#dean winchester fic

Pairing: AU!Dean Winchester x F!Reader

Word Count: 3858

Summary:Y/N was different from the rest; living in a quaint lakehouse, on the edge of one of the most rich and prosperous towns in America. She was surrounded with the elite, the wealthy and people who never took responsibility for their actions. Money gave them everything, while in turn, it had taken something from her. In result, she kept her distance, never wanting to get involved with high society, until one fateful night changed her life…forever.

Rating:18+

Warnings: Slow burn, anxious thoughts, mentions of sex, sex language, conflicting thoughts, swears. That’s about it. Please don’t hate me. :’)

A/N: Slow burn be burning…but for how much longer…what could possibly happen next…right? *nervous laugh here* Thank you so much for your love, and for reading <3

I also want to say a massive thank you to my wonderful @deanwanddamons​​​​​​​​​​​ for being my wonderful beta, and for kicking my ass where needed. Love you <3
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The air was still. Only a light breeze caressed her moon kissed skin every once in a while as Y/N placed one heeled foot in front of the other. She was surprised she was able to walk, that her legs weren’t wobbling as she strolled down the sidewalk away from Winchester Manor. Her core was still throbbing, the inside of her thighs closest to her centre still wet from how hard her unknown partner had made her come. One hand came to tuck some hair behind her ear as she sucked in a shaky breath, her fingers finding the ribbon of her mask before she pulled on the knot, resulting in it coming undone. Catching it as it fell from her face, she used her thumbs to trace the material as she thought about what the hellhad just happened.

Her movement slowed as she recollected his soft but firm touches; the way his lips felt upon hers as he caught them in a kiss when they both found their delirium. She couldn’t help but touch her mouth at the memory, yearning for the weight of him on top of her again, missing him like he was a drug she had been addicted to for years. She was conflicted, how could she not be. Y/N had been without the love of another for so long, craving the connection like the one she had experienced in that room but knowing that it had been with someone who she hated, who she despised; it shadowed her in shame.

Shaking her head and straightening her shoulders, she shoved the mask inside her clutch before she continued to walk the path towards her home, not caring about the looks she was getting from the few passersby. Maybe she should have brought a coat with her, or at least something to cover her breasts. She knew that the cool night air was most definitely affecting her nipples, the buds clearly prominent in the silk material. It caused her to cross her arms over her chest as she quickened her pace, eager to get behind the safety of her own door. She knew what men in this town were capable of, and maybe it was wrong of her to decide to saunter home while dressed in such a sultry dress, but she just needed to escape.

When she had rushed out of the Lights Out room, her heart was hammering against her ribs, her stomach churning with exhilaration, anxiety and excitement. She was a ball of twisted emotions, all of them entangling in the other like some messed up ball of yarn while she tried her hardest to figure out her next move. She knew she couldn’t stay, especially when she heard him shout out for her as she hastily left his company.

“Hey, wait!”

Y/N remembered the sound of his husk filled voice. It was still so prominent in her mind and for a split second, she had been tempted to do as he said. There was something in his tone that called to her; desperation, want, longing - but she was unsure whether that was her own darkest yearning calling out to her instead. Twisting the situation to sate her inner demons, to fill the lonely void she had in her heart.

So she ran, took the steps as quickly as she could whilst ensuring her dress wasn’t inside out when she eventually stepped out into more adequate lighting. She had fumbled in the dark, waited for the moment his breathing had started to even out before she took the opportunity to slide off the mattress and blindly attempt to retrace her steps. She was thankful that her outfit was made out of silk, causing it to be easily identifiable. However, she had been unable to find her underwear but that was no love lost considering it was a thong she had been wearing, and with the little fabric it was made of, she may as well had not been wearing it at all.

Y/N had tried not to make it too obvious that she was in a hurry, not wanting to draw attention to herself as she strode down the corridor that led back to the main hall. She actually felt relief when the guests were more interested in finding pleasure in each other rather than her heels fastly clicking against the floor. With her fingers wrapped around the door handle, she had pushed herself back into the crowd, her eyes scanning for her best friend. It didn’t take long to locate Joanna; the blonde was sitting at the bar with a beer in front of her as she chatted quite happily to the server behind it.

She had whispered in her ear, told her that she was going home and she would fill her in later. Of course, she was met with curious brown eyes and a furrowed brow but Y/N didn’t have the time to answer any of the questions that were desperate to leave Jo’s lips. Time was of the essence for her, and as she stood there, hair slightly messed up, cheeks flushed with a chest that was heaving, more eyes fell upon her. They were hungered gazes that made her feel like she was fresh meat, a tempting fruit that was ripe for picking. Before, they made her feel incredibly desirable but now, they were causing her to cower into herself, wanting nothing more than to escape and retreat back to her own safe haven. With that, and with a nod from her friend, she wasted no time in collecting her items from the lobby, before she had wandered into the night without so much as a single backwards glance at Winchester Manor.

Taking a deep breath, she gazed up towards the stars that twinkled like small diamonds against the night sky. They gave her comfort; her mind always looking to string together constellations like her very own personal dot to dot as she wondered if heaven was truly a thing. Were her parents looking down on her? Were they proud of who she had become? Would they have been happy with how she had behaved tonight?

Y/N found it hard to answer those questions, because she felt as though her own perception of her family had become skewed over time. They had been moulded into what she had thoughtthey would be based off of what little memories she had of them. That was when she felt the flames of her rage begin to grow low inside her stomach, the embers of a fire that had never truly been put out still burning even after all this time. If they hadn’t been taken away from her by an irresponsible drunk driver, then she would never have to use her imagination in these circumstances.

Running a hand through her hair, Y/N finally made it to the gravel path her lake house was situated on, and she was thankful. Her feet were killing her thanks to the heels, and she was desperate to take them off. She also couldn’t wait to swap the dress for her favorite lounge set and sit in front of Netflix until she fell asleep. That dream was getting ever closer, and as her iron gate came into view, so did a brown and white colored fluffball who was sitting quite proudly on the wall next to it. It made her smile, and without hesitation, her hand extended in front of her to stroke Oldwin’s head.

