The Curse / Sam and Dean Winchester

summary: Sam and Dean had always harbored feelings for you, but their age gap and fear of losing you kept them from expressing it. It wasn't until a lust curse was cast as payback that their true emotions came to light. (reader is in her mid-twenties and the boys 30)

P.S. I apologize for any grammar errors as English isn't my first language, and this is my first smut. I hope you enjoy it!

xo'

Residing in the Bunker had its own challenges, but sharing the space with two strikingly attractive men, while grappling with an uncontrollable curse, took it to a whole new level. The memory was vivid: against the stern advice of the Winchester brothers, you clandestinely hitched a ride in the Impala's trunk on that fateful hunt, only to find yourself prey to a witch's curse upon stepping out. In an instant, you were ensnared by the curse, your eyes ablaze with desire, cheeks flushed, consumed by a newfound craving you hadn't even known existed—starvation for touch.  

“Oh sweet mother,” Dean’s voice echoed as he saw you. Your eyes always seemed to search for something—or someone, to be precise. The headmistress's witch, with her all-too-familiar wicked laugh, had cast her final spell, a curse she ensured would take effect as soon as she died in Dean’s arms. The monster was indeed dead, but when Dean met Sam’s gaze, he knew the hunt was far from over. 

Your mind, however, was focused elsewhere. The symptoms hadn't appeared yet, but the Winchesters made it clear that back at the bunker, any spell books or the help of Rowena would be useful. “I just hope it’s not,” Dean said, a look on his face prompting Sam to bring him back to reality. Flirtations were not part of the ordeal, especially given how vulnerable you had become. “It’s not contagious, although I wouldn’t mind,” Dean said cockily. Sam rolled his eyes with a ‘really?’ kind of look. Dean shrugged, seemingly oblivious to Sam's attraction to you. But unlike his older brother, Sam had some boundaries, especially right now. 

“We need all the help we can get,” Sam said, trying his best to remain composed. Despite his reluctance, he knew his brother was right. The love curse, though unintended, might have been advantageous for the hunt. You had stubbornly insisted on joining them from the start, and now the little payback didn't seem so bad, did it? Sam thought to himself, watching your eyes glimmer with fascination at everything your eyes gazed upon. He couldn’t help but chuckle, finding it adorable as your soft voice finally caught the attention of both boys. “Um… Guys?” Dean was the first to focus on you, raising an eyebrow. That’s when they both realized: your pouty lips, signaling the symptoms were starting to show. Regardless, the brothers knew they would eventually have to escort you out. 

“Bunker, now.” 

The orders were clear, the drive however. Another story. 

Dean couldn’t help but wonder how you were feeling in that moment. A multitude of questions raced through his mind as he tried not to compare it to anything else. Amidst the tension, Sam ensured you remained still. Despite this, your hips pressed against another, and your hands yearned for touch. When you noticed the rope tied around your wrists, Sam gave you a pitying look. He felt bad, but it was the only solution they could think of. “We are close, love,” he reassured you.

Love. 

"Love? Really?" Dean mouthed to Sam, hoping you neither heard nor noticed. Sam shrugged, genuinely trying his best, though he couldn't deny feeling a bit turned on by the rope. If it weren't for the damn curse. “And you said, ‘no flirting,’” Dean said, almost offended. But his attention quickly shifted when you asked them a question.

“Is something wrong with me?” 

Your voice was soft and innocent as you spoke. “No, sweetheart, we just need to gather some information back at the bunker and get you cleaned up,” Dean replied. It was payback time. Sam’s glare was obvious, while Dean smirked, deliberately emphasizing the word "sweetheart." You of course, had simply nodded in respond. The mood shifted as soon as the Impala parked in front of the bunker.

The three of you entered the bunker, and little did you know, Dean had prayed during the drive for Rowena’s presence. She wore an expression that made both brothers uneasy, knowing they’d have to deal with your current state. “Why don’t you go to your room, Y/N?” Sam suggested with a smile, gently squeezing your shoulder. “Adult talk.” His gesture stirred feelings you hadn’t experienced in a while, making you gulp nervously. Trying to hide your flushed cheeks, you nodded and quickly left for your room. 

"So," Rowena's voice chimed in Dean's ear, a sound he was never fond of, especially when he suspected she had some scheme in mind. Whether her intentions were good or bad, the sound of her smirking lips was unsettling, even without her holding any cards. "Why the urgency, boys?" she asked, leaning against the bunker's table. Her eyes scanned the two men, observing as Sam nervously rubbed the back of his neck and Dean swallowed hard before he could speak. "It's Y/N." 

Rowena gave an 'oh?' kind of look, as if she wasn’t already aware of Dean’s confessional prayer a few hours earlier. She relished the moment, knowing full well that nothing could actually cure your curse. "I am afraid," she teased, her tone making it clear that any attempts—whether spells or exorcisms—would be futile. Dean’s brows furrowed in frustration. "And how do you think she’ll let us? Won’t it, you know, ruin the relationship between the three of us?" 

Sam glare at his brother. “Really?” he almost looked offended. As if his brother was pretending not to overlook, while being clear with the attraction the two Winchesters had toward you. And you being more the secretive type, it wasn’t clear if you were in the same page either. 

Little did the brothers know, you couldn't help but be overwhelmed by your own sexual thoughts. The symptoms were beginning to show, and by the time you reached your bed, you felt butterflies in your stomach. You wanted to feel your fingers traveling over your body, down between your thighs. Fortunately, with the brothers a few rooms away, you managed to steal Sam’s laptop and sneak into your room. 

The urgency was palpable as you slid under your covers, removing your shorts and leaving yourself in just a shirt and underwear. You knew you had to be quiet. After typing your favorite porn video into the keyboard, quickly grabbing some headphones. As you watched the video intently, you couldn't help but imagine yourself as the girl and the two men as Dean and Sam. 

Sam and Dean knew that once Rowena was finished, they’d have to take action. This led Sam to wonder about the whereabouts of his laptop. "Did you stole my laptop again?" he asked irritably, prompting Dean to retort, "You know me better than that, Sammy. If I’d stolen your laptop, I would have left it there." This was true, given the number of times they had lived together and Sam had found his laptop the next morning with a few porn sites left open. 

"Perhaps I left it in my room," Sam said with a resigned sigh. Little did he know that his laptop was actually in your hands. Hearing faint moans from the opposite room, he couldn’t resist sneaking in. There, he found his laptop next to you, serving as a monitor. Your eyes were closed, your top and covers off, your breasts exposed. "Sam... Dean..." you murmured, making Sam's jaw clench. Dean had been right. 

Dean noticed it was taking longer than expected and, irritated, went to check on his brother. "Sam—" he began, but was immediately cut off. "Shhh... she's..." Sam's whisper was enough to make Dean furrow his brow. As he moved closer to his brother, his eyes darkened. The way you moaned their names was irresistible. The two men exchanged glances, unable to help but ponder the situation, both of them aware of the bulges now evident through their pants. 

