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itsbuckytm · 3 days

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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.”

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thesilmarillionblog · 3 days

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feminism leaves my body when it comes to fictional men. I'm sorry girls i am disappointment and a fake feminist

#soldier boy x reader #bucky x reader #dean winchester x reader #tumblr readers

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hauntedwitch04 · 2 days

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Hero

Dean Winchester x reader

Words: about 1.6k words

Warnings: smut, possessive!Dean, swearing, kinda voyeurism, male reciving, not proofreaded

Author’s note: Hi loves! New day new kink, tbt not my best work but I hope you like it, your witch Becky

Requests are open I Ask

My masterlist

Join the Taglist

If you like my works, consider to buy me a coffee - Patreon submission

KINKTOBER ...........-..........KINKTOBER TAGLIST 2023

DAY 12: Tit-fucking

-.-.-.-.-.-.-.-.-.-.-

Dean had seen Hell, but no torture could match this moment for him.

You went out as usual to celebrate yet another hunt that saw you return home victorious to some seedy bar nearby. None of you, Dean, and Sam had dressed up for the occasion, indeed looking like an ordinary Friday night, but for certain the elder Winchester knew he was going to have quite a bit of trouble when he saw you leave the room a few hours earlier. You were wearing a simple tank top under the usual shirt that is now in common use among hunters, almost in recognition of each other, but that 'outfit so unreasoned was capable of making poor Dean take trips far beyond the pure and chaste thoughts a friend should have about you.

Sam is sitting at the bar sipping his beer while talking to a very pretty girl; you, on the other hand, probably caught up in the alcohol a bit, are having a good time, dancing along with a couple of girls you met earlier while getting drinks, and Dean can't help but stand there watching you ecstatically. Hunter watches you move your body to the music, as your form brushes against the bodies of the other girls, and he can't help but think if it wasn't his body that yours is moving next to.

He dreamed of being able to touch your breasts, caress them and love them, before starting to bite and suck them so as to leave obvious marks, and let everyone see that they were only his, that you were only his; he dreamed of seeing your tits jump at the same rhythm with which he would fuck you, hard and mercilessly; he dreamed of falling asleep on your chest, listening to your heartbeat, and of finding you there when he would wake up because of yet another nightmare.

Too lost in the far corners of his mind, imagining you under him while he tortures your nipples with his mouth, he does not notice that you are approaching him quickly and with fear in your eyes.

As soon as you touch his arm, with a gentle touch, he awakens from that daydream and stares at you, not understanding this sudden change of emotions on your part.

"Hold your ground." She whispers in his ear, before changing expression again and smiling at him with a sweetness that Dean feels melt over the chair in that provincial bar as if he were standing before the goddess of beauty herself.

"Love I finally found you! I couldn't see you anymore and I got worried, luckily this gentleman accompanied me." You say in a squeaky voice, as you point to the man just behind you, who looks at you as if you were nothing more than a piece of meat, who lays his gaze on the hunter once you tighten around his arm with a look mixed between anger and resignation, ready to move on to the next victim.

Dean immediately understands the situation and feels a sudden rage invade his body, in the need to protect you and affirm to the other man that you are not merely a doll good for satisfying his desires, but that you are his to preserve and love, even if the contact of your chest with his arm is enough to short-circuit his brain for a few seconds.

He feels your breasts against his elbow, your skins touching, and for a moment he is sure he would have come in his pants if it were not for the threat in front of you.

"Good thing he was there baby, I was starting to worry." Dean says as he gets up from where he's sitting and moves his arm that you're holding tightly, behind you, to hold you against his chest, to make you feel safer even though selfishly he can't complain about feeling your chest pressed against his. He knows perfectly well that if he looked into your eyes, he would see everything he wants from your cleavage, but after all, he is still a gentleman and this is not the time.

"Well buddy, since I'm so nice to bring your lady back to you, you might thank me by letting me take a ride with her, don't be-" The man begins to say with a grin on his face, before being interrupted by Dean's fist making contact with your face. You look shocked at the hunter, who in response holds you even tighter to him, while gesturing to his brother that he would take you out, or rather to the motel, since Sam was more than busy minding his own business anyway.

Once outside you find yourself in the parking lot, get into the car and start driving. You stand silently beside the man watching him grip the steering wheel until his knuckles turn white. At some point without explanation Dean pulls over and gets out of the car, walking over to the first tree and starts punching it. You immediately get out and stand between him and the poor unfortunate object on whom the hunter has decided to unload his anger by grabbing his wrists.

"Hey, it's okay, you can relax now." You whisper, trying to reassure Dean, who shakes his head.

"You don't know how much willpower I'm using right now not to drive the car back and hit that son of a bitch so hard that I would send him straight to Crowley with a one-way ticket." He comments, as he closes his eyes and prays to any listening deity to give him the strength not to kiss you right now, and ruin your whole friendship.

"Hey I know, but we're here now, he's not our problem anymore." You retort, wrapping your arms around his waist, trying to appease his ire with a hug, but he jumps back at feeling your chest make contact with his again, knowing you would surely feel his erection pressing against your belly.

"I can't even touch you now? What is it with you that that man touched me?" You ask shocked, as you see him shaking his head vehemently.

"No, it's not that. It's just that if you touch me-" He pauses for a moment, to swallow and look you in the eye, and then within a second blow all plans not to ruin your friendship and pounce on your lips like a hungry man. You let him take full control of the kiss, letting you press against the tree as his lips from yours move down your neck, to your shoulder. "-I don't know if I can control myself." He finishes, returning to look into your eyes.

"Who said I want you to control yourself?" You counter, only to kiss him in turn, then kneel before him, unfastening his pants.

"Baby, we can't here, someone might see us." He comments, as he watches you lower his boxers and take his member, already stiff, in your hands before leaving a couple of kisses on the tip.

"Then we'd better hurry up." You retort, winking at him as you begin to move your hand back and forth on his cock, eliciting moans of pleasure from him. You continue this for a few minutes, until you are satisfied with your work, and you lower your tank top slightly so that your breasts come out.

Dean's eyes widen as he sees you rest his member between your breasts and for a moment that this is yet another beautiful dream from which he will wake up as usual with the most painful erection of his life. Instead he feels the soft skin of your chest in contact with that of his member and realizes that it is all real, in fact for a moment it feels like he is going to orgasm right away as he tries to hold back. You squeeze his member between your breasts and he begins to move back and forth creating a friction that Dean would not know whether to describe as hellish or angelic.

After a few minutes managing to find some sort of inner balance to avoid coming right away, Dean finally opens his eyes, to see you looking at him with a satisfied smirk as your hands resting on your breasts squeeze them, causing him to curse.

"Baby, you're going to kill me like this. How did you know my greatest weakness?" He comments, gritting his teeth as he hears you giggle.

"You were never very good at hiding that you were looking at my tits Dean, and this seems to me the best way to thank you for always being my hero in shining armor." You respond as you feel him coming closer and closer to orgasm, so you squeeze his cock even tighter between your tits and increase the speed until he comes releasing all his seed onto your breasts. You stay still for a moment, until you bring a finger to catch some of the cum that was on your chest, and bring it to your mouth, to taste it. Dean that sight almost picks you up, leading you back to the car, opening, however, not the driver's door, but the back seat.

"But how, I thought someone would see us here?" You tease him as he throws you on the seat, and he lies on top of you, kissing you fiercely.

"Let them watch, what is certain is that I will not spend another second of my life without knowing how you groan my name as I fuck you so hard that you forget yours as well."

What can I say, this night certainly promises to be fun.

TAGLIST

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#dean winchester x plus size reader #deanwinchesterxreader #dean winchester x reader #dean winchester smut #dean winchester fanfiction #supernatural x reader #supernatural smut #dean winchester #kinktober 2023

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castiwls · 19 hours

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"uh-oh, i'm falling in love."

being Bobby's adopted daughter and falling in love with Dean... [requested - anon]

You were around 15 when your parents were killed in a hunting incident and as a result, Bobby ended up taking you in.

You’d spent the first few months sulking around the house, something which began to worry Bobby as months passed and your behaviour seemed no different.

He knew he had to break your behaviour somehow but he was completely stumped. That was until one day he woke up to John quickly shoving his sons in the door before running off to do go knows what.

Silently cursing the man out he quickly invited the two boys inside before continuing with breakfast (now for 4 people).

“Who are they?” You looked up from the book you’d been reading, frowning in slight confusion at the two boys who were currently standing in the doorway. The younger of the two smiled brightly before almost tripping over himself to see what you were reading while the older silently gapped in the doorway. Since when did Bobby have a daughter?

After this, you quickly found friends in both the boys.

While Sam was someone who you could talk to about lore and any other books you might have been reading, Dean was someone who you were able to fully confide in.

Over the three weeks the boys stayed you and Dean quickly became inseparable and for the first time in months, you didn't feel grief-stricken constantly. You actually felt happy.

Over the years Sam and Dean became a constant in your life. As you grew older Bobby began letting you go on hunts with the Winchesters (something which Dean enjoyed more than he would admit.)

Over time though you felt a slight shift in your feelings towards the older boy. Every time you saw him or even heard his voice butterflies would swarm in your stomach and your cheeks would quickly grow hot.

The shrill ringing of your phone pulled you from your book. A small frown played on your lips as you noted the name on your screen. “Hello?” Placing your book down you crossed your legs sitting up properly on your bed. “Hey. I didn’t wake you right?” Dean sounded sheepish almost as he spoke. At the sound of his voice, a small burst of butterflies exploded in your stomach. “no..no I was awake.”

Late-night phone calls quickly became an almost daily occurrence whenever you weren't together, and when you were together these phone calls were exchanged for late-night diner trips just the two of you.

Every day you felt yourself falling harder and harder for Dean Winchester and little did you know he felt the same.

After Sam had gone to Stanford Dean had showed up on your doorstep only hours later, his eyes red as he’d quietly asked to stay the night.

He’d ended up staying for a few weeks after that. You’d spent every day together over that time simply listening to him talk about what had happened between his dad and brother and how he was scared for Sam being on his own.

As happy as you were that Sam had gotten out it broke your heart slightly to see how Dean was handling the situation.

Over this time you’d found yourself more than once falling asleep beside him (something which Bobby wasn’t too happy about) and you’d also felt yourself grown closer and closer to him.

He’d allowed himself to be vulnerable around you, something which you knew was hard for him. The idea that he trusted you enough simply left your heart fluttering in your chest.

During these few weeks, Dean quickly found himself falling further and further in love with you. He’d known for a while now that he had feelings for you but the way you’d allowed him to unload onto you and made him realise how utterly in love with you he truly was.

One night when you’d both been sat on one of the old cars in the scrap yard he finally felt his feelings bubble over.

