#businessman!Dean
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loving white collar businessman and his spoiled freelance husband 💚💙
#supernatural#spn fanart#castiel#dean winchester#destiel#deancas#spnfandom#castiel fanart#destiel fanart#Dean is rich and cas is spoiled#businessman!dean#freelancer!cas#they’re in love#soulmates
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so y’all remember in season 14 when Dean planned to trap himself inside a Ma’lak box and sink to the bottom of the ocean forever—to be sunk alive with Michael because being buried alive wasn’t safe enough-and had a vivid nightmare about his horrific fate if he went that route???
anyways, haha OceanGate, am I right?



#at least Dean was trying to save the world#and he had Sam to tell him that’s the stupidest plan ever#and the teenager that is on board because of his dad is equivalent to Dean and Sam tricking Jack to get into the box#apparently a true father and son relationship is dooming your child to a horrible fate in your footsteps#i meannnn#daedalus and icarus#Dean and Jack#and now this businessman and his son#mournful lol#doing my civic duty#and providing supernatural meme templates for the situation at hand#i encourage memes#I would but I’m lazy#tag me if you do#if someone can make memes out of these images that would be great#dean winchester#jack kline#they’re all his dads#jack’s dads#Shahzada Dawood and his son Suleman#spn#supernatural#supernatural meme#supernatural fandom#archangel michael#sink the rich#oceangate#oceangategate#titanic#the titan
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𐙚𓏲⋆ ִֶָ ๋𓂃 strictly professional,
summary. you're dean smith's new secretary and boy--it's hard to keep your thoughts from wandering.
pairing. dean smith x secretary!reader
wordcount. 1073
notes. slight smutty ; mdni!
The first time you meet Dean Smith, he barely looks at you.
You walk into his sleek, minimalistic office, resume in hand, and he simply gestures for you to sit, eyes still locked on his computer screen. He types something, clicks his mouse, exhales through his nose. Then finally, he looks at you.
And damn.
His green eyes—sharp, assessing—sweep over you as he leans back in his chair. His suit is tailored to perfection, crisp and expensive-looking, dark blue that makes his sun-kissed skin pop. His tie is a deep burgundy, knotted neatly at his throat, and when he tilts his head, his jaw flexes in a way that should not be sexy.
But it is.
"You're the new hire," he states, voice smooth, cool. A businessman’s voice.
You nod, clear your throat, stating your name. "Yes, sir. Your new secretary."
Something flickers across his expression, something unreadable, and then it's gone.
"Welcome to Sandover Bridge & Iron," he says, and just like that, you're in.
Two weeks in, and you should not be fantasizing about your boss.
But it’s hard when he looks the way he does, sleeves rolled up to reveal strong forearms, tie loosened at the end of a long day, glasses perched on the bridge of his nose as he reviews contracts.
And it’s harder when you catch him watching you sometimes, gaze lingering when he thinks you won’t notice.
And it’s damn near impossible when he calls you into his office after hours, voice low and smooth through the intercom.
“Need you in here for a moment.”
You step in, closing the door behind you. The office is dimly lit, the glow from his desk lamp casting sharp lines over his face. He’s loosened his tie completely now, the top two buttons of his shirt undone.
"Late night, sir?" you tease lightly.
He exhales, rubbing the back of his neck. "Yeah. Paperwork never ends." Then his gaze lifts to yours, intent. "You’ve been doing good work."
You blink, caught off guard. He usually isn't one for compliments. "Oh—thank you."
"I mean it," he says, sitting back, studying you. "You’re sharp. Fast. Pick up on things quick." A small smirk tugs at his lips. "Can’t help but notice you watching me like you’re trying to figure me out."
Your stomach flips. Heat creeps up your neck. "I—um, well, I like to be observant."
Dean hums, standing up. He takes slow, deliberate steps around his desk, stopping just a foot away.
"That so?" he murmurs. "And what have you observed?"
Your breath catches. You shouldn’t do this. Shouldn’t let this happen. But he’s so close, warmth rolling off of him, cologne wrapping around you.
"I…" You swallow. "I’ve noticed that you work too much. That you don’t let yourself relax."
His smirk grows, lazy, knowing. "And you think you can help with that?"
The room feels smaller, air heavier. Your pulse pounds in your throat.
You don’t know who moves first, but suddenly, his hands are on you—gripping your waist, pulling you flush against him. His mouth crashes against yours, hot and wanting.
You gasp, fingers tangling in his hair as he lifts you onto his desk, knocking over a pen holder. His hands slide up your thighs, pushing up your skirt, fingers teasing at the tops of your stockings.
"Tell me to stop," he pants against your lips. "Tell me this is a bad idea."
You don’t. You can’t.
Instead, you tug at his tie, pulling him back in.
"I don’t want to stop," you whisper.
And that’s all he needs.
Dean groans into your mouth, his hands tightening on your waist like he’s anchoring himself, like if he lets go, he’ll come to his senses. But he doesn’t want to. You feel it in the way his fingers grip you, in the way his breath stutters when you rock your hips forward, seeking more.
He’s all heat and strength between your legs, suit still sharp but unraveling fast—tie loose, shirt wrinkling under your touch, belt clinking as he pushes against you.
“This is insane,” he murmurs, pressing open-mouthed kisses down your jaw, over the sensitive skin of your neck.
You tilt your head, giving him more. “Then stop.”
He growls, low and rough. “You know I can’t.”
His hands slide up, pushing your blouse up with them. His fingers brush the lace of your bra, teasing, and you shiver, gasping as his mouth follows, warm lips dragging lower, tongue flicking over your collarbone.
You don’t know when you start unbuttoning his shirt, but soon, your hands are splayed over his chest, feeling hard muscle, the heat of his skin. He hisses when your nails scrape lightly down his stomach, hips jerking forward, pressing his growing arousal against you.
“Fuck,” he grits, forehead dropping to yours. His breath is ragged, fingers flexing against your hips. “You’re making me lose my mind.”
Your lips curl into a smile. “Good.”
Dean lets out a sharp laugh, shaking his head, before crashing his mouth against yours again, hands trailing down, tugging your skirt higher, fingers ghosting over your thighs, teasing at your soaked panties.
The knock on the office door nearly makes you jump off the desk.
Dean jerks back, eyes wide, breathing hard.
“Mr. Smith?” A voice—some poor, oblivious intern—echoes through the door. “You still in there?”
Dean curses under his breath, running a hand through his hair before calling out, voice forcibly even. “Yeah. What is it?”
“There’s a last-minute revision on the quarterlies. I can slide them under the door if you want.”
Dean exhales sharply, leveling you with a look that’s both frustrated and amused. You press your lips together, trying not to laugh.
“Yeah, do that,” he says, stepping back, straightening his tie, though it doesn’t do much to hide the way his shirt is still unbuttoned, his belt unfastened.
A few seconds later, the rustle of papers sliding under the door is followed by retreating footsteps.
Silence.
Then, you burst out laughing.
Dean sighs, scrubbing a hand over his face, but there’s a smirk playing at his lips. “This is what I get for breaking my own damn rules.”
You hop off the desk, adjusting your clothes, still grinning. “And yet, you’re not saying you regret it.”
His eyes darken, fingers catching your wrist as you pass. He pulls you back, tilting his head.
“Oh, sweetheart,” he murmurs, voice low and promising. “We’re nowhere near done.”
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#dean winchester#dean winchester x reader#dean winchester x you#dean winchester fluff#dean winchester smut#dean winchester fic#supernatural#.docx
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BETWEEN THE CITY & THE STARS - Part 3
Pairing: Dean Winchester x Reader
Summary: In the fall of 1945, Dean is having a difficult time assimilating back into civilian life after the War. He’s visiting his brother Sam in New York City, where he’s beginning to build up his law firm. At two minutes to closing time, you interrupt their evening to solicit a solicitor. Your request? You need help in order to divorce your husband.
AN: All right, diving into some muddy waters here...
Jacklesverse Bingo24 Prompt: Historical Epic
Song Inspo: “You Go to My Head” by Tony Bennett
Word Count: 6.5K
Tags/Warnings: 18+ only! Angst, (technically cheating—it’s complicated), hurt/comfort, and smut.
✨ Series Masterlist
🎵 YouTube Playlist || Spotify Playlist
Part 3: A Moment
Dean sat with you in silence on the bus. While you were still beautiful in your black dress, hat, and veil, you didn’t have the vivacious spark in your eyes like you did back at the club. There, when he held you in his arms, he earned your breathless, giddy laugh by turning you too many times under his hand.
Now, you looked like you were in mourning. Maybe you were.
“You hungry?” he asked.
You didn’t even raise your gaze as you picked at a stray seam on your dress.
“I don’t think I could eat anything,” you replied.
As if on cue, the thought of food made your stomach percolate, uttering a rumble. You froze. Your eyes widened as you bit your lip in mortification, but you were unable to stop yourself from glancing at Dean.
He cocked a brow at the sound. Then, his lips twitched at a smile.
“I think I know a place,” he said.
You were blushing too hard to argue.
And so, you and Dean got off the bus early. You ended up sitting across from him at a steakhouse. It was nice and quiet. Softer piano music played, and you were perusing the menu, trying not to feel guilty about it.
You had to remind yourself that your husband was betraying your marriage in far worse ways than you right now, and in the grand scheme of things, this was nothing. Dean was just paying you a kindness by taking you out for dinner.
“Get whatever you want,” he said, gesturing towards the menu in your hands.
You gave him a measured look across the table. Sure, he could say that, but you still felt bad. He was a soldier no longer on a soldier’s salary.
So you tried to be discreet while you were eyeing the steak side of the menu. Seeing the state of these prices—more than a little outrageous, in your opinion—you turned to the other side. The server returned to your table shortly after.
“Are we ready to order?” he asked.
Dean gestured for you to go first. You once again glanced down at the tiny printed words next to the fancily scrawled prices, biting at your lower lip.
“I’ll have the roast chicken please,” you said.
Dean rose his brows at you. “You sure that’s what you want?”
“Sure. I’m happy with anything,” you said.
A smile played on his lips. “So you really want to have chicken at a steakhouse?”
His amusement was infectious. You couldn’t help but begin to smile too. He leaned in closer across the table, as if conspiringly.
“I’ll get you whatever you want, and I mean that,” he said. Then, adopting a more joking tone, “I may not have a job lined up yet, but I’m not penniless.”