As your eyes opened slightly, you felt your cheeks flush at the sight of their silhouettes lingering just beyond the bedroom's threshold. Meeting their gaze, your eyes then glanced down between their legs, silently pleading for something more. With your hand now free, you reached out, beckoning them to enter. "I want more…" The curse had taken its toll, the symptoms ready to manifest, and both brothers instantly agreed. 

Dean was the first to enter, swiftly taking Sam’s laptop and closing it as you knelt down, the palm of your hand gently caressing the obvious bulge in his pants. A smirk played on your lips as you gently unzipped his jeans, while Sam preferred to watch from the corner of your bed. His eyes were fixed on the scene unfolding before him, unable to resist grasping his own dick. Your gaze, filled with lust, shifted between them both, and as Dean's cock revealed itself under his boxers, you couldn’t help but look at it in awe. “Can, I?” 

"It's all yours, princess," Dean's voice was hoarse, his fingers gently caressing your cheek as he lifted your chin slightly to admire your face once more. "Enjoy it," he said, and you nodded with pleasure, leaning in to press a few kisses on the top of the rim. You heard him groan as his hips moved slightly, feeling your tongue around his cock, swirling as you managed to gulp it all the way down. Before releasing it, your fingers gently jerked it off, while your other hand massaged his balls.

Dean's head leaned back, the tension in the room palpably sexual. Before he could reach climax himself, his fingers cupped your face. Your pouty lips drew his attention, and he said, "Need to leave some for Sammy," now seated in the corner of your bed, allowing Sam to shift between the two with innocent eyes, which made you giggle at his reaction. "Come here," you said, now fully focused on Sam.

And there you were, the three of you entangled on the bed. Sam's hips thrusting inside you, the tip of his cock teasing your clit with each motion. His breath was heavy as your eyes locked, leaning in to kiss your lips hungrily. You felt his tongue wrap around yours before he bit your bottom lip. Your eyes rolled back as you realized how big Sam's cock was compared to Dean's. "That's it, baby girl. Gotta take it all before my brother finishes you up," he murmured, urging you on. 

Dean, on the other hand, made sure you were just as occupied and focused. His cock filled your mouth as you managed to stifle your moans from Sam's thrusts. "There, there," he groaned, moving his hips to mirror Sam's movements. Eventually, Sam withdrew from the soreness of your pussy, now so pink. He couldn't bear to leave without planting a few kisses on your clit before leaving Dean to finish you off.

"It's my turn," the older brother declared, giving Sam a playful push, eliciting a chuckle from him as he admired how sore you had become. First, Dean licked his bottom lip, then leaned between your legs, eagerly eating you out. You felt his tongue tracing circles around your clit, his eyes never leaving yours. "It's so small," he teased with a smirk, "just like our baby girl." Sam joined in, barely giving you time to exhale a moan before his dick was in your mouth. "When we say we're not finished, we mean it," he added firmly. 

Dean's cock felt different from Sam's, but despite the soreness in your pussy, the pressure was intensely present. It was thick, reaching deep inside you, almost to your stomach. Your back arched from the constant pleasure, and the brothers made sure your body would be covered with hickeys from head to toe. Sam withdrew from your mouth, leaving you to jerk him off as you said innocently, "I'm about to cum." This was enough for the brothers; Dean also withdrew, teasingly brushing the tip of his cock against your clit, making your legs shake from the orgasm. Their cum landed on your stomach. What the three of you didn’t know was that as soon as you came, the symptoms began to fade away. The curse was gone.

"You okay?" Dean asked with concern, noticing you had returned to reality and chuckling softly at your current state, which made the two brothers more worried. Was the curse really gone? Sam looked at his brother, and Dean could only shrug, waiting for your response. "Yes..." you said softly. "And it took a curse to finally..." 

"Finally?" Sam's brow arched as he looked between his brother and you. Before he could say more, you chuckled again. "For us to finally express it." Despite the unusual circumstances, the two brothers couldn't help but smile, chuckling as they both leaned against your bed, scooping you in between them. "So you knew?" Dean asked, almost offended by the efforts he'd made to keep his feelings hidden, fearing it would ruin the friendship. "Told you," Sam said teasingly. "You owe me 50 bucks."

You glared at Sam and smacked his chest before he wrapped his arms around you, sneaking kisses into the crook of your neck. It was his obvious way of making you forget the ordeal. As you rolled your eyes, you said, "I guess curses at least have some benefits." The two brothers rolled their eyes. "Even if I don't like it, I prefer you this way," Dean confessed. Although you appreciated the sentiment, you couldn't help but tease in response.

“Say mister flirt,” 

Dean, almost offended, attacked you with kisses, making you laugh. "Ours," he said with a proud smirk. You returned his smile and kissed his cheek.

"All yours," you replied warmly.

Changing room / Sam Winchester

summary: Whenever you and Sam are out together, your curious eyes don't go unnoticed. This often leads to playful teasing, whether it's directed at others in your company or when you're apart. (Sam is 30 while you're in your mid-twenties.)

Author's note: I've noticed many fanfics to this prompt featuring Dean, but as a Sam’s girlie, I couldn't help but write one. xo

ps: english isn't my first language, so i apologize for any grammar errors.

enjoy! xo'

Sam didn't mind the age gap difference between you two. In fact, he relished the idea of women his age or slightly older showing interest in him. Or when he would see men your age doing the same. Today, the two of you were shopping for new summer clothes, with the focus on you. You vaguely recalled the conversation, when you knew Sam would be the lone male in the store, anticipating the possibility of playful interactions with other women. After all, who could resist his charm?

The woman, who seemed to be of your mother's generation, exuded a familiar flirtatiousness, particularly noticeable from her interactions with the kind of flirtation the Winchesters were used to. It didn't catch you off guard; rather, it made you smirk inwardly as you started to try on the skirt Sam had been eager for you to test. "What brings such a handsome man here?" she quipped.

Sam, ever the polite gentleman, nervously shifted on the cushioned seat as he awaited your return. His anxiety was palpable as he clutched the clothes you had selected for purchase, a gesture not lost on you. "For a friend?" She had inquired, her fingers idly playing with a lock of hair. Though hesitant to directly oppose her assumption, Sam simply nodded, a faint smile playing on his lips, as it shifts off to his usual cocky smirk. Anticipated your emergence from the dressing room, at any moment, eager to hear your thoughts on the skirt. 

You had been biding your time, patiently waiting for the right moment. It came when you learned of her single status, a fact she seemed to emphasize even more pointedly when her fingers "accidentally" grazed his thighs. It was as if Dean himself had possessed her, with the mirroring gestures and familiar phrases she effortlessly employed.

As you spun one last time, the delicate lace of the fabric caressing your skin, the woman's presence slipped from your mind entirely. Upon drawing back the curtain, you found Sam's unwavering gaze fixed upon you. His eyes traced the contours of your silhouette, from head to toe, betraying a desire both intense and restrained, a hunger he struggled to conceal. 

"Thoughts?" you chimed, a broad smile gracing your lips as your hips swayed playfully. Your fingers toyed with the hem of your skirt, a subtle maneuver intended to leave Sam weak-kneed and flush-cheeked. "I told you so," he quipped, his smirk mirroring yours. However, when his gaze shifted to the woman beside him, her expression shifted. Disgust mingled with shock as she comprehended what she had witnessed.