The world was quiet as you and Dean both sat watching the stars above. You knew he had to leave soon, his dad had been relentless with his calls saying that Dean needed to come back to his job and that he’d had enough time. Truthfully you didn’t want him to leave. Over the last few weeks, you’d grown used to the warmth of him beside you. “My dad’s coming in the morning.” Dean turned to face you. “He insisted this time.” He frowned, rubbing his thumb over your hand. “What time?” You asked quietly turning to look at him. “He didn’t give one,” Dean answered. You both fell slightly for a moment, simply gazing into each other's eyes. As if being pulled in by a magnet you felt your body move on its own until you met Dean halfway. As his lips pressed against yours you felt his hand cup the back of your head while your own moved to his knee.

After that night your relationship changed. Neither of you actually asked the question but the unspoken promise was there. Dean Winchester had stolen your heart and it seemed you had also stolen his.

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doctorbitchcrxft · 2 days

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Home | Supernatural Series Rewrite | Dean Winchester x Reader

Pairing: Dean Winchester x Reader (Eventual)

Warnings: canon violence, canon gore, mention of parental death, mentions of abuse

Word Count: 4388

Series Rewrite Masterlist

You sat cross-legged on the floor of the boys’ motel room, sipping a coffee you’d run out to get earlier that morning. Dean was on his computer, and you were responding to the potential cases he’d found.

“A fishing trawler found off the coast of Cali—” Dean started.

“Ooh, I like Cali,” you cut him off.

“—Its crew vanished.” He finished.

“And, uh, we got some cattle mutilations in West Texas.”

“Meh, that’s boring. Let somebody else handle that one,” you dismissed.

Dean noticed Sam hadn’t spoken in just about the last hour. He was frantically scribbling on a notepad.

“Hey,” Dean called to his brother. “Am I boring you with this hunting evil stuff?”

“No. I’m listening. Keep going.”

He clearly wasn’t.

“And, here, a Sacramento man shot himself in the head. Three times.”

“Ooh, I like that one,” you said.

Dean leaned over and waved a hand in front of Sam’s face. “Any of these things blowin’ up your skirt, pal?”

Sam furrowed his eyebrows at his notepad. “Wait. I’ve seen this.”

“Seen what?” you asked.

Sam got up from his bed and began rifling through his duffel bag.

“What are you doing?” Dean eyed his brother strangely.

The younger brother pulled out a photo from the bag and held it up next to his drawing. You couldn’t quite see what he was looking at from where you sat.

“Guys, I know where we have to go next.”

“Where?” Dean asked.

“Back home. Back to Kansas,” he responded.

The older brother was surprised. “Okay, random. Where’d that come from?”

He showed the photo to the two of you. “Alright, um, this photo was taken in front of our old house, right? The house where Mom died?”

“Yeah…?” Dean still had no idea where he was going with this.

“And it didn’t burn down, right? I mean, not completely, they rebuilt it, right?”

Dean— as well as you— was still lost. “I guess so, yeah. What the hell are you talkin’ about?”

“Okay, look, this is gonna sound crazy but… the people who live in our old house— I think they might be in danger,” Sam rushed out.

“Why would you think that?” you questioned.

“Uh… it’s just, um… look, just trust me on this, okay?” Sam turned away.

“Wait, whoa, whoa, trust you?” Dean shook his head and stood to follow him. “Come on, man, that’s weak. You gotta give us a little bit more than that.”

“I can’t really explain it is all,” Sam shrugged.

“Well, tough. I’m not goin’ anywhere until you do.”

You turned to face Sam as he began to explain. “I have these nightmares.”

You nodded. “We’ve noticed.”

“And sometimes… they come true.”

Dean was stunned. “Come again?”

“Look, Dean… I dreamt about Jessica’s death— for days before it happened,” Sam explained.

“Sam, people have weird dreams, man. I’m sure it’s just a coincidence.” Dean sat back down on the edge of his bed.

“No,” the younger brother protested. “I dreamt about the blood dripping, her on the ceiling, the fire, everything, and I didn’t do anything about it ‘cause I didn’t believe it. And now I’m dreaming about that tree, about our house, and about some woman inside screaming for help. I mean, that’s where it all started, man, this has to mean something, right?”

You felt overwhelmed, and so did Dean. “I don’t know.”

Sam sat down across from his brother. “What do you mean you don’t know, Dean? This woman might be in danger. I mean, this might even be the thing that killed Mom and Jessica!”

“Sam, slow down—” you urged him, knowing Dean was about to go through the roof.

Sure enough, Dean stood and started pacing. “I mean, first you tell me that you’ve got the Shining? And then you tell me that I’ve gotta go back home? Especially when….”

“When what?” you asked.

Dean’s voice broke for the first time since you’d met him. “When I swore to myself that I would never go back there?”

Sam’s puppy dog eyes appeared as he spoke softly, “Look, Dean, we have to check this out. Just to make sure.”

Dean nodded. “I know we do.”

***

You looked out at the boys’ childhood home and followed them up to the front door.

“You gonna be alright, man?” Sam asked his brother who didn’t respond.

“Jury’s still out on that,” you muttered in response.

Dean knocked on the front door, and a young woman answered. You could see a look of recognition pass over Sam’s face.

“Yes?” the woman said.

“Sorry to bother you, ma’am, but we’re with the Federal—”

One Winchester cut the other off. “I’m Sam Winchester, and this is my brother, Dean. We used to live here. You know, we were just drivin’ by, and we were wondering if we could come see the old place.”

The woman seemed surprised and smiled. “Winchester. Yeah, that’s so funny. You know, I think I found some of your photos the other night.” She turned to you. “Are you a Winchester, too? I didn’t see a little girl in any of the pictures.”

You shook your head. “No, no. Just a friend. (Y/N).”

She smiled at you. “Nice to meet you. Come on in.”

Inside the home, a girl who looked to be around seven sat at the table doing homework, and a little boy who was presumably two jumped in his playpen.

“Juice! Juice! Juice! Juice!” the toddler called excitedly.

“That’s Ritchie. He’s kind of a juice junkie,” Jenny explained, taking a sippy cup from the fridge and bringing it to her son. “But, hey, at least he won’t get scurvy.” She walked back over to her daughter. “Sari, this is Sam, Dean, and (Y/N). The boys used to live here.”

“Hi,” the shy girl said quietly.

You waved.

“So, you just moved in?” Dean asked.

“Yeah, from Wichita.”

“You got family here, or…?”

Jenny’s smile faded. “No. I just, uh… needed a fresh start, that’s all. So, new town, new job— I mean, as soon as I find one. New house.”

“So, how you likin’ it so far?” Sam questioned.

Jenny laughed awkwardly. “Well, uh, all due respect to your childhood home— I mean, I’m sure you had lots of happy memories here—”

You discreetly turned to see Dean smile weakly.

“But this place has its issues,” she finished.

“What do you mean?” you asked.

“Well, it’s just getting old. Like the wiring, you know? We’ve got flickering lights almost hourly.”

That caught your attention. “Oh, that’s too bad. What else?”

“Um…sink’s backed up, there’s rats in the basement…” She trailed off. “I’m sorry. I don’t mean to complain.”

Dean shook his head. “No. Have you seen the rats or have you just heard scratching?”

Jenny looked at him quizzically. “It’s just the scratching, actually.”

Sari tugged on her mom’s shirt, who stooped down next to her. “Ask them if it was here when they lived here.”

“What, Sari?” Sam asked.

“The thing in my closet,” she whispered as if the thing would hear.

“Oh, no, baby, there was nothing in their closets.” Jenny looked up to you and the boys. “Right?”

They shook their heads.

“She had a nightmare the other night,” Jenny explained.

Sari’s voice suddenly got louder. “I wasn’t dreaming. It came into my bedroom and it was on fire.”

The boys seemed too shocked to speak.

You took over. “I’m so sorry, sweetheart. You’re okay now though, right?”

She nodded.

“See? It didn’t get ya. It was only a dream.”

You knew it wasn’t. A pit filled your stomach after saying your goodbyes to the family and heading out of the door.

“You hear that? A figure on fire,” Sam reminded the two of you.

“And that woman, Jenny, that was the woman in your dreams?” Dean asked.

"Yeah. And you hear what she was talking about? Scratching, flickering lights, both signs of a malevolent spirit.”

“Yeah, well, I’m just freaked out that your weirdo visions are comin’ true,” the older brother chuckled humorlessly.

“Well, forget about that for a minute. The thing in the house, do you think it’s the thing that killed Mom and Jessica?”

“I don’t know!” Dean responded.

The brothers were only making each other panic worse at this point.

“Well, I mean, has it come back or has it been here the whole time?” Sam inquired.

“Or maybe it’s something else entirely, Sam, we don’t know yet.”

“Both of you need to calm down,” you told them, simultaneously getting in the car. “We’re gonna get those people safe. Whatever’s in there is not gonna hurt you or those people.”

“Thank you, Dr. Phil,” Dean remarked.

You snapped into a more intense tone, leaning over the backseat. “Look, dude, you’re gonna get your shit together. The two of you are only ramping each other up. Now, you are going to get a grip or I will do this job on my own.”

Sam and Dean both nodded.

“You’re runnin’ low on gas, Dee.” You patted Dean’s cheek before sitting back against your chair.

***

“We just gotta chill out, that’s all,” Dean said as he pumped gas.

“I’ve tried telling you that eighty times since we left that house.”

He ignored your snide comment. “You know, if this was any other kind of job, what would we do?”

"We’d try to figure out what we were dealin’ with. We’d dig into the history of the house,” Sam sighed.

"Exactly,” the older brother began, “except this time, we already know what happened.”

"Yeah, but how much do we know? I mean, how much do you actually remember?”

"About that night, you mean?”

"Yeah.”

Dean paused. “Not much. I remember the fire… the heat. And then I carried you out the front door.”

You looked at the floor, knowing how hard this must be for him to open up.

“You did?” the younger Winchester asked.

"Yeah, what, you never knew that?”

"No.”

“And, well, you know Dad’s story as well as I do. Mom was— was on the ceiling. And whatever put her there was long gone by the time Dad found her.”

“And he never had a theory about what did it?”

“If he did, he kept it to himself. God knows we asked him enough times.”

"Okay. So, if we’re gonna figure out what’s goin’ on now…we have to figure out what happened back then. And see if it’s the same thing.”

You decided to add your two cents. “Yeah. We can talk to your dad’s friends, neighbors, people who were there at the time.”

Silence blanketed the three of you for a moment, the air feeling heavy.

“Does this feel like just another job to you?” Sam piped up.

‘Of course, it doesn’t,’ you thought.

Dean kept quiet for a moment. “I’ll be right back,” he finally said. “I gotta go to the bathroom.” He walked away, and you watched him turn the corner around the gas station. He looked back for a moment, and you assumed it was to see if anyone had followed him.

You furrowed your brows. You allowed a few minutes to pass before you announced to Sam, “I’m gonna go check on Dean.”

While you turned the corner, you saw Dean exiting the bathroom door. He sniffled and wiped his nose with the back of his hand. When he noticed you, he tried to shoulder his normal attitude.

“You stalkin’ me?”

“No, actually, I came to check on you.”

“Well, I’m fine.” He went to brush past you.

You grabbed his bicep. “Don’t lie to me.”

He stopped, looking you over. “I’m fine, sweetheart.”

