a thing for playing dress up” She said snidely before taking her hands off his tie. “Okay, now to Sammy’s outfit” She clapped excitedly
Dean chuckled at her comment, shaking his head. "Of course you do."
-
The pair headed to the next department, where they found a selection of suits for men. Y/N immediately started rifling through the racks with excitement, her eyes scanning for something Sam would like.
“Maybe we should get him something to match your three piece suit?” Y/N suggested, rubbing her chin as she thought deeply. "Matching outfits?" Dean grunted, looking down at his own suit. "What am I, a groomsman or something?"
He leaned against a nearby rack as he watched Y/N peruse the selection of suits. She was clearly in her element here, and he couldn’t help but smile at the look of concentration on her face, her brows furrowed in that way she did when focused.
“Shut up, I’m thinking” She muttered, before scanning the room before her eyes landed on a white three piece suit. It was similar to Deans, except the outter layer was white and the inner piece was black, with a white bowtie. Deans suit being a black outer layer, inner white layer and a black bow tie. It was the perfect match for her black dress and Deans black suit. Seeing as Sam was practically her prom date. It would make sense to match.
Dean followed her line of sight and saw the suit she had her eyes on. It was simple yet elegant, just like Y/N. He had to admit, the idea of him and Sam being matching in their suits was growing on him.
"Looks like you’ve found what you’re looking for" he teased, pushing himself off the rack and walking over to where she stood.
Y/N squealed again before rushing over to the store attendant. “Hi, I’d like to get that suit” She pointed to the suit. “In the largest size please” The store attendant nodded with a small smile. “Of course, ma’am. I’ll go fetch it for you.”
The attendant disappeared into the back room, leaving Y/N and Dean alone again. Dean glanced over at Y/N, amused at her excitement. "You're awfully chipper about all of this" he commented, a smirk playing on his lips.
“I’ve dreamed about prom for years and it’s finally happening. Of course I’m excited” Y/N gushed. “And I’m happy you fellas are coming with me” She added, nudging Dean a bit. Her eyes flickered over to the cash register counter, the store sold an array of corsages and boutonnières.
She strolled over, her eyes landing on a white corsage and a black boutonnière along with a white one. Dean chuckled at her answer, unable to resist the smile tugging at the corners of his lips. Her excitement was contagious.
"Well, we wouldn’t want to miss out on your special night" he teased, watching as she made her way over to the counter. His eyes followed her to the corsages and boutonnières, raising an eyebrow in curiosity.
“What do you think?” Y/N held up the two boutonnières and corsage. “One for you, one for Sammy and one for me” she smiled. “Since he doesn’t know still and we’re surprising him, I can ask him to prom with this” She waved the black boutonnière.
Dean looked at the two boutonnières and corsage in her hands, admiring the simplicity and elegance of the black and white combination. A warm feeling filled him as he realized the significance Y/N placed on this.
“It’s a good idea” he admitted, nodding. “Sam will probably get a kick out of the whole surprise thing. He’ll think it’s cute.”
-
Y/N hummed happily as they walked back into the house. She was carrying the small bag that contained the boutonnière and corsage while Dean was loaded up with the bags with her dress, shoes along with him and Sam’s outfits.
John and F/N had already left for their hunt, leaving a little note on the counter about their absence. Basically saying Dean was in charge and to make sure to be home by 11 on prom night, since the hunt would most likely go until after prom.
Bobby, John and F/N had a bit of a falling out. And by bit, I mean Bobby pointed a gun at them for disappearing without any notice for months after Y/N came out from juvie, leaving their kids by him worried they were dead. Bobby didn’t have an issue with the kids staying but the fact that their dads didn’t say a word for months, it riled him up just a tad.
So they’re staying at F/N’s Lake Preston’s house, a little over half hour drive from the school.
Dean stood there, looking comical with the number of bags in his hands. The suit bags were slung over his shoulders, each one weighing him down. The shoes, accessories, and other miscellaneous items for Y/N, Sam, and himself were balanced in his arms, making it difficult for him to see past the mountain of clothes.
"Why the hell did I agree to carry all this crap?" he grumbled, adjusting his grip on the bags awkwardly. “Because you can’t say no to me” Y/N grinned, taking the suit bags slung on his shoulder from him after resting down the flowers.
Dean rolled his eyes, secretly enjoying the little grin that spread across her face. He grunted as some of the weight left his arms, and he shot Y/N a mock glare.
"Yeah, something like that" he chuckled. Y/N reached into the small bag, picking up the black boutonnière she got Sam as Dean rested the rest bags on the living room couch, next to the suits. He followed behind her as she led the way to the staircase.
Y/N knocked on the door to the room Dean and Sam shared. “Sammy, you in there?”
A few moments later, the door opened, revealing a slightly disheveled Sam. His hair was sticking up in every direction, and it looked as though he had just woken up from a nap.
"Yeah, yeah, I'm here" Sam yawned, rubbing his eyes as he looked at Y/N and Dean with bleary eyes. "What's up?"
Y/N held up the black boutonnière with a wide smile, “Samuel William Winchester, would you do me the honor of going to prom with me?” She said dramatically, placing the back of her hand over her forehead like a southern belle.
Sam's eyes went wide at the fact that she convinced their dads to let them go and Dean stood with his arms crossed next to her, leaning on the door frame as he watched the whole theatric, snickering.
Sam was caught completely off guard by Y/N's proposition. He looked at her, his brain still trying to catch up with the situation, and glanced over at Dean, who was enjoying the whole thing way too much.
"Um, I—“ Sam stuttered, still trying to process the fact that Y/N had managed to get both their dads' permission to go to prom. "Are you serious right now?" he asked, his voice a mixture of disbelief and excitement.
“After you left, dad gave me his card and suggested I surprise you” She explained, handing him the boutonnière. “So is that a yes or so I have to get down on one knee?” She teased her best friend.
Sam chuckled, taking the boutonnière and inspecting it in his hands. It was simple yet elegant, just like her style. He looked down at Y/N and smiled, "You're insane" He snorted.
He shook his head in disbelief. "Of course it's a yes, you crackhead. Did you really think I'd say no to free food and a chance to get all dressed up?" Y/N squealed again, clapping her hands as she jumped up and down, making Dean stick his fingers in his ears while grimacing.