As Sam rose from his seat, a soft chuckle escaped his lips. You leaned in to peck his cheek, only to find his smirk growing slyer. His fingers grazed your skin as he discreetly adjusted your skirt, ensuring your modesty remained intact. It was a silent gesture of possession, a reminder that you belonged to him alone. "Wouldn't want to make the lady uncomfortable," he murmured, loud enough for the woman nearby to overhear. You feigned innocence, but her audible gasp betrayed her annoyance before she promptly rose and left the area. 

As you moved to retreat back into the changing booth, Sam's grip on your arm tightened slightly. Turning to face him, you couldn't help but pout in defense. "Such a pity," his voice was husky, his gaze lingering on your skirt as his fingers trailed from your waist to lightly grasp your hip, drawing you closer to his chest. "Can't I have a moment to admire it? After all, I'm the one who’s buying it." 

"No, not now," you shook your head, quickly brushing your finger against his bottom lip, a hint of desperation in your pout as you hoped to avoid catching the attention of any store employees. You were aware of Sam's desire for a moment of intimacy, even willing to whisk you back to the changing booth for a private rendezvous. But meeting his gaze with a smirk, you proposed, "Let's finish up here first, then we can head to Baby's." Sam understood your aversion to public displays of affection. Though he had been careful not to push boundaries, he didn't want to make you uncomfortable. With a nod, he released his grip, allowing you to proceed with your task.

"Sounds good, babe," his reply was so convincing that he couldn't resist adding, "How about we warm up in Baby's, huh?" He edged closer, as if beckoning you towards the booth, but you teasingly pushed him away with a chuckle. "But what if Dean—?"

“Screw Dean,

I want you.” 

Under the table / Dean Winchester

summary: Dean and your relationship had been lacking a bit of spice. So, you made a deal between the two of you, amidst the teasing and perhaps a punishment or two, to reignite the excitement.

ps: english isn't my first language so i apologize for any little grammar errors

warning; very nsfw no plot hihi

enjoy! xo

Pink Laptop / Sam Winchester

summary: Sam and you attempted to conceal your relationship out of fear of his brother. However, you both decided to subtly hint at it through small gestures, like borrowing his flannel shirt. Him reading the books you like. But what happens if during one of these covert acts, while on a scavenger hunt at your campus, Sam unveiled an unusual shade of pink laptop. That happens to be exactly yours.

ps; english ins't my first language so i apologize for any grammar mistake!

enjoy xo'

The boys were on a mission, an unexpected one unfolding right in the heart of your campus. Despite your adamant stance against urban legends the night before, fate seemed to have its own ironic twist. As they escorted you to college that morning, whispers of a tragic incident—a student's demise in the restroom—rippled through the air. You recognized the familiar expression on their faces all too well. "You're not suddenly interested in what is being brought up now, are you?" you quipped, stepping out of the Impala. Dressed impeccably, the boys offered no protest, simply acknowledging your annoyance at their presence on campus. Sam, in his typical teasing manner, assured, "Fear not, we're here to work, not to distract you," playfully tousling your hair before heading inside to meet the college director. 

Throughout the day, the Winchesters traversed the college grounds, their first stop being a discussion with your director, proposing an investigation at the scene of the crime. Meanwhile, you found yourself engrossed in midterm studies, only to realize that Sam had commandeered your laptop for further research. This left you with a choice: either borrow a library laptop or abandon studying altogether in favor of grabbing lunch. Just as you were contemplating your options, a familiar face intercepted you, halting your movement with a friendly grip on your arm. "Y/N!" she exclaimed, her smile wide. "It's been ages... well, two weeks," she teased, keenly aware of your recent absence. Sensing an opportunity for a chat, she suggested lunch at the college's balcony café, an offer you couldn't refuse. "Lead the way," you replied, grateful for the chance to catch up. 

The presence of the brothers didn't escape the notice of the students, particularly those of your age, who cast admiring glances toward the pair. Dean, ever the flirt, couldn't seem to tear his eyes away from the waitress, much to Sam's annoyance as he diligently typed away on your laptop. "You know," Dean remarked teasingly, his attention still fixed on the waitress, "if Y/N has friends..." Sam's expression twisted into one of irritation, anticipating his brother's predictable banter. 

"So... your sole reason for this hunt was to flirt with the waitress?" Sam shot a brief glance back, acutely aware that using your laptop, with its bright pink cover, did nothing to enhance his flirting abilities. "If it weren't for that damn laptop cover..." Dean's comment only served to further irritate Sam, who chose to ignore it, opting instead to retort, "She offered it," though Dean's skeptical expression made it clear he found this explanation unsatisfactory.

As you and your friend strolled toward the college café, they made it quite clear they wanted to sit near the Winchesters. You were oblivious to their presence as you were engrossed in chatting with your friend. Faced away from where Dean and Sam were seated. Your friend, however, couldn't resist ogling Dean, who, to your surprise, refrained from returning the teasing glances. "Earth to Beth," you joked, waving your hand in front of her face. Following her gaze, you turned to find Dean and Sam behind you. What caught you off guard was how charming Sam looked holding your laptop, dressed sharply in a suit, while Dean awkwardly munched on his burger. No distraction, Y/N. "Oh my god," you interrupted Beth's thoughts as she realized you knew them. "Seriously?" you teased, feigning disgust and enjoying Beth's blush. "Wait– You know them? Why didn't you tell me you were acquainted with these two handsome gentlemen? Let's go join them!"

You were tempted to go along with the plan. Knowing that the boys were solely focused on their work meant that interactions would be slim, and you'd only be back in the Impala at the end of the day, as per Dean's suggestion for the hunt. However, Sam wasn't keen on the idea, as it meant he'd have to sneak out. Not only to avoid making your relationship too obvious but also because you agreed to let him borrow your laptop, much to Dean's suspicion when he noticed the pink hue. "Pink? Seriously?" he had remarked that morning when Sam used the excuse of needing a new lap top case, to protect it. 

Little did you realize, within the blink of an eye, Beth had linked her arm with yours, flashing a joyous yet subtly seductive smile. Just as you turned your attention towards the boys, you could almost lip-read Dean's warning: "They're coming, stay professional." Without hesitation, Beth took the lead, her demeanor becoming flirtatious, her gestures deliberate, and her movements suggestive, embodying the quintessential flirt. This made Dean even more intrigued, while Sam and you felt increasingly uneasy as you confessed how you knew them. Of course, Dean graciously extended an invitation to both of you, much to Sam's amusement, who observed you squirming uncomfortably beside him.

"Hey, isn't that Y/N's laptop?" Beth asked, prompting Dean to shoot Sam a disdainful glance. "You son of a bitch—" Dean began, already aware that the laptop belonged to you as he retrieved it from Sam's hands, noticing the familiar stickers adorning the back. Sam nervously swallowed, watching as you attempted to discreetly excuse yourself. "No, no, no, sweetheart," Dean interjected, his gaze hardly leaving you before shifting to Sam. "Explain." 