“Hey boy,” she greeted warmly, her fingers tickling his chin as she took note of two pearly white fangs either side of his jaw, “you not going home tonight?”

She was met with a loud purr, the cat’s body slowly rising as he pushed himself further into her touch. He then jumped down from the wall, his little paws elegantly trotting up the path towards her front door before he turned to meow in her direction. It caused her to chuckle softly as she opened her clutch to search for her keys.

“I’ll take that as a no then,” she spoke softly, quickly catching up with her feline friend before she unlocked and pushed open her door.

Without hesitation, Oldwin rushed inside and darted to the left, intent on heading to his favorite place next to the fire while Y/N placed her clutch on the side, and finally took off her shoes, letting out a low hum in relief. There was nothing quite like the feeling of placing feet flat on the floor after being in heels for a long amount of time; the pleasurable, aching burn that radiates through the heel and into the ankle.

Next on her agenda was a shower; she needed to wash away her shame, and clean herself up after everything that had happened earlier that evening. She tried to stop the way her stomach swooped at the thought of her mystery man, as she remembered the way he growled into her ear as she took him to the hilt, but it was of no use. Those memories were unchained; she was unable to shut them in a drawer and forget because there was a part of her that was clinging onto the way it made her feel.

“It was just sex,” she mumbled to herself in irriation as she stomped her way up her stairs, already beginning to strip herself of the red dress. When she made it to her bathroom, the material had pooled on the floor and she had stepped out of it.

Y/N then turned the faucet in the shower, allowing the hot water to stream down onto her tiled floor as she stood in front of the mirror, grabbing a washcloth to begin to wipe away her makeup. She rubbed at her skin, cleansing away the black smears of her mascara and the red stains of her lipstick before she moved to stand under the warm waterfall that would rinse away everything of this evening.

That was when she smelt him.

She immediately stopped, backing partly out of the shower in order to regain her composure. His cologne must have rubbed off on her when they were being intimate, and now there were no winds to blow the scent behind her, she could smell him on her skin. Warm, spicy, earthy; it made her crave him. Encouraged her core to clench around nothing as her mind happily took her back to earlier when he had his hand around her throat, making her come so hard she literally saw little stars in the corner of her vision. It had surprised her how easy it was to lower all of her defences when she was unable to see, when one sense had been taken away. She was able to give herself freely to a man she had never met, to indulge in fantasies she had never been brave enough to try. But to submit so easily to a stranger, to allow him to dominate her the way he had; that was something she was having a hard time wrapping her head around.

She had to wash it off, she couldn’t keep feeling like this. It was meant to be a one time thing, a quick fix, a metaphorical scratch of her itch so she would be satisfied for another year or so. But it had only done the opposite. It made her realise just what she was missing, and now it was like it was highlighted in bold, a neon sign flashing brightly in her mind telling her that a connection that strong could possible with someone else in this town.

Fuck. Fuck. Fuck, she thought, reaching swiftly for her body soap before she lathered a generous amount in her hand. She quickly applied it to her skin, covering as much as she possibly could in an effort to cleanse herself of her own sin. She scrubbed until she felt like her flesh was starting to hurt, but she had to be sure that his scent was gone, desperate to forget the mystery man.

Following this, she swiftly exited the shower and began to dry herself. She was eager to go downstairs and light a fire, to grab a glass of wine before turning on the television and losing her mind into a fictional world. She needed distractions, and she needed them now. So, with a towel wrapped just above her breasts, she went back into her bedroom and searched for some fresh clothes, opting on her favorite pair of grey sweats and a loose black Led Zeppelin tank top. It was an outfit that always made her calm, that always provided her with a sense of comfort whenever she had the urge to ground herself.

Once dressed, she then padded back downstairs and proceeded to light the fire, much to Oldwin’s approval as he meowed loudly to her in thanks. Y/N had to laugh at that, giving him a small stroke along from his head to his tail before she stood to go and grab a drink from the kitchen. She did wonder why he was here, and if his owner ever panicked that their cat was missing. Before now, she hadn’t allowed the feline to come into her home, not wanting to encourage this behaviour when she had seen that he wore a collar, meaning he belonged to someone else. But when the weather started to get bad, and the animal was huddled on her front step, she couldn’t refuse him any longer.

Emptying the last of her wine from the bottle in her fridge into her glass, she let out a small sigh before grabbing a fairly large unopened bar of chocolate from the cupboard. Yet, as she began to stroll back into her living room, a series of buzzing noises caught her attention. Shit, her phone. She had left it inside of her clutch in desperation to shower, and now she was concerned that her Pops was in need of her help. So without hesitation, she quickly fumbled open her bag from the side table and retrieved her cell. Highlighting the screen, her eyes widened when she saw four missed calls from Jo. But before she could even think of returning them, the vibrations began again and the smiling face of her friend filled the display.

“THANK GOD!” A voice huffed loudly as soon as she had answered, and Y/N furrowed her brow when she heard the tone.

“Jo?” she asked cautiously, moving slowly back into the living room, carefully carrying her glass of wine.

“Do you know how worried I’ve been?” the blonde scolded, and it caused her expression to morph into one of confusion. Why would she be feeling that way?

“Why, what’s happened?” Y/N asked, her frown deepening as she sunk into her sofa and placed her drink on the coffee table in front of her, sliding the chocolate alongside it.

“You! You happened! Are you home?” Joanna frantically asked, her voice a little squeaky thanks to her panic.

“Yeah, I’m safe,” she clarified, before leaning back against her cushions, her eyes staring upwards towards her ceiling.  “…I did tell you that I was leaving.”