"Jesus Christ" Dean muttered as Y/N squealed, glaring at her with exaggerated annoyance while plugging his ears. "My eardrums are gonna explode if you keep doing that" He grumbled, pulling his fingers out of his ears.
Sam chuckled at his brother's reaction. He couldn't help but find it amusing how both Y/N and Dean had drastically different reactions to her excitement. “I will do it again if you keep complaining, asshat” She threatened.
____________________________________________
It was finally the day of the prom and the house had exploded with chaos. The sound of hairdryers, laughter, and the occasional argument filled the air as the two teenagers and Dean got ready for the night.
Y/N had taken over the bathroom, claiming it for herself while the boys got ready in their room. She had already put on a sleek black dress, which hugged her body at all the right places, making her look like a princess. She was now standing in front of the mirror, applying the final touches to her lipstick.
She smiled content at the way she looked, a slight pit was in her stomach, missing her dad for not being here to see her dressed up for prom.
Y/N took a deep breath as she stood there, taking in her reflection. She looked beautiful, confident, and happy. Despite the absence of her dad, she was filled with a mix of excitement and nervousness for the night ahead.
Just then, there was a knock on the bathroom door. "Hey, any princesses in there?" Dean's voice sounded from the other side, a hint of playful mockery in his tone. “Just one” Y/N joked, opening the door.
Dean stood there, his eyes widened slightly as he saw her standing in front of him. The black dress she wore hugged her figure perfectly, accentuating all of her curves in the most sinful way. He had to admit, she looked breathtaking.
"Damn" he muttered, his eyes raking up and down her body. “Told you I look hot” She smiled widely, moving over to the sink to get his white boutonnière. Her gaze flickered over to his bow tie which was surprisingly fixed properly, “Sam helped you with it, didn’t he?” She snickered, gesturing to the bow tie while pinning the boutonnière to his pocket.
Dean's cheeks turned a slight shade of pink when she mentioned the bowtie. He looked down at the flower pinned to his tux and nodded, "Yeah, he did. Damn nerd insisted it was crooked" he grumbled.
He couldn't help but notice the way Y/N's dress dipped down, revealing a hint of cleavage. He forced his eyes to stay focused on her face, trying to keep his thoughts in check.
“I’m sure it was” She chuckled, still making sure to fix the bow tie. “You don’t look to bad yourself, handsome” She breathed out, taking in Dean’s attire she articulately picked out herself.
Dean smirked at her compliment, his ego swelling a bit at her words. He shifted on his feet, enjoying the way her eyes roamed over his body, taking in his appearance.
"Yeah, you've got taste" he quipped, the corners of his mouth tugging upwards in a cocky grin. "I do look pretty damn good, don't I? That's a rhetorical question by the way, cause the answer is obviously yes"
That earned him a smack to his arm, “Don’t ruin my compliment with sass, boy” Dean chuckled, the smirk still tugging on his lips as she smacked his arm. He raised his hands in surrender, feigning innocence. "Hey, hey I'm just stating facts, princess" he said, his voice oozing with confidence.
He took a step closer to her, his gaze roaming over her body once more. "But I do have to say, you look absolutely stunning" he added, his voice dropping an octave. “Thank you” Her cheeks flushed before clearing her throat. “Is Sammy ready?” She asked, walking past Dean and out of the bathroom.
Dean followed behind her, his eyes lingering on her figure for a moment before he answered her question. "Yeah, he's been ready for ages. I told him not to be late" he said, a hint of annoyance in his voice as they made their way to the living room.
As if on cue, Sam emerged from the stairs, dressed in his white suit and black boutonniere pinned on his lapel. He looked nervous, his eyes darting between Y/N and Dean. “What’s wrong? You look like you’re gonna throw up” Y/N asked him concerned.
Sam chuckled nervously, running his fingers through his hair. "It's nothing, I just... I haven't been to a school dance before, that's all" he admitted, looking down at his shoes.
Dean rolled his eyes, crossing his arms over his chest. "You've hunted wendigos and ghosts but you're nervous about a bunch of teenagers in a gym? Get a grip, Sammy" he teased, unable to resist getting a dig in.
Y/N chuckled before taking her best friends hand into hers, “It’s gonna be fine man. If I’m being honest, so am I. But we’ve been through worse” She reassured him. “Besides, you look great! I’m sure that Cindy Wu gal you’ve been crushing on is gonna wanna dance with you” She teased while complimenting him.
Sam's cheeks turned pink at the mention of Cindy Wu. He had harbored a secret crush on her for ages, but he hadn't had the courage to talk to her. The thought of dancing with her, especially in this setting, made his heart race.
"Shut up" he muttered, shoving Y/N playfully in the shoulder. "And stop talking like you're in one of those teen movies" he added with a smirk.
“First of all, you fellas love those movies” She said snippy, “And second of all, if I were in a teen movie. I’d be the damn heart throb, now it’s picture time. Chop chop.” Sam laughed as Y/N spoke, clearly amused by her confident and sassy attitude.
Dean shook his head, a small smile playing on his lips. "Alright, alright" he said, holding up his palms in mock surrender. "We'll take the damn prom pictures."
He went over to the bookshelf in the living room and grabbed a small camera. He turned back to Y/N and Sam, gesturing for them to pose.
Sam and Y/N posed, Y/N wrapping her arm around Sam’s waist and Sam’s arm residing on her shoulder. "Smile for the camera" Dean said in a mock cheesy voice, pointing the camera at the two young adults.
Sam looked a bit awkward while Y/N flashed her brightest smile, sticking her tongue out slightly. Dean chuckled at their expressions, his finger hovering over the shutter release. "Ready?"
“Just take the damn picture!” Sam and Y/N exclaimed in unison. Dean chuckled to himself, finding their synchronized response hilarious. "Alright, alright" he said, still holding the camera. "On three, act cool"
He counted down in reverse, "3...2...1..."
He snapped the picture, capturing their goofy expressions perfectly. “Okay, now Sammy, hop on y/n/n back” Dean smirked.
Sam shot Dean a confused look, raising an eyebrow at his sibling's request. "What? Why do I have to hop on Y/N's back?" he asked, his voice dripping with skepticism.
Y/N, on the other hand, looked excited at the prospect. "Oh, come on, Sam! It'll be fun!" she encouraged, already turning her back towards him, signaling for him to hop on.
Sam just shrugged shrugged and went along with it. He stood behind Y/N as she bent down slightly so he could hop onto her back.