Your smile fell. “Oh, Dean, I know that—”
“Then order something good,” he said, raising his brows. “I dare ya.”
Your lips began to purse, trying not to succumb to the annoyingly charming gleam in his eyes.
“How about the Salisbury steak?” the server suggested. “It’s very popular right now.”
Dean looked to you for confirmation, again popping his brows in teasing askance. You offered a weary smile of defeat.
He ordered two steaks with all the fixings.
Dean was the more natural improvisor, but Sam had become just as good at finding the right role to play in situations like these. With Michael Milligan and his friends, that role was mostly himself: a bachelor, a businessman, but also being “the new guy in town,” looking for friends and a good time.
So Sam was wearing his newest suit and his best watch—a graduation present from his father—and had made sure he looked sharp before leaving the apartment tonight. Though he undid a couple of buttons on his dress shirt and ran a hand through his hair to tousle it up a little, making himself look casual enough to match these guys.
Seeing the shine on his wrist, Michael was generous enough to invite Sam along when they traveled behind the velvet curtain with Dolores Daye and the Cotton Club’s esteemed host, Brady Johnson.
Johnson. Sam recognized the name with an internal jolt. He’d seen it scrawled in Michael Milligan’s handwriting across several checks, dated between 1944 to 1945.
Brady Johnson had a crooked smile that was supposed to be charming as he led the group into a darker, cozier room. It smelled like the smoke of cigarettes and cigars, coupled with the faint must of perfume and cologne. There were a couple of pool tables, a fully stocked bar, and a big round table where he gestured for them all to sit.
Dolores took a seat right on Michael’s lap. There she gave the man a kiss that likely tickled his tonsils.
Sam pretended to be discreet when he looked away, but really, he was trying to sneak his little Canon camera out of his jacket. He stiffened to attention when Brady slapped a hand on his shoulder.
“What’re you drinkin’, Winchester?” he asked. “Scotch? Whiskey?”
“Aren’t those the same thing?” Sam said, injecting some good humor into his smile.
Brady thought about it, popped a brow, then levied a finger his way. “Damn it, when you’re right. You’re right. I’ll get ya both then.”
He reached out and touched Dolores’s side meaningfully, getting her to stop “greeting” Michael and detach from his face.
“Sweetheart, why don’t you get our guests something to drink, huh? Then you can go back to making Michael here feel comfortable,” Brady said, slapping a congenial hand on Michael’s back.
Dolores gave Brady an easy smile and practically hopped out of Michael’s lap with a graceful two-step. She caressed his face as she made her way around his back and away, heading towards the bar. Michael followed the careening path of her hand as she half-turned his head, and he shot her a wink. She giggled indulgently, making him smile.
Then he turned his attention to the game of poker at hand. One of the other men was dealing the cards. Sam glanced at his hand before he looked over at Michael. Specifically, Sam noticed the gold band on the man’s left ring finger.
Michael seemed to feel Sam’s eyes on him, and he followed the path of Sam’s gaze. Michael flexed his hand and tucked it into his pocket.
“So Sam, what’s your poison?” he asked.
“I’m a whiskey guy, I guess,” Sam said, glancing around the room. There was probably an exit out back, but otherwise, the place was secluded and well-contained. So far he didn’t notice any other back rooms, besides a door to what was probably a dressing room. Michael had probably gotten that tour a time or two.
“This is a nice place,” Sam remarked, offering Dolores a polite smile when she set down a fifth of scotch in front of him. She gave him a charming wink before she served Michael his whiskey on the rocks next.
“I don’t come here all that often,” Michael said, adding a quirking grin. “Just on payday.”
The men shared a chuckle. Sam’s gaze was a hint sharper.
“Well, the drinks are good. I imagine the company’s better,” he said, his brows raising slightly when Dolores passed by to serve one of the other men a drink. Michael cocked a finger at him, congenial, but still warning.
“Yep, she’s a sweet one, all right. Sweet for me,” he said, grinning.
Sam nodded in understanding.
“I get it. She’s happily occupied,” he said, though he casually gestured to Michael’s left hand when he used it to bring his drink up to his lips. “Sorry for your loss.”
Michael gave him a look of confusion while he sipped, but when he noticed Sam pointing at his wedding ring, he had to pause and clear his throat.
“Excuse me?” he said.
“Ah, I’m sorry. I assumed you were a widower,” Sam said. He quirked a smile and sipped at his own drink.
Michael hesitated. He rubbed at his left ring finger, over the shining band.
“Yeah, well, sometimes I forget that myself,” he said. His blue eyes dimmed. “It, uh…hasn’t been all that long since she passed.”
Sam almost shook his head. If the man was going to lie, he could at least put some effort into it. He was beginning to understand your pain even better than ever.
“I’m sorry. I didn’t mean to pry,” Sam offered.
Michael smiled tightly. “Don’t worry about it.”
“All right, we good?” Brady said, now that the cards were dealt. Dolores came back over to sit on Michael’s lap. Sam didn’t get out his camera just yet; the position was incriminating, but not hard proof of an affair. He’d have to wait for a better opportunity.
“Who’s betting first?” he asked.
After the meal, you realized you weren’t quite ready to go home, despite the late hour of the night. Picking up on your reluctance, Dean suggested taking a walk. You held onto his offered arm and led him a couple blocks away to Central Park. You guided him through the walkways you almost knew by heart, even in the shrouded dark of the night.
You were beginning to feel an odd prickle zip across your skin. Deep down, you knew you walked on a thin edge teetering between right and wrong.
He’s just being kind, you rationalized. You were battered enough inside to crave his kindness, more than you would’ve ever liked to admit.
“Thank you again for dinner,” you said, “and for staying out with me. I just…didn’t feel like going home to an empty apartment.”
Dean’s lips twitched up at one side, ruefully. “I kinda know what you mean. We could, uh…catch a picture show or something.”
“Oh no, Dean. It’s all right. Far too late for that,” you said, releasing his arm to wave a dismissive hand. Really, you just wanted to dispel the idea of him treating you to anything more tonight. By the way he was as dinner, you just knew that he wouldn’t allow you to pay for your own ticket to see a show. Nor did you want to eat into his pockets anymore.
Your hands were gathered in front of you now as you walked, holding your purse. A cold rush of wind pushed at you both from behind. It popped up the collar of your winter coat. Dean fixed it for you, laying it back down above your shoulders. You murmured your thanks again as you felt the brush of his fingers across your back and shoulders.
Afterwards, he slid his hands back into his coat pockets. He looked up at the tall trees and nicely trimmed bushes, their little red flowers having opened up.
“This is the only part of the city worth seeing,” he remarked, knocking a small rock ahead of him with his foot.
You turned to him with a frown. “Come on, now. There are a lot of interesting things in the city. There’s the Statue of Liberty and Rockefeller Center, not to mention museums, restaurants, Radio City, plays, and movies too, remember?”
“Okay, aside from Radio City and a couple of old buildings, we’ve got all that back home too,” he said, with a cutting motion of his hand.
“Has Sam shown you everything? Or have you been exploring on your own?” you asked. The question was a bit deceptive though. In your mind, you were thinking of what Sam had told you…
He’s not usually wanting for company.
“On my own, for the most part,” Dean replied. “Sam’s been hard at work. A bit too busy for his hanger-on older brother.”
You looked over at him with furrowed brows. “Dean, I doubt he sees it that way.”
The man shook his head. “Look, I’m…I’m proud of him, don’t get me wrong. He’s trying to build something for himself, and that takes time and a lotta work. He’s created a life here. I’m just trying to catch up, I guess.”
You considered Dean for a moment. Like you, he seemed to be at a crossroads.
“What was it like for you two, growing up? You’re from Kansas, aren’t you?” you asked.
He nodded. He hesitated, but he surprised you by opening up a little, telling you more about his life before the war. It was always before and after. You knew it always would be.
You learned that his mother passed away when he was young, rather tragically due to an illness that came on suddenly and swiftly. He still remembered the deep blue of her eyes, her blonde hair. But most of all, he remembered her voice, kind and pretty when she sang to him until he fell asleep.
John, his father, had become a harder man after her death. Quieter, and stoic. Dean hardly remembered him without a glass of liquor in his hand after that. John had been a factory worker before he enlisted in the Navy. He died a decade later at Pearl Harbor, during the war.
That news came through with a military officer knocking at the front door of their family home. Dean answered it, and so that news hit him first. Afterwards, he had to sit his younger brother down and tell him.
That afternoon, both of them enlisted.
Dean told the story matter-of-factly, but you felt and saw the emotions hidden behind his eyes. You saw the weight of responsibility on his shoulders, both as an older brother, and as the eldest son. You had to quickly swipe away a tear before he turned your way. He offered a small smile.
“Ah…enough about all that. What about you?” he asked. “How’d you grow up?”
You took a steadying breath, and you told him.
“Well, I’m from a small town in South Dakota. Sioux Falls,” you said. “Mom’s a schoolteacher. Dad works in a steel mill, and my Uncle Bobby owns an automotive towing company there.”
“Well, that’s a decent job,” Dean said.
“Have you thought about what you want to do?” you asked. He nodded, and the two of you stopped to sit together on a bench in the park. You had a view of tall skyscrapers like Empire State in the distance, and the night sky above the arching trees.
“Yeah, a lot actually,” he said, carding a hand through his hair absently. “Like, uh, talking about cars, I’ve always liked them. The hum of a good engine. My dad could hear a car running from a block away, and he could tell you what was wrong with it, just by the sound of it.”
He punctuated his words with a sweeping gesture of his hand. You could imagine a road laid across the path of it, along with a rumbling car and his father’s perceptive, judging eye.
“Heh, matter of fact, we used to take his old Chevy apart, put it back together again,” said Dean, smiling a little. “I like working with my hands, I guess.”
You admired his hands as they rested casually in his lap. They were larger than yours, with long fingers. His hands look strong and capable like the rest of him, even though they were always considerate when they touched you.
“Then you should do something you like doing,” you said. “Fixing cars! That’s good, honest work you can make a living out of.”
Dean looked over at you. “You think so?”
You nodded your encouragement, smiling bright. “I know so. You might be a bit of a flirt, but you also look like someone who can accomplish whatever you set your mind to.”
When those words slipped free from your mouth, you realized how he might take that little accusation, let alone how overeager you sounded. Your gaze fell away from him as you felt your face getting warm in a blush.