“I know, but I thought you would have rung Ash and let him drive you home!” her friend exclaimed, before talking again and not giving Y/N the chance to speak. “I know, stupid of me to think that with your fear and everything. But you weren’t answering your phone and it just made me anxious. Anything could have happened.”

“Yeah I just walked home, you know I prefer that,” she breathed, flexing her feet subconsciously before sighing. “Besides, I needed to clear my head. Then I had a shower as soon as I got home. I’m sorry to make you worry.”

“Did something happen in the–” Jo started, her voice now full of concern and she knew immediately where her friend’s mind was heading. That was a thought that she had to make the blonde curb immediately.

“–No nothing. I’m fine, trust me,” Y/N urged, her lips curving slightly again when the memory began to replay in her head. But it was then that she realised that Joanna was talking to her, and she was still at the event. Wasn’t that against the rules? “Wait…you shouldn’t have your phone.”

“I’m in the lobby. There’s a guard breathing down my neck to ensure I don’t leak any information,” she clarified, before making ‘shooing away’ sounds. Y/N could only imagine that she was giving the security a death glare. “So…did you enjoy…you know…it?”

That was the question she knew that was coming, considering Jo was the one that encouraged her to go for it. But still, she sighed out her answer, “Yeah?”

“You sound really unsure,” Joanna replied, curiosity lacing her tone.

“No the sex was…Jo it was incredible,” Y/N beamed, unable to stop herself from smiling whenever she recalled the memory in her mind. “I haven’t felt that good in so long. He just knewmy body, how is that even possible? I can’t stop thinking about it.”

“You lucky son of a bitch,” the blonde laughed, causing her to join in, the sound infectious. “So,then what’s the problem?”

There it was, the lead ball of shame that squashed the slightest bit of happiness that dared to grow inside of her. “I…”

She couldn’t even let the words leave her mouth, her brain unable to form the explanation needed to try and make Joanna understand. Instead, she just focused on the fabric tassels of the blanket that hung over the back of her sofa, her concentration on that task leaving a long silence amongst friends.

“Y/N…”the blonde breathed down the line, “please don’t say it’s because of who it was with. You need to let it go. This was meant to be an unattached thing.”

“I know, Jo. I do, okay? I agreed to go, to let bygones be for the evening to enjoy myself,” she groaned, squeezing her eyes shut as she slid further down her sofa so she was now lying on her back. “But I feel so guilty, like I’ve defied my own beliefs. Like I’ve thrown away everything that I stand for. All for a long, toe curling fumble with a stranger.”

“Girl, you need to cut yourself some slack,” Joanna advised, her voice filled with warmth as she continued to talk. “You are one of the most hardworking people that I know, who is nothing like 95% of the people here. So what if you’ve enjoyed yourself for once? That’s okay!”

“Maybe,” Y/N sighed, bringing up her arm to rest over her forehead.

“If it helps, just think of the person as just a cock. He was just a singular, floating, rock hard cock,” the blonde stated, her words serious and clear as can be.

Y/N couldn’t help but chuckle, before letting out a low groan. “With hands that choked me, and a tongue that made me come so hard I nearly passed out?”

“Holy shit,” Jo breathed, and she nodded slowly, even though she knew her friend would be unable to see her. “Okay, I’m going to need all of those details.”

“When you get back, I’ll happily share with the class,” Y/N laughed. She could picture the blonde’s face, her mouth agape in shock while desperately wanting to hear the rest of the tale. “Go and enjoy the rest of the party.”

“Are you sure?” Jo pushed, and it caused Y/N to smile. It was sweet that she didn’t want to leave her alone, that she was even going to sacrifice her own enjoyment just for her. But there was no way in hell that she would allow that to happen. Joanna needed her fun too.

“Positive,” she clarified, her arm now off her head as her hand searched for the remote for the television, powering on the appliance.

“Alright. I’ll text you when I’m on the way back.”

After saying their goodbyes, Y/N hung up her phone and placed it on the table before opening up Netflix. She flicked through a couple of the series options available, wanting to find something binge worthy and easy to watch. Once settled, and with a new romantic drama started, she opened up the wrapper on her chocolate and began to relax, willing her mind to forget the events of tonight.

Except she couldn’t, no matter how hard she tried. Every time there was a longing glance between the main protagonists of the show, a near kiss, a forbidden touch; she was transported back to the darkened room with the man that has now apparently ruined her for all other males. Why could she not stop thinking about him? Why could she not get the time they spent together out of her head? Yes, it was good sex. Yes, she felt a connection but she is also a grown woman who doesn’t need the love of an elite. She was quite capable of being on her own, of supporting herself; the only thing she didn’t have was the sensational cock that filled her perfectly. But…that was what toys were for…right?

Fuck, she chastitsed herself, letting out a huff as she bit into another small square of chocolate. Is this how it’s going to be from this point forward? Everything reminding her of the three mind blowing orgasms he gave her?

“Don’t look at me like that,” Y/N murmured, squinting her eyes a little at Oldwin who lay with his paws dangling over his bed, the end of his tail flicking slightly as he stared her way. “You don’t have these problems.”

To that, he just let out a low meow, as if he was responding to her sentence. She just shook her head as a frustrated growl passed her lips. “I need to just forget all about it. It’s never going to happen again and it was with an elitist Oldwin, a man who thinks his actions don’t have consequences.”

She continued to rant at the feline who lay in front of the fire, unmoved by her ravings as he slowly stood and stretched his little body, shaking his back paws before he quickly trotted over towards her. Within moments, he had jumped up onto her lap, nudging his head against her chin in comfort and she couldn’t help but stroke him.

“Look at me now, this is the result of his action. I’m here, pining over a man who may as well be a shadow, mourning the loss of someone who apparently knew my body better than I do and what will he be doing?” she asked aloud, looking into the bright blue eyes of her ragdoll companion, “Drinking probably and moving onto the next hole.”