"You better not drop me" he warned her, wrapping his arms around her shoulders for stability. “Listen dipshit, it’s not my fault your Sasquatch ass is heavy now just hop on”
Sam rolled his eyes at her remark, knowing she was just trying to annoy him. He let out a exaggerated sigh as if he was going through an ordeal. "Fine" he said, feigning annoyance as he hopped onto her back.
Y/N let out a slight grunt as she straightened up, adjusting herself to balance his weight. "You're like a baby gorilla" she joked, holding onto his legs to keep him from slipping. Dean was in hysterics at this, holding up the camera.
He couldn't help but laugh uncontrollably at the sight of Y/N piggybacking Sam. The sheer size difference between them made it look so absurd, yet hilarious. He held up the camera, trying his best to keep it steady while laughing.
"Alright, say cheese" he managed to get out between laughs, composing himself slightly to take the picture.
Sam grumbled, his cheeks flushed from a mixture of embarrassment and slight annoyance. "I hope you're happy" he muttered, trying to keep his balance on Y/N's back.
Y/N simply ignored his complaints, flashing a cheesy smile at the camera. "Come on, this is fun!" she teased, bouncing slightly to rile him up even more.
Dean burst out laughing again, trying to capture the perfect shot. "This is priceless" he managed to say, shaking his head in amusement.
Y/N let a grumpy Sam down as Dean walked over and handed Sam the camera. Sam took the camera reluctantly, still looking a bit moody about the whole piggyback situation. He held it up and looked through the viewfinder.
"Okay, it's your turn now" he said, looking over at Dean. Dean raised an eyebrow, a sly smile playing on his lips. "What, are you gonna give me a piggyback too?" he teased. “Fuck no, I’d like to keep my back in one piece” Y/N huffed, resting her hand on Deans chest to pose for the picture.
Dean chuckled, enjoying her touch on his chest. He wrapped his arm around her waist, pulling her close to him. He leaned down slightly to be level with her.
"You look beautiful by the way" he murmured, his breath close to her ear. Y/N’s breath hitched again as Sam looked at the two with raised eyebrows and a sly smile on his face.
Silently praying that by the end of tonight, these two would finally just end it all and get together. “Take the picture, Sam” Y/N cleared her throat, swallowing hard.
Sam smirked, the sly smile on his face deepening. He could see the chemistry between the two, the fact that they were yet to act on it was starting to get annoying. "Okay, okay" he said, rolling his eyes slightly. He raised the camera up, looking through the viewfinder.
Dean pulled Y/N even closer, their bodies practically flush against each other. His eyes locked onto hers, a hint of longing and desire flashing through them.
Sam took the picture, capturing the tension palpable between the two. He lowered the camera, a knowing smile on his face. “Alright” Y/N chimed, pulling away from Dean. “Let’s go fellas, chop chop” She clapped her hands excitedly.
____________________________________________
Sioux Falls High, Sioux Falls, South Dakota
The air was alive with excitement. The school's gymnasium was transformed into a sea of glitzy decorations. Music thumped through the air as couples danced together, their laughter and chatter echoing throughout the room. The gym was all decked out for the occasion. There were silver and black balloons, a disco ball spinning above the dance floor, and a big banner that read "Class of 2001"
Dean, Sam, and Y/N entered the gymnasium, their eyes widening at the sight before them. Sam’s right arm was linked into Y/N’s left and Dean’s left arm was linked into Y/N’s right.
“Holy fuck” Y/N gasped. Sam's eyes were also wide, taking in the sights and sounds of the prom. "Whoa, the place looks great" he commented, his gaze flickering around the room.
Dean chuckled, a smug smile playing on his lips. "Just wait till the party really gets going" Dean snorted, his eyes immediately went to the snack table. Sam rolled his eyes at Dean's comment, knowing that his mind was on food. "Can't even go five minutes without thinking about food" he muttered under his breath.
Y/N, on the other hand, was looking around for any familiar faces, her eyes scanning the room. “Let’s go get a drink while Dean goes and stuffs his face” Y/N suggested to Sam.
Sam chuckled in agreement. "Let's get out of here before he starts drooling" he joked.
With that, the two of them headed towards the refreshments table, leaving Dean alone to make a beeline for the snack table. Eyeing the food like a hawk before diving in.
Over at the punch table, Sam poured Y/N a drink, handing it to her before pouring his own. Y/N thanked Sam graciously, taking a sip of her drink along with Sam. Their eyes widened, coughing when the taste of vodka seeped into their taste buds and hit the back of their throats.
"Whoa, they went all out spiking these huh?" Y/N commented, wiping her mouth with the back of her hand. Sam nodded, his expression a mix of surprise and slight amusement. "Yeah, no kidding. This stuff is strong" he said, taking another smaller sip this time.
“Uh uh uh, it’s prom night” Y/N tilted Sam’s glass more so he would drink it all. “We’re enjoying ourselves, Dean’s the designated driver so we’re partying like there’s no tomorrow”
Sam looked slightly hesitant at first, not wanting to get too drunk too quickly. However, the thought of letting loose and having a good time swayed him.
"Alright, alright" he said, downing the rest of his drink. "But if I end up puking on someone, you're cleaning it up" he warned Y/N with a grin.
“You know damn well I’m puking on you too if you puke infront of me” She grimaced, shaking her head in disgust. “Plus, when I am gonna see you again to coax you into getting drunk with me....” She said a bit sadly. Sam had gotten his acceptance letter to Stanford but he had yet to tell John, F/N or Dean.
The secret has been tumultuous to keep from their family but they knew how they would react to Sam leaving.
Sam's smile faded a bit, a pang of guilt hitting him. He knew he needed to tell his family about his acceptance to Stanford, but he had been putting it off, afraid of the explosive reaction that would surely follow.
"Yeah, I know" he responded softly, his gaze meeting Y/N's. "I just... I'm not ready to tell them yet. Especially Dean, you know how defensive he gets"
“I know, Sammy” She smiled sadly. “But I’m proud of you” She added genuinely. Sam smiled weakly, his heart warming to hear that from his best friend. He always valued and respected her opinion, so when she pushed him to go to college after being skeptical about taking the leap, he dove head first in.
But that didn’t stop the guilt from lingering at the fact that he was gonna leave her and Dean to deal with their fathers wraths. She expressed that she had no desire to go to college but he knew that was bullshit, and now with her record. Even if she wanted to, she couldn’t.