Dean’s smile widened, showing teeth. “I’m a flirt, huh?”
“Well…” You bit the inside of your lip and tried your hardest not to look at him for a while. “At least you’re an honest one.”
Dean laughed freely at that. He wasn’t offended, just amused at the way you got embarrassed, even though you didn’t take it back just to save face.
He appreciated your support and the way you talked, straightforward and earnest. There was nothing frivolous about you. You meant every word you said, and you said it with conviction.
“Do you enjoy your work then?” he asked. You dimmed a little.
“Well, I’m a secretary. I work in an office,” you said, chuckling slightly. “Nothing exciting there.”
“You mean, compared to being an army nurse,” Dean pointed out.
You nodded begrudgingly. He saw through you too well.
“It was never boring,” you joked, even if it was a weak one.
A sigh escaped you. The truth was, you saw things on the battlefield that revived behind your eyelids every time you went to sleep. It kept you up some nights, and it made it incredibly difficult to sleep alone. Sometimes you’d craved Michael’s arms around you, even if he was too deep in sleep from being drunk the night before. Sometimes it was too hard to be alone all night in your bed, even if you wanted to be.
“That’s how Michael and I met,” you confessed. “I was trying to stitch him up after his plane was shot down. He was lucky to be alive, frankly. Had a nasty head wound. I also helped the doctor set his shoulder, horribly dislocated…”
You two fell in love in that one month you were stationed in the same town together, where France was falling apart. The combined forces of French, British, and American units were able to finally liberate Paris from being occupied. Michael was honorably discharged due to the wounds he’d sustained there.
The next time you and Michael had shore leave at the same time, you got married here in New York City: October 10, 1944.
“I wouldn’t have minded if you were my nurse,” Dean said, breaking you out of your thoughts. You sent him a wry, sidelong smile.
“You can’t help yourself from flirting, can you?” you quipped.
The way he waggled his brows made you laugh, and then duck your blushing face. He was too much.
“I’m serious though,” he claimed. One of his hands went to his right shoulder. “I’ve still got a twinge over here. Think I tore some kind of muscle from hauling ammunition, but it never really healed right.”
Your head tilted in concern. The nurse in you couldn’t help it. You turned to him more fully on the bench.
“That shoulder?” You pointed at his right one. Dean nodded. You got up and moved to his other side, and he made room for you on the bench.
“Can you peel back your jacket for me?” you asked.
“Not a problem,” he said, with a note of sensuous teasing in his voice that you chose to ignore. He revealed his white dress shirt, black waistcoat and brown leather suspenders. That was a familiar sight, but you tried to ignore the feeling of defined male muscle underneath your hands, instead focusing on finding the problem. You knew you struck it when Dean flinched, uttering a reflexive grunt of pain.
You murmured an apology, massaging the spot of muscle deep in the joint of his shoulder through his clothing. A fellow nurse with more experience in the medical field had taught you about each muscle in the body, and how to relieve tension around scar tissue. After a while, the stiffness in Dean’s frame began to relax. His neck lolled to one side as he groaned in relief.
Then he chuckled. “You some kind of miracle woman?”
“I might be,” you said. The corners of your mouth inched upwards.
When he was fully relaxed, you stopped your ministrations and let your hands fall away from his shoulder. Dean stood up from the bench along with you, yanking his jacket back on. Soon it was the two of you standing together in near darkness.
“Thanks, sweetheart. Feels much better already,” he said. There was something warm, and a hint gentler in his voice. Even he realized it afterwards, not knowing quite how to feel about it…until you looked up at him with that smile. His heart thudded a bit harder in his chest.
“What should I charge for a miracle?” you asked.
Dean pretended to think, humming in consideration. He knew what he wanted to give you in exchange, but he settled for something more gentlemanly.
“How about you let me take you home?” he offered.
You nodded. “That works for me.”
You continued walking with Dean through the park back to the entrance, with only a few scattered lampposts and the stars above to light your path.
Once again, you and Dean made it to the front porch of your apartment building. Despite your better judgment, you invited him in for a night cap and a snack. To be fair, he would have a long way home. You just wanted to repay him at least a little bit for his kindness.
He followed you up the stairs to the second floor, Unit 21B. Inside was a modest, cozy living room, a hall leading to the kitchen, and further down, the bedroom. You poured two glasses of whiskey and sat beside him on the couch.
“Didn’t take you for a whiskey girl,” Dean remarked.
“Yes, well, it’s one of those nights, I guess,” you said. You didn’t quite smile as you took a small sip.
By now it was past midnight. You wondered if your husband didn’t intend to come home until the morning. It had happened before, but it still made you so very angry now that you’d seen it with your own eyes. You drowned out that sick feeling with more whiskey and conversation.
Within the hour, you and Dean had nearly polished off the bottle. You were more than a little tipsy.
You laughed a bit harder than you should’ve at Dean’s stories, but he liked the sound of your laughter and the way you were letting loose around him. It was the first time he’d seen you smile so much, and it was a good look on you. He was glad to be able to get that out of you.
“I almost missed my own birthday party when I was ten,” he said, laughing a little. He was spurred on by your infectious grin. “Sam and I, we got it into our heads to jump off the roof of the shed out back. See, I had a towel tied around my neck.”
“A cape,” you giggled.
Dean pointed a finger at you. “Exactly. So I can fly.”
You shook your head. “Naturally.” You could imagine him as a precocious child, with ruddy cheeks and small freckles spread across them.
“My brother had a ‘cape’ too, but he was a skinny kid at six years old. Small for his age for a long time, if you can believe it.”
“A-huh…”
“Well, I jump off first, and I manage stick the landing, just shaking a little when my boots hit the ground,” Dean said, making a show of wobbling his legs a little. It looked odd while sitting on the couch, but you could imagine it so clearly, it made you smile harder.
“Sammy, not so much. Poor kid broke his arm,” he said.
Your smile dropped.
“No,” you gasped, a hand flying to your mouth.
Dean nodded. “I had to take him to the clinic on my bike. He rode on my handlebars all the way there. We agreed not to say a word to our dad, you know, but of course, it’s kinda hard to hide sling.”
“What did he do?”
“He took one look at us, at me. Mom was fretting over Sam, and Dad just shook his head.”
“Was he mad?”
“Of course he was, but at least he never took it out on us. Not with his hands, at least. He cussed up a storm about us damn kids and had to walk it off.” Dean chuckled and swiped a hand through his hair. “That was some birthday.”
You erupted into more giggles. He smirked at you, but it slowly faded.
“You know where I was on my last birthday?” he asked.
You sobered along with him, sensing his tone.
It took him a moment to continue. He didn’t know why he started to open his mouth about this. After he set foot in his house again after the war, he resolved to leave all that behind him, try not to think about it or talk about it, if he could help it. But after what you’d told him, he thought you might understand.
“I was in Eastern Europe. Knees deep in snow and blood in the Ardennes, caught somewhere between Belgium and uh…Luxemburg, they told us. The weather was sh…it was terrible,” he corrected himself before he caught himself saying something too vulgar. It had been a while since he’d had to watch his mouth around a lady, even though he had a feeling you’d heard it all in the crumbled depths of France.
“But it finally let up enough that we could start fighting back for real,” he continued. “It was grueling. A knockout, drag out dog fight in the worst cold I’d ever been through in my life…”
You listened to the rest of his story with rapt attention, your chin held in hand as you leaned against the back of the sofa. Not only did you like the sound of his deep voice washing over you, but you realized that he was trusting you with something; with a part of himself.
When his story was done, he seemed to be reliving it all in his mind. His gaze was far away. You rested a hand on his arm to let him know that you had listened, that you had heard him, and that he wasn’t alone. He’d taken his coat off long ago, so you felt the warmth of him under the fabric of his rolled up dress shirt.
Dean came back to himself. He looked at you and grasped your arm back in thanks. But that small connection slowly began to change into something else. His hand slid up your bare arm, over the black sleeve, and across the neckline of your dress. He leaned in closer.
He smelled good, of a woodsy cologne and of spicy whiskey. He was sporting a couple days’ worth of stubble, but as you took in his face, you realized that it looked good on him. You’d only ever been taken with clean-shaven men before. This man, however, was continuing to be a pleasant surprise.
Dean cradled your cheek in his hand. You allowed him to draw even closer. You subconsciously leaned forward yourself, until his plush lips were one warm breath away from yours.
Dean held himself back though. He knew there were more things muddling your mind than the whiskey. But you held his hand to your cheek so he wouldn’t let you go just yet. You tried your best to blink back the sting of tears.
“Please,” you whispered. You weren’t exactly sure what you were asking for. At the very least, you knew you couldn’t stomach another rejection. “At the risk of sounding entirely brazen…please, don’t kick me while I’m down.”
Dean sighed. His stomach twisted in both conflict and desire. He soothed his thumb across your soft cheek.
“Sweetheart, I’d love nothing more than to kiss you. Believe me,” he said. His voice was low with grit and tinged with longing. “But I gotta wonder if this is really what you want.”
Your mouth trembled. Your heart was battered and frayed, your mind spinning with this isn't right. And yet, you had a fire in your belly, familiar, though you hadn't felt it in so very long. It churned a heady blaze when you stared into his eyes. Something compelled you to reach out and touch his lips with gentle fingertips.
“He doesn’t…touch me anymore,” you confessed, swallowing. “It used to be, whenever we passed each other in the house, it was a touch. A moment.”
Your hand ghosted over Dean’s chin, down his neck, and shoulder, and down his chest over wrinkled fabric and buttons. He had to try and calm down his own breathing, the heavy patter of his own heart in response to your touch.
“Like I had an anchor, reminding me that I was loved, and that mine was appreciated,” you said. Your voice barely rose above a whisper. “But now it’s…it’s rushed. Everything is rushed, and distant, and forgetful. That’s if it happens at all. No matter how much I work at my job, and cook, and clean, and take care of him, it isn’t enough. He’s not the man I thought I knew. That’s what hurts the most.”
Dean’s heart clenched under your palm. He was angry for you. He was sad for you. But most of all, he was starting to hate the thought of you sharing the same bed with that man, being touched by him, and worst of all, him taking from you without satisfying you.
“Rushed, huh?” Dean asked, his fingers curling to brush against your jawline. You nodded. He took your chin between his thumb and forefinger, and he raised his brows. “Everything?”
Your watery eyes met his as you bit your lip. You released it with a trembling breath.