"Well, I guess that's my cue to leave," your friend Beth said nervously, rising to give you a kiss on the cheek. Dean couldn't resist sneaking his phone number in the palm of her hand, eliciting a blush from her cheeks. You reassured her that you'd call her back tomorrow. With that exchange, you could tell that Sam and you were in for a long discussion based on the look on Dean's face. 

The ride was quiet. The hunt was over, Sam and you had no choice but to comply with the silence. "Now," Dean's irritation was palpable. Sam shifted uncomfortably in his seat, stealing glances at you to ensure you were alright. "Since when?" Dean's gaze remained fixed on the road, yet he managed to sneak a glance at you through the car's rear view mirror. "Since the beginning of the semester..." you murmured softly. "At first, it was just reading books, then..."

"To him using your stuff?" He almost took offense, but you sensed something amiss. There was a hint of amusement in Dean's disgust and envy, as if he couldn't believe how adorably silly these actions were, and how he hadn't noticed them before. Whether it was you borrowing one of Sam's flannels under the guise of it being a size too big or Sam unexpectedly diving into fantasy books, it was all too amusing. And now the pink laptop. "I can't believe I never saw it," he sighed, prompting both of you to burst into laughter before Dean could even try to silence you. "Shut up," he grumbled playfully.

"You still have Beth’s awaiting call," you teased, leaning on the two boys and pinching Dean's cheek. "Ha ha, very funny," he retorted sarcastically. You glanced at Sam, relieved by his brother's reaction, albeit a bit peculiar, and leaned in to plant a soft kiss on his lips. "And don't even think about making out in the Impala," Dean added with a playful smirk.

You could feel Sam's lips curve into a sly smirk as he looked at you with doe eyes. "We never know," he murmured, his voice barely above a whisper.

Play pretend / Dean Winchester

summary: Dean and you had always been a package deal, whether on hunts or coming to your rescue during family dinners. But when would the charade end? When would you both realize that perhaps there was more than just pretending between you?

type: fluff, a little angst?

ps: english isn't my first language so i apologize for any grammar errors etc.

enjoy!

You felt a surge of nerves as the moment approached – the night when your family would finally meet your boyfriend, or as you preferred to call him, your "stand-in partner." It all began when Dean, sensing your discomfort during an awkward encounter with a family acquaintance, graciously stepped in to rescue you. Despite your generous hospitality, with enough food to satisfy an army courtesy of your aunt, Dean couldn't hide his disapproval as he observed the conversation unfolding between you and the other guy. The type of guy one of your family member wanted you to meet. 

"Perhaps we could," the man suggested, leaning in closer, uncomfortably near Dean's personal space. Dean swore he could see the man's lips moving against the curve of your neck. As the whispering persisted, Dean strained to decipher the words. "How about grabbing a drink or two next week? At my place." You fought the urge to gag, doing your best to ignore Dean's intense stare right through the man’s eyes. When he heard Dean snort in apparent disgust, it was clear as day when the man turned to face him. Ready to inquire if everything was alright. Of course, Dean couldn't simply brush it off and have a beer. So he calmly interjected, "I'm afraid she won’t be available." 

The guy leveled another challenging stare, daring to question Dean's authority. Sam struggled to suppress a chuckle at Dean's blatant jealousy, evidenced by his readiness to resort to aggression regardless of the circumstances. Especially now, with another man brazenly displaying affection by wrapping his arm around you. "I suggest you don't push it," Dean warned, his gaze sharp as it shifted between you and the interloper. The situation escalated when the other guy resisted, though it was already too late to defuse the tension. Dean's grip tightened on the man's collar, the atmosphere crackling with hostility as both men squared off, their combined weight threatening to buckle the table beneath them. 

You attempted to calm Dean, your hand reaching out as if to steady him on the verge of toppling over the table. You reassured him that the guy was just asking you out for a casual drink or two. But Dean saw through the facade; it wasn't about that at all. It was about shielding you from the prying eyes and judgment of your family, particularly since it was their first encounter.

"Come on, man," Sam's gentle voice broke through, prompting Dean to rein in his temper. Sam trying so poorly to make any privy eyes that everything was alright. The guy seemed almost taken aback, giving Dean a chance to collect himself. You rose from your seat to stand beside him, wordlessly shooting a glance in Dean's direction. You were all too familiar with that look. But for the moment, your priority was soothing the guy's ego and making it abundantly clear that you weren't interested.

You vividly recall a particular night when Dean seemed to be keeping a close eye on you as you tried to calm the guy. When the bathroom door swung open, you were met with Dean's intense gaze. It was then that he spoke up, after the guy had finally relented. "She's my girlfriend," he declared firmly. "So back off."

As you focused on your reflection in the mirror, memories of that night flooded back. You had chosen a new dress, thanks to Charlie's assistance during your weekend shopping trip for the upcoming family dinner. Your aunt had graciously invited Dean to join as well. Nerves tingled visibly, and though Dean tried to play it cool, he couldn't help but admire your beauty with an awe-struck gaze. "You look stunning," he remarked, leaning against your bedroom door, his eyes tracing your silhouette appreciatively. You smiled nervously, fingers delicately smoothing over the fabric of your dress, unsure if it was too revealing. "Be honest," you turned to face him. "Is it too... revealing?"

Without a moment's hesitation, Dean shook his head and swiftly approached where you stood. Noticing the zipper on your back wasn't completely sealed, you felt the warmth of his fingers brushing against your skin as he zipped it up all the way. His eyes traced over your figure, unable to deny your beauty tonight, and every other day, of course, but particularly tonight. He understood your desire to make a good impression, not just for yourself but for him as well, and he appreciated these thoughtful touches. "Now, look at me," he instructed, spinning you around to face him, taking one last admiring glance before restraining himself from biting his lip. “You have nothing to worry about, and I assure you I won’t take more than one beer.” 

“Pinky promise?” You appreciate Dean’s effort. And even thought the incident  was just years ago, you couldn’t help to recall it perfectly. How Dean’s hot intoxicated breath was beneath you. His glare almost making the entirety of the rest of the evening more uncomfortable. But it wasn’t until you heard from Dean’s voice himself. How you were his and his alone. And how one of your family member walking  in the middle without even getting a second thought to process and letting the news roaming around the family. And what startled you the most was how happy they were for Dean to be back into the family once more. “Pink promise.” Dean said confidently. 

The journey to your aunt's house progressed smoothly, though Dean couldn't help but notice your tension. He offered reassurance with his presence, his fingers gently tracing patterns on your thigh, silently conveying that everything would be okay. As he maneuvered the Impala into a spot in front of the house, a realization struck you. Not only was it a significant moment for your family to meet Dean properly, but you also found yourself pondering: did Dean truly mean what he said, you were his girlfriend? It has been a year for christ sake and nothing. "Ready?" Dean's voice cut through your thoughts as you gazed at the familiar house. You remained silent, nodding in response out of nervous habit, secretly hoping the dinner would conclude swiftly to spare yourself any potential embarrassment. 