“Then what’s this?” you gently brushed your first finger under his chin, picking up a tear he had forgotten to wipe away. You held it up for him to see.

Dean opened his mouth to say something before snapping it shut again. He gently pulled his arm out of your grip. “C’mon, let’s go.” He started walking away from you.

You caught up to him, asking, “Are you sure you don’t just want me to do this one by myself?”

He nodded sharply.

Sam gave you a curious look while Dean got in the car.

You shook your head before the two of you ducked into the Impala simultaneously.

***

The three of you spoke to a man who had owned a car garage with John years ago. You learned how much John had changed before Mary’s death versus after, and you began to understand why Dean was the way he was. You also learned that he had been going to see a palm reader in town. Dean recognized the names of one of the palm readers Sam had read from a compiled list: Missouri Moseley. The three of you went over to her house and waited in her foyer as she finished with her last client.

She guided the client out of the door. “Alright, there. Don’t you worry ‘bout a thing. Your wife is crazy about you.”

The man thanked her, and she closed the door behind you.

She addressed the three of you. “Whew. Poor bastard. His woman is cold-bangin’ the gardener.”

You giggled.

“Why didn’t you tell him?” Dean asked.

“People don’t come here for the truth. They come for good news,” the woman explained. You stared at her, as did the boys.

“Well? Sam, Dean, (Y/N), come on already, I ain’t got all day.”

You looked at Dean. You knew you hadn’t told her your name. The three of you followed her into the next room.

“Well, lemme look at ya,” she smiled at the boys. “Oh, you boys grew up handsome.” She pointed her finger at Dean. “And you were one goofy-lookin’ kid, too.”

You giggled again. You liked her a lot.

“Sam.” Missouri grabbed his hand. “Oh, honey…I’m sorry about your girlfriend. And your father— he’s missin’?”

“How’d you know all that?” Sam asked her.

“Well, you were just thinkin’ it just now.”

“Well, where is he? Is he okay?” Dean questioned.

Missouri’s smile faded. “I don’t know.”

“Don’t know? Well, you’re supposed to be a psychic, right?”

“Boy, you see me sawin’ some bony tramp in half? You think I’m a magician? I may be able to read thoughts and sense energies in a room, but I can’t just pull facts out of thin air. Sit, please.”

You smirked at Sam and sat down.

Missouri snapped at Dean. “Boy, you put your foot on my coffee table, I’m ‘a whack you with a spoon!”

“I didn’t do anything!” he responded.

“But you were thinkin’ about it.”

Dean raised an eyebrow, and you and Sam smiled.

“(Y/N), honey, I didn’t mean to completely disregard you,” she smiled at you. “(Y/L/N)... where do I know that name from?” She pondered for a moment and her smile faded. “I knew your dad. Mean ol’ bastard.”

Your throat clenched. You could feel the boys looking at you, but you kept your eyes on Missouri.

“I don’t mean to embarrass you,” she went on. “I’m just sorry about what he did to you. And your brother? You poor thing.” She tsked.

Tears welled in your eyes.

Sam knew he should change the subject. “Okay. So, our dad— when did you first meet him?”

“He came for a reading. A few days after the fire. I just told him what was really out there in the dark. I guess you could say I drew back the curtains for him,” Missouri explained.

“What about the fire? Do you know about what killed our mom?” Dean questioned.

“A little. Your daddy took me to your house. He was hopin’ I could sense the echoes, the fingerprints of this thing.”

“And could you?”

You tried to focus on the conversation, but your throat was still choked up. You could vaguely register them talking about what Missouri sensed in their house and how she had been keeping an eye on the place since Mary’s passing. All you could focus on were the memories you were being pulled back into. Memories of what your father put you through and how your mother just stood by. Memories of defending your brother against your father’s wickedness. You tried your best to pull yourself back to the light; you knew Missouri could hear what you were thinking. You wouldn’t let yourself be weak enough to let your father hurt you eight years after his death.

“Baby, you are not weak.” Missouri’s voice pulled you back to shore. “I’m sorry I brought all that up for you.”

You nodded at her, voice too weak to respond. Sam squeezed your hand, and you could feel Dean’s gaze boring into the side of your head.

***

You and the boys headed back to their childhood home with Missouri. You still couldn’t register what was going on outside of your own head. You knew Missouri hadn’t truly brought anything up for you; these memories were all just buried under the surface for you. Hunting didn’t exactly leave much time for you to dwell on your emotions.

Jenny allowed Missouri to come into her home and showed her and your trio into Sari’s bedroom. You were beginning to come back to earth and could focus on the conversation happening around you.

“If there’s a dark energy around here, this room should be the center of it,” Missouri explained, walking around Sari’s room.

“Why?” Sam asked.

Missouri turned to him. “This used to be your nursery, Sam. This is where it all happened.”

Dean pulled out his repurposed walkman.

“That an EMF?” Missouri asked.

“Yeah,” Dean answered.

“Amateur,” she deadpanned.

You noticed the EMF was beeping frantically.

“I don’t know if you boys should be disappointed or relieved, but this ain’t the thing that took your mom,” Missouri told the Winchesters.

“Wait, are you sure?” Sam furrowed his eyebrows.

She nodded.

“How do you know?”

“It isn’t the same energy I felt the last time I was here. It’s somethin’ different.”

“What is it?” Dean asked.

“Not it.” Missouri opened the closer. “Them. There’s more than one spirit in this place.”

“What are they doing here?” Dean asked.

“They’re here because of what happened to your family. You see, all those years ago, real evil came to you. It walked this house. That kind of evil leaves wounds. And sometimes, wounds get infected,” Missouri elaborated.

Sam shook his head. “I don’t understand.”

“This place is a magnet for paranormal energy. It’s attracted a poltergeist. A nasty one. And it won’t rest until Jenny and her babies are dead.”

“You said there was more than one spirit.”

“There is. I just can’t quite make out the second one.”

Dean’s voice became hard. “Well, one thing’s for damn sure— nobody’s dyin’ in this house ever again. So whatever is here, how do we stop it?”

***

After Missouri taught you how to pack small protection bags that you and the boys were to place in the cardinal points on both floors in Jenny’s house, you had to get Jenny and her kids out of harm's way.

“Look, I’m not sure I’m comfortable leaving you guys here alone,” she told Missouri.

“Just take your kids to the movies or somethin’, and it’ll be over by the time you get back.”

You could tell the woman was still unsure, but she followed orders anyway. And with that, the four of you got to work.

When you were halfway done with the job, things started to get ugly. Just as you were about to place your second and final bag in the wall of Jenny’s bedroom, a cord snaked around your neck and pulled tightly. You dropped the bag of herbs to the ground; unable to get it into the wall in time. You gasped for air, frantically reaching for the bag but the spirit’s hold was too strong. Your vision began to spot and your face contorted in discomfort; doing the best you could to get air in your lungs. It was no use. Just when you thought it was over, Dean rushed to your side.

“(Y/N)!” he cried, pulling at the cord with all his might.

You clawed at your neck with one hand and motioned to the bag of herbs with the other. Dean understood what you were trying to say, and kicked a hole in the wall. He quickly put the bag inside, and your neck was released. Your head fell to the ground gasping for air.

Dean pulled you into a fierce hug that left you breathless. He pulled back from you, holding your face on either side. “Are you okay?”

You nodded, still trying to catch your breath. He gingerly touched the place where the cord had undoubtedly bruised your neck. “Can you stand?”

You nodded again. With Dean’s help, you made your way down to Missouri and Sam who stood in the middle of an extremely messy kitchen. Jenny’s kitchen table had been turned on its side with knives driven through the top of it, assumedly by the ghosts. The refrigerator door was swung wide open, and various items from the pantry had spilled out all over the place.

“You sure this is over?” Sam asked the psychic.

“I’m sure. Why? Why do you ask?”

Sam sighed in response. “Never mind. It’s nothin’, I guess.”

The front door opened.

“Hello? We’re home,” Jenny announced when she walked into the house. She came into the kitchen, dumbfounded by the mess. “What happened?”

"Hi, sorry. Um, we’ll pay for all of this,” Sam told her.

“Don’t you worry. Dean’s gonna clean up this mess,” Missouri added.

Dean stood glued to his spot.

“Well, what are you waiting for, boy? Get the mop.”

He glared at Missouri, but began walking away nonetheless.

“And don’t cuss at me!”

***

You remained confused by how Dean had hugged you for the rest of the night which you spent in the Impala parked in front of Jenny’s house.

“Alright, so, tell me again, what are we still doin’ here?” Dean asked his brother.

“I don’t know. I just… I still have a bad feeling,” he responded.

“Why? Missouri did her whole Zelda Rubenstein thing, the house should be clean, it should be over.”

“Yeah, well, probably. But I just wanna make sure, that’s all.”

Dean slumped down in his seat. “Yeah, well, problem is I could be sleeping in a bed right now.”

You slumped down in your seat, too, only to see Jenny screaming and banging on her bedroom window. “Guys, look!”

The three of you rushed into the house.

“You two grab the kids, I’ll get Jenny,” Dean said.

You nodded and sprinted to Ritchie’s room. The sleeping toddler was startled when you woke him up, but allowed you to carry him downstairs nonetheless. You met Sam by the front door who said to Sari, “Take your brother outside as fast as you can, and don’t look back.” She obliged and took the little boy from you.

Before the two of you could do anything else, you were slammed to the ground and dragged backward across the tile floor. You could hear poor Sari screaming as you and Sam were dragged away.

You were pinned to the wall by an invisible force and pushed up toward the ceiling. You could hear presumably Dean hacking away at the door, trying desperately to get in as a figure on fire approached you.

Dean made his way into the home and called your names frantically. He raised his gun at the fire figure when he caught sight of it.

“No, don’t! Don’t!” Sam cried.

“What, why?!” you asked.

“Because I know who it is. I can see her now.”

And then, the fire vanished revealing who you recognized from pictures as Mary Winchester. She was wearing a white nightgown and her blonde hair billowed softly around her. Her feet were bare, and her aging skin was only slightly wrinkled.

You could see tears rising in Dean’s eyes as he lowered his gun. “Mom?”

The woman smiled and stepped closer to him. “Dean.”

She walked toward you and her youngest son. “Sam.” Her smile faded. “I’m sorry.”

“For what?” he asked.

She looked at him sadly, but said nothing.

The woman turned to you last. “Thank you,” she said.

You smiled back at her, though you weren’t quite sure what she was thanking you for.

She turned away and looked up toward the ceiling. “You get out of my house. And let go of my son.” Her hair and nightgown were swept up into flames once more. The fire licked up to the ceiling, growing larger before disappearing entirely. You and Sam were released from the wall at once.

“Now it’s over,” Sam muttered.

***

The sun had risen while you and the boys were in the house. You called Missouri back to the Winchesters’ childhood home, and she sat on the porch talking with Sam.

You were standing with Dean by the car looking through his old family photos.

“Thanks for these,” Dean told Jenny.

“Don’t thank me, they’re yours.”