Taking a very deep breath, she let the air out through her nose in a long sigh. Her chest ached, an unknown feeling of sadness washing over her as she came to her final conclusion. “I’m better off pretending like it never happened.”

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Chapter Fifteen 
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A/N: Its fine right? It’s allllllll fine. *nervous laugh* I hope you enjoyed! Thanks so much for reading!

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Pairing: Sailor!Dean Winchester x Reader

Word Count: 2264

Summary:Y/N was never a big fan of sailors, so when a ship full of them dock at the harbor in her town, she’s anything but happy. However, there is one in particular that is determined to prove to her that not all men of the sea are the same, and dedicates each day of his shore leave to the task of changing her mind. Will the green eyed sailor prove his point, or hers?

Rating:15+

Warnings: Fluff, just fluff. .

A/N: *sings* and now…the end is here. This is it guys, the last instalment of Hello, Sailor! Can you believe it? Thank you all so so much for reading it. It honestly means the absolute world. Could there be a sequel? Maybe. We’ll see how that goes. I have idea’s rattling in my head but nothing concrete as of yet. It all depends of if it’s something you want too! But honestly, thank you so much from the bottom of my heart. Love you guys! Hope you enjoy!

I also want to say a massive thank you to my bestie; @deanwanddamons​​​​​​​​​​​ for being my wonderful beta, and for kicking my ass where needed.
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Ten Months Later.

A gentle breeze blew over the diner patio as Y/N wiped down a table that had just been vacated after the breakfast rush. As she leaned forward, sliding the cloth over the surface, the angel wing shell swung back and forth against her chest. The delicate object brushed against her skin and as she stood straight, her fingers came to hold on to it. A smile pulled at her lips as she stood underneath the sunshine, basking in the warmth the golden rays were providing as her mind wandered to the thought of Dean.

Her sailor.

The time they had spent apart had gone agonisingly slow, each day feeling like a week, each month feeling like a year as she waited for the day he would return. As promised though, he had been writing to her. A letter would land on her doormat nearly every day; his scruffy yet readable penmanship the instant indicator that it was from him. There were times when she felt low, her heart yearning for his love like a starving animal craved for a meal, so she would tear open the envelope and read it straight away. Others she waited, the paper burning a hole in her purse as she walked to the end of the docks, and leaned against the mooring post before she allowed herself to get lost in his adventures.

He would tell her tales of where he had been, what his days looked like upon the ship, and when she received the news that he had made the rank of Commander, her chest was fit to burst with pride. She knew she had made the right choice in encouraging him to follow his dream, even though she missed him more than she could possibly describe. Dean would also tell her how his crewmates constantly asked questions about his girl back on dry land. Although, he would never give them the full story as that was something private between the couple, but he would tell them how lucky he was that a woman like Y/N was his. It made her smile to know that he was proud of her, that she was someone who he held in such high regard even after months of being apart. It made her stomach swoop to know that she was in his thoughts everyday, that she was the soul he had chosen to give his heart to.

There had still been no news of when he would return, but the small flame of hope that flickered inside of her never waivered. She still trusted that he would come back, because for the past ten months he had kept his promise. Initially she had the fear that after a few weeks, he would stop writing to her and their journey together would have become a distant memory, a beautiful stamp in time that she could cherish. But that wasn’t to be as he hadn’t forgotten her, and he made sure to remind her of that as often as he could. At the end of every letter, he would always sign off in the exact same way. And no matter how many times she read the words, they alwaysbrought tears to her eyes.

Everyday I miss you more,  and everyday I love you more.

Y/N couldn’t wait for when she would receive the news that he was coming back to her little town, that his ship would be docking in the harbor in front of The Daisy Chain. She had been saving up her vacation time for that exact moment, an agreement she had put in place with Donna and Jody. They were more than happy to agree to it, wanting the waitress to finally enjoy her life with a man who she loved. She was so grateful; it was just a waiting game to see when that would be.

The day was warm, and she had opted to wear a loose black and white polka dot sundress, its cotton light upon her body but still, she felt the heat. So, taking a deep breath, she picked up her wash bowl and cloth before she walked back into the diner, grateful for the air conditioning that cooled her skin. She smiled at the patrons that sat in their booths, greeting them with a cheery ‘good afternoon’ as she passed. Once she got to the counter, she lifted up the serving hatch before taking the dirty dishes into the kitchen. She was about to fill the dishwasher, when the sound of her boss caused her to stop.

“Hey sweetie?” It was Jody, and she came to stand by her side with a clipboard in hand. “Could you come and help me in the back? We’ve had a delivery and I just need to count everything before we move it into here.”

“Of course,” Y/N agreed without hesitation, leaving the job she was doing to follow in her friend’s footsteps as she led her towards the rear of the establishment. It didn’t take long to get there and as she walked into the room, the metal shutter open due to the truck that brought the stock was parked, her eyes grew wide. “That is a lot of potatoes.”

At first she thought her eyes were deceiving her, but everywhere she looked there were sacks and sacks of the root vegetable. Carrots, green beans and things such as  bread rolls were also mixed in but they were few and far between. Slowly her hands came to rest upon her hips as she took in the whole scene in front of her.

Jody just slowly nodded at her reaction, a little chuckle passing her lips as she looked down at the order form and then back to what surrounded them. “I think Rufus went a bit overboard, hence me needing your help.”

“You’re not kidding,” Y/N laughed before moving across the floor to start sorting, but her boss stopped her in her tracks, handing off the clipboard and pen.

“Can you make the notes?” Jody asked her kindly, “I only have one pair of protective gloves so would prefer to do the heavy lifting myself.”

“That’s fine,” she agreed, although she felt bad that her friend was going to be doing all the work.

It took a couple of hours for them to sort through everything that had been delivered, with Y/N offering a few times to swap roles so she could do her fair share, but Jody constantly refused. As they neared the end, her boss heaving a sack of potatoes back onto the truck, the door that led back into the diner opened to reveal Donna, a bright and infectious smile on her face.