“Thanks, Y/N" he said, his voice soft.
-
Sam and Y/N stayed stationed at the punch bowl, four to five drinks in. The teens were getting pretty tipsy at this point.
Suddenly, the music changed to, ‘Quit Playing Games With My Heart’ by Backstreet Boys, prompting an excited scream from Y/N. "Oh my God, I love this song!" she exclaimed, bouncing on her heels. "Come on, let's dance!"
She grabbed Sam's hand, pulling him towards the dance floor without giving him a chance to protest. Sam let himself be dragged by Y/N, feeling the effects of the alcohol in his system. His head was slightly fuzzy, and he found himself not minding a bit of dancing.
“Even in my heartttt…I seeee….You’re not being true to meee” Y/N sung as she swayed to the song with Sam. As they reached the dance floor, Sam felt the infectious energy of the song and found himself swaying to the beat with her. Hearing Y/N sing along made him chuckle. "You have the singing skills of a dying cat," he teased.
Y/N flipped him off as she danced along with her best friend. Sam laughed, the middle finger in his direction not bothering him in the slightest. He was enjoying himself, dancing and laughing with Y/N. The alcohol had done its thing, he felt lighter, more carefree than usual.
As the song played on, Sam found his moves getting more exaggerated and carefree. He spun Y/N around suddenly, and they erupted into a fit of giggles.
“I didn’t think I’d see you here” A voice boomed behind Y/N, she spun around her eyes wide to see her ex boyfriend, Xander. They had broken up not too long after she came out of juvie. She knew once she graduated, she wouldn’t have been able to keep the relationship going.
Xander expressed his desire to become a police officer after witnessing the complete injustice Y/N faced with her charges. It warmed her heart incredibly but with the line of work her family was in, she didn’t want to put him in danger.
So she ended things, lying to Xander about getting into Stanford with Sam. Since Xander was gonna stay in Sioux Falls, a blind man could see that long distance wasn’t gonna work for either of them. He was heartbroken and so was she, but it was for the best and the two parted on good terms.
Y/N was caught off guard by Xander's sudden appearance. Her heartrate picked up as she turned to face him, memories of their short-lived relationship flooding back to her.
She remembered the good times they shared, his support in the aftermath of her time in juvie, but also how she had to lie to him about her future plans, saying she wrote a riveting essay to the college and got accepted despite her record. It had been for the best, but it still hurt.
She put on a smile, masking the turmoil she felt in the moment. "Hey, Xander" she greeted him with a small smile. Sam, sensing the tension between Y/N and Xander, stood quietly next to her. He knew Y/N had ended things with Xander, his mind going back to the night she bawled her eyes out in his arms after pulling the plug on the relationship.
He could sense the unease in Y/N's voice and knew this was a delicate moment. Xander's expression was a mix of surprise and nostalgia as he looked at Y/N. He couldn’t help but feel a pang of longing seeing her again. "You look good," he commented, a slight waver in his voice.
“Thank you, you look great” She greeted back with flushed cheeks. “Hey Alex” Sam greeted Alexander with the typical bro-fist-bump they always did when him and y/n were together. Xander returned the greetings with a slight nod at Sam and a smile at Y/N. "Hey man" he said to Sam.
There was a moment of awkward silence as the three of them stood together, the tension between Y/N and Xander still hanging in the air. Sam, being the perceptive one, could feel the tension. He tried to break the ice. "So, enjoying the prom?" he asked, looking between the two.
"Yeah, it's great" Xander replied, his eyes never leaving Y/N.
Y/N fidgeted with the hem of her dress, feeling the intensity of Xander's gaze. A million thoughts were running through her mind. She didn't expect to see him here, especially after their breakup and her lies.
"We're just about to get another drink" Sam chimed in, sensing Y/N's discomfort. Y/N’s eyes flickered to a little distance behind him, a familiar face made an idea pop into her head, though she was already planning this long before. “Oh my god, is that Cindy Wu? Sammy, it’s Cindy” She nudged Sam behind her.
He recognized Cindy Wu, a girl he had had a low-key crush on for ages. His ears perked up as Y/N mentioned her name, and he looked around to see Cindy standing with a group of her friends a few feet away. “Xander, could you give us a second. I just wanna introduce Sam and Cindy” Y/N said politely to her ex boyfriend.
Xander looked slightly taken aback by the request, but he nodded. "Sure" he relented.
Sam shot Y/N a questioning glance, clearly puzzled by her actions. But before he could say anything, Y/N had grasped his wrist and was pulling him towards where Cindy stood.
“Cindy, hi!” Y/N greeted Cindy with a sweet smile. Cindy turned her head towards Y/N, her face lighting up in recognition. "Y/N! Hi!" she replied happily, returning the smile. Her eyes then went to Sam, who was trying to keep his cool demeanor, but failing miserably.
“Girl, you look gorgeous” She gushed at Cindy’s beautiful baby blue corset dress. Cindy blushed at the compliment, tucking a strand of hair behind her ear. "Thank you! You look amazing yourself" she said, her eyes flickering over to Sam for a brief moment.
Sam was now blushing heavily, fiddling with the collar of his shirt nervously. “Thanks sweetie” She smiled widely, “I’m sure you know my friend, Sam” Y/N nudged Sam towards Cindy. Sam stumbled forward slightly, his eyes widening as Y/N pushed him towards Cindy. He took a deep breath, plastering on a shy smile.
"H-Hi, Cindy" he stuttered, his voice cracking mid-sentence. He mentally cursed himself for being so nerv. Cindy giggled slightly at Sam’s nervous behavior, the sight endearing to her. "Hey, Sam" she greeted in response, her voice soft.
Y/N stood back, watching the interaction between the two. This was exactly what she had planned. She knew Sam had a crush on Cindy, and she hoped that maybe this would be the night he finally made a move.
Sam’s heart was hammering inside his chest, nervousness and alcohol coursing through his veins. He tried to compose himself, to seem more confident than he was.
“You look very handsome Sam” Cindy gushed, blushing profusely. Sam's cheeks were now aflame, his whole face turning red. He wasn’t used to receiving compliments from girls, let alone from a girl he had a crush on.
He tried to think of something charming to say, something to keep the conversation going. But his mind was blanking, consumed by her beauty and her praise.