Dean put the trunk of photos and family memorabilia in the car. You and Dean bid Jenny, who thanked you, goodbye before leaning against the car together. The two of you knew you had a lot to talk about, but you weren’t brave enough to start the conversation.

“Are you okay?” Dean asked you.

You couldn’t look at him. “Why do you ask?”

“I think you know.”

You paused a moment before turning to face him. “I promise I’ll tell you, just… not today.” You stuck out your pinkie for him to take.

He chuckled at you. “What are we, five?”

“Just do it, asshole,” you smiled back.

He linked his pinkie with yours, shaking your hand back and forth lightly. The two of you stood there for a second, staring at each other and getting lost in the moment. Before long, you both realized what was going on and jerked away from each other.

Dean scratched his head. “Sam, you ready?” he called.

Sam nodded and came over to the car.

“Don’t you kids be strangers,” Missouri told you.

“We won’t,” Dean responded.

“See you around,” the woman winked at you.

You smiled at her before getting in the car and driving away.

Series Rewrite Taglist: @polireader @brightlilith @atcamillanorrman @jrizzelle @insomnia-bookworm @procrastination20 @mrs-liebgott @djs8891 @tiggytaylor @staple-your-mouth @iloveshawn @jesstherebel @rach5ive @strawberrykiwisdogog @bruhidkjustwannaread @mxltifxnd0m @sunshine-on-marz @big-ol-boat @mgchaser @capncrankle @davina-clairee @chervbs @thepocketverse @simpingdeadcharacters @elqsiian @stillhere197 @stephshaww @tearsforhan @take-it-on-the-run @iloveyou2mia @maxinehufflepuffprincess @doublecrazyyymofo

#dean winchester x reader #dean winchester x y/n #dean winchester x you #dean x reader #dean x y/n #dean x you #dean winchester #supernatural #spn #supernatural series rewrite #spn series rewrite

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holylulusworld · 3 days

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Summary: Broken hearts are hard to put back together. 8 years ago, Dean lost something he didn’t even know he had in the first place. Will he get a second chance?

Pairing: former AU!Dean Winchester x fem!Reader

Warnings: angst, language, past break-up, arguments, daddy Dean

A/N: This was an alternative idea for the first chapter of my Bucky story: Monster-in-law masterlist. I decided to use it for a story with Dean.

“Dean, a word,“ you square your jaw watching your son show Dean all the cars on his shelves. Dean doesn’t hear you, engrossed in listening to his son’s explanations. “DEAN!”

“Mommy, we are busy here. We are talking about manly cars,” your son huffs and turns his attention toward the stranger he let inside your house.

“Bud, you shouldn’t talk like that to your mom,” Dean sternly says. “We can talk about your cars later.”

“Promised?” Your son sniffles when Dean turns around to walk out of his room.

“Promised, bud,” Dean looks over his shoulder and nods. “We will talk about your cars as long as you want to.”

“COOL!” Your son clasps his hands together and grins. “You’re so cool, Mr. Dean!”

Dean chuckles, and you get even madder. How dare he come here and play the cool guy. Of course, your son is all over Dean. He has no clue that the very same man left you and his son when things got complicated.

“There you are,” Sam joins you and Dean. He still holds the toad in his hands, helplessly lifting the poor thing. “What do we do with that toad now?”

“TOADIE!” Your son shoves you out of his way to snatch the toad out of Sam’s hands, but Sam lifts the toad so Michael can't reach it. “I’ll show you my room now.”

“Great,” you glare at Sam. “Why didn’t you put it in the garden, Samuel Winchester? Now I’ll never get rid of that thing!” You jerk your head toward Dean. “And there is the toad.”

Sam snorts. “I can bring the toad in the garden. My brother is another story,” he sighs deeply. “Again. I’m sorry, Y/N.”

“HEY! Sasquatch,” your son grunts and tugs at Sam’s jacket, “give me back my toad. Toadie is my friend, and you can’t have him.” Michael purses his lips and holds out his hand. “Give him back!”

“Michael, stop that,” you tut. “We don’t yell at guests. Sam will bring the toad back into the garden. Toadie wants to go home. Our home isn’t their home.”

Your son pouts. His lips wobble, and he sniffles silently. “I wanna keep Toadie!” He grasps Dean’s hand, tugging lightly. “Mr. Dean, please tell Mommy that a man must have a toad. All the cool guys have toads.”

Dean looks at your son holding his hand. A smile crosses his face, and he holds his hand a little tighter. “Sammy will bring the toad to the garden. If Toadie wants to stay, he’ll wait for you in the garden. But maybe he’s got a family and wants to go home.”

“You think so?” Michael sniffs. He wipes his eyes with the sleeve of his shirt and sniffles. “But…I’ll miss him. He’s my friend.”

“He’ll always be your friend, bud,” Dean crouches down in front of your son. “Sometimes we must let people go, even if we love them very much. And sometimes, people we love leave us.”

“O-kay,” your son nods and gives Dean a cracked smile. “Maybe he comes back to me. OH!” He gasps loudly. “What if he brings his family too?”

“No way,” you shudder at the thought of the toad coming back with the whole family. “Toadie will go back home and be a good toad.”

“How about I show you pictures of my Baby? I got them on my phone,” before you can take his son away from him, Dean wants to make sure to get to know the little boy better.

“He’s got thousands of pictures of his car,” Sam snickers behind his brother’s back. “You’ll get tired looking at all of them.”

“YES!” Michael grins. “I love cars, mister. I bet Mr. Dean has the coolest pictures of the coolest car in the world.”

You purse your lips and clench your fists. Dean already snaked his way into your son’s heart, and you don’t know how to undo the damage he did within not half an hour.

While Michael guides his father out of his room, you stare at the toad in Sam’s hands. You’re unsure what to do now that Dean came here to get to know his son.

“I should bring the toad out, and … uh… maybe I can distract Michael so you can talk to Dean. I know you’re mad at my brother, but please at least talk things out. If you need a clean cut, do it. I’ll bring him back home and make sure he’ll leave you alone.”

“He broke my heart,” you don’t look at Sam. “Not only because he didn’t contact me or stopped me from leaving. He flirted with that woman, and let your mother walk all over me. We were so in love with each other and suddenly everything was different.”

You sniff and wipe your eyes. “I only thought about the life growing inside of me. The baby he didn’t know about. The whole day I tried to find the perfect moment to tell him. It never came, though…”

“I know this doesn’t mean anything to you,” Sam softly says, “but Dean never was happier than with you. After you left, he wasn’t the same. He had some affairs, but I think he was never in love with any of the women he dated. Dean only ever loved you.”

“Sure,” you snort. “He loved me so much that he left me…”

You storm out of the room, determined to get Dean out of your house. Even if it means making a scene in front of your son.

“You!” You stop in your tracks when you see Dean and your son on the couch. Your son is looking at pictures on Dean’s phone, grinning from ear to ear.

“MOMMY! There are pictures with you in Mr. Dean’s car,” Michael runs toward you, Dean’s phone in his hands. “You look so cool.”

He grins and shows you the image on Dean’s phone. You’re sitting on the hood of his car, winking at Dean. It’s one of the last pictures Dean took of you.

“Uh…that was a long time ago, baby boy. Mr. Dean and his brother want to go now. It’s almost dinner time, and you still need to bathe and brush your teeth after dinner.”

“Mr. Dean must stay!” Michael purses his lips. “I want him to stay in our guest room and we can eat pizza and pie.”

“Michael, I—” you swallow thickly when your son starts to sniffle. It breaks your heart watching him bond with the man breaking your heart.

“Pizza and pie. Pizza and pie,” your son chants. “Please, mommy. He’s cool and nice. Mr. Dean wants to show me more pictures of his car, and you!”

“What…no…he can’t…” Your voice cracks. “What about his brother? We can’t send his brother Sam away.”

“Hmm…” Your son nods thoughtfully. “Mr. Dean can sleep in your room, and his brother at the guest room.” Michael grins. “Right? You got a big bed all for yourself.”

“I can sleep on the couch,” Sam hastily says. “Or maybe…uh…there is a hotel nearby. I can get me and Dean a room. We can leave after dinner.”

“I can stay for dinner,” Dean finally says. “But you can’t ask your mom to share her bed with me, okay.”

“But…” Michael sniffles. “You will come back tomorrow for breakfast. Right? We can make pancakes and … oh! You must try mommy’s pancakes. You’ll marry her if you taste them!”

Your son’s words hit you right in the chest. Daggers sent to your fragile heart. If only… you think while your son plans a wedding and to keep Dean around.

“I’ll call a hotel and,” Sam gives you an apologetic smile and pats your shoulder, “I promise to get him out of your house. At least for tonight…”

Tags in reblog.

#dean winchester #dean x reader #dean winchester fanfic #dean winchester x reader #dean winchester x you #au!dean winchester #au!dean winchester x reader #Designed by pain (7)

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tomatobasilsoupss · 2 days

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Sam Winchester in this scene and Deans hand 🤭🤭

#supernatural #sam winchester x reader #sam winchester #dean winchester #dean winchester x reader

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5sospenguinqueen · 16 hours

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(At the fair)

Sam: So, which ride do you want to go on first?

Y/N: (points at Dean) I want to ride that.

(Dean chokes on his hot dog.)

#supernatural #supernatural incorrect quotes #supernatural imagines #supernatural drabble #supernatural headcanon #supernatural prompt #supernatural one shot #supernatural funny #supernatural fluff #supernatural dean #dean winchester #dean winchester imagine #dean winchester drabble #dean winchester headcanons #dean winchester fluff #dean winchester x reader #dating dean winchester would include #sam winchester #sam winchester imagine

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waywardxwords · 23 hours

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Chapter 9 - Stay (Taking Chances)

Summary: After a random encounter introduces you to Dean Winchester, you can't shake the magnetic pull you feel towards him. For years, you've felt like everything in your life is under control--a promising career, financial stability and no real responsibilities. Dean's a hunter; it's his life and job. But somehow when you meet, your worlds are flipped upside down and you have to decide if it's a chance worth taking.

Chapter Warnings: Slight language

Pairing: Dean Winchester x female!reader

Word Count: ~3.4

[1][2][3][4][5][6][7][8]

One blink, then two. The hum of the engine and vibration in the seat of the car reminded you where you were. There were so many emotions that coursed through you as you remembered: demons, monsters, Dean.

Your nose twitched as you smelled the air and your eyes were drawn over to Dean. The sun was out now–high in the sky.

“Dean?” You cleared your throat as you shifted in the passenger seat to sit up fully. He did a double take before he smiled.

“Morning, sunshine,” the gruffness to his words and the look on his face made your stomach flip–or was that hunger? You settled on a mixture of both.

“What time is it? Where are we?” You asked as you blinked a few more times to try to take in your surroundings.

“It’s about 8:30,” Dean answered as he glanced at the clock. “And we’re about an hour outside of Louisville, Kentucky.”

“Jesus, I slept for eight hours, Dean! You should’ve woken me up,” you rubbed the sleep from your eyes and felt around your hair inconspicuously. You didn’t want to give away that you were slightly concerned with what you looked like after passing out in the passenger seat. God, what if you drooled?! You swiped your fingers across your mouth quickly.