Dean's arm encircled your waist as you approached the entrance of the house together. Just as you were about to knock, the door swung open, indicating that your family was indeed expecting your arrival. Your parents were present, and it was your mother who greeted both of you with open arms, inquiring about the whereabouts of your aunt. "She's in the kitchen, dear," she remarked, her gaze shifting to Dean. He smiled proudly, a hint of cockiness evident as your mother's hands gently caressed his face. "What a handsome man you are," she complimented, causing Dean's smile to widen. You shot him a teasing glare as he responded, "I must say, I’m the lucky one drawn by your daughter's beauty." Your mother looked on in awe, while Dean's grip on your waist remained firm. With a satisfied expression, your mother welcomed you both inside. 

"Do you mind if I go greet my cousins?" You attempted to steady your nerves as you spoke to Dean. Of course, he understood the underlying anxiety in your question. After exchanging pleasantries with a few family members in the kitchen, Dean found himself offered a beer by a man who appeared to be your father. "Finally," the older man's voice hinted, and Dean knew that accepting the beer meant he was fully committed. But what harm could one beer do, right? "Meeting my daughter's famous boyfriend," your father remarked, catching Dean off guard with the unexpected compliment. From being referred to as the "famous boyfriend" to "handsome D," Dean couldn't help but feel surprised at the nicknames you had apparently bestowed upon him. It was especially amusing considering your initial agreement to portray him as your "fake boyfriend." 

Nevertheless, Dean continued to play along, responding with a casual shrug. "And I'd be remiss not to acknowledge that good looks run in the family," he added cockily. The compliment elicited a chuckle from your father, unaware of the surprising camaraderie that was forming between the two men, from their shared music tastes to similarities in their lives. “Look at them,” Your mother placed her hands on your shoulder, knowing she was just as charmed by Dean’s natural charm you couldn’t feel more relieved that Dean felt now to be a part of the family. And that even with the incident that happened years ago he was more than welcomed. 

Throughout the night, Dean stayed close by your side. Joking with your family’s jokes at the dinner table. His arm wrapped around yours, as he reincarnated the time the two of you had met. But it was too much. Too much to take in as the whole fake boyfriend thing began to unwrap beneath your senses. Dean noticed your shift in emotions, when you quickly excused yourself from the table. Luckily, no one had suspected anything. And Dean waited for a little while, before he himself excused himself momentarily. 

"Just finishing something," you managed to choke out amidst your tears, the sound of knocking echoing from the other side of the door. Unbeknownst to you, it was Dean himself on the other side. Knowing you hadn't locked yourself in the bathroom, he didn't wait or hesitate. Instead, he burst into the room, eliciting a gasp from you as you shot him a death glare. What he noticed, however, was the mascara streaks mingling with your tears as you tried to wipe them away. "Hey, love—" Dean began, but you quickly cut him off, chuckling bitterly as he frowned at your unexpected response. He knew something was amiss. "Sorry," you muttered, realizing that without any prying eyes around, the pet names and pretense were unnecessary. And it hurt him too, the entire charade. "What's wrong?" he asked gently, his thumb tenderly caressing your chin as he lifted it, forcing you to meet his gaze. 

“I just,” You tried to relocate your thoughts. Your face lowered even if you tried not to make eye contact. “How long are we going to play pretend?” You almost chocked once more in your voice, cracking itself as you buried your face against Dean’s chest. What little did you know was that Dean was also tired to play pretend, and was waiting for the exact moment when to address his feelings officially for you. To make you his for eternity. But he simply wrapped yourself in his arm, kissing your hair lightly when he tried to hush you. And said. “You know,” His voice inquired curiosity and a hint of interest when you looked up to him, a brow arching in wanting to know what he was going to say next. 

"I've always loved you," he confessed, pausing briefly, his gaze locking with yours. You couldn't help but notice the vivid green shimmer in his eyes as he spoke about the two of you. "Since the first day we met, since you almost dripped wine on my favorite shirt. Since that guy when I almost threw the first punch," he recounted, reminiscing about every moment and significant event. Unbeknownst to you, you were too oblivious to realize. Then, you heard his soft chuckle. "And that time when I said you were my girlfriend. Whether I was drunk or not, I meant it."

Your brows furrowed slightly, head tilting to the side. "And what took you so long?" Your tone wasn't accusatory or hurt; you were simply curious. Why had it taken so long to pretend when the feelings were evidently there? "I was just too dumb to realize that the woman I love was right in front of me. Right here in my arms," he admitted, his voice tinged with regret. "And even though this may not be the best way to confess, I'll say it again, Y/N. I love you. I love you so damn much, that I'd even die for you."

"Whoa, whoa, whoa," you chuckled softly at Dean's dramatic proclamation. "First of all, I'm not dying tomorrow or any other day," you reassured him, a smile gracing your lips, which Dean couldn't help but admire. "And second of all, I feel the same way," you added, enough to satisfy him. As you felt his fingers now brushing against your cheeks, ready to cup your face, your lips brushed against each other, a tantalizing tease. The two of you nibbled on each other's lower lips before finally meeting for a kiss. It was a kiss that spoke volumes, sealing the deal. You were officially his, and his alone.

Without breaking the kiss, the sound of a knock echoed around Dean and you. Startled, you both chuckled softly and responded, "Just a minute!" Little did you know, it was your mother on the other side, announcing, "Good, because pie is being served!" She couldn't have been more oblivious to the situation. As you released the kiss, Dean's excitement shone brightly in his eyes at the mention of pie. "What flavor?" he eagerly asked. "Your favorite, apple," you replied with a soft smile, amused by his enthusiasm. As he was ready to leave the bathroom, allowing you to tidy up the remnants of your mascara, he paused halfway and turned back to you, planting another kiss on your lips. "I love you, and I mean it," he declared sincerely.

You smiled back at him, echoing his sentiment. "I do too," you replied warmly. You could see Dean's body shifting, torn between wanting to indulge in the pie and offering to help you clean up. Chuckling at his demeanor, you encouraged him, "Go on, the pie will be cold." He thanked you once more before heading out, and little did both of you know. Dean had become a part of the family, even inviting Sam along. And every year, he became the official taste tester for your aunt's special pies recipes.

The Couch / Dean Winchester

summary: Dean and you had always harbored a fondness for each other, which became evident one night on Jody's couch when he found a way to express it during Jody's intervention at the dinner table.

ps: english isn't my first language so i apologize for any grammar errors

xo'

Jody had extended an invitation for dinner to the three of you. What neither of the boys knew was that this casual gathering swiftly transformed into an intervention, with Claire and Alex joining in. As you observed them enjoying the meal, a sense of unease crept in, heightened when Jody broached the topic of protection. Suddenly, Sam, Dean, and you found yourselves choking on your food, taken aback. "Um, excuse me?" Dean was the first to break the tense silence.

"You heard correctly," Jody's expression bore the gravity that none of you dared to challenge. With precision, she redirected the conversation to how she had stumbled upon unsettling items in Alex's bag. While acknowledging the discomfort of confronting such matters, being a girl also meant being privy to them, and a part of you felt relief knowing that Alex and Claire had Jody for these discussions—a resource you lacked.