“Everything,” you said.
Dean couldn’t help but treat you gently, drying your tears and kissing your cheek. He hadn’t known you long, but he knew you didn’t deserve what you were going through. He saw that you weren’t just pretty. You weren’t just tenacious and headstrong. You had a soft heart behind that iron wall.
So he took your chin and guided you to his lips, and into his kiss. You inhaled in a sharp breath, but you soon melted into him with a faint moan. He cupped your cheek and kissed you again, this time a firmer touch.
You matched his intensity and gripped the front of his shirt for balance, especially as his hand began to slide down your arm and around your waist. He pressed at the small of your back, bringing you flush against his chest. You had no choice but to take his face in your hands and meet his seeking tongue with your own.
A groan sounded in the back of his throat at your eagerness. He pushed you down to the end of the couch, where you laid on a few throw pillows. There he found his way between your legs and took your heels off, one by one.
Then his touch was heavy and warm across your hip, running down your thigh. After a while, he veered away from your lips to kiss his way down your neck. It earned your shallowing breath. Your hands roamed his shoulders, slipping down his back as far as you could reach. You wanted to feel more of him.
And the feeling was mutual. His kisses blazed a path along your collarbone and between your breasts, dipping below the neckline of your dress. His hand came up to gently palm one of your breasts, thumbing at your nipple hardening under the fabric. You whimpered, clinging to him tighter.
“Can I touch you?” he asked, his own breathing labored as well.
“You are touching me,” you whispered.
“You know what I mean, baby,” he said. For a moment his usual grin took over his features, but he leaned up to steal a kiss, nice and slow. “Want to make you feel good. Give you something to remember me by.”
You found yourself nodding and uttering a broken moan. It almost didn’t matter to you what he meant. His hands and the weight of his body on top of you felt so very good, you would take whatever he wanted to give you.
Your breath hitched when you felt his hand slipping upwards along your inner thigh. His thumb brushed between your legs, across the dampened fabric of your underwear. You whimpered, nodding again.
Dean reassured you with a kiss. Then he hooked his fingers on the waistband of your pantyhose, along with the silk and lace covering you underneath. He slid them down carefully, as not to rip anything (even though he’d like nothing more).
When it all bunched around your ankles, you kicked the rest of it off. The wad of sheer fabric and satin panties fell across the coffee table, over the forgotten drinking glasses. You giggled against his lips. Dean smiled too, though he gently nipped your lower lip to keep your attention. Your fingers curled up into his hair, nails grazing his scalp. The sensation made a shudder run down his spine.
He decided to return the favor, now that he was able to feel your bare thigh under his hand. He stroked your skin while he waylaid you with deeper, sloppier kisses. But all the while, his hand slid higher, closer to your throbbing core.
Finally, his fingers brushed between your legs against the bare seam of your sex. You inhaled sharply against his mouth. “Dean…”
“I gotcha, sweetheart. Promise,” he said, just a whisper of his lips with yours.
Two of his fingers slipped inside you first. You were already wet and pulsing around them when they sunk into your heat. You whimpered in his ear, especially as his fingers began to explore you, working you open, and curling upward against the most sensitive of places within your inner walls. You cried out gratefully, clenching a hand in his hair. Your core was already beginning to flutter around his fingers.
“Hmm, right there, huh?” Dean said. His voice was a bit rough; his own desire was straining in his pants, begging to be touched, but he was focusing all his efforts on you. He wanted to see you come apart, hear you gasping his name like it was the only thing you were able to remember.
His thumb began to massage tight circles over that small, sensitive bud above your entrance. You moaned and writhed against his hand. Your voice in his ear was heaven, especially when he got what he wanted. A few more deliberate strokes deep inside, and you were gripping him tight, throbbing from the inside, and coming all over his hand. He felt the rush of wetness, but he still kept pulsing his fingers inside your quivering walls, drawing out your release.
You cried out his name and fairly trembled against him. Your lower belly clenched as another wave hit you, making your inner walls flutter tightly around his fingers again.
His heart was beating as fast as yours when it all finally subsided. You fell back against the pillows, gasping for breath. Dean raised his glistening fingers up to your mouth. You were shocked to see the evidence of your own release there.
He pressed the pads of his fingers to your lips. It was downright obscene, but you gave into the urge to slide your lips over his fingers, tasting yourself when you sucked around his digits.
Dean’s green eyes were dark with arousal and satisfaction as he watched you. Feeling your tongue around his fingers made him imagine another use for your pretty mouth, making his cock throb in the confines of his slacks. But for now, it was enough to see the remnants of your lipstick come off on his mostly clean fingers.
He licked off the rest from his fingers himself, then bowed his head to kiss you thoroughly. Your hands began to explore him, the expanse of his chest over his shirt, and traveling down, below the belt. Dean slowed the pace of things, grabbing one of your hands.
You frowned in confusion. “You don’t want me to return the favor?”
Dean groaned, and he chuckled. He pressed a kiss to your hand.
“I’d go for that in a heartbeat, I really would. But tonight’s about you, sweetheart,” he said.
What was more, he didn’t want to take advantage of you. You’d had quite a lot to drink. You both had.
But I want to do this right.
That thought stopped him for sure. It surprised him, even if it was the truth. He just didn’t want to examine it too closely just yet.
He swore you looked disappointed though. It was even more difficult to make his arousal subside. He took in a deep breath, clearing his throat as he shifted off of you. He helped you tug your dress back down your thighs and tried thinking of anything that might help him calm down.
Picturing that time he accidentally walked in on his father in the bath ultimately did the trick, accompanied by a small body shudder.
“Are you cold?” you asked, rubbing his arm.
“No, I’m just fine,” Dean replied. He gave you a smile and tucked a wily strand of hair behind your ear. “You feel okay?”
Your smile was more demure, almost shy. If he were a betting man, he’d say you were blushing.
“More than okay,” you murmured.
He chuckled and swiped his thumb across the apple of your warm cheek.
With a more genuine smile, you leaned up and checked your watch resting on the coffee table. Your eyes widened.
“Michael could be coming home any moment,” you said.
The thought rekindled the wellspring Dean’s anger. His brows furrowed with a frown. He’d like to be here when Michael came home. Maybe Dean would get the chance to sort the man out, get one or two good hits in.
Instead, he let out a heavy breath. He got up and allowed you to walk him to the door, where he grabbed his coat and straightened up his clothes. He paused at the door when he glanced back at you.
You looked too damn much. Your lips kiss-swollen, your dress sleeves hanging further off your shoulders, your hair a tousled mess. He slipped an arm around your waist and pulled you back in for a kiss goodbye. You breathed in, then you melted into him, your fingers slipping through his hair. That kiss was everything.
However, like this night, it had to come to an end. You pulled away first, slowly. You touched his chin with gentle fingers.
“Go,” you whispered, “before I lose myself.”
Dean chuckled. “You took the words right outta my mouth, sweetheart.”
He forced himself to break away from you and step out of the apartment. Releasing a sigh, you shut the door behind him.
AN: Okay, you're probably having mixed feelings lol. I don't blame you! Honestly, I'm not advocating cheating here (even if we think Michael deserves it). It's just an added layer of complexity to the story in this case. 😬 Get ready for more of that in Part 4, where we catch Sam's side of things...
Next Time:
“Well, you could say I’ve inherited a business of my own,” he said. “I run a meat packing plant down in the district.”
Sam’s attention piqued. There had been a meat rationing throughout the war, even some rumors and propaganda about “meatleggers,” black market operators.
“How’s it been with the rations?” Sam asked. “Been hard to even find a good carton of eggs lately.”
Michael gave him a slight smile. “Been on the turnaround, actually. I’ve been able to make some connections with vendors outside the city. A little grease on the palms makes a little go a long way, if you catch my drift.”
Sam slowly nodded. A little grease on the palms, huh?
“Do what you gotta do in the times, ‘s what I say,” Sam agreed.
Michael snorted. “Now you’re talkin’. That’s all we can do, you know. Try to make a thing work, with whatever scraps we get. Try to stay afloat.”
“Try to stay alive,” Sam rejoined.
▶️ Keep Reading: PART 4
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The Contract
Warnings: Lots of smut, P in V, Oral (both m and f receiving), BDSM!, Sexual Assault, Stalking, Angst, Alcohol mentions, Dominant and submissive plot, Drug Mentions, Virgin user, mentions of drugs.
Chapter 1
Pairing: CEO!Dean Winchester x inexperienced! User
Summary: When her roommate and work partner gets sick, she is in charge of interviewing famous billionaire businessman Dean Winchester for his new bar's grand opening which leads to a passionate and tumultuous affair where she discovers his dark sexual desires, marked by control and dominance. The one catch? He doesn't do romance.
Based on the trilogy Fifty Shades of Grey.
(3473 Words)
Divider credits: @dollywons, @anitalenia, @selysie
“Please!” her roommate Jessica repeated yelling at her. (y/n) poured hot water into a coffee mug, placed a tea bag in the water, and began mixing with a spoon. “What did I tell you about yelling? Your throat is already damaged from the yelling at this point.” she scolded. Jessica sighed as (y/n) passed her the mug filled with tea. Jessica pouted as she poured in some honey. “I just need you to do this one thing. One thing.” (y/n) and Jessica are partners for a famous magazine ‘Runway’, Jessica and (y/n) were going to interview famous billionaire Dean Winchester who had just opened a new bar in their city. Dean was a longtime famous topic in Runway cause of the girls who swooned over him since he was single, so Runway only thought of the dynamic duo to interview him the next day. If only Jessica hadn’t become a walking disease.
“It’s just one interview without me you can do this. Besides I’ve already got some questions written down, just press play on the tape recorder and ask away,” she said. (y/n) rolled her eyes as she drank her tea, “I’m only doing this cause Castiel is going to beat us up if we don’t get this article in.” she agreed. Jessica smiled as she lifted her arms. “Yes! (y/n) saves the day again!” she said before coughing up a storm, “ow.” Jessica thought for a moment and grabbed the laptop sitting across from her on the coffee table, just as she was about to reach out (y/n) grabbed it before she did, “Not a chance. You need to stay and rest, that means no working until you feel better.” Although Jessica groaned she agreed. “Night roomie,” she rasped getting up from the couch and to her room.