Without explanation, she nodded towards Jody before she traversed the stock to get to Y/N’s side, her fingers combing through the waitress’s hair. The blonde moved a few wayward strands, tucked the rest behind one ear before cupping her cheeks, all while ignoring the confused expression that Y/N was wearing.

“Beautiful,” Donna gushed, before she grabbed the clipboard out of the grasp of the bewildered help and passed it to Jody.

“Thank you?” Y/N replied, her brows furrowed as she tried to work out the behaviour of her bosses.

But before she could question it, the blonde grabbed her by the hand and began to pull her back into the main area of the diner while muttering, “Come with me.”

Of course she did as she was told, and tried her hardest to keep in step with the woman whose grip was tight on her fingers. Their heels echoed loudly over the wooden floors, causing all the customers of The Daisy Chain to focus on the pair as they weaved their way through the tables. Her dress was floating behind her due to the speed she was currently walking. She had tried to ask just what the rush was, but she was met with Donna’s hushing before she bundled her out of the front doors and onto the harbor.

Before Y/N could react, the blonde’s hands had grabbed tightly onto the tops of her arms and twisted her attention towards the bay. That was when she saw it. The large ship that had docked on the bay, the vessel that struck a perfect resemblance to the one that Dean was stationed on. Her stomach churned, her heart pounding hard against her ribs, her palms growing sweaty as her fingers came to clasp the angel wing that hung around her neck.

“Is that…” she breathed softly, her trembling legs carrying her a few steps further out onto the docks so she could get a clearer view.

She didn’t want to get her hopes up, didn’t want to experience the excitement of being able to see her Dean again only to be let down if it wasn’t. She felt like she was holding her breath, her grip tight on the shell he had bought her as her eyes frantically scanned through the growing crowd for the name of the ship. It was almost as if everything was happening in slow motion and she couldn’t get time to move as quickly as she would like. But soon, there was a clear break in the sea of people and her gaze landed on bold black letters. USS Anzio.

“But he didn’t-” Y/N started, her voice starting to tremble with the overflowing wave of emotion that was flooding her. He hadn’t told her he was coming, and had said that it could be another month before he arrived back in her town. It was then that her eyebrows began to knit together, and she turned to Donna who was still standing behind her, “How did you–”

Her query was interrupted by the blonde passing over a letter, and immediately the waitress identified the penmanship as Dean’s, “He wanted it to be a surprise.”

“Oh my god,” she whispered, a tear falling onto her cheek as she read the words her sailor had written. They were full of nothing but love and adoration for her, and he wanted his return to be a secret so she wouldn’t worry about his voyage back home into her arms.

“Go get him, sugar,” Donna encouraged her, taking the letter from her hands before giving her a gentle nudge forward.

Y/N didn’t have to be told twice, so she ran as fast as her legs would allow, praying that her feet wouldn’t fail her while she weaved through waiting families. From what she could see, the ramp had already been lowered meaning sailors must have started to come ashore. It was then that she saw the uniforms, men embracing their lovers, their children, their friends. Her heart was still pounding, her chest still heaving with each anxious breath she took as she desperately searched for her man, for the soul that made her complete.

The seconds felt like minutes, and the anxious pit in her stomach was bubbling as she had yet to find Dean. She was having a hard time locating him, deception lurking at every turn due to the clothes the men of the sea were wearing. But he was a Commander now, he should be easily identifiable so why could she not spot him in this ever growing crowd?

She was just about to panic, about to open the door to her fear that maybe something could have happened to him on his way here, when two large palms rested on her hips from behind. Just like that, she was no longer frightened that he hadn’t returned. No longer scared that he was in harm’s way, because two deep and husky words were spoken as soon as she felt that contact, blanketing her in the comfort she sought.

“Hey Sparky.”

Immediately, she turned around in his hold, her heart ready to burst out of her chest as she saw the familiar emerald orbs looking straight at her. The corner of Dean’s eyes crinkled as he smiled wide and bright. He looked a little more tanned from his time at sea causing his freckles to stand out a little more than she remembered. It was his fingers stroking her cheek that brought her out of her trance, his touch delicate, his thumb tenderly caressing her skin as if he was testing that this moment was as real as he hoped.

She couldn’t wait any longer, it had already been ten months without him. So without hesitation, Y/N rolled onto her tiptoes and wrapped her arms around his neck, throwing herself against his body in excitement and wanting. Automatically he tightened his hold on her before he lifted his girl from the floor, their noses tenderly nudging against each other as they both wore their happiness with pride. That was when her lips found his, kissing him with all the love she could muster. Dean Winchester was home, he was safe and he had returned to her just like he had promised.

With reluctance, she pulled back from him to look into his eyes once more, her hands now cupping his slightly stubbled cheeks as he gently lowered her back to the ground. They didn’t part though, their foreheads remained connected as he pulled her body tight against his. That was the moment she finally found the courage to speak, that she was able to trust that her words would not fail her in a breath of overwhelming emotion, to greet her man that had been away for so long.

“Hello, Sailor.”

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THE END
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A/N: And so it’s done. Did you like it? Please, please,let me know what you think if and when you have time. 

Much love to you all! 

Also…keep those peepers peeled for a new series announcement! 

Tags will be separate <3

Pairing: AU!Dean Winchester x F!Reader

Word Count: 3900

Summary:Y/N was different from the rest; living in a quaint lakehouse, on the edge of one of the most rich and prosperous towns in America. She was surrounded with the elite, the wealthy and people who never took responsibility for their actions. Money gave them everything, while in turn, it had taken something from her. In result, she kept her distance, never wanting to get involved with high society, until one fateful night changed her life…forever.