“Nah, you needed the sleep,” he answered simply. “You had a rough few days there.”

“Thanks,” you breathed. Suddenly your stomach groaned and you hoped he couldn’t hear it. “I’m starving. How about we stop and switch off again?”

“Sounds good to me,” he answered as he eyed the next exit.

“Let’s do fast food,” you said as he took the exit. “We can do a bathroom break and get it to go so we can get back on the road.”

It was a quick stop; you both used the bathroom and ordered breakfast sandwiches and hashbrowns to go and got back into the car to hit the road. You were thankful you felt fully rested.

“You should really try to get some rest,” the dark circles under Dean’s eyes, paired with how his eyelids looked super heavy, gave away that he was exhausted.

“You sure you’re good?” He gave you a side glance. You smiled and tapped the navigation system between you.

“I’ve got the map right here. I’m good,” you encouraged. He nodded once before he leaned back and closed his eyes.

The music played softly around you as you drove. You had tested it briefly about an hour after you had stopped, certain Dean had found a deep sleep by the sound of his soft snores.

You had to stop about four hours in for a quick bathroom break, but Dean hadn’t stirred. According to Google maps, you had just about two hours left now until you’d reach Lebanon.

“If you want it to be good girl, get yourself a bad boy,” you sang softly to the music that came through your speakers.

“What are you listenin’ to?” Dean’s voice was deep and gruff, still laced with remnants of sleep.

You felt like you jumped out of your skin and clutched at your chest as you sucked in a gasp of air.

“Jesus,” you muttered as you looked between him and the road. “Don’t do that!”

Dean chuckled as he pulled his hand over his face to wipe off the sleep. “Do what?” His lip picked upwards in a smirk.

“Scare me like that, you about gave me a heart attack,” you breathed as you tried to calm your heart as it thudded against your sternum.

“Sorry, sweetheart,” he grinned as he adjusted his position on his seat. “But seriously, what is this noise?”

“The Backstreet Boys,” a smirk tugged at your lips as you drove. Dean wiped the sleep from his eyes and you stole a glance. “I told you I’d get you listening to some boy band classics.” You remembered back to when you first saw Dean again and you had walked around town, talking about all of your favorite things.

Dean audibly groaned. “How is this on your list of favorites?”

“Oh, this song did things to me back in the day,” you laughed softly.

“What kinda things?” Dean almost wiggled his eyebrows as he watched you. You just smirked and nibbled on your bottom lip with a shrug. “Uh uh,” he muttered, and without another thought he reached over and pulled your lip free with his thumb. “Keep that lip outta your teeth. It’s dangerous.”

Laughter bubbled in you once more. While you fully trusted Dean, there really hadn’t been any conversation about what this was between you now. Not after everything that had happened. It felt safer to change the topic.

“Only a few hours out now,” you glanced down at the navigation system. “I can stop for a bathroom break. Do you feel rested?”

Dean nodded. “Oh yeah, that’s the best sleep I’ve gotten in a while,” he said as he glanced at the map on the screen. “I should probably explain where Sam and I live to you before we get there.” He pulled at the back of his neck uncomfortably as you flipped on your turn signal to exit at the rest stop that was approaching.

You cleared your throat as you prepared to tell him what your brain had mulled over while he slept. “About that,” you said slowly at first. “I don’t want to invade your space, Dean. I was thinking it might be best if I stay in a hotel close by. At least until we figure out what’s going on.” You left out the words between us and avoided eye contact. The distraction of keeping your eyes on the road was a good enough reason to not meet his gaze.

He was silent, maybe he wanted to try to find the right words, so you filled the gap with your reasoning.

“I just don’t want to invade your space—for you and for Sam. I’d still be close by, in case of emergencies or anything,” you explained and stole a glance as you pulled into a parking spot at the rest stop. You could no longer blame keeping your eyes on the road for not looking at him, and you were also curious as to how he felt or what he was thinking.

“You’re not invading our space,” he tried to assure you. “But, I understand if you’d be more comfortable in a hotel.” The words seemed painful as he said them, but he didn’t push back, and you appreciated that.

“Just for a few days, maybe,” you sighed. “This is all just a lot.”

Dean nodded. “I get that,” he agreed. “A few days.” He smiled to show you it was okay.

The rest of the drive had gone well, it was easy. Dean found a hotel that wasn’t far from where he lived, and Sam had met you both there with the Impala.

“Hey, Sam,” you smiled at the younger Winchester as Dean moved his bags from your trunk to the Impala’s back seat, and then hauled your bags out to carry into the hotel.

“Hey,” he smiled, though you felt as though something might be off. “How was the drive?”

“Not terrible,” you took a glance at Dean as he closed your trunk. Sam cleared his throat.

“Listen, I just want you to know, you staying with us isn’t imposing on me at all,” Sam’s words sounded like Dean had filled him in via text at the rest stop earlier. “You’re welcome to stay with us.” He lowered his gaze to make sure you could see his eyes. You knew he was being genuine.

“I appreciate it,” you said truthfully. “I just feel like I need a few days to catch my breath and then I can reevaluate.”

Sam nodded, as he seemed to understand.

“Let’s get you checked in,” Dean placed his hand on your lower back just above your jeans. The feeling of his hand sent a wave of warmth even through the sweater you had on, and you relished in the feeling as he led you to the lobby of the hotel.

Both Sam and Dean seemed on alert as you checked in with the lady at the front desk. She didn’t seem phased as she handed you a key card and told you breakfast was between 6 and 9. You smiled and thanked her as you made your way to the elevators.

There was silence as the elevator climbed to the third floor. You scanned your key against the lock on the door, but Dean’s arm went out in front of you and he grasped the metal handle.

“Give us a sec,” his voice was low as he pushed into the room with Sam behind him. You caught the door with your foot and watched as they checked the room. It was just a bedroom and bathroom, so there wasn’t much to search. The rattle of the shower curtain echoed against the bathroom’s tiled walls. Once they felt comfortable, Dean nodded for you to come in.

You noticed then that Sam had brought a backpack up with him from the Impala. He set it down on one of the beds and unzipped it.

“So here’s the deal,” Dean said somewhat firmly. “You can’t leave this room under any circumstances unless Sam or I are with you. Don’t open the door for anyone.” Sam had taken a large container of what looked like salt and started putting it in front of the windows. “When we leave, I need you to take that salt and put it in front of the door, alright?”

“Do I want to know why?” You practically gulped as you watched Sam work.

“Probably not,” Dean answered softly. “I need you to wear this.” You noticed he had a dainty silver chain in his hand with a charm on it. Your fingers reached for the jewelry and you swallowed when your skin grazed his. Upon further examination, you realized this charm was a carbon copy of Dean’s tattoo on his chest.

“What is this?” You asked as you looked over the design.

“It’s an anti-possession charm,” he explained carefully. “If you have this on, demons—like Meg—can’t possess you. Like what happened to your friend, Jen.” He swirled his finger to have you turn around, and you did. Even though all of this sounded absolutely insane to you, all you had to do was pull the images of Jen/Meg from your memory to remind yourself it was all very real.

You gathered your hair over your shoulder and held it there as Dean adjusted the chain around your neck and his fingers worked to clasp it behind you. Every time his fingers flitted over your skin, you felt somersaults in your stomach.

The sound of an aerosol can being sprayed jostled you back to reality as you spun around to see Sam with a can of spray paint.

“What are you doing?” You asked as he finished a design underneath a rug in front of the doorway.

“It’s a Devil’s trap,” Dean explained. “We’ll put one in front of the window, too. If a demon gets in, they can’t get out of that and they can’t hurt you.”

That felt slightly reassuring, but you were still on edge. “I’m not getting my security deposit back, am I?” There was a nervous chuckle to your question.

“Sorry,” Sam managed a small, sympathetic smile as he finished his art work and let it dry for a moment before he tossed the rug back over. He went back to the window to create it again.

You were distracted by the sound of Dean emptying the remaining contents from the backpack onto the bed. There was, what looked like, an iron rod, a jug of water, more salt, a flask and then a serious knife—it reminded you of a hunting knife or something. The knife alone made you gulp, but everything combined had your head spinning.

“What’s all this?” The words came out as a whisper. Dean placed his hand on that familiar spot on your lower back once more and led you to the edge of the bed. This time was a lot different than when you were in that bed and breakfast just a few days prior.

“This,” he picked up the jug. “Is salt water. The flask is holy water,” he explained. “That’s an iron rod, extra salt for the doors and windows, and a silver knife. These are all the weapons I could think of for the monsters we hunt.”

“How will I know what to use?” You asked as your eyes moved over all of the things placed before you. Silently, you wondered if maybe you should have stayed with Dean and Sam, after all.

“Honestly, there’s so much to explain,” Dean started as he let out a breath. “Your best bet is to start slingin’ salt water and holy water,” he motioned to the jug and flask. “I don’t think you’ll see a spirit, because that’s more complicated—so you probably won’t need the iron. Werewolf or someone who looks like me, but isn’t me,” he picked up the knife. “Silver blade.” He paused for a second. “Shit, I didn’t think about the vampires…” his words were quieter as he processed.

“I’m sorry, werewolves? Vampires? And what do you mean, someone who looks like you but isn’t you?” Your thoughts were swimming around in your brain. But it wasn’t a leisurely swim, it was like there had been a damn tsunami and waves were flooding and crashing every second.

Dean somehow just knew. Maybe it was the way the words were flowing haphazardly from your lips, or the way your fingers had started to tremble. But he knew.

He reached down and tugged on your wrist so you faced him. “Take a breath, sweetheart,” he said softly. Sam had stilled his movements after he readjusted the rug by the window. “Sammy, can you give us a minute?”

Sam nodded. “Sure thing,” he gave you a small smile as he left the room and closed the door behind him.

Dean’s hand came up to catch your cheek in his palm. It was impossible not to be pulled into the warmth of his grasp. You closed your eyes at the feeling.

“I know this is a lot,” he kept his voice low. “I don’t want to overwhelm you, but I want to keep you safe.” His words hit at a spot in your heart that caused a flutter across your chest.

“You don’t have to save me, Dean,” you reached up and held his hand on your face in place.

“Oh, I’ll do whatever I can to keep you safe,” he said matter-of-factly. “That’s not even a question in this scenario. I’m just sorry I got you pulled into this shitstorm of my life.” His words felt sad to you, and you didn’t think he meant for them to be. His hand fell from your cheek back to his side.

“Dean, I really, really like you,” you made sure you held his gaze as the words flowed. He needed to see the sincerity behind him—to know you were speaking the truth.

“People I care about get hurt,” he said simply, but little worry lines had appeared by his eyes and between his eyebrows. His eyes matched the sadness of his voice. “Once we figure out what’s going on and I can make sure you’re safe,” he started carefully, as if he didn’t want to say the words but more so needed to. “I want to get you back to Virginia. Back to a normal life.”