"T-thank you" he managed to stutter out, his hands awkwardly shoved into his pockets. "Yeah, you look beautiful" Sam managed to stutter out, his cheeks redder than ever. “L-like a peacock” Sam slurred, gesturing to her blue dress and her perfectly styled hair.
Y/N resisted the urge to roll her eyes and facepalmed internally. Oh God, these two are as hopeless as each other, she thought to herself.
Cindy let out a nervous laugh, her cheeks flushing further at Sam's comment. She was charmed by his awkward attempts at flirting, finding it endearing.
"Thank you, Sam" she said with a nervous stutter, clearly unsure of what to say next. She fidgeted with her dress, glancing from Sam to Y/N and then back to Sam.
Y/N could feel the palpable awkwardness between the two. She knew they both liked each other, but neither one was making the first move. She wanted to shove them into each other and just make them kiss.
“Okay….well I’m gonna go…enjoy” Y/N snickered before excusing herself back to Xander. Sam watched as Y/N left, his heart rate increasing even further. Now he was left alone with Cindy, the girl of his dreams, and he had no idea what to do or say.
Cindy glanced at Y/N, watching her leave with a smile. Then she turned back to Sam, her eyes studying him for a moment. She was nervous too, but she didn’t want to show it.
“So, you having fun?” she asked casually, trying to start up a conversation.
-
“Oh my god, they’re like puppies” Y/N chuckled, shaking her head as she poured herself a drink. Xander laughed, sipping his punch, his eyes trained on the way she wobbled due to the alcohol in her system.
Dean stood by the snack table, idly munching on some chips as he watched the festivities unfolding around him. His eyes zeroed in across the gym in Y/N’s direction.
His gaze landed on Y/N and Xander, the two standing close together, an air of familiarity between them. He watched as Y/N poured herself a drink, her movements a tad sloppy, indicating she was tipsy.
His eyes darkened slightly as he took in the scene, a pang of jealousy stirring within him. He hadn't expected to see Y/N so buddy-buddy with her ex-boyfriend, and the sight didn't bode well with him.
Back at the punch table, “So, how are you?” Y/N asked Xander casually, sipping her vodka laced punch. Xander took a moment to respond, his eyes tracing over Y/N's face. He saw the slight flush on her cheeks thatindicated she was a bit drunk.
"I'm okay" he finally answered, the corners of his mouth twitching into a small smile. "Better than okay, actually. But what about you? And honestly" he added, his gaze fixed on her.
“I’m getting by” She sighed with a nod. “It’s good to see you though” Xander’s expression softened at her words. “It’s good to see you too” he agreed, his tone sincere.
He glanced over her shoulder for a moment, noticing Sam and Cindy a few feet away dancing. He turned his attention back to Y/N, an amused smile on his lips. “Looks like your boy is finally making a move,” he teased, jerking his head in Sam’s direction, where Sam was awkwardly dancing with Cindy, their bodies a safe distance apart.
“Oh my god” Y/N laughed hysterically at the way they awkwardly moved, “He’s growing up” She joked, holding up her punch. Xander chuckled along with her, his eyes drifting back to Sam and Cindy. “It’s a sight isn’t it?” he commented, watching the two of them dance.
He took in Y/N's relaxed demeanor, the tension that usually coiled around her when they were in public had faded, replaced with a comfortable ease. He was happy to see her so at ease.
“Yeah…” Y/N smiled, turning back to Xander. “So…” She cleared her throat. “Have you heard back from the academy?” Xander's expression changed at the question, a hint of pride in his eyes. He had been working hard to get into the police academy.
"Yeah, I did actually" he responded, a small smile on his lips. "I got accepted last week"
“What?! Xander that’s amazing!” She hugged him, “I’m so happy to hear that, you’re gonna be the best cop in Sioux Falls” Xander hugged her back, her enthusiasm contagious. He had worked so hard to get into the academy, and it felt good to have someone genuinely proud of him. "Thanks, I'm really excited" he said, his voice filled with excitement.
The clearing of a throat behind Y/N startled them both, their gazes darted to the direction of the sound to see Dean. Dean stood a few feet away from the pair, his arms crossed over his chest, and a slightly brooding look etched on his face.
He took in the sight of Y/N and Xander together, his eyes flickering between the two of them. “How was the snack table?” Y/N chimed. Dean's gaze landed on Y/N, taking in her slightly tipsy state. He could tell that she had definitely had her fair share of punch.
He shrugged nonchalantly, trying to play it cool despite the jealousy that was building up within him. "It was fine" he grumbled, his eyes flickering briefly over to Xander before returning to Y/N.
Xander's ears pricked up at the unexpected appearance of Dean, sensing the tension in the air. His eyes darted between Y/N and Dean, silently taking in the dynamic between the two.
He narrowed his eyes a bit, tilting his head as the wheels turned in his head.
Wait a damn minute…. Xander thought to himself.
He was used to the cold demeanor of the older Winchester, but the look Dean was giving him now was particularly hostile. “Dean, how have you been?” Xander asked in a friendly tone, stretching his hand out to shake Dean’s.
Dean eyed Xander's outstretched hand for a moment, his expression cold and unwelcoming. But he relented, shaking Xander's hand firmly but not warmly. "Good" he grumbled in response, his reply short and curt.
How did I not see it before? Damn… Xander internally chided himself.
He chided himself for being so blind and in love with Y/N that he didn’t realize the reason Dean was so cold with him was because…well…he felt the same way he did about the same girl.
Y/N looked down at her punch and back up to Xander, her mind fuzzy. “Well, it was great to see you, Xander. Really. Congratulations, again…I’ll see you around” She chimed before reaching up to kiss his cheek. Taking Dean’s hand into hers and leading him away.
Xander smiled warmly, appreciative of Y/N's congratulations and her goodbye. He tried his best to ignore Dean's icy demeanor, knowing how protective the older Winchester brother was of Y/N.
As Y/N took Dean's hand and led him away, Xander couldn't help but feel a pang of nostalgia. He had cared about Y/N deeply during their time together, and seeing her with Dean now was a constant reminder of what he had lost. But he didn't show it, just smiled and watched them walk away.
Now on the dancefloor, “What was that about?!” Y/N gritted her teeth at Dean as they made their way to the dance floor. Dean was slightly taken aback by Y/N's sudden shift in mood. He was used to her fiery nature, but her anger still caught him off guard.