In reality, it was Dean who helped you lose your virginity. "Helped" was an understatement; even in your mid-twenties, the notion of waiting for marriage felt long overdue. The memory was vivid: in the dead of night, with Sam in a deep slumber in the other side of the living room. Sleep eluded you, and with Dean nearby due to staying at Jody's, the proximity intensified. Coupled with your nearing ovulation, it was evident your libido was peaking. You were undeniably aroused, yet with the boys constantly present, suppressing any gesture or moan became a challenge, particularly when Dean's eyes cracked open slightly.

Dean observed the entire scene discreetly. He noticed your arm beneath the covers, your hips shifting, and your breath growing heavier. What he didn't realize was that he too felt the same arousal stirring within him. His shaft hardened, and he couldn't resist the urge to grasp it, seeking gratification in the moment. It was then that your eyes met, hesitation lingering before you confessed to him that you had never experienced sex before. To Dean's delight, he vowed to ensure that the experience would be memorable not just for him, but for you as well. 

"Earth to Y/N," Claire's voice broke through your thoughts, prompting you to snap out of your reverie, cheeks flushing. A mischievous smirk played on Claire's lips as she continued, well aware of your distraction. "I think she was daydreaming," she teased, but you quickly shook off the implication, feeling Dean's gaze upon you. It was the same caring look he always gave, checking in to ensure your comfort, whether it was about speed or pace. Despite any imperfections in the method of 'protection,' Dean excelled at making you feel cherished. "You okay?" he asked, concern evident in his voice as his fingers lightly brushed your hand, offering a reassuring squeeze, to which you nodded in response.

"I'm sure she wasn't. Let's not deflect now. If we can't talk about it, maybe we shouldn't be doing it, right?" Your eyes widened at the question, inadvertently revealing your discomfort, while Dean nearly choked on his food again with a startled "What?" Despite not wanting to gross out Jody, he simply shrugged and glanced at you before continuing, "I mean..." Just as he was about to elaborate, Jody's eyes widened in realization, catching onto the unspoken understanding between the two of you. "Setting a good example!" she exclaimed, almost in a panic, prompting laughter from Alex, Claire, and Sam, who found the situation amusing. With Dean and you seated at the opposite end of the table, the awkwardness escalated. "And where was it?" Jody inquired, causing your muscles to tense as you recalled it took place right in this very house during one of Jody's trips. You nervously gulped, murmuring your answer while taking a sip of water, inadvertently prompting Jody to respond to the question herself. 

But what she didn’t know was that whoever you had spent the night, was seating just next to you. 

"On your couch..." Her expression morphed into one of disbelief, unaware that the lucky guy was actually present that evening. Despite her high expectations, she pressed on with another question. "Like a one-night stand? Or someone from work?" She almost seemed reluctant to hear the answer you were about to give. As if you were expecting to give one of those options to loosen her worry. Dean on the other, glanced at you a moment, signaling for you not to reveal it. Instead, he took the plunge and confessed. "Me."

First, Claire choked on her water, followed by Jody, their expressions a mix of uncertainty as she barely left her gaze at you. Especially from expressing you were in hope of waiting before marriage. But it was true. "It is true..." Your voice was soft, the kind of vulnerability that Dean cherished. It stirred something within him, turning him on immensely. He couldn't be prouder knowing that tonight, with that look on your face, you would be in for a delightful surprise.

"Well," Jody appeared somewhat taken aback once again, unsure of what to say next before redirecting her attention to Alex. "Please, for me. Don't follow their example, and for the love of god, don't end up on the couch either." There was a hint of obvious disapproval in her expression, eliciting chuckles from all of you as the conversation shifted back to hunting topics and other matters. 

As everyone retired for the night, despite the slightly abrupt end to dinner, you managed to finish the meal Jody had graciously offered. She had invited the three of you to spend another night at her house, recognizing the need for rest after a morning hunt that warranted a good night's sleep. However, Dean had other plans brewing in his mind.

As you slipped into your gown, Sam settled into an actual bed—the one Jody had made sure you and Dean would sleep on. Dean's smirk was unmistakable as his gaze lingered on you while you attended to your last-minute night routine in the guest bathroom. "You know," his voice was husky, unable to tear himself away from your presence, a habit he adored observing. "Oh, I know that look," now it was your turn to gaze at him, rolling your eyes in an attempt to feign innocence at his remark. "But what if Jody..."

He chuckled, drawing closer to you with his arm enveloping your waist. Despite the temptation to kiss you once more and fully express his feelings, to officially declare you as his, he resisted. "Shhh," his thumb gently traced your bottom lip as he met your gaze, then glanced towards the couch. "Alright, cowboy. But don't make me have to silence myself."

“Oh don’t worry, darlin’ I’ll make sure you don’t.”

Love in the Impala / Sam Winchester

summary: Sam and you had always felt a mutual attraction, but the chance to voice your feelings never seemed to arise. Then, one evening, Sam took the initiative, creating an opportunity that could mark the start of a new relationship.

ps: english isn't my first language so i apologize for any grammar errors

xox'

Being with the Winchesters definitely had its perks, but unfortunately, it came with its share of drawbacks too. One unexpected downside was Dean’s immediate interest in you from the moment he laid eyes on you. What Dean failed to grasp was that your attraction was solely directed towards Sam, and Sam only. Something that he too, quickly picked up on. Unlike you, Sam enjoyed every little bit of it.

Sam couldn’t help but notice your irritation whenever Dean would continuously compliment your appearance, his eyes lingering on your figure, especially during those late nights at the club. It wasn’t until one particular evening after a successful hunt, when the three of you, including Castiel, decided to unwind at the local pub near the hotel. The place was packed, signaling the end of the week, and you were undeniably exhausted. But even then, Dean’s persistent attention towards you remained unwavering.

"You know," he purred, flashing the same overconfident grin he'd given you the first time you met. "Still impressive how you've managed to keep up with us. I mean, with a beauty like yourself. Who could resist, right?" He chuckled, taking a sip of his umpteenth beer to 'unwind'. Meanwhile, you simply returned his gaze, offering a silent smile before diverting your attention elsewhere for amusement. And there it was, Sam’s eyes fixed on yours, impossible to ignore.

Sam was fully aware of his actions, deliberately ignoring whoever the unfortunate lady was vying for his attention. His nods were half-hearted, brows furrowed almost in disdain, as he pretended to listen to whatever was being said, eliciting a slight chuckle from you. "Funny, isn't it?" What you failed to realize was how you, too, were ignoring Dean's words entirely. And in response, Sam did the same, sharing in your amusement with a vulnerable chuckle of his own.

Later in the evening, Dean was completely intoxicated, the taste of alcohol lingering on his breath, while Castiel made valiant attempts to keep the conversation going. Amidst this, you noticed Sam mouthing a word – 'Bathroom' – prompting you to excuse yourself before fully comprehending his intent. Sam not only shared your sentiments but also awaited this opportune moment, perhaps to assert to his brother who you truly belonged to: him.