The words struck as if you had been slapped and your eyes widened. That wasn’t something you had expected him to say. “I don’t know, I feel like that’s for me to decide. It’s my safety you’re worried about, right?”

“Just yesterday, you were determined I was a psycho serial killer who faked my death and was on the run,” he quipped with a sad smile.

While he wasn’t wrong, you still weren’t sold on his reasoning. “Can we just say we’ll take this one day at a time? Go from there?” You asked him gently.

His eyes moved between yours and he managed a single nod. “Okay. One day at a time.”

“Thank you,” you breathed. The heaviness of the day fell over you, and it seemed as though Dean noticed.

“I’m going to get going, let you get some rest,” he cleared his throat and took a step back. “I’ll be back first thing in the morning, or sooner, if you need me.”

You followed him towards the door.

“Remember, salt line behind the door once I leave. Don’t open it for anyone. I’ll say ‘Atlanta’ when I come back,” he placed his hand on the door handle and turned back once more.

“Got it,” you nodded as you listened to his instructions. “And Dean?” He turned back towards you again for you to continue. “Thank you for bringing me here. For keeping me safe.”

Dean nodded once with a small smile. There was a hesitation there, but you could almost make out when his heart changed his mind, and you could have sworn you heard a fuck it. He leaned back towards you and pressed his lips to yours with his hand on your cheek once more.

Heat radiated beneath your skin, and you weren’t sure if it was from the traces of his fingertips there or the rush of his lips on yours—probably a mixture of both.

“Goodnight, Atlanta,” he murmured against your lips as he pulled away.

“Goodnight, Dean,” you couldn’t help the smirk that tugged at your lips as he opened the door and closed it carefully behind him.

Dean climbed into the driver’s side of the Impala and closed the door behind him. Sam did the same in the passenger seat.

“She doing okay?” Sam asked.

“As good as can be expected,” Dean sighed and pulled his hand over his face. Sam was silent for a few seconds, but Dean knew he had plenty of thoughts floating around in his brain. “Go ahead and say it.” He said firmly.

“Say what, Dean? Everything I have to say, you already know,” Sam sighed. Dean didn’t respond, and instead put the Impala into reverse and backed out of the spot. “I just feel like it’s not the right time to get this sucked in.” There it is, Dean thought to himself.

“Don’t you think I know that?” He bit back but refused to meet his brother’s gaze.

“We know what we need to do for the second trial now,” Sam said carefully. Dean’s jaw flinched.

“Kevin figured it out?” He glanced between Sam and the road. Sam just nodded.

“We both know it’s going to get a hell of a lot worse before it gets better,” Sam glanced out the window and then back at Dean.

Dean nodded, his jaw set in a firm line. “I just need to keep her close by. At least until this shit is over. If Meg has made an appearance, we know more will be coming.”

“I thought we were keeping her close in the bunker. How are you going to keep her safe when we’ve got a fifteen minute drive between us? The bunker’s the safest place for her,” Sam wasn’t wrong.

“I know, but she’s scared. I was having a hard enough time trying to explain the bunker to her,” Dean sighed. “I’m dropping you off and going back to the hotel. I’ll sleep in the Impala in the parking lot.”

“Does she know that?” Sam smirked from his spot in the passenger seat, though he could’ve assumed the answer.

“No, and we’re keeping it that way,” Dean said firmly. “It's the only way I know I can keep her safe.”

A/N: Sorry for the delay on this one! We decided to extend our vacation by a few days, and I hate posting updates from my phone, so thanks for your patience!

Things will certainly start to pick up with this story now (after some consideration, I also think this might go beyond 13 chapters--TBD). I ended up getting some ideas as I re-watched bits and pieces of seasons 8 and 9, so we shall see what happens!

I hope you're loving it so far! Thanks for all of the likes, comments and reblogs. I appreciate you all!

Chapter 10 will be posted on Thursday, 5/2!

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Plastic Hearts – Part 23

Pairing: Director!Dean Winchester x Actress!Reader

Series Summary: Los Angeles, 1985. Y/N’s a young actress without any success, hopping from one failed audition to the next until one desperate mistake brings her to her breaking point. Dean Winchester, on the other hand, is a grade A asshole and washed-up director at the end of his career, known for his godawful slasher movies in the 70s and his love for blow, booze, and women. Lost in the toxic Hollywood life, their paths cross when one hopeless little wrestling show changes their trajectory.

Chapter Warnings: +18, language, smut, fluff, angst, quiet hurt & a touch of heartbreak

Word Count: 5.7k

A/N: Oh, you'll hate me again for ending it like this. Have fun, guys 😂

<< 22 || Spotify Playlist || Series Masterlist || Main Masterlist

23. Every Breath You Take

“More?” Dean offers the half-emptied wine bottle and holds it over Y/N’s glass as they sit around the dinner table. The actress throws him a raised look with a little smile playing on her lips.

“Are you trying to get me drunk? You don’t have to. I’m already sleeping here,” she points out in amusement.

“Yeah, but when you’re buzzed, you let me do more shit.” The green-eyed director smirks.

“Ew, Dad!” Claire groans next to him. “I’m right here. This is why I don’t wanna do family dinner with you guys.”

“This was actually a nice idea,” Y/N says with a smile so bright it shows her dimples. “Thanks for cooking tonight. Perfect way to start our last week of filming.”

Dean’s heart stings slightly at her words, but he covers it with a tight smile. The last three weeks passed by rather quickly, and each week, he grew more worried, more nervous, more depressed, and more anxious. This was it. Seven more days before it all imploded. Six more nights before he might not see her again.

He has been wracking his brain, trying to come up with solutions to save the show – to keep her. Cas and Jo are out on fairs, networking with networks and showing their tape to other producers in hopes of getting picked up by someone else, still without any success.

“So, uh, any plans so far? Heard some of the girls are going to auditions, looking for other jobs,” Dean notes and nurses his beer. He doesn’t hold it against them. It’s the business, after all, and everyone’s trying to survive and find their next paycheck.

Y/N bobs her head and sets her wine glass down. “Yeah, actually. I was thinking about taking your advice and going to New York for auditions. I like the idea of doing theater or maybe even a musical.”

Dean forces a supportive smile on his face and hides the heartbreak in his ribcage. “Yeah, you should. You’d be great at it.”

“But, uhm, for now, I’m actually driving to San Diego in a few days for an audition for a musical. I’m not gonna get it, but I figured it’d be fun,” she tells him, and even though she downplays it, Dean can see the excitement sparkling in her eyes.

“Oh, c’mon, why wouldn’t you get it?” he encourages her. He promised himself he’d always be her cheerleader, no matter his own feelings on the subject. He’s trying a new thing these days – it’s called being less selfish.

But God, he hopes she gets it. San Diego is a lot closer to LA than New York.

Y/N snorts into her glass, chuckling. “It’s a Sondheim musical, Dean. I’m not expecting to get it. It’s just good practice.”

“Aiming high, huh?” Dean laughs despondently and takes a big gulp of beer to choke down his tears.

Dammit, Dean thinks. He wishes he could call the dude and tell him what a great woman and actress Y/N is. He’d be lucky to have her in his production. Maybe the director could bribe him to hire her? Would that take things too far?

“How are you gonna get down there?” Dean’s eyes drift to the leg in a cast that rests on a chair next to him.

Y/N gives him a shrug of her shoulders. “I don’t know. Take the bus?”

“I’ll drive you,” he says with a swig of his beer. See? Supportive. He’s really proud of himself, although he wishes he were a lot drunker right now.

“Ooh, uh, Claire, I borrowed two dresses from Alex for you. I put them in your room. You need to pick one for your Winter Formal,” Y/N tells his daughter with a bright smile.

But Claire shakes her head with teenage defiance. “I don’t need a dress. Jack and I are going ironically.”

Dean’s brow furrows in confusion as he blinks at his kid. “What the fuck does that mean?”

Claire rolls her eyes in response and groans. “Ugh, Dad, you’d think for someone who lived through counterculture, you’d understand.” With that, she gets up from the dinner table and takes her empty plate to the kitchen sink.

“I know what she means,” Y/N mumbles nonchalantly.

Dean’s bewildered gaze darts to her. “Really? What?”

Y/N coolly shrugs her shoulders as she sips on her wine before she sighs defeatedly. “Fine, I don’t know. I just wanted to sound cooler than you,” she admits with a cute smile.

Dean snorts a laugh. “Yeah, good luck with that.”

“I’m going to bed. Good night! Don’t be too loud!” Claire yells before the door to her room slams shut.

Dean watches Y/N as she leans back in her chair with a blissful sigh and empties her glass. She has pretty much spent every night at his place since the hospital. At this point, the director has gotten so used to it that he wouldn’t know what to do with himself if one night she didn’t. Why can’t it stay this way?

He never thought he’d be someone who wants to have family dinners every night.

“Too tired for dessert?” he asks with a wiggle of his eyebrows and his signature smirk.

Y/N laughs lightly. “I wish one of these days you’d offer me actual dessert,” she quips.

“Like what? Chocolate cake? Pie? I’d actually love some pie. Maybe we should get one for tomorrow night,” Dean muses, chuckling.

Y/N grins mischievously at him and leans her elbows on the dinner table, resting her chin in her palms. “Maybe you can eat pie off of me.”

Dean curls his lips, his cheeks blushing at the idea alone. His dick seems to like it, too. “God, I love… your brain,” he quickly corrects his course before the wrong words slip out.

And it’s not like it isn’t true. While Y/N hasn’t been able to act and tumble around the ring, she’s been coming up with storylines and basically coordinated matches for the past three episodes. She’s also constantly by his side and mans the booth with him. If Dean didn’t sleep with her and like her, he’d actually be scared she’s coming for his job. She’s pretty much directing at this point, and he just lets her because, well, did he actually ever care?

But his declaration is only a small part of the truth, the full truth being that he loves more than just her damn brain and has for a long while. He’s been trying to say the words for weeks now, started and stopped a hundred times, and tried to pack his feelings into a coherent sentence that honestly shouldn’t be more than three words long.

However, those are some big three words. Monstrous for Y/N. And deep down, Dean knows she might feel like he does, too, but can’t admit it and doesn’t know what the hell to do with it. To her, this little arrangement between them is nothing more than friends who fuck. Only Dean’s aware that they’re actually in a deeply serious relationship, which is maddeningly ridiculous.

But hey, if he keeps his mouth shut, they might make it another five years like this without Y/N running away, so that’s something.

Dean then rises from his seat and offers his hands to Y/N. Her leg is still in a cast, so she has been wobbling around on crutches or hopping clumsily across a room. It’s pretty darn cute.

“Thank you,” Y/N says gratefully as Dean helps her up and slings her arm around his neck before he fully hoists her into his arms. She giggles as he carries her into the bedroom. “You don’t have to do this every night, you know. I can walk just fine.”

“Says you, but truth is, you’ve never seen yourself walk on these things. It’s pathetic,” he teases her and plops her carefully down on the bed.