"What was what about?" he asked, feigning innocence, even though he knew exactly what she was referring to. “You practically cockblocked me man” She groaned.
Dean's eyes widened, taken aback by her choice of words. Cockblocked? That was a new one. "I did no such thing" he protested, his tone defensive. "I just came over to say hello" He added weakly.
“You barely said a word” She snorted, shaking her head in amusement. “It was kinda awkward though.” She chuckled, swaying to the music. Dean couldn't deny that the interaction had been a tad awkward. Seeing Y/N cozy with her ex-boyfriend had spiked a pang of jealousy within him, and he hadn't exactly been subtle about it.
“Dance with me” Y/N suggested, as ‘It’s Gonna Be Me’ by *NSYNC started playing in the prom. Dean shot her a look, a mix of surprise and reluctance on his face. He was not a big fan of dancing, especially in public.
But the pleading look in Y/N's eyes was enough to break down any protest he had. He let out a long-suffering sigh and resigned himself to her request. "Alright, alright" he agreed reluctantly, taking her hand and stepping closer to her on the dance floor.
“Every little thing I dooo, never seems enough for youuuu. You don’t wanna losee it like againn. But I’m not like themm” Y/N swayed drunkenly, wrapping her arms around Deans shoulders, singing along to the song.
Dean allowed himself to be pulled along, his movements a bit stiff and awkward next to her fluid swaying. He chuckled at her drunken singing, finding her carefree attitude amusing despite his initial resistance.
“Baby when you fi-na-llyy, get to love some-bo-dyyy. Guess whatt? It’s gonna be me” Dean sang along with her.
Y/N's eyes widened in surprise at the sound of Dean singing. She didn't expect him to join in, but the surprise quickly gave way to a wide grin.
She tightened her arms around his shoulders, pulling him closer as they danced. She was tipsy and carefree, the alcohol making her less inhibited than usual.
"Aww, look at you, singing along like a pro, Winchester" she teased, laughter in her voice. “I thought you didn’t sing those, and I quote, ‘teeny poppy girly songs’” She snorted, quoting his words to her when she would listen to songs like this.
Dean gave her a sheepish grin, his cheeks flushing slightly. He had indeed made such a comment in the past, but seeing Y/N enjoying the song, he couldn’t help but join in.
"Hey, I make exceptions" he retorted, trying to maintain some level of coolness. "And I might have listened to a few of those ‘teeny poppy girly songs’ on my own time" he admitted reluctantly. “No shit” She snickered dancing with him.
Dean tried to hide his embarrassment, but the flush on his cheeks betrayed him. "Alright, alright, you’ve had your chuckle" he grumbled, trying to act grumpy but the hint of a smile tugging at his lips.
As the song continued, he found himself getting more into the rhythm, dancing with less restraint. The closeness between them, coupled with Y/N's carefree attitude, made it difficult to stay stoic.
Y/N's body was pressed up against Dean's, swaying to the music. She could feel the heat radiating off him, his hands on her waist sending a jolt through her.
She looked up at him through her lashes, her eyes clouded with drunken affection. She was feeling brave, maybe even a little reckless, spurred on by the alcohol.
She leaned in closer to him, whispering so only he could hear, "You know, Winchester, you're not such a bad dancer after all" Dean felt a rush of heat at her words. Her closeness was intoxicating, and the huskiness in her voice made his heart race.
He tried to maintain his usual cool demeanor, but her compliment sent a thrill through him. "Gee, thanks" he replied sarcastically, rolling his eyes for effect, but his tone lacked his customary edge. He held her closer, his hands tightening on her hips as they continued to move to the music.
"You’re not half bad yourself, considering you’re drunk off your ass" he added, a small smirk playing on his lips. Y/N chuckled at his response, her fingers tangled in the hair at the nape of his neck. "You love it when I'm drunk, admit it" she teased, her breath warm against his neck.
She pressed herself closer to him, her body molding against his as they danced. The alcohol in her system was making her clingy, her inhibitions lowered.
Dean was taken back by this, reminding himself that she’s just drunk and that’s why she’s acting like this. He cleared his throat before pulling away slightly to look at his watch, “It’s almost 12, we’ve gotta go” He said urgently.
Y/N's face fell at his words, a pout forming on her lips. "What? Why?" she whined, her hands still gripping onto Dean tightly.
The alcohol was making her stubborn and unwilling to part with him, the magic of the moment shattered by the harsh reality of time.
"Can’t we stay for a little longer?" she pleaded, looking up at him with puppy dog eyes. “This isn’t Cinderella” She groaned. “I’m sorry sweetheart. We promised our dads we’d be back home before 11. Let’s get Sammy and beat it” Dean denied.
Y/N's pout intensified at his refusal, but she knew he was right. They had made a promise to their dads, and breaking it would spell trouble.
"Okay, okay" she grumbled, her disappointment evident. She reluctantly untangled herself from him, her body immediately missing the warmth of his touch.
"But I'm calling shot gun on the way home" she declared firmly, her stubborn streak not completely squashed.
“Can we stop and get burgers? I’m craving a milkshake” She asked hopefully as Dean pulled her through the dancefloor to interrupt Sam in the middle of his make out session with Cindy Wu.
Dean nodded in agreement, his own stomach rumbling at the thought of greasy burgers and a thick milkshake. "Yeah, we can stop by that diner we like" he assured her, gently pulling her past the couples dancing around them.
When they reached Sam and Cindy, both of them were too engrossed in their own world to notice their presence. Dean cleared his throat loudly, finally getting their attention.
Sam jumped, clearly startled out of their moment. He quickly ran a hand through his messy hair in an attempt to smooth it out, a sheepish look on his face. His gaze darted from Y/N to Dean, anticipating their remarks.
Y/N giggled at the way Sam’s hair was disheveled and his lips were swollen. Dean smirked, unable to resist teasing his younger brother. "Looks like someone was having quite the dance party over here" he said, his tone filled with barely suppressed amusement.
Y/N added to the teasing, a wicked grin on her face. "I didn't know prom was a make out contest" she teased, poking fun at Sam's disheveled appearance. The drunken side of her mind was jealous because that should’ve been her and Dean.
But the logical side screamed at her for being an idiot and embarrassing herself, ‘He’s not into you, L/N. Stop being so desperate’ Her mind yelled at her.