The next day (y/n) got up early and did extra research since she was doing this alone. She quickly called Castiel to inform him that she would be able to do this alone and quickly for the article to get posted and submitted by next week. She dressed up professionally yet comfortably since this was a grand opening at almost 9 in the morning. She dressed up in black dress pants and boots, pairing it with a basic black shirt and sweater. She grabbed what she needed and met Jessica in their living room who was blowing her nose into her tissue. “You're so lucky you get to meet the Dean Winchester,” Jessica complained. (y/n)’s lips curled into a smile as she heated a bagel. “You’re a dork, Jess,’’ she laughed. Before she left (y/n) packed her bag with her media pass, notebook, and tape recorder. As she was putting on her boots Jessica immediately got up.
“I almost forgot” she rasped. Jessica dug through her work bag and gave (y/n) a piece of paper with questions to ask Dean. “Ask him these would ya.” (y/n) looked up to Jessica while she offered a sheepish grin. “Good luck.” (y/n) thanked her before starting her car. As she headed to the bar nerves were kicking in. She’s always had Jessica by her side so this was strange going to interview someone famous without her. When she pulled up into a parking garage she put on her media pass around her neck and grabbed her bag. As she began getting closer to the bar she saw a crowd of people, especially paparazzi and girls screaming his name. She took a deep breath in and began squeezing her way to the front. “Excuse me!” she called out to the event worker. She flashed her media pass. “I’m here with Runway magazine I think I’m supposed to be-”
“Media cannot pass this barrier.” The man said. (y/n) puffed her cheeks in frustration. “Yeah, I know I work for Castiel Novak, the editor-in-chief. I know he’s a good friend of Mr. Winches-”
“Don’t care stay behind the line.” (y/n) groaned out anger and clenched her teeth in annoyance. When Dean Winchester came by the Paparazzi began crowding amongst each other. Everyone shoulder-to-shoulder. She tried to get past through but there was no way around it. As Dean cut the ribbon he saw the commotion going on beyond the bright flashes of the camera pointing at him a woman with a large camera pushed (y/n) to the ground. Dean whispered to his assistant Benny, As (y/n) got up she looked over to the entrance where a man in a suit was looking straight at her. Benny went up to the barrier of media, “Hey, girl in the sweater.” (y/n) looked up and pointed to herself, Benny nodded his head as he made a signal with his hand for the reporters and paparazzi to move, (y/n) now had a clear path and was invited inside by Benny through the back. As she was invited inside she was told to stay there until Dean was available to talk to her. When Benny left she took in her surroundings. It was dark, the light sources only being from the warm lights of the fake candles and rustic chandeliers. She saw many pool tables as well as booths next to it. A bar in almost every corner of each room she was surrounded by. She began walking around slowly clenching her bag, everything was quiet besides the commotion of screaming girls and paparazzi, and the slow clacking of her boots. She approached the pool room where there was a row of 5 pool tables and a bar. Her fingers ran through the smooth green velvet and smooth brown wood.
“Do you play?” said a deep rusty voice. (y/n) jumped and turned around only to be face-to-face with Dean Winchester. He was tall and intimidating from his broad shoulders down to his dress shoes, His emerald eyes gazed upon her as he asked the question, and she quickly took her hand away from the table. “I’m so sorry, they just told me to wait here.” she smiled awkwardly. Dean could only keep a stern look with a slight smirk while (y/n)’s smile went down as she cleared her throat, “If it’s ok with you, Runway would like to interview you about the grand opening.” she said quietly.
“I asked if you play,” He said. (y/n) glanced at the pool table, “sometimes, I’m not very good at it.” she uttered. “Let’s take a seat,” he said before leading her to the bar near the pool tables. She sat on the stool, put her hands on her lap, and looked down nervously. ‘Damn he is hot’ she thought. As he came around the bar he said “Cas told me there were supposed to be two of you.” (y/n) almost forgot. “Oh yes, well Jessica came down with the flu and it’s pretty bad so I’m alone for a moment.” she smiled. “Want anything?” he asked as he began grabbing glass cups with the bar logo on them. (y/n) was taken aback, “drinks this early?” she asked him. Dean looked at her while he poured whiskey for himself. “Doesn’t hurt to drink early once in a while,” he said looking up at her with his offer still standing. “Sure, I’ll take red wine if you have it please, and thank you,” she said.
“We can begin with that interview if you want,” Dean said as he poured her wine and slid the cup toward her. (y/n) nodded once more as she began taking out the voice recorder and notes to write along with Jessica’s questions. She began digging through her bag in search of a pencil or pen she had forgotten to pack. “Fuck” she muttered to herself. Dean dug through the inside pocket of his suit and handed her a pen with his company name on it. ‘Winchester Elixirs’. She saw the pen handed to her and gently took it. “Thanks” she mumbled. She pressed record on the voice recorder and set it down between them. She cleared her throat “Um, so, this is for the special article for Runway Magazine, You are young at the age of 26 to have made a popular chain of bars, to what do you owe your s-” “To what do I owe my success?” he interrupted and scoffed. She looked at him awkwardly and nodded “Yep…”
“Seriously?”
“Yep…”
“Okay um… We know that you are a business man but do you enjoy doing things outside of work?” She asked pressing the pen to her bottom lip and looking up at him to answer the question.
Dean had his hands on the edge of the counter, his grip tensed with his knuckles going white. “I enjoy many physical pursuits as well as managing cars.” (y/n) nodded as she went through Jessica’s questions “You're unmarried- wait no. um… you had a mother that died- oh my god, I’m sorry I didn-”
“Do you have an actual question Ms…?”
“(l/n), but you can me (y/n)” she said.
“Give me an actual question,” he said. She rapidly nodded and brought it down to look at Jessica’s notes. Her head came back up to look at him, and her eyes dropped with sadness. "Um, what is it like being a successful businessman and having to be a family man with your younger brother?"
Dean smirked thinking of his younger brother Sam, "To answer your first question, yes, my mother did die when I was very young. and my brother was only 6 months old. It's hard but. this is our harsh reality, what better way to just drink through it, why else do you think this empire is up and up, causing people to need to drink their thoughts away. Life, death, lousy interviews." he mumbled. (y/n) looked at him with sadness on her face. "Mr. Winchester, I'm so sorry it wasn't my place to ask that," she said. Dean could only look at her, he could tell she was biting the inside of her cheek and gripping her notebook from embarrassment, "Ask another question, go ahead I'm not gonna kill you." he scoffed, (y/n) smiled softly at him as she looked through Jessica's notes once more.
Are you gay?” she asked him with direct eye contact, her eyebrows furrowed and her eyes widened, she just asked a personal question which he answered and now it's led to this ridiculous answer. As she looked back at her notes, she chuckled awkwardly “It’s written here I’m so-’’
“No, (y/n). I’m not gay,” he said with a small smirk and chuckle. She smiled “I’m sorry Jessica can be a little.”
“Intrusive?”
“More like curious.”
He saw her, the way her lips were in contact with his pen. He looked up and down at her taking in her curves, her hair, her eyes. “Mr. Winchester, you’re meeting is about to begin in an hour.” Benny interrupted. “Cancel it, I’m a little busy here,” he said to him before he left. “No, it’s ok I can leave if you want me to,” she said softly.
His emerald eyes looked into hers, “I want to know more about you.” his voice rumbled. She drank a bit of her wine slowly, “There’s not much to know besides this.” she said glancing at the recorder and notes. “What do you like?” Dean asked. (y/n) was thinking for a second before saying “I like music. Especially old 70s Rock, my dad used to play a lot on his record player all the time when I was a girl.”
“Let me take a good guess, You look like a Led Zeppelin gal to me…” he said observing more of her features as he thought. (y/n) looked down for a minute before she laughed softly. “Well I like Fleetwood Mac mostly, and Derek & The Dominos. Those are what I’m listening to the most right now,” she said. Dean hummed.
“Let’s continue,” he said. (y/n) nodded once more and began asking more questions Jessica had written down even though she was skipping most of them. By the time they were done (y/n) cussed at herself for not asking many questions and even the ones she did ask were dumb and stupid almost everybody knew the answer to them before they even saw his response. “Thanks for the drink,” she said smiling. “I hope you got everything you needed sweetheart.” He said to her. Though she knew he said that to other girls it made her stomach flutter. “Thanks, I think you only answered about five questions,” she said before leaving. “Thank you for your time.” she smiled before leaving the bar. Dean looked down at her bag to see the slip of paper halfway out, so when she turned her head he quickly grabbed the piece of paper from her bag and pocketed the questions, it was then he realized she accidentally took his pen with her.
When she got in her car she sighed to herself and let out a deep breath. “Holy shit,” she muttered in her head all she could think of was how hot Dean was. The pictures the press took of him were no match for how he looked in person.
When she got home she saw Jessica on her computer with tissues surrounding her. “Jess, what did I tell you about worki-”
“I fucking love you so much (y/n),” Jessica shouted as the sounds of clicking surrounded the living room. “What?” (y/n) asked in confusion. Jessica looked up at her and smiled big “Dean just emailed me and he answered every question, this is perfect.” She exclaimed. “So…” She said with mischief. (y/n) took off her sweater and threw it on the couch, she looked at Jessica with confusion, “So what?” she asked.
“What was he like?” Jessica asked with her whole body moving toward her as (y/n) sat down on the coffee table. “Well…he was fine I guess,” she said. Jessica looked at her skeptically, “Fine? Just fine?” she said in confusion. (y/n) scoffed as she began taking off her boots. “Well, he was nice he gave me some free wine. He was very formal…and clean,” she said. Jessica laughed “Clean?” she asked. (y/n) thought about him more oblivious to Jessica laughing. “He was nice, Intimidating…very intimidating. I mean I can understand the hype around him,” she said looking up at Jessica who was grinning at her. “Jess… Why are you looking at me like that?” (y/n) smiled.
“Like what?” (y/n) rolled her eyes before going to the kitchen to make herself a sandwich. “Whatever Jessica.” she sighed. Jessica was curious one last time and looked him up online. She clicked on images and began scrolling, “But (y/n) you’ve got to admit he is so hot.” (y/n) scoffed “Well, he could be when you're into that…kind of…human.” she said finishing making her sandwich. “By the way, I asked if he was gay. That was so embarrassing. He looked at me like I was a freak.” (y/n) laughed. Jessica apologized. “I'm sorry but hey, whenever we see photos of him he has never been photographed with a woman before so I just thought-”
“Jessica have you ever thought that maybe this guy wants to keep his life private I mean he’s already in the media so much.” (y/n) said. Jessica smirked “Awwe look at you defending him.” she teased.