Rating:18+

Warnings: NSFW, slow burn, swearing, kissing, Dom/Sub themes, finger fucking, praise kink, [SPOILERS] angst, arguments, worry *Tabby is in a cave now*

A/N: Guys, I am so so so sorry this is a day late. I got struck down with the biggest amount of writers block this week and no matter what I wrote, it wasn’t good enough for you guys, or myself, or this story. I have rewritten and deleted, and wrote again a few times now before I feel like it was okay. Chapter 18 has finally gone live on patreon which means I can post 13 here!  and I can only hope that you will enjoy this chapter. Thank you so much for your love, and for reading <3

I also want to say a massive thank you to my wonderful @deanwanddamons​​​​​​​​​​ for being my wonderful beta, and for kicking my ass where needed. Love you <3
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Dean’s mind was spinning; his chest heaving as he came down from his post orgasmic high. He had just experienced the best sex that he had ever had, felt a connection he had never encountered before, and it was all with a stranger at his own party. However, his heart was still very much in his throat as he was propped up on his elbow, resting on his side while his fingers stroked up and down her soft skin. Her shaky breathing and soft gasps were the only sounds filling the silence. Was she who he suspected her to be?

When he began to undress her, he couldn’t help but hesitate slightly when he felt the material of her dress. The fabric was silk; the exact same the woman in red was wearing, the woman that had enchanted him from the moment his eyes had laid upon her. He knew it was a long shot, knowing that there may also be another woman, or two, wearing this exact same type of cloth but in the deepest, darkest parts of him, he hoped it was her.

“So what happens now?” Her soft question broke him out of his thoughts, her voice sounding like smooth honey as it filtered into his ears. It warmed him, his cock already twitching once more upon the sound of it.

“What do you mean?” Dean questioned, flattening his hand against her stomach as he waited for her to reply.

“Well I’ve never done anything like this before,” she admitted, and even though there was no way she could see his expression, his eyebrows still shot up to meet his hairline.

“Could have fooled me,” he chuckled low. Without the confession, he would never have believed that was her first time in a Lights Out chamber. She seemed so experienced, so confident; it made him all the more attracted to the enigma beside him. “What would you like to happen?”

“I don’t know,” she whispered, her voice a little unsure as her body slightly moved beneath his palm. She was squirming against him, and that only caused him to smirk.

She wanted more.

Hesitantly, and cautiously, he began to trail his touch to just below her navel, his pinky close to her mound. Dean was testing her boundaries, seeing if it was okay to continue. He had known her for less than twenty four hours, and already he was addicted to the way he had made him feel; to the taste of her, the feel of her, the smell of her. She was like a sweet narcotic that he was unable to give up, that had him hooked after the first pill, and when she let out a small whimper in response to him, he took that as his cue to move lower.

His fingers dipped back into her core, and he couldn’t help but let out a small growl at how wet she still was; all for him. She had made the sweetest noises when he brought her to the edge before, and he couldn’t wait to hear them again. So he found her swollen nub and began to slowly tease it, rubbing in small circles as he lowered his head hesitantly, his lips finding the curve of her neck. It was then that he kissed her, working her body towards another wave of pleasure as he slipped two of his thick digits inside of her. The woman beside him mewled, gasped and whined as he nipped at her skin, as he pushed her further and further towards her next orgasm. He wanted to record these sounds, wanted to remember this woman and relive this experience over and over again.

Dean had always been a giver when it came to sex, had always enjoyed bringing his women to their own form of delirium over and over again. He found satisfaction in it, his chest swelling with pride when they screamed his name, clawed at his back and cried out for a power mightier than him. But with her, it was different. He found he wanted to do it not because of the gratification he felt, but because of how he craved to hear her voice. Her moans were like liquid ecstasy; drops of rain teasing a drought plagued land.

But he didn’t want her to come just yet. No, he wanted to savor the moment, wanted to tease and build upon the sweet foundations he had already laid down. So he continued to kiss her, his tongue teasing paths up to her jawline as his body half hovered over hers. He felt how one of her breasts brushed against him as she panted, fuck if it didn’t make him want to roll on top of her and lose himself inside of her again. That’s when his mind wandered to the thought of entering her bareback, and like a horny teenager, he nearly came from the mere idea. His kisses then found the corner of her mouth, before he covered her lips with his completely, swallowing down every whimper as he ramped up his rhythm. It didn’t take too long of him doing that to push her over the edge, her hand now gripping his as he lazily fucked her with her fingers, helping her to ride through her orgasm.

“Good girl,” Dean praised from above her, and the long satisfied whine that left her was enough to make his chest ache with contentment.

He withdrew his digits before rolling onto his back, feeling as though a weight was lifted from his shoulders. In this room, he wasn’t Dean Winchester. He wasn’t the son of the most elite family in the valley, wasn’t the playboy everyone made him out to be; he wasn’t pretending to be someone he was not. He was himself, a soul who he hadn’t seen in so long, and it felt damn near freeing.

Even the fact that this woman beside him wasn’t asking questions was refreshing. She had no desire to find out who he was, and even though that was the point of the event and these rooms, it was still something that tended to nearly always happen. They always wanted to know who had been so kinky as to try one of these chambers out, or who it was that perhaps enjoyed a particular sexual act. Some used it as leverage, others to seek out partners for affairs once the party was over but whoever she was, had no intention of doing anything. Not unlike who he’s being made to masquerade around with. Bela Talbot.

Fuck. Bela.

Dean had completely and utterly forgotten about her. The idea of having to face that shitstorm was making him want to stay inside of this chamber for the rest of the event, but he knew that couldn’t happen. He was going to have to defuse that bomb and somehow still try and keep the peace between everyone. How? He had no idea but he would work something out, he always did. Besides, she did tell him to go to room six and that is exactly what he had done. It wasn’t his fault that someone was already inside this room.

That’s a weak excuse to stand on and you know it, he thought. Truthfully, it was. He didn’t have to sleep with this addictive stranger, and the fact that he had done that while knowing he should have been with the brunette spoke volumes.