He flings off his shirt and removes his jeans and underwear as Y/N unbuttons her blouse. The mattress dips as he climbs into the bed and helps her discard her pants. It’s routine at this point, but Dean has really started to cherish the stability. Every morning when he wakes up and smiles at her, he loves knowing that he’ll fall asleep right next to her at night all over again.

Gently, he spreads her legs and slots between them. His lips find hers in the moonlit dark and kiss her with deep affection and burning love, always pouring his whole heart into each kiss and hoping one of these days it’ll stick.

Grabbing a condom from the nightstand, he rolls it over his throbbing length and positions his dickhead at her entrance, slipping into her tight channel till she’s full of him. Her lips part as the same little gasp escapes her that he hears every time he enters her. He loves hearing that noise almost as much as he loves to hear the big one when she comes and the medium ones in-between.

Sometimes, Dean makes her come before, but on nights like these, when she’s already had half a bottle of wine, he rather works quick. While wine makes her louder and more daring, it also renders her quite sleepy.

“Fuck,” she sighs and closes her eyes with a euphoric smile, her pussy gripping his cock tight as she clenches around him. “You’re always so good at that.”

Dean smiles amusedly. Wine makes her chatty, too. “I haven’t even done anything yet, sweetheart,” he remarks.

“Well, I guess I just-… I just love your cock,” she says bluntly and grins up at him. “And those lips.”

See? Wine.

“These ones?” Dean asks teasingly and leans down, pulling one of her nipples between them till she squirms.

“Uh-huh, yes…” she moans softly and cards her hands through his hair, causing a groan to pass his lips. “And that tongue.”

“This one?” Dean lets his tongue roll over that same nipple till it peaks, feeling her arch her back underneath him.

“Yes, and God, those hands and fingers…” she almost whines.

“Those two?” Dean snakes a hand between their bodies, two of his fingers finding her clit and drawing tickling circles.

There’s no more strength left for words. She bites harshly down on her bottom lip and nods vividly. Her cunt clutches him tightly, eliciting a giddy chuckle from him. He loves making her squirm.

Three more squeezes, and he knows he has to move before she grows impatient. He knows her well by now, knows every little detail about her, and loves that he does. They haven’t even been able to do half the things he wants to do to her due to her current injury and inability to move (or bend) as freely.

And yet, he’s still not fucking bored, not in the slightest. He keeps waiting for it, but it never comes.

On the contrary, he appreciates the feeling of knowing someone so deeply and intimately as he knows Y/N. She has become a part of his soul, and he doesn’t know if he could ever cut her out without severely hurting himself. He’s not sure if he could survive a wound this deep.

“Dean, please…”

That was the fourth – like clockwork.

Dean manages to thrust twice before loud punk rock music shakes the walls and drowns out every noise in the entire house. Hell, the whole neighborhood can probably hear it.

Frustrated, his head drops momentarily to Y/N’s shoulder as the actress snorts a giggle. He can feel her body and cunt trembling around him, but not for the reason it should.

“Claire!” Dean shouts angrily. “Turn that fucking music down! Y/N’s trying to sleep!”

“No, she’s not!” his kid yells back through the wall and the unbearable music. “I know you guys are having sex! I don’t wanna hear anything!”

“We’re not having sex,” Dean barks and watches as Y/N gapes at him in sheer playfulness.

“Wow, you lie like that to your kid?” she teases him.

“What d’you want me to say? ‘I’m sorry, you’re right. I’m inside of her now’?” Dean retorts wryly, making Y/N burst into uncontrollable laughter as she snorts into his shoulder. “Can you please stop laughing while I’m trying to fuck you? My soldier’s already retreating.”

But Y/N only laughs harder at that, tears streaming down her cheeks as Dean’s lips purse with a sigh through his nose. She then exhales a deep, long breath, trying to calm herself. He’s seen her do this very move a hundred times during an acting scene.

She clears her throat and tries to force a more serious look onto her features. “How about a little Russian motivation?” she says in her infamous accent and smiles when his cock twitches in agreement. “Maybe some oral manipulation, yes?”

“Oh, fuck yeah.” Dean grins and leans down to capture her lips. “God, I love yo… your pussy,” he quickly corrects himself once more. That was a close one.

Alright, don’t look at him like that and don’t judge him. He’s trying. He really is.

But Jesus fucking Christ, he loves living these days. Who knew his forties would be the best time of his life?

With a big yawn, Y/N rubs her eyes and stretches her arms over her head. The shower in the main bathroom is running with Dean already in it. She grabs her crutches and hops to the window, opening the blinds to let some sunlight in.

She takes a deep breath and enjoys the morning silence for a moment, her gaze drifting out the quiet neighborhood. It has never been this peaceful in the motel. The last three weeks, she has really appreciated waking up in Dean’s bed. She knows she’s probably overstaying her welcome at this point, but he hasn’t kicked her to the curb yet, so she hasn’t been in a hurry to return to the motel, either.

He was right – the memory foam mattress is fucking heaven, especially with a broken ankle.

All in all, she imagined being benched for the show would be a lot worse than it is. Dean’s done a great job of incorporating her anywhere outside of the ring. She’s helping with storylines, training, directing, producing – really anything that could use a few tweaks. The green-eyed director is unfashionably nice to her. Maybe it’s the sex or their friendship or a combination of both. Either way, she’s grateful for him.

However, there’s this tiny voice inside her head that keeps telling her there’s a reason why Dean’s been so nice, and it’s not just the sex. It’s certain kisses and touches and looks – especially the looks – that make her believe there’s something lying underneath the surface. An iceberg so gigantic it could sink the Titanic. Whenever she catches his clandestine gazes from her periphery, there’s this inexplicable feeling that creeps through her veins.

Her peace is disturbed when excessive knocking and an uninterrupted ringing of the doorbell draw her attention to the front door. A part of her expects to find her best friend behind it. Only Jo could be this ruthless and obnoxious.

Y/N hurries to the door as fast as she can, which isn’t fast at all, considering she’s on crutches. Everything is just awkward and slow these days, but she’s been practicing moving around in hopes of joining the show again for the final episode. Billie and Donna have been helping her, too.

But as Y/N opens the door, she’s not greeted by the familiar blonde but by a brunette stranger instead. The only similarity the woman shares with Jo is that she’s incredibly hot and angry, too.

“Can I help you?” Y/N asks with a look of bewilderment, although she shouldn’t be surprised to find a mad woman on Dean’s doorstep.

“I’m Lisa Braeden. I’m looking for my daughter,” the woman says, somewhat impatiently.

Oh.

“Uh…”

Y/N stumps for a moment, eyeing the woman in front of her closely. So, this is Claire’s mother. Dean’s ex. She tries not to feel insecure around her, but it’s hard, considering the woman is a bombshell with perfect curves and flawless features. And if she looks like that now, Y/N wonders what she must’ve looked like seventeen years ago.

The actress suddenly feels very exposed in only the director’s flannel. Truthfully, she looks like she just crawled out of a gutter. Maybe it’s the fact she has just woken up and is sporting major bed-head, but Lisa probably thinks Dean took in a homeless person. The cast and crutches don’t help, either. And then, Y/N wonders why a part of her cares at all what the brunette thinks and reminds herself it’s not a competition.

“Dean? Dean!”

Her voice carries a certain amount of panic that’s probably uncalled for. Yet, it helps. The shower turns off, and not a minute later, Dean stands next to her with only a towel wrapped around his waist, his broad chest still glistening with droplets of water.

He does know how to make an entrance.

Dean’s brow is deeply creased when he takes in the woman at the door, lacking a sense of recognition, however. “What the fuck is all that noise?”

“I’m the fucking noise,” Lisa replies dryly. “I’m here for my kid.”

“Oh…” Dean stumps as well. Then, he swallows thickly and gives her a nervous smile. “Hi, uhm, I’m Dean Winchester.”

“I know who you fucking are, you moron,” Lisa huffs, shaking her head. “You got me pregnant. Where’s Claire?” When neither Dean nor Y/N answer, Lisa rolls her eyes and waltzes past the two inside the house. “Claire!”

“Sure, come on in,” Dean mutters under his breath and shares a wide-eyed look with Y/N, hoping for some guidance.

The actress eyes him up and down, pensively licking her lips. “Maybe you should get dressed.”

With some pants and a shirt on, Dean and Y/N have retreated to the kitchen and sip quietly on their cups of coffee while Lisa and Claire scream at each other. It’s a classic mother and teenage daughter battle. Claire fights for freedom, while Lisa fights for control.

“I had sex with that woman seventeen years ago. Now she’s in my house, yelling at my kid,” the director voices his thoughts out loud, a hint of trepidation shimmering in his green eyes.

“Yup, life has a way of catching up with you. Kinda learned that this year,” Y/N notes with pursed lips and sends him a smile. “But hey, they’re your family now. Kinda nice, right?”

“I can’t tell if you’re joking,” Dean huffs with a bitter look and watches Y/N place her mug in the sink.

“I should probably go. Leave you guys to figure this out,” Y/N announces, one hop on a healthy foot away from walking out the door. “I’ll call a cab.”

“No, don’t! You can’t leave me here alone with them,” Dean pleads, the sheer panic and desperation visible in his eyes and audible in his voice. His gaze bores into her. “C’mon, I need you. This is one of those, you know, friendship moments. Like abortions and getting over coke addictions.”

Y/N lets out a small sigh. How could she leave him after everything he’s done for her? She basically has no choice but to stay and help him through this. “What d’you want me to do? Mediate?”

“I don’t know. Maybe.” Dean shrugs helplessly. “I just know I’m gonna say all the wrong shit at the wrong time. Please. I don’t wanna lose my kid. Help me.”

As she catches his gaze, there’s that inexplicable feeling creeping through her veins again. This time, it even tugs on her heart.

“Okay, uhm, alright. I’ll stay,” she promises him, offering him a small smile of comfort.

Unbeknownst to her, though, Dean comes close to saying the three ominous words once more. It’s getting harder every day to keep them inside. How long does he have until he bursts? He feels like a ticking time bomb.

“Maybe we should all sit down and talk?” Y/N suggests as soon as Claire has stormed into her room and slammed the door in upset.

“About what?” Lisa barks, half-annoyed as she rests her hands on her squared-off hips. “She’s been lying to me for months.”

“Okay, in my defense, she told me you were crazy,” Dean explains with an innocent shrug.

“I don’t care if she told you I beat her and locked her into the basement. If a kid has run away from home, you call their mother,” Lisa retorts furiously.

Dean purses his lips in defeat for a moment, especially when Y/N seems to agree. She’s kind of his moral compass, but he’s not ready to accept his loss yet. “Well, you didn’t call me to tell me you were having a kid. My kid,” he argues and knows it’ll probably backfire. He can tell by Y/N’s frown.

“Oh, excuse me for not calling the guy who didn’t stay for breakfast,” Lisa counters with an eye roll.

Dean’s brow furrows, shaking his head. “I don’t think that’s what happened.” Granted, he’s been high for two decades now.

“I asked if you wanted pancakes. You said, ‘No, thanks, but that was fun.’ And then you got into your car and bolted, never to be seen again,” Lisa recalls, frowning.