“I’m going to my room.” (y/n) said with a mouthful of her sandwich. Jessica immediately got up and coughed a bit before jumping in front of her. “Wait, (y/n) I'm sorry. Can you make me some of those too?” she asked politely. (y/n) rolled her eyes before going back to the kitchen to make her a sandwich. “Thanks (y/n). I’ll be right back Mother Nature calls,” she said. (y/n) looked over at Jessica’s computer and saw the images of Dean and his dark blonde hair and emerald eyes, She closed Jessica’s laptop before making the sandwich to try and get her mind off him.
“(y/n)!” (y/n) turned around to see one of her friends, she smiled as he continued walking next to her. “Hey, James.” she smiled. “So, a couple of friends are going to this photography exhibition and going to dinner afterward. Wanna come?” he asked hopeful she would say yes. He has liked her since she got promoted to their floor with Jessica. “Well that sounds fun but I can’t I’ve got a lot of writing to do for the new Winchester article. So I’ll be in my office all day.” she sighed as she stopped dead in her tracks. James’s face went down slightly “No, it’s fine we can hang out some other time.” he said bringing his arm behind his neck and rubbing it awkwardly. (y/n) smiled “I promise I’ll make it up to you guys, we can hang when Jessica feels better so the whole group can hang. Ok?” she said oblivious to what he was trying to do. James nodded before she walked off to her office. She closed the door and sat down on her desk. She opened her laptop and began writing away.
It had been a few hours until one of her secretaries called “Hi (y/n), Dean Winchester is asking to see you. Do I send him to your office?” she asked. Her heart skipped a beat, and her stomach fluttered once more. (y/n) picked up the phone “Yeah, Jenna send him in, thank you.” she said. She heard the door knock. “Come in!” she said. Dean Winchester came into her office and looked around. He was dressed in a casual red flannel and jeans rather than his usual tux. “Hey, Please have a seat if you want.” (y/n) said, smiling at him. He continued looking more and saw autographs from celebrities and pictures of her and friends. "Did you want a drink? I have some water and apple juice?" She asked politely, Dean pulled out a chair and sat down "No thanks, sweetheart." He said casually
“What can I help you with?” she asked. Dean looked at her like he was observing her. She was worried if she had something on her face or her teeth.
“Just wondering if you got the email I sent to your partner?” He asked. (y/n) glanced at him from her laptop “Um. Yes she did thank you for that by the way I know her questions were a bit invasive.” she said with her eyebrows up in sympathy. “No, it’s fine I was more than happy to answer them,” he said to her. “Is that it?” she asked politely. “Did you grow up in this town?” he asked her. (y/n) nodded “Yep born and raised.” she said smiling. Dean smirked “I need to pick up a few things, do you know a grocery store near here that sells whipped cream and zip ties?” (y/n) looked at him curiously “Well there’s a grocery store nearby that sells most of those things, it’s actually around the corner of Rose Street,” she smiled “What on earth are you planning? sounds like a torture device” she joked. “Are you baking something?" she asked curious and oblivious.
Dean smirked at her and tilted his head. “Yeah, what would you recommend I get?” he asked. (y/n) thought for a moment leaning back on her chair. “Well, maybe an apron to cover yourself to protect your clothes.” She said gesturing to his flannel. His smirk grew bigger “I’ll just take off all my clothes.” he said in a low rough voice. (y/n) could almost choke from his statement. “Ok…no clothes– I mean no apron…” She smiled and cleared her throat and began taking a sip of her water. “Thanks, how is your roommate feeling by the way?”
“She’s a little better, right now she's working a little from home but she's having trouble finding a good photo especially the permissions and stuff so-”
“If she’d want an original I can swing by here tomorrow,” he suggested (y/n) was taken aback. “You would do that?” she asked softly. “Yeah.” It was as simple as that. He agreed and (y/n) was feeling ecstatic inside. Dean took out his wallet to pull out his business card with his number “I’m staying at the Pacifica Lux Hotel call me anytime.” he said before walking out. “Ok bye…” she waved awkwardly. She leaned back against her chair, she mentally smacked her head from how embarrassing that whole conversation was. She took a deep breath before continuing with her work. She decided to wait until she was home to surprise Jessica.
A/N: Hello! I'm already having fun planning this. Fifty Shades is honestly so bad it's good. Trust me, besides the sex scenes, the plot is kind of good, lmao. I hope you enjoy this chapter. Thank you for liking and reposting the announcement, especially to my followers! Again, my suggestion box is open for writing new stories between this book's waiting chapters. Thanks for reading. I'll see you all next Friday!
#dean winchester#dean winchester smut#dean winchester x you#jensen ackles#sam winchester#sam winchester x reader#spn#dean winchester x reader#dean winchester headcanon#dean winchester fic#dean winchester x y/n#dean winchester x ofc#dean winchester x female!reader#supernatural#spnfandom#dean winchester imagine#dean winchester fanfiction#jensen ackles one shot#jensen ackles x you#jensen ackles smut#jensen ackles x reader#misha collins#jared padalecki#castiel#fifty shades freed#fifty shades of grey#fifty shades trilogy#fifty shades darker#smut#sam winchester smut
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Don't Fight It
Pairing: Dean Winchester x Female!Reader
Word Count: ~2.3k
Warnings: angst, gun violence, murder, fluff
Request by @jessicalynnann: Dean standing by a window and he is a multi millionaire mob boss… any ways. Standing by the window with a glass of whiskey waiting for the reader who he keeps denying his feelings for…. Any ways her best friend calls says that someone is bothering the reader and won’t leave them alone. Well he rushes down and saves the reader after he finds her in the alley almost being attacked and then he confesses everything 😂☺️
Summary: You work for not only a successful businessman but also a man who does less than legal things in his spare time. He hopes to never have to bring you into that side of his life but when your ex makes an appearance, he has no choice but to use his deadly skills to get you out of trouble alive.
Square Filled: “it’s not an addiction. it’s a coping mechanism.” (2023) for @spnaubingo
Author’s Note: any and all comments are appreciated <3
x
Never in your professional career have you ever been late except for today. Your car didn’t want to start this morning so you had to jumpstart it using a portable charger you had lying around from the last time your brother was staying with you. He claims he forgot it but you know he left it there intentionally. He’s always looking out for you whether you want him to or not.
You walk into work clutching your purse and water cup to your chest as you make your way to your desk. Due to the darkness coming from underneath your boss’ door, you assume he’s not in right now. Thank God. You don’t have to confront him after being late. You quickly get settled in and immediately pull up your emails to see what kind of day you’re going to have today.
As the personal assistant to the CEO of Winchester Industries, you always have a lot on your plate. There is seldom any time for yourself at work which is a good thing because that means the day goes by faster. You admire Dean for what he does and the impact he has made not only on the town you live in but in towns across America. He is involved with environmental technologies, medical devices, and the telecommunications sector. He cares so much about the environment that he develops equipment that helps farmers, medical devices mostly for animals, and strengthens the telecommunication sector across America.
He had an idea one day and decided to do something about it instead of waiting for someone else to do it. Now, he’s one of the richest men in the country because of it.
Speaking of the devil, when Dean walks out of the elevator, you’re already halfway through your emails.
“Good morning, Y/N,” he drawls.
“Good morning, Dean.”
“Hey, did you happen to get the contracts for--”
“Already on your desk.”
“What about the proposal for--”
“Already done, waiting for your seal of approval. I also have reached out to Phoenix Zoo and set up a Zoom meeting at ten since their medical equipment broke for their gorilla.”
Dean leans against your desk with a sexy smirk on his face. What you wouldn’t give to see that smirk behind closed doors. If you put aside the fact that you’re his personal assistant, there is one reason why you shouldn’t fall for a man like Dean Winchester. He’s a successful CEO but you know he’s involved with shady shit on the side. You’re not sure what his deal is but you know it isn’t legal. You turn a blind eye to the many times he’s come into work with bloodstains on his stark white shirt.
Maybe you should run. Any sane, logical person would but you’ve never been the one to listen to that side of you.
“What would I do without you?”
“Cry, maybe. This business would crumble without me.”
“Don’t I know it,” he chuckles.
“So, I have two interviews coming in today, both for the marketing department, Dalton Martinez wants to schedule a meeting with you, and--”
“How about this,” he cuts you off, “you take care of the interviews today and I’ll take care of everything else.”
“Okay.”
He walks into his office and you can’t help but watch him leave. He’s such a good-looking man that it’s hard not to fall for his charm. You tried asking what he does in his free time when you saw his bloody shirt for the first time but he refused to talk about it. You haven’t asked him about it since even though you want to.
The two interviews come and go and now you’re stuck at your desk replying to emails, drafting up contracts for Dean, and planning his next work trip. Right when the clock strikes twelve, Dean comes out of his office without his jacket on. He rolled his sleeves up to his elbows, and you vermouth waters at the sight of his white shirt stretching across his broad chest.
“Hey, are you busy for lunch?”
“No.”
“Want to have lunch with me? I’ll be stuck in this office all day.”
“Sure,” you smile. You log out of your computer and grab your lunch bag from the fridge you have underneath your desk. You pass by one of the other ladies on the floor and she tsks when you approach her desk. “What?”
“Be careful not to get involved with him.”
“I’m not. It’s just lunch.”
You walk into Dean’s office who is standing by this floor-length windows with a glass of whiskey in hand.
“Don’t tell me that glass is your lunch.”
“No.” He walks over to his desk, reaches into the mini-fridge, and pulls out a meatball sandwich he made before coming to work. “So, tell me about your day.”
You eye the glass of whiskey on his desk. “Maybe we should talk about your day. Addiction can ruin someone’s life.”
“It’s not an addiction. It’s a coping mechanism.”
“Want to talk about it?”
“I’d rather talk about you. Any plans this weekend?”
“I might need something stronger than water if I’m going to talk about that,” you chuckle.
“Don’t let me stop you.”
You get up and pour yourself a strong drink before downing it in one go. That will be a mistake later but you don’t care. You pour yourself another glass before sitting back down across from him.
“Let me know if this is unprofessional but I haven’t had a date in two years. In the last relationship I was in, he tried to have me killed. I come from very old money but I like to work hard for what I have instead of using what my family gives me every week.”
“I understand,” Dean nods, leaning back in his chair as he listens intently.