Sam rolled his eyes, trying to play it cool despite being caught red handed. "Okay, okay, you’ve had your laughs" he muttered, a slight blush creeping up his cheeks.
Cindy, feeling left out of the conversation, spoke up, "Are you guys leaving already?"
“Yeah, Cinderella here is scared his car turns into a pumpkin at 12” Y/N scoffed, smacking Dean in his arm. Dean huffed indignantly at Y/N's jibe. "Hey, watch it" he warned, rubbing his arm where she had hit him. He shot her a scowl, but there was no heat behind it.
"We promised our dads we'd be back before 11" he reminded Y/N, his tone turning serious again. "We gotta keep our word." Y/N rolled her eyes, “But they’re not here!” She protested.
Dean sighed, running a hand through his hair in frustration. "Doesn’t matter if they’re here or not" he retorted. "We made a promise, and we’re keeping it." He was growing increasingly annoyed by her stubbornness, even as endearing as he found it.
“Fine, let’s go. I’m sorry, Cindy” Sam turned to Cindy with a sad smile. Cindy smiled at Sam, a little disappointed that the night was coming to an end. "It's okay, Sam. I understand" she replied, although she clearly would've preferred otherwise.
Dean led Y/N and Sam towards the exit of the gym, his body tense with irritation from the situation. Dean buckled Sam and Y/N into the backseat, both teenagers giggly from the effects of the spiked punch.
Dean shook his head at the pair as he got into the driver's seat. They were a mess, their giggles and hiccups only adding to his growing headache. He knew it was going to be a long ride back.
"You two are impossible" he muttered to himself, adjusting the rearview mirror to glance at Y/N and Sam in the backseat. “Shut up and put on some music!” Y/N hollered enthusiastically as Sam cheered.
Dean rolled his eyes again, but he couldn't help the small smile that tugged at his lips. Their carefree attitude was infectious, even in his grumpy state. They were like rowdy teenagers who hadn't grown up.
He turned on the radio, the sound of Bon Jovi's ‘Livin' on a Prayer’ filled the car. “Oh my god I love this song!” Y/N screamed as she and Sam sang along.
Dean groaned inwardly, but he couldn't stay annoyed for long. The two in the backseat were infectious, and their energy was slowly thawing his grumpiness.
"You both are so damn loud" he complained half-heartedly, the corners of his mouth twitching with a barely suppressed smile. “We’ll give it a shot!! Woaahhhh, we’re half way thereeee. WOAHHHHH LIVING IN A PRAYER!!” Sam and Y/N screamed the lyrics at the top of their lungs spitefully.
Dean chuckled against his will, the sound of their out-of-tune singing was oddly endearing. Despite his best efforts to remain composed, he found himself singing along under his breath, the words becoming a little more audible over time.
He shot a glance at Y/N in the rearview mirror, a small smile on his face at their antics. They were loud, obnoxious, and totally incapable of keeping to themselves, but he was strangely fond of them all the same.
Halfway through the song, a stir in Y/N’s stomach began erupting, holding her mouth. “God I think I’m gonna be sick” She groaned. Deans eyes snapped to her in the backseat. “If you barf on my upholstery I will toss your ass out” Dean warned her.
Y/N's face grew pale, a wave of nausea crashing into her. The earlier carefree joy now replaced by a queasy unease. Feeling the contents of her stomach churn, she clutched at her belly, her eyes growing wide.
"Oh crap, I think I need to throw up" she whimpered, her voice weak and raspy. The thought of throwing up in Dean's precious car was enough to add to her growing anxiety.
“Pull over dude!” Sam yelled at his older brother. Dean acted quickly, pulling the car off the road swiftly. As soon as the car was at a complete stop, Y/N threw open the car door and stumbled out, her body hunching over as she vomited beside the road, into the drainage.
Sam grimaced at the sound of her retching, his own nausea kicking in. Dean, on the other hand, got out and began patting her back. Holding her hair up for her as she let the remnants of the vodka out of her stomach.
Sam grimaced before stumbling out behind them, barfing up his own stomach contents next to Y/N. The sight of Sam's projectile vomiting was the icing on the cake for Dean, he couldn't contain his reaction as he doubled over in laughter.
"Oh, you two are unbelievable" he managed to say in-between chuckles. He leaned against the car, shaking his head at the absolute state the two were in. “Can it and hold my hair!” Y/N whined.
Dean bit back his laughter and nodded, moving to stand behind Y/N again. He gingerly gathered her hair in one hand, holding it away from her face as she continued to heave.
Stood between both Sam and Y/N, he rubbed his little brothers back soothingly as he let out more wretched vomits. "I'll hold your hair, but I'm not shutting up" he said, his tone teasing. "This is what you get for gulping down spiked punch like it's water."
-
After what felt like an eternity, Y/N's stomach seemed to have expelled all the alcohol. She leaned against the car, her face pale and clammy, looking thoroughly wrecked.
Sam wasn’t fairing much better. He was sitting on the ground, leaning against the tire, his head lolling to the side.
Dean was still standing near Y/N, his hand still holding her hair, his other rubbing her back soothingly.
Y/N got up after emptying her stomach, wiping her mouth as she sat next to Sam on the gravelly road, her dress dampening. Dean reached into his glove compartment, pulling out a pack of cigarettes he had in case y/n ever ran out and a spare lighter.
He took one out, sticking it between his lips, lighting it. Inhaling a plume of smoke before handing Y/N the stick which she accepted graciously.
As Y/N took the cigarette from Dean, her fingers brushed against his. The contact sent a jolt through her, reminding her of the night's earlier flirty behaviour. But her current state of nausea quickly squashed any such thoughts.
She took a long, deep drag on the cigarette, hoping the nicotine would settle her churning stomach and quell the pounding in her head. “You’re a lifesaver” She muttered gratefully, leaning her head back onto Sam's shoulder.
Dean smirked, his eyes crinkling at the corners amused. “Don’t get used to it” he joked as he made his way around the car to the trunk, opening it and pulling out a bag he had with toiletries. Finding out the mouthwash after unzipping the little clear baggie.
“I am never drinking again” Y/N groaned, her head dropping on Sam’s shoulder. Dean chuckled at her claim, knowing full well that the both of them would be drinking again come next weekend. "Yeah, that's what you said last time" he teased, walking over to them with the bottle of mouthwash in his hand.