Pulling off his mask, he rubbed at his eyes as he tried to stop his mind from whirring. He so desperately wanted to give into his body, to relax into the mattress beneath him while idly talking to the woman who he felt so strangely comfortable with. Yet the idea of his father storming about on the floor above him, with his distant cousin lapping at his heel as they searched for the host, paired with the no doubt fuming face of Bela, prevented him from doing that.

Wanting to make the most of the time he did have however, Dean rolled onto his side again to reach out for the woman who he was sharing the darkness with, only to be met with the warm sheets of the bed. He panicked, his hand patting further and further away from him as he searched for the body that had pleasured him just moments ago. It was then that he heard the rustling of clothes, and his stomach churned. He needed to know who she was; not for any business purposes, or for even further sexual favors, but for her company.

Fuck, he was just like the others, wasn’t he?

That thought alone stopped him from opening his mouth, from preventing her from leaving him naked on the bed. It was her prerogative to slip out without revealing who she was, and he knew that. But this was the first time in his life where he had felt truly connected to somebody. Maybe it was the room, maybe it was because they were sharing this blackened space…maybe he was overthinking it.

It wasn’t until he heard the sound of the door opening did he move to sit up straighter, feeling a heavy weight pull at his chest. He couldn’t believe he was feeling sad about an unknown person leaving him after an hour of amazing sex. They had no ties to each other, no obligations, so why the hell was he sitting there with a dejected ball of emotion settling deep within his stomach? Before he could even question it however, the answer revealed itself. Through the now open doorway, Dean saw a small beam illuminate part of the hallway from Evan’s flashlight which in turn, helped to reveal part of the woman who he had devoured moments before. The red dress. It was her.

“Hey, wait!” Dean shouted, rushing from the bed before placing his hands out in front of him, not wanting to bump into anything and stumble. But she didn’t wait, even though she hesitated for a split second, she was soon out of his sight. “Shit!”

He needed to find his clothes, and fast. Stumbling around the space, he found the swing and blindly bent down to the floor, using his fingers to feel around for the material he was searching for. It felt like he was trying to complete a damn rubix cube; how the hell was this so complicated? How the hell did shemanage to find her dress and get ready so easily?! Every second that passed was one too long. He had to find her, had to work out who she was in order to calm the unruly curious storm that was surging inside of him.

Finally, after what felt like forever, Dean was dressed back in his suit; although whether it was inside out or not was another issue, and something he would sort when in more adequate lighting. He rushed out of the room as fast as his legs would take him, his fingers still doing up the buttons on his white shirt as he came face to face with the security guard who shone his light in the host’s direction.

“Evan, where did she go?!” Dean demanded, sliding his arms back into his suit jacket as he frantically looked up and down the dimly lit hallways.

“Who?” The question was paired with the flashlight being aimed into the host’s face, the security guard wearing a bemused expression as he saw how flustered the man before him was.

“The woman in the red dress,” Dean urged, his tone quite snappy as he ran his fingers through his dishevelled hair. “She came out of room six moments ago.”

“Towards the stairs on the right,” Evan quickly answered, pointing that way before his smirk grew wide. “Wanting a stiff drink after what you did to her no doubt.”

“Yeah, thanks,” Dean muttered, slapping the security guard on the shoulder quickly before he half jogged down the corridor.

Hehad to find her, and he could only pray that she hadn’t gone too far. Of course, he had no idea what he was going to say to her, but if he could just get a name, a place of employment; something which meant she wouldn’t be out of his life for good, then at least he would be able to sleep tonight. Without a piece of information however, he knew trying to locate her, or at least finding out who she was, would be like looking for a needle in a very large and complicated haystack.

His feet found the staircase that led back up to the main hall, his grip tight on the rail to help him take the steps two at a time, when a hand wrapped around his wrist. It yanked at him with force which caused him to stumble back slightly as an angry voice sounded from behind him. “Where the hellwere you?!”

Turning around, his gaze fell upon the brunette who he was supposed to be sharing one of the chambers with. Fuck. “Bela, I don’t have time for this.”

“Then make some!” She shouted, stomping one of her feet as her balled up fists thrusted downwards at her sides. “I have been waiting for you in that room for ages and yo–” She cut off her own words as her gaze took in his less than tidy appearance, her focus on his neck, “-wait, why is your bow tie undone?”

“I–” Dean started, not really wanting to choose this exact moment to explain that he had no interest in her whatsoever and that he, instead, was more infatuated with a woman whom he only knew wore a red dress, and gave him the most mind blowing head ever.

“-Oh my god,” Bela gasped, her fingers coming to cover her mouth partially. “You had sex with someone else didn’t you?!” Her voice was raised, and it caused the people around them to stare in their general direction.

At first he wasn’t too bothered, knowing that he had half of his face hidden by his masquerade mask meaning that his identity was secret. That was, until he remembered he took it off on the bed in room six, and in his haste to chase after the enchantress, he had completely forgotten to put it back on. Great. Fucking great.

“Look I don’t want to get into this now,” Dean stated, trying to stay as calm as possible as to not escalate this situation any further. “I need to-”

“-I can’t believe you!” Bela shrieked, slapping her hand hard against his chest as she continued to fume. “I told you I would be in room six and you deliberately chose to go somewhere else.”

The green-eyed host thought he had a lot of patience; he had been tested many times in his life by numerous different circumstances and he had always managed to stay calm. But right then, while he felt the burning eyes of many on his back, and the judgmental stare from the woman in front of him, his restraint was wearing very thin.

“I DID go to room six!” Dean snapped, taking a step down the stairs towards her as he gestured down the hallway towards the chambers. “I followed your instructions to the letter and you weren’t there. That’s NOT on me.”

“But that doesn’t make any sense!” she argued, shaking her head as she continued to scowl. He didn’t need to see her without her mask to know she was making that expression; the way her nose was crinkling and mouth hung slightly agape told him that.