“When my ex-boyfriend found out about my money, he wanted it. He wanted to be rich and powerful, but I realized that all he ever wanted from me was money. I was done giving it to him so I broke things off which is when he tried to kill me. I tried to move on but he’s always there to ruin things for me. I kind of gave up on romance and having friends. So, the answer to your question is no, I don’t have any plans this weekend. He won’t let me.”
“What’s his name?”
“Like I’m going to tell you that,” you scoff. “Don’t think I don’t know you’re into some shady shit. I might not know what you do in your free time but I know it’s not legal.” He raises an eyebrow at you. “Am I wrong?”
“No,” he shakes his head.
“Don’t worry about me. I can handle him, but it’d be really nice if I could just wake up one day and feel free.”
Dean leans forward and rubs his hands together. All he can think about is your life in danger and the mere thought sends him into a rage.
“Listen to me. I want you to call me any time of the day and I will help you if you need it.” You nod. “I need you to promise me.”
“Okay, I promise.”
“Cherry is my safe word.”
You immediately choke on your water and almost spit it out on the ground. You cough as you try to regain your composure while Dean watches with an amused look.
“Excuse me?” you cough.
“When someone I know is in danger, they tell me cherry and I know to drop everything for them. That includes you, too.”
“I don’t think I’ll need it,” you clear your throat, “but I promise to use it if I do.”
The rest of the day goes by smoothly and without issue. Dean has been working hard to get everything done before his work trip to Europe, and you’re working hard to make sure he has everything he needs. He asked you to come but you haven’t given him an answer yet. A whole trip with Dean by yourself? That’s a mistake waiting to happen but it would be nice to go to Europe for a week.
Every day for the remainder of the week, you and Dean have lunch in his office and talk about anything and everything. If you didn’t know him as your boss, you two would have made such great friends… maybe something more. He’s leaving for Europe on Monday so you have at least three days to give him an answer on if you’re going or not. Everything will be paid for so all you have to do is show up at the airport at four in the morning if you want to go.
Maybe…
Friday comes around and you’re staying a bit later than normal to finalize everything he needs for his trip. It’s past eight when you finally get done and you shut your computer down for the weekend. Dean is still in his office when you leave, and you head to the carport where your car is. You’re looking at your phone and not paying attention when someone steps in your way. You stop feeling a set of eyes on you and you look up to see your ex-boyfriend at the entrance of the carport.
“Hey, Y/N, long time no see,” he grins.
You immediately turn and head back to work when you see two of his friends blocking that way. The only way you’re going to get out of this is to use the alleyway next to the building. If you can cut through it, you’ll be on the other side of the carport where your car is. You might be able to make it if you’re quick. Elijah must know what you’re going to do because he starts walking over to you. You jump into action and sprint into the alley with your phone clutched in your hand.
Cherry! Cherry! CHERRY!
You almost run into Elijah because you’re texting Dean, and you nearly fall on your ass while stumbling away from him.
“Why are you running from me? I just want to talk.”
You look behind you and see his two friends right blocking the only other way out of the alley. You turn back to Elijah and notice something black glinting in his hands. He has a gun. Your heart starts to race but you force yourself to keep a clear head.
“What do you want, Elijah? I made myself clear the last time I saw you. I don’t want anything to do with you. Please leave.”
“I will when you give what you owe me.”
“What I owe you?”
“You know the trouble you caused the day you left me? You know me pretty well so you know I don’t tolerate bratty behavior. I think two million dollars will make me forget how you left me. Right, boys?”
One of his friends steps to your back and you freeze in fear when you feel his hot breath on your neck.
“Look at her, Eli, she looks like she’s about to cry,” he grins.
“She’s always been a crybaby.”
“I don’t have what you’re asking. Just leave me alone.” His friend grabs your hand and yanks your head back. “You son of a bitch!”
“Give me what I want and I’ll get out of your hair,” Elijah says and steps closer to you.
“Until you need your next fix, huh? Bite me,” you growl.
His friend lets your hair go and steps back to allow Elijah to deal with you.
“Leave her alone.”
All four of you look at the entrance of the alley to see Dean standing there with a deadly look on his face. He came. He got your message and he’s here. You’re scared that Elijah is going to hurt him even though Dean doesn’t seem the type to be scared of a gun.
“Beat it, old man,” Elijah growls.
“I don’t think you heard me,” Dean chuckles. “Get. Away. From. Her.”
“Yeah? What are you going to do about it?” Elijah waves his gun around and you stiffen in fear. “You don’t know what you’re dealing with so just leave before you get put into a body bag.”
“It’s you who will leave in a body bag. Not me.”
Dean takes out a gun from his suit jacket and points it at Elijah. Your ex panics and jumps behind you to use you as a shield, and he presses the barrel of the gun into the side of your head.
“Yeah? What about now?”
“Dean,” you whimper in fear.
“Don’t worry, sweetheart, I’m very good at what I do.”
“Get back! I’ll shoot her!” Elijah yells. “She’ll be dead and it’ll be because of you!”
Dean aims his gun at Elijah and pulls the trigger. The shot causes both of his friends to scatter knowing you’re not worth the trouble. Blood sprays on your neck just as you scream in terror. Elijah’s grip on you loosens and he falls back onto the ground. You’re about to fall yourself but Dean is quick to catch you. You’re shaking like a leaf in his arms, and he uses the sleeves of his white shirt to wipe the blood off your neck.
“You’re safe, sweetheart.” You look around frantically, having not heard him. “You’re in shock right now but you’re safe. I didn’t shoot you.”
“What?” you ask and finally look at him.
“I didn't shoot you. You’re safe. He will never bother you again.” You try to look at your ex on the ground behind you but Dean grabs the sides of your face to stop you from doing so. “I told you, I’m very good at my job.” You put your head on his chest and cry, and he smooths down your hair. “Do you live alone?”
“Yeah.”
“Not tonight, you won’t. You’ll stay with me.”
“Okay,” you whisper.
“Come on, sweetheart. Let’s get you cleaned up.”
“Thank you,” you say as Dean is bringing you back to his office.
“You don’t ever have to thank me. I will always be here if you need me.”
Yeah, falling for him is inevitable. It’s going to happen whether you want it to or not so may as well run with it instead of fight it.
x
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#dean winchester#dean winchester x reader#dean winchester fic#dean winchester fanfiction#dean winchester fanfic#dean winchester fluff#dean winchester angst#dean winchester fiction#dean winchester fan fic#dean winchester fan fiction#supernatural#supernatural fic#supernatural fanfiction#supernatural fanfic#supernatural fluff#supernatural angst
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I gave you malewife Cas, I raise you with white collar and blue collar Dean 💚💙


I couldn’t choose I had to do both
#supernatural#spn#spn fanart#dean winchester#destiel#deancas#spnfandom#businessman!dean#mechanic!dean#domestic#domestiel
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Happy Holiday season from all the members at @profoundbondfanfic!
-Part 1 of 5-
Christmas Spirit by MalicMalic (Explicit, 3k words)
It's the afterlife and Dean can finally have everything he wants.
Hanukkahn't Resist You by almaasi (General audiences, 2k words)
Dean made a Hanukkah greeting card for Cas, his fellow teacher and major crush. The card is also a pun. And also a pick-up line. And also maybe a mistake.
Hot Snow Angel by DoctorProfessorSong (Explicit, 23k words)
So you know that absolutely unhinged Netflix holiday movie featuring Lacey Chabert and a sentient snowman played by the actor who was Corbett in Ghostfacers? I saw the preview and immediately said: Dean Winchester would be a snowman fucker. A Destiel Christmas rom com. Come for the crack, stay for the feels.
Sugar Cookies and Mistletoe Kisses by Briston, Whitster_lizzy (Teen and Up, 10k words)
A little too much tequila at a Christmas party leaves Dean with a foggy memory. No one will tell him what happened and Cas can barely look him in the eye. Can Dean salvage their friendship before it's too late?
The Bad Santa Clause by Castielslostwings, jscribbles, MalMuses, pingnova, sobsicles (Explicit, 74k words)
A quiet pre-Christmas hunt goes horribly wrong for the Winchesters, Castiel, and Jack when Dean accidentally murders Santa Claus. Ho ho ho, bitches. A seasonal canon collab loosely based on The Santa Clause.
The Christmas Angel by FriendofCarlotta (Teen and Up, 7k words)
One lonely Christmas, Dean picks up an ornament: a small angel that reminds him of his mother. Over the years, the ornament becomes a fixture of his life, keeping him company through many difficult years. For Castiel, the ornament takes on its own meaning - a reminder of the sort of life he wants and can never have. Will the Christmas angel ever get a chance to take its rightful place at the top of a family tree?
The Morning After by Dancingdog (Explicit, 67k words)
'Twas the morning after Christmas and to Dean's surprise, He'd slept with a vampire, with mortified blue eyes...
The Waiter and the Businessman by followyourenergy (General Audiences, 4k words)
Dean Winchester, CEO, frequents the diner on the corner of Main and South for lots of reasons: pie, the jukebox that plays 80s music, and Castiel, the sweet, handsome waiter who always has time for Dean. When he sees Castiel unexpectedly on Christmas Day, he learns more about the quiet man… and receives two precious gifts that money could never buy.
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My Favorite Pet
Tease Me (2)
BDSM Preformer!Fem!Reader! X subby! Wanda
Summary: You find yourself alone in bed, but that's okay because you can smell breakfast
Warnings: None! Here you all go have some fluffy morning after loving.
Word Count: 1,570
A/N: I promise pt 3 is going to be full of smut once more, but I wanted to explore their morning after.



You woke up to the smell of bacon stretching out on your king sized bed. Your back is popping after a week of staying on Kate and Yelena’s couch. You fell asleep on the couch, right? Did Wanda move both of you in here?
You got up feeling cold from only wearing a tank top and shorts to bed, grabbing one of your throw blankets and making your way out to the kitchen to find Wanda there, swaying her hips to music as she made breakfast. You smirked and watched her for a moment before speaking up,
“Damn I could get used to this.” you startle her a bit with your voice, but she sees you smiling. You saw the blush on her face as you walked over, wrapping your arms around her waist and looking up.
“I tried waking you up earlier, but you refused so I figured I'd start making breakfast for you Mommy.” Her voice was so soft right now. You were an absolute menace to try and wake in the morning.
“You don't have to call me that outside of the club or the bedroom. Please just call me by my name.” you lean up on your tiptoes to kiss her.