Sam, who was slowly coming to his senses, echoed Y/N's sentiment, his eyes closed in discomfort. "Agreed, I'm never touching alcohol again" Sam groaned, his voice hoarse.
Y/N snatched the bottle of mouthwash from Dean, gathering some into her mouth before handing it to Sam who accepted the bottle, taking a large swig of the liquid and swishing it around his mouth before spitting it out onto the road along with Y/N simultaneously.
The burning sensation of the alcohol made their eyes water.
Dean watched this with amusement, shaking his head. "You both really are a sight for sore eyes," he joked, leaning against the car. "A couple of prom royals, reduced to puking in the drain next to my car."
He couldn't help but find the humor in their situation, even if they were both miserable messes at that moment. Y/N rolled her eyes, outstretching her hand for Dean to help her up.
Dean chuckled at her eye-roll, but he complied none the less. He reached out and grasped her hand, gently pulling her to her feet, taking one last drag from her cigarette before she flicked the burnt out bud to the side, in the drainage.
He then moved to help Sam up, who was still looking a little green around the gills. With both of them on their feet, Dean couldn't help but grimace at how disheveled they both looked.
“We still getting those burgers?” She asked hopefully as they helped Sam up. Dean shook his head at her one-tracked stomach. Despite their current mess, she still had food on the brain. "Yeah, we're still getting the burgers" he confirmed, guiding both Sam and Y/N back to the Impala.
"But you're both washing up in that gas station over there first" he added, pointing towards a small gas station a few feet away. Sam and Y/N looked down at their mess of outfits, then at each other before shrugging.
He had a point. They looked like crap.
____________________________________________
The diner was fairly empty given the late hour, which suited them just fine. Dean led Y/N and Sam to a booth at the back, sitting opposite them as they settled in.
The waitress approached their table, a tired smile on her face as she handed out menus. She took their orders, making a few notes before heading towards the kitchen.
Sam and Y/N looked absolutely terrible. Y/N’s hair was sticking up in all directions, the once perfect curls now tousled and knotted. Her lipstick was smudged, eyeliner and mascara stained her cheeks, and her prom dress was stained from the previous events. She looked like a zombie prom queen without the crown.
Sam was in a similar state, his usually neat hair sticking up in messy peaks, and his shirt rumpled from his stint with the ground. His tie was hung around his neck, the bow limp and loose. Remnants of Cindy Wu’s lipstick smeered on his neck and his shirt collar.
-
They both practically inhaled their food, their appetites returning with a vengeance. It seemed puking up the spiked punch had reignited their hunger.
Dean watched them with a mixture of amusement and disbelief. Even though they looked a mess, they still managed to wolf down their burgers with gusto.
“Jesus Christ, I could make love to this burger” Y/N moaned, dipping some fries into ketchup before biting into it, her eyes fluttering close with pleasure.
Dean almost sputtered on his drink, his eyes widening at her comment. He wasn’t expecting her to say that, and the image her words conjured up sent his mind reeling.
“Jesus, L/N” he muttered, trying to play it off as he busied himself with his own food. Though he couldn’t deny the way his stomach churned at her words, a certain heat pooling in his stomach.
“Damn straight, and this milkshake” Sam agreed, sipping his milkshake. His expression mimicked Y/N’s reaction to her food.
Dean snorted at their enthusiasm, shaking his head at the duo. They were acting as if they hadn’t eaten in days instead of a few hours ago.
“Slow down, you’re going to give yourselves stomach aches” he warned, though there was no conviction in his tone. He couldn’t help but find their gluttony endearing.
“Shut up” Sam and Y/N snapped in unison before going back to their food.
Dean raised his hands in surrender, deciding not to make any further objections. It was clear that when it came to food, there was no stopping them.
He continued to eat his own meal, watching as they ate with relish. Their disheveled state and messy faces made the scene even more amusing.
“So, how was Cindy’s tongue down your throat?” Y/N teased her best friend, nudging his side with her elbow. Sam choked on his milkshake, his cheeks turning red at the mention of his time with Cindy. He swallowed, clearing his throat before shooting an embarrassed glance at Y/N. He had nearly forgotten about that in his food-induced bliss.
“Uh, it was... nice” he mumbled, trying to play it cool. Though the evidence from Cindy's lipstick on his collar said otherwise. Dean and Y/N bursted out laughing.
Dean couldn’t help but laugh, the sight of Sam, trying to act nonchalant, while his collar was smeared with lipstick was just too comical.
Y/N joined in with a fit of giggles, her own food momentarily forgotten. She leaned back in the booth, wiping a tear from her eye as she snorted with laughter.
“Despite the vomiting and the hangover I am dreading in the morning. I had fun tonight fellas” Dean smiled at her words, glad that she could find the silver lining despite the night’s events. “Yeah, me too,” he replied, taking a swig of his soda. “Even though I had to deal with two puking teenagers in my car” he added, shooting a teasing glance at Y/N and Sam.
“And don’t even get me started on the gas station bathroom” he continued, exaggerating his complaints in jest. “I swear it’s like the two of you tried to throw up everywhere but in the goddamn toilet”
This earned Dean a fry tossed at his head by Y/N.
Dean dodged the flying fry, narrowly avoiding it striking him in the forehead. He laughed even louder at the failed attempt, throwing his head back at Y/N's antics.
“Now you’ve done it” he warned in a mock-threatening tone. He reached for a fry from his plate, aiming it at Y/N and flicking it towards her. Y/N quickly swatted it away with her hand, only for it to hit Sam in his head.
Sam grunted in surprise, a piece of the fry landing in his hair. He looked up at Y/N with faux outrage, his eyes narrowing jokingly.
“Seriously?” He asked, plucking the fry from his head. He then lobbed it back at her, a laugh escaping his lips. Y/N laughed loudly as Sam just shrugged and ate the fry.
Dean watched the exchange with amusement, his own food long forgotten. Sam and Y/N were like siblings, constantly teasing and taunting one another without malice. It was refreshing to see them being carefree teenagers for a change.
He couldn’t help but smile at their infectious laughter, the sound bouncing off the diner walls.
👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓👩🏻🎓🧑🏻🎓
Authors Note: Hi again, I hope everyone liked this one. I’ve had this tucked away for too long, I’m just so happy to let it be seen now.
Tell you what you think! Comments, reblogs and opinions are greatly appreciated❤️
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Thanks again,
Xoxo
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