"If you'll excuse me, I have a little situation to attend to," you announced, your voice cutting through Castiel's ear, who simply hummed in acknowledgment as Dean reluctantly lifted his gaze, his lips forming an unmistakable pout. "Won't be long, I promise," you assured, though that turned out to be entirely inaccurate.

Sam waited for you, a drink in hand now emptied, his eyes fixated on your every movement as you approached him. You could feel his unwavering gaze upon you, devoid of shame or guilt, as he realized the power he held to admire you whenever he pleased, without his brother's interference for once. "Did I forget to mention how beautiful you are?" His gaze hardened slightly, brows furrowing from perhaps admiring a bit too intensely. But where was the line when it came to the two of you?

"Not too shabby yourself," you replied in kind, your teeth gently sinking into your bottom lip as you eyed him from head to toe, a familiar sensation stirring in your stomach, reminiscent of the first time you met Sam. It had been a rookie mistake, spilling your favorite coffee on him, but it led to one of those moments where you were fortunate enough to help him clean not just his shirt, but his chest as well – a memory he seemed to relish in reminding you of. "It's a shame we're not at a coffee shop. Who knows where your clumsiness might have taken us."

Your cheeks flushed at his comment, and the moment he noticed, his lips curved into a smirk as he leaned in closer. It was one of the things he loved about you – not only were you nearly the same height as his brother, but just a tad smaller, creating a perfect fit between the two of you. Trying not to sound too obvious, you chuckled softly, but he couldn't resist teasing you, his fingers gently caressing your chin to draw your focus back to him. "Hey hey, back to me, love," he murmured, his voice husky, rendering you almost defenseless against him, already feeling yourself succumbing to his charm.

"You make it impossible not to be distracted by your beauty," you pouted, your attempt at defense crumbling as your gaze involuntarily shifted from his chest to his lips. Sensing an opportunity, Sam's fingers trailed lightly around your waist, wrapping around you before he contemplated fully enveloping you in his embrace. His grip conveyed an unwavering resolve not to let go. "I have an idea," he confessed, sparking your curiosity about what plan he had brewing from the start – undoubtedly one that would leave Dean regretting ever flirting with you in the first place.

Sam's gaze drifted over to Dean and Cas, a satisfied smirk playing on his lips as he observed the scene before him. With the two of you not far away, he couldn't resist indulging in the sight. "How about," his voice husky once again, his desire palpable as he clenched his jaw, longing for you – a desire that had been brewing since day one. "We have a little fun in the Impala?"

Your nerves caused you to gulp nervously. Had you heard him correctly? "Th-The Impala, but what about—" Before you could finish your sentence, Sam swiftly cupped your face, his attention solely on you as he pressed the bottle neck into his chest. Without giving you a chance to respond, his lips brushed against yours, initiating a kiss that you found impossible to resist. You felt his breath quicken, followed by a playful nip at your bottom lip and a soft laugh as he quirked a brow in confusion. "What?" you chuckled, to which he responded in kind. "It's just... I don't know how long I could resist. If it weren't for being Soulless, not to mention Dean being so clingy around you—"

Without hesitation, you leaned in once more, rising onto your tiptoes to initiate another kiss. "Then," you broke away from the kiss, allowing Sam a moment to catch his breath, though his gaze pleaded for more. It was enough to tease him, your fingers playing with his collar as you spoke softly, "How about you be a gentleman and take me to the Impala?" He understood your implication immediately, wordlessly heading to settle the bar tab, smoothly concocting a story to excuse yourselves to Dean and Cas, citing the need for some fresh air. Fortunately, Sam's convincing manner provided the perfect cover, sparing you from having to hear the charm he employed on his brother.

As the two of you managed to sneak into the Impala, you couldn't help but chuckle as Sam settled you onto his lap. His fingers traced patterns around your waist, causing a slight shift in your hips as you felt the tension building through the fabric of your clothes. Your cheeks flushed with a rosy hue as you tried to stifle any noise. Public make-outs were never your preference, but with Sam, your adventurous side emerged, perhaps as a subtle message to Dean to cease his flirtations.

"God damn, you look even better on top of me," Sam's eyes darkened as he savored every visible inch of your skin, his fingers digging into your flesh as he relished in the sound of your escalating moans. "Sam..." Your voice echoed through his mind, driving him to the brink of madness. But before things could escalate further, a tap on the Impala from outside abruptly interrupted the moment.

"Dipshit!" Dean's voice, surprisingly less intoxicated, pierced through the silence. In contrast, Castiel remained uncomfortably silent, his presence a reminder of the world outside the cocoon of the car. Sam's chuckle prompted you to bury yourself deeper into the crook of his neck, his arm still protectively wrapped around you as he scrambled for an excuse. Yet, his cocky demeanor remained intact – if this was the tactic to finally make his brother understand, then it had to start somewhere.

"Dean, maybe we could... leave the two of them..." Cas attempted to diffuse the tension, but Dean's strong objection was evident as he stormed into the driver's seat, causing both you and Sam to shift closer together in response.

"Really?" Dean's gaze shifted between the two of you, and you couldn't help but anticipate a hint of sadness or even anger from him, considering it was evident that you and Sam had a mutual attraction. However, his response caught you off guard. "In MY Impala? You can bang anyone, Sam, but NEVER in my Impala," he declared, gesturing emphatically.

The two of you couldn't help but laugh in unison. "So, me hooking up with the girl you've been flirting with isn't a problem?" Sam sounded almost offended at this point.

"I mean," Dean paused, swallowing as his gaze met yours. There was a hint of sadness in his eyes that you felt deeply once they locked with yours. But instead of dwelling on it, he smiled. It was clear that seeing his brother happy was of utmost importance to him. "I know you've had a thing for my brother. I mean, who can resist those puppy eyes?" He ruffled Sam's hair, earning a playful pushback from Sam and a smile from you at the small display of affection.

"You're right," you agreed, redirecting your attention fully back to Sam. "How could anyone resist?"

With that, Dean started the Impala's engine, Castiel back in the passenger seat, while you nestled comfortably in Sam's arms, sitting in his lap. The drive was filled with laughter and shared moments, the four of you enjoying each other's company until you arrived back at the Bunker. As Sam spoke, teasingly, "Don’t think you can get away without me testing you, my love," you tried to hide your blush, only for Dean to interject with mock disgust, "Spare the details! For the love of god."

Chuckling together, now alone, you gently caressed Sam's cheek, admiring every detail of him. "I love you," you whispered softly, leaning in to peck his lips.

"I love you too," he replied earnestly, ensuring that you would never forget that night. And indeed, come morning, you would find it a little difficult to walk, as Sam made sure of it.

The one with the hickeys. | Sam Winchester Imagine

Enjoy ✨☁️💕

Warning : None

Type : Fluff

Meeting the Winchesters in a rather unexpected situation sure wasn’t what you had wanted to remember or being reminded of. In fact, that memory of yours was completely erased. Until one time, Dean decided to pull it out. First it was Castiel, then Kevin and now everybody you met through work. 

The tree of you met through a similar hunt. With the exception of not ending on a good note with a dead partner of yours, you had no where to go, at least that was your version. 