“Then take it up with Evan. I was where I was supposed to be,” he argued, his tone dominant and sharp as he held his ground. All the while in the back of his head, he knew he was running out of time to find the woman in the red dress. What if she changes? What if she leaves?

What if? What if? What if?

“But the fact still stands that you stuck your cock into someone else!” the brunette cried, and that was the moment that Dean decided that he’d had enough. He couldn’t stand living in this veil of deception any longer and hell, the opportunity had presented itself.

“So fucking what, Bela!” he spat, not caring that he had dropped her name, nor that his gruff voice had reverberated off the walls around them. He had a point that he needed to make. “We aren’t exclusive, we never havebeen exclusive!”

“That’s a lie!” she fired back, a nervous laugh leaving her as she looked around, almost as if she was waiting for backup that was never going to arrive. But her words only infuriated him further, causing a fiery rage he hadn’t felt in a long time erupt within the very core with him, and burst out of his mouth.

“I DON’T LIE!” Dean roared, his expression darkening as she flinched back away from him. It caused him to lower his tone slightly, giving him the pause needed to take a deep breath. “Tell me when that happened?! Because if I remember correctly, you just assumed that of us, and took advantage of the fact that I just fuck you whenever I feel like it.” Even though he wasn’t shouting, his words were still sharp, his delivery of them cutting through her facade like paper. “Newsflash Bela, you’re just my go to for whenever I need a good lay, nothingelse.”

“De-” Her eyes were glazed over, her hand now resting on her chest as she shrunk into herself. That was when he knew he had gone a little too far, allowing all of his frustrations to form the bullet he just shot straight at the brunette.

“-Look, I’m sorry, alright? But you knew whatever was between us was justsex. I never wanted anything more from you, and I never will. I’m not doing this anymore,” he informed her, stern and precise before he began to turn away. “Now if you’ll excuse me.”

“You’ll regret this!” Bela shouted after him, as he began to take the steps at a hurried pace, not caring about the spectacle he had just created on the floor of the Lights Out chambers.

“I really don’t care,” Dean admitted, stopping momentarily to look back at her. “You want some honest advice? You could do a lot more with your life if you really tried to. You don’t need to rely on your fathers money for everything.”

“Fuck you,” she hissed, staring him down with fury alight in her eyes. To that, he just smiled before letting out a slow and long breath.

“Enjoy the rest of the party, Bela.”

Dean left her standing at the bottom of the staircase as he rushed to get to the main floor, not caring about the problem he knew he had created. There would be repercussions for his actions, that much he knew for certain, but he didn’t care. He didn’t want to be with Bela in the first place, and it wasn’t right for him to string her along in an attempt to keep everyone happy when his heart truly wasn’t in it in the first place. But all of that worry and stress would have to wait for later. Right now, his priority was finding his enigma, his enchantress; the woman who made him feel more like himself than he ever thought possible.

He rushed along the corridor, glancing in every tight space, looking behind every door and in each hidden corner he could find. So far, there was no sight of her and it only made his stomach tighten. His last hope would be that she was in the main hall, back at the bar with a glass of alcohol like Evan had originally suggested. So he ran, carefully rushing past guests who were travelling in the opposite direction, being mindful to not bump into them or spill their drinks. Unfortunately, however, there was one person who stepped out at the wrong time and his shoulder sent their whiskey spilling to the floor.

“Woah brother,” the southern accent sounded, and as Dean quickly looked at the face of his victim, he realised he had quite literally ran into Benny. His friend’s once happy expression was now morphing into one of worry as he hesitantly came to rest a hand upon the host’s shoulder. “Everything okay? Where’s your mask?”

“Have you seen the woman in the red dress?” Dean quickly blurted out, his eyes scanning behind and around him as his heart thudded inside his chest.

“You didn’t end up talking to her?” Benny questioned, frowning a little when he took a note of how the man in front of him was acting.

Dean could only huff a quick breath, his eyebrows raising slightly as he ran a hand through his hair, “I’ve done a lot more than that.”

“What?” Benny guffawed, before steeling himself by pursing his lips together. Still, he couldn’t help but whisper his next question, stepping a little closer as to not make it widely known knowledge. “De, you sleptwith her?”

“Look I’ll tell you everything later but right now, I need to find her,” Dean stated urgently, his attention still very much on the crowd as he rolled to his tiptoes, hoping the extra inch would help locate this woman. “I still have no idea who she is, or where she’s from and there was this…” he sighed, fighting the temptation to tell his friend he felt a connection unlike any other, “…doesn’t matter, I just want to find her okay?”

The urgency in Dean’s tone was enough to convince his friend, and when a waiter walked by with an empty tray, Benny was quick to place his empty glass upon it. “Alright, boss. I’ll start lookin’. I’ll take her for a drink if I locate her.”

With a pat on Dean’s shoulder, his cajun friend blended into the crowd in the opposite direction to him. A sigh of little relief left his lips; he was just glad to have someone who he could trust, who didn’t question his actions or motives, on his side. Without wasting another minute, the host quickly moved through the sea of people that surrounded him, his eyes scanning every available body and corner that they could. He glanced over towards the bar, his heart plummeting to his stomach when he realised she wasn’t there. He needed a better vantage point, needed to get higher so he could look out over the whole of the room.

Without hesitation, he moved towards the staircase that led to the upper floors of his home, the steps that were sectioned off with a rope and security to ensure no-one could pass them. As he climbed, one of the guards nodded towards him in acknowledgement before he removed the barrier to let him pass. That was when Dean turned around, his hands by his sides as he surveyed the party from an angle only he could use. Yet all he saw was an ocean of black and white, pawns on a chessboard that didn’t even realise they were being played by something that was much bigger than they were. A colorless scene filled with fake personas and unspoken debts.

There was not a single red dress amongst them.

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Chapter Fourteen 
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A/N: *tabby hides now* Please do not shout…remember the slow burns lol. 

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