“Uhm, that sounds like it was a long time ago,” Y/N interjects in his defense, chuckling nervously. “He’s a different and more mature person now.”

Dean’s heart swells to twice its size. It’s probably the nicest thing anyone’s ever said about him. Although, he can tell she only said it to win Lisa over. She’s a good actress, making even him believe her words. But she’s helping him, so it’s the thought that counts.

“Thanks for the input. Who are you again? Are you his fucking maid?” Lisa arches a brow at her, eyeing her up and down.

“No, she’s not my maid,” Dean replies fiercely but then doesn’t know what else to say. Girlfriend? Lover? Friend? Nothing sounds right. “She’s my, uhm, she’s my actress. She’s my… You know, she’s… She’s Y/N.”

At that, Y/N’s brow draws together in the middle with a tilt of her head. Dean surmises that answer probably sounded even weirder.

“Yeah, I can see you’ve changed so much.” Lisa scoffs sarcastically and folds her arms over her chest, her patience running low.

Y/N subtly clears her throat, deciding to step in. God knows the director needs all the help he can get. “Okay, uhm, it doesn’t really matter who I am,” she says and shares a look with Dean, who anxiously chews his bottom lip raw. “What matters is that Dean has really connected with Claire over the last few months. He’s enrolled her in high school, she has joined AV club, she’s got a really nice and sweet boyfriend.” Dean grimaces at that last part, but Y/N skillfully ignores it and continues, “They’re going to Winter Formal tonight.”

“Yeah, I’m chaperoning,” Dean announces proudly. “This dance is very meaningful to her.”

Lisa snorts a laugh, clearly amused. “My kid does not go to dances.”

“Yes, I do!” Claire suddenly stands in the middle of the living room with the brightest smile. It’s freaky, really. She gleefully holds up the two dresses Y/N brought over last night, feigning her excitement. “Which one should I wear?”

Lisa and Dean disagree on the dress choice, but when Y/N sides with Lisa, Claire takes the hint and quickly disappears back into her room.

“It’s just one night, and it will give you two some time to catch up. Figure this out,” Y/N advocates suggestively.

“Yeah, what she said,” Dean agrees and clears his dry throat, wishing he had a bottle of booze in his hand to calm his nerves. Man, in stressful situations like these, he does miss coke sometimes. But fucking Y/N has been a great substitute, so maybe he’ll just do that as soon as that crazy woman leaves his house again. “Look, I get that you’re angry. But I’m really trying here, okay? She’s doing great at school, I gave her a curfew… I wanna make up for lost time,” he explains sincerely. Y/N sends him a proud smile.

“Fine, one night, but tomorrow we’re leaving,” Lisa relents with a sigh. “I’m not gonna indulge this fucking father-daughter fantasy,” she huffs and then finally storms out of the house.

Y/N exhales a long sigh of relief. “Well, that went better than expected.”

“You think?” Dean checks insecurely. He doesn’t know what he would’ve done if Y/N hadn’t been here to support him. “You’re coming tonight, right?”

Surprised by the request, Y/N’s brow meets her hairline. “You want me to go to your daughter’s Winter Formal with you?”

“Yes, obviously,” Dean states matter-of-factly and blinks at her. “You can’t leave me alone with that woman.”

Y/N heaves another sigh as she looks at him. “Okay, fine,” she surrenders.

Sitting on the bleachers of a fully decorated gym, Y/N realizes she has kind of missed high school. At least, everything used to be much simpler back then. Your crush would ask you to go steady, you’d say yes or no, and then you’d be broken up shortly after prom.

Adulthood is complicated. People are complicated. And love is goddamn unfathomably complicated.

“It’s so weird seeing her with her first high school boyfriend,” Lisa notes with a small sigh next to her. “I still remember her drawing with crayons. Now, she’s running miles away, lying, and making out with a boy.”

“Yeah, teenage romance is a lot more intense,” Y/N says, chuckling softly.

“She won’t wear a dress to my wedding. Refused to. Screamed bloody murder,” Lisa says thoughtfully. “But after spending a few months with her estranged father, she suddenly puts one on.”

“People are complicated,” Y/N reiterates her earlier sentiment.

Claire is complicated. Dean is complicated. And Y/N? She might be the most complicated of all.

“My fiancé is not,” Lisa says, a delicate smile playing across her lips. It’s enough to show her happiness. “I always used to date these guys that would run so hot and then completely cold the next minute. I never knew where I stood. It was exhausting.”

“Yeah, I get it…”

Y/N’s eyes drift to Dean as he chats with one of the other dads by the buffet. She doesn’t know what the director wants from her. She doesn’t know what their relationship even is. One minute, it feels epic, like a love so legendary it should only exist on the silver screen. And the next minute, it feels trivial, like it should’ve never existed at all.

But Dean’s not the problem. Deep down, she knows what that creeping feeling in the pits of her stomach is. And she knows she’s not ready for it. Truth is, Y/N has no idea what she wants and feels lost. Because if she admits one thing, it’d mean the end of another. If she stays in LA for a guy, what would that mean for her career? She doesn’t want to end up like Jo. She’s finally about to have it all, only to realize both at the same time are a mere dream.

And worst of all, even if she did know what she wanted, she’s doesn’t know if she deserves it.

“So, what d’you do, son?” an older man next to Dean asks. He’s already balding and gray, as is the scruffy beard he’s sporting. His suit jacket with a name tag that reads “Chaperone” looks a little worn and sleazy, too. The director figured he’d be one of the oldest dads here, so this guy comes as a pleasant surprise.

“I’m a director of a women’s wrestling show,” Dean replies and takes a sip from the fruit punch. None of the kids have spiked it yet, which is quite the disappointment. What’s happening to today’s youth, huh? “And you?”

“Oh, nice.” The man nods with a smile and pulls out a business card from his suit jacket, handing it to Dean. “Bobby Singer. I own a small chain of strip clubs, although my wife Ellen would probably like me to tell you I’m a small business owner.”

“Got it.” Dean chuckles and glances at the card in his hands. “Bobby’s Body Shop. Oh, hey, I know this one! ‘Where the girls are hotter than the asphalt,’” he quotes the club’s tagline proudly, grinning. “I’m there all the time! Actually got one of your girls in my show.”

Bobby chuckles. “Well, next time you’re there, ask for me. I’ll get you a discount.”

“Thanks.” Dean smirks. And Cas claims you can only network on the fucking golf course. “Oh, hey, you should catch one of our shows. It’s our last one this week. It’s pretty badass. We’re over at the old gym in Watts.”

“Alright, I’ll see you there,” Bobby says with a smile.

Dean’s eyes then drift to Y/N on the bleachers. Last time he checked on her, she was still chatting with Lisa, but the brunette has since left. And as he glances at her now, Y/N has found herself encircled by a group of horny teenage boys, causing his brows to draw together and meet in the middle. They’re like fucking vultures.

“Shoo!” Dean barks sternly at the young men as he approaches the group and watches them scurry away with their tails tugged between their scrawny legs.

With an amused smile, Y/N arches an eyebrow at him. “Glad you’ve decided to join me. It was getting crowded. I’ve turned down about twenty offers to dance.”

“Look at you, you little heartbreaking cougar,” Dean retorts with a teasing smile. “You’re gonna turn me down, too?”

“I have a broken ankle. Did you forget that part? I can’t dance,” Y/N replies.

“Oh, c’mon, that never stopped you before. ‘Sides, I’ve got two working legs and can’t dance, either. So, what d’you say, huh?” Dean holds out his hands for her to grasp.

“Fine,” Y/N relents and grabs his hands, hopping to her feet. “Let’s do some awkward swaying.”

“That’s the spirit.” Dean laughs and rests his palms on her hips, helping her stand as she locks her arms around his neck.

“Is that what you had in mind?” Y/N asks teasingly as she looks up and meets his gaze.

“Kinda.” Dean dips his head and catches her lips, deepening the kiss with his tongue slipping inside her mouth.

“Dean,” she scolds him softly with blushed cheeks and a giggle that surely won’t keep him from doing shit. “There’s people here. Teenagers.”

“So? It’s nothing they wouldn’t do,” Dean remarks mischievously. “And no one’s here that we know. Claire’s caught us like a million times already, and Lisa doesn’t care. C’mon, we never get to do those things in public,” he appeals with a wiggle of his brows.

“Alright,” Y/N surrenders with a small sigh and a smile, tiptoeing up on one foot to press her soft lips back on his. She feels him breath into the kiss, cherishing every second of it. His hands wander from her hips to cup her cheeks, causing her to almost topple over as he forgets that he’s been steadying her. “Whoa, Dean!”

Her giggle interrupts the kiss as she tightens her grip around his neck before he moves his hands back to their place on her hips, offering her support again. She leans her head against his chest, and he rests his chin on her crown.

“Sorry, got carried away there for a moment,” he apologizes with a snicker, pecking the top of her head gently.

“Yeah, that happens with you sometimes,” she teases and buries her head deeper into his shirt. “Your heart’s beating really fast. Are you on something again?”

Dean wants to say it’s love, but that sounds too fucking cheesy.

“Nope, still clean,” he replies instead and doesn’t take offense in her question. “Just nerves, I guess. There’s something I wanna tell you,” he says and licks his lips, swallowing thickly.

Y/N looks up and finds his green eyes, her brow knitting in curiosity. But there’s a perceptive shimmer in her orbs, and Dean knows she can already anticipate what’s coming next. Judging by her shift in weight, he can tell she doesn’t want him to say it out loud.

“Shit, uhm…” She squeezes her eyes shut and fumbles for an excuse. Dean gives her a plethora of time to find a believable one. “I have to go. I promised the girls we’d work out a plot for the finale together tonight, celebrate our last week.”

Dean’s lips quiver but manage to find a smile. “You sure?”

Reluctantly, Y/N still nods and lets out a tense breath. “Yeah.”

It feels like dancing around a big, pink elephant between them. Both of them pretend it’s invisible, although it’s painfully not. It’s even roaring or hooting or whatever the fuck elephants do.

“Alright, I’ll drive you to the motel,” Dean capitulates with a resigned nod.

“No, uh, stay,” she tells him and clumsily hops back to the bleachers to grab her crutches. “I’ll get a cab. You should spend your night with Claire. Figure things out with Lisa.”

“Okay,” Dean caves once more but then grabs hold of her, pulling her to his lips. The kiss is fervent and heated and desperate. So fucking desperate. “One for the road,” he says with a painful smile as he draws back. He doesn’t want to admit that it might be the last one they have shared.

Y/N’s look tells him she feels the finality, too. It’s the epilogue of the best book he’s ever read. The end credits of his favorite movie. The final episode of a show he loved.

“I’m sorry,” she says quietly with a hesitant lip bite and a harrowing swallow.

“Don’t be. Have fun, okay? I’ll see you tomorrow,” Dean says and sends her one last weak smile before he watches her walk away with an aching heart.

24. Don't Dream It's Over – May 4

Honestly, even my cold, cold heart weeped at the end there. Poor Dean 😢💔 But as you can guess from next week's title, we're not done yet 😉

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