That night, Sam took you under the order of Dean while he took charge in cleaning for the rest of the case. You on the other hand were so drained from that day, you couldn’t even feel who and where you were being placed. And from that night with trusting a bunch of strangers such as these men and by all of your surprises actually bonded with one another. 

Your relationship with Sam somehow did hit differently from his brother. Dean and yours relationship felt more like a brother and sister kind of relationship. Heck you even remembered one time joking around to the point of Sam having the audacity to excuse himself for the public awkwardness you two have caused. As for Sam’s the connection took longer the approached. As you thought it would. 

Tonight Castiel out of emergency called the tree of you for yet another mission. Ending on a good note all of you decided to go on a local dinner to celebrate. “Thank goodness it didn’t had any clowns, who knew what could’ve possibly happened.” Dean joked with a smirk only for you to roll your eyes, taking a sip of your beer before taking a bite of your dinner. 

“Guess we aren’t the only one who’s celebrating it too.” And with that remark from the older Winchester your head turned to see in what he was even referring it too. Of course you though of him casually checking out girls not to make the atmosphere a little too awkward but out of surprise, it wasn’t. 

It was Sam. 

Sam talking to a girl? A first, you thought. Yet, for a reason something was off about it. He was... flirting? Or so you thought, hoping any of this was true, by rolling your eyes. “Pssh, he’s probably just talking and helping for a hopeless girl in needs but refusing politely Or.. maybe asking for something.” 

“Yeah right, I mean to me she looks pretty damn close to be just asking for something? Isn’t she?” Dean’s remarked could only make you more irritated than ever. And for some reason he knew them well you had a thing for his younger brother. But out of politeness he kept it silence for the both of you. 

“Talking about the wolf.” It only took a few minutes to realize that Sam did joined the two of you back. You didn’t knew if you wanted to be either irritated by his presence now or the fact that you were jealous of the girl whom had not even met once and had at least the longest talk have ever had with him, either with Dean or alone. “So... did I miss something?”

Dean replied with a shrug. “Meh, I mean not only when Y/N’s face--” With a kick on the leg it was cristal clear that he had to shut his mouth, yet could not stop himself from smirking. At least you thought. Leaving a rather Sam confused all night. 

The ride was something different. An awkward and silence ride that is, only to be relieved to be now at home. 

Now in your pjs and comfortably settled at the bunker, Dean fell asleep the moment he sat on the couch with an another unfinished beer. Sam and you were at the library as usual. One searching trough the internet for new hunts while you reading a good book you have recently bought in a mission. 

You somehow felt a pair of eyes looking at you, yet out of pure respect you decided to glanced the moment he wasn’t looking. Just to make sure you weren’t going insane. 

“So... what are you reading?” Sam finally decided to take the awkward silence in control. “A little life, why the question so sudden?” You asked ironically. “A book about four boys discovering themselves through the harsh life of reality. Even won a book grammy. You should read it once I’m done.” 

You felt his smile, and somehow out of habit did it in returned. “You know... Dean told me about something rather funny.” It wasn’t until you got back into your back you snapped back at him, completely confused. “Not the clowns again we’ve been through--” 

“No no,” He chuckles. “About what happened this evening. With the girl? Remember?” And now a smirk, a rather different kind of Sam you had never seen and maybe never thought he could be capable of appeared. You tried to ignored him as the best you could, hearing the chair being pulled back from the table, thinking Sam probably got tired and was ready to go to bed. 

“You know... it was cute?” Cute? Did you heard it right? No it couldn’t be. The last thing you even thought could be possible was Sam to even compliment you. “Ugh... Thank you?” 

“You know, Y/N. I know. I know that you like me. Cliché as it may sound, the first moment we talked I could feel a connection. Heck I even felt jealous with the relationship you shared with my brother and a little with me.” 

The words took you by surprise, you couldn’t tell if you were either dreaming. By pinching your skin for a moment you were in fact in pure reality. Sam and you liked each other to the point you couldn’t bare to exchange the least of a few words, unlike Dean. “Y/N...?” 

And it was then you finally woke up from reality. “Ah yes, sorry. I like you to Sam. I think the reason why we couldn’t even be in the same room without Dean was due to the reason of Love. Man-- I meant not to be cliché so sorry.” You chuckled nervously before realizing his lips brushing yours into a deep kiss that felt it would never end. 

Without any surprise things got heated pretty quickly. Sam’s lips went from your lips and slowly travels themselves on your neck. Leaving some hungry marks. “Sam...” 

it wasn’t until the both of you snapped, hearing Dean’s voice looking at the both of you awkwardly smirking at the door step of the library. “So... it’s official ugh?” 

“Get out!” You and Sam threw something at him before he could leave the both you finally getting the time you needed. And to be glad he wasn’t going to to be the cupid he had so hated miserably.

With that, Sam and you chuckled once Dean left sharing another few kisses. “I love you, Sam.”

“I love you too, Y/N.” 

Jack Kline x Winchester!Reader Imagine.

The one with the Towel. | Sam Winchester Imagine.

Warning : None

Type : Fluff

After a long night of a regular mission, you were beyond tired. Not only that but being filled with dust, splashes of blood and a few leaves gripping itself perfectly on your hair, a shower was in fact needed.

The boys had gone to take some food and for once you could relax. The mission had already been a pain from the start, that all you wanted to do was eat and drink a nice a glass of wine with one of the best company. The Winchester Brothers.

You three had met during an unexpected hunt. You were all on a hunt for the same enemy, you of course being the clumsy one ended up wounded terribly. It was the moment Sam and Dean found you and from that your relationship just clicked. Mostly with Sam.

Sam and you had a lot of things in common. You both liked books, music and many things. To the point of making Dean, plotting many theories. He was either turning himself into a Cupid or either somebody on this damn earth and by pure magic had the audacity to turn him to be the most annoying match maker he could ever. Yet of course, the two of you were blinded by the whole situation. Or so you thought so.

Finally cleaned, the boys already arrived from their groceries. You could hear Dean’s complains about the cashier’s rudeness and how he’d fired him if he was the owner of the shop. You laughed to yourself, while wrapping yourself with a towel.

“Is the food here?” You were beyond thrilled as you exit the bathroom, finding the two boys. Somehow the atmosphere began to silence itself, slowly turning itself to be fairly awkward.

“So...?”

Dean could only smile and nudge his brother’s arm who in respond blush. “Maybe putting some clothes would do, right Y/N?”

It was then that you snapped. Your urge of hunger took over you to the point when your eyes looked down at your apparence that you were indeed, only wrapped in a towel. “Righ-Right! I’ll be there right up.” You murmured and of course out of your clumsiness, kept falling the towel of your hand, which lead to reveal some skin.

Sam kept being silence only to be mesmerizing by your body. Not able to find the right words, and of course being the not so obvious self he is, his eyes never left yours, nodding nervously at your respond. “It’s-it’s okay. We will wait up right, Dean?”

“Right.” Dean could only enjoy this scene. Hell if he could scream about how you two had an obvious thing for one another he would. But for the right of the both of you, he kept enjoying all to himself. To be then being received by a glare and a slap from the back of the head by Sam’s.