“Are you sure? All my previous-” You cut her off before she can finish that sentence.
“Wanda. I'm sure.” you tell her putting emphasis on her name. “Outside those spaces you're Wanda and I'm Y/N. We are two people and not just our roles.” She simply nods and you kiss her again.
“Okay well Y/N I've made breakfast I hope you like bacon, eggs, and pancakes.” Wanda smiled and so did you.
“I love those things. I'll grab the juices and milk.” You untangled yourself from her grabbing out the pitchers for the two of you.
As the two of you sat and ate you talked about a lot of things and got to know each other better. Conversation with her seemed to flow easily between the two of you. You had never felt this way before. You were typically a guarded person especially after her though opening up didn’t even feel like you were. Instead it felt more like getting reacquainted with an old friend.
“So you have this place because of working at the club right?” Wanda asked looking around my spacious penthouse.
“Yeah Tasha helped me get it originally since it was close to the club and honestly I came from nothing. My parents were poor when I was a kid, but it was by choice. Neither of my parents wanted to work and didn't care that my brother and I were starving. I took care of my brother and raised him. He lived with me for a bit and still comes by, but he went off and became a businessman. He's climbed the ladder to almost being the CEO of the company he works for.” You’re reminded of just how different you and your brother turned out.
“You must be proud of him.” you smile, pushing around the little food left on your plate.
“I am. Sometimes I wonder if he feels the same about me.” You admit solemnly.
“I'm sure he understands that without you doing this he wouldn't have been able to be where he is. You paid for his college right?”
“Yeah through the fucking teeth…” you definitely didn't want to mention fucking the dean to get him in or lowering his tuition rates.
“Then I'm sure he understands. My brother on the other hand is just as bad as me. He creates, designs, and builds BDSM gear like beds and crosses and shit. He's really good at it and runs his own business with a couple of his buddies.” Wanda told you.
“Hmmm I'd love to meet him. I have a spare room I've always wanted to turn into a playroom.” Wanda blushed a scarlet red. You wanted to keep teasing her, but your phone was going off,
“Ughhhhhhhhh!” you picked it up quickly changing your tone, “Hi Tasha. You’re interrupting my breakfast so please make it quick.”
“Wow rude and here I thought you had a good night.” she responded, but you could tell she was smiling.
“Oh I did so good in fact it has continued into breakfast so again if you could make it quick.” I snip at her really not wanting to do this until later.
“Of course it has. Finally back on the horse I see. Well that’s good, anyways since you’re both there I expect to see you tonight.” you rolled your eyes.
“Of course you do. Were people asking for us?” you put the call on speaker.
“Of course they were. You two gave the best performance last night. You’re lucky I’m nice and let you keep all those tips. Most places would take some from you especially with how much you made last night.” you chuckled at her words. As tough as Tasha could be on you she was also soft; she knew you too good at this point.
“Well thank you Tasha for taking such good care of us. When will we be preforming tonight?”
“Opener and then a solo from each of you later in the night once aftercare is done let me know and we’ll work you in.” You could hear the sound of her typing in the background probably trying to figure out the schedule of performers for tonight.
“Okay Tasha. We’ll be there for 5.”
“Okay once your solos are done you’re free to go tonight because Friday I want you two to do multiple shows.” You groan a bit doing multiple shows was always hard for you. It takes a lot out of you to go from Dom to not to Dom again.
“Fine...” You replied reluctantly to your best friend. You knew she heard your tone, but chose not to call you out on it.
“Okay I’ll see you two tonight and I’m glad you found someone again Y/N/N.” You rolled your eyes. Trying to take the phone off speaker before Wanda could hear it.
“Yup kay bye.” You hung up, throwing your phone over onto the couch.
“What’s wrong Y/N?” Wanda asked concerned.
“Nothing amor. I just get frustrated sometimes. It’s not that I don’t like this job because I do. It’s the only thing I’ve ever known it’s just difficult for me sometimes. I have to get into the right headspace. Also I’m not going to lie doing more than one show in a night can be exhausting and I want to make sure you have a good time. I’ve just never been good with multi show nights.” Wanda reached across the table, holding your hand,
“Everything is going to work out fine because this time you’ll have me.” She was smiling, biting her lip as her nose scrunched up.
“You are absolutely beautiful amor. I am so lucky...” You let your words trail off. All Wanda is, is my stage partner, nothing more, and you feel yourself curl into yourself ever so slightly as you retract your hand.
You see her searching your face as to why you pulled away, “Sorry did I do or say something wrong?” Wanda asked and you felt a pit in your stomach.
“No, no meu amor. I just get stuck in my own head. I’m sorry. I have a lot going on with myself and sometimes I’m my own worst enemy. If I ever start pulling away just pull me back harder please?” Wanda is speechless for a moment. “I-if you want to that is you don’t-“ Wanda pushes aside her plate and then your own, climbing on the dining room table and making her way into your lap.
“I’ll pull you so deep you’ll be drowning in me and forget all your problems.” Wanda husked against your lips, making you lean up, chasing her lips for a kiss as she keeps pulling back until you’re whining,
“Wands...” You were pouting and looking up at her, “Please?” She smirked and finally let you kiss her, melting against her as you sighed into it. You needed this, you needed her. You need her? How are you so deep already? How did she do this to you?
“Y/N/N?”
“Hmmm?” You let your eyes flit open and look up at her.
“I’ve never met anyone like you, never had a partner like you. Before last night I thought everything I’d experienced with a Dom was normal...I don’t think...no I know I don’t ever want to go back to that. I know it’s a little forward of me, but would you please continue to be my dom as well as a partner I can rely on?” You reached up and cupped her cheeks.
“If we’re being forward then I’d like to answer your question with a question. I would like to be those things and more so would you be my girlfriend?” You ask, feeling so nervous until she crashes her lips into yours, her hips rolling against you, moaning out at the feeling as you grab her hips.
“Yes. Yes I’d love that.” She husks out against your lips and this is a moment you want to remember forever, every part of it. The sound of her voice, the faint smell of breakfast, her vanilla perfume, the way her lips taste and feel against you, the pressure of her hips and your nails digging into them.
#ley speaks#ley writes#wanda maximoff#wanda maximoff x reader#wanda x reader#wanda x you#wanda maximoff fluff
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Frank Sinatra's debut at the Sands, October 1953. The partnership between Sinatra and the Sands would last 14 years. Attorney Harry Claiborne pushed Sinatra's request to buy a two percent interest in the casino to the Tax Commission.
“Federal authorities long assumed that Sinatra was merely holding his ownership shares in the Sands — which eventually grew to nine percent, making him the largest single owner after Freedman, Entratter, and casino manager Carl Cohen — for a mob investor, possibly Doc Stacher, Frank Costello, Gerardo Catena of Newark, New Jersey, or Meyer Lansky—perhaps even some combination of them all. Still, Sinatra was proud to be an owner of the Sands, and grew to consider the hotel’s success a sign of his own prowess as a businessman, even though he had little to do with casino operations. Dean Martin, who bought ten shares in '61, was the only other entertainer afforded this privilege.”
David G. Schwartz. At the Sands: The Casino That Shaped Classic Las Vegas, Brought the Rat Pack Together, and Went Out With a Bang.
Photo: Kodachrome, auctioned by Choctkeys in 2017.
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Just cuz I brought up Triple Cross to my roommate earlier today. And I run the bits of dialogue through my head of: "How generous." "I am simply a businessman."
And how it leaves in fucking agony of how it was written so particularly as to him operating in that manner. As if man wasn't fucking dangerous enough already, imagine if the show writers had freaking made him with Drago-like ambitions.
“I don’t intend to rule the world unlike, some people. I am simply a businessman.” How dare you deprive his capabilities by putting him in this box.
Dean wishes he could have written a villain this good. But noooo, we had to have Viggo simply be in the show because they couldn't fit someone of his magnificence into the movies.
#midnight rants#viggo grimborn#rtte#httyd franchise#triple cross#drago bludvist#dean deblois#art brown#douglas sloan
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DESTIEL NOIR BANG
I sadly didn't get to claim a fic in this bang but the lovely authors helped us out with a lot of awesome prompts. I draw two of it. This is the first one:
"Cas, sitting at his desk, framed through Dean’s bow legs"
I don't know whose idea was this but I loved it in the minute I read it. So here it is. Cas is maybe a private detective or an accountant of a shady businessman or even has connection to the maffia? Who knows?
@destielnoirbang
#destiel#noir#destiel noir bang#digital art#artist on tumblr#illustration#art#artwork#thestarsmakemedream#my art#the stars make me dream art#black and white
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Smoke Eater - Part 19

Pairing: Firefighter!Dean Winchester x F. Reader
Summary: Dean Winchester is the cocky, but well-respected Lieutenant at Firehouse 25. He leads by example, but he’s also known to break a few hearts. He’s starting to crave something he’s never had, though. Something stable. Something real.
That’s when he meets you, on a truly terrible day, trapped in a rickety old elevator.
🔥 Series Masterlist
AN: Deep breaths, my friends. We’re almost to the end. ❤️
Word Count: 5,800 Tags/Warnings: Violence, peril, blood and guns, character death…
Part 19: “Sacrifice”
“Hey, sweetheart,” he greeted…but you didn’t answer.
“You there?” he asked. There was a pit forming in his stomach when he glanced up at John. His father met his gaze with furrowed brows that betrayed concern.
The line was silent for one more painful moment. Dean opened his mouth to call out to you again, but a smooth voice interrupted.
“Dean, Dean, Dean,” a man replied. “Forgetting something?”
Dean’s heart began to pound. His mouth parted, but for a moment, the words wouldn’t escape.
“Who is this?” he said. His voice was a hint unsteady.
“I think you know, son,” the man replied.
Dean’s wide eyes flicked up to John’s, and the other man sprang into action. He shot a look and a whispered order at Cas, who went running for some IP tracking equipment back in the police car.
Meanwhile, John guided Dean to sit down on the couch. Sam followed them on his brother’s right, while John sat on Dean’s left.
Dean put the phone on speaker between the three of them.
“You’re Daniel Savage, huh?” Dean said. He tried to inject some more control into his tone, like he wasn’t freaking the fuck out. “Man, do I feel special.”
“Oh, don’t flatter yourself, Dean-o. I’m doing the same thing your dad’s doing. Hooking the bigger fish.”
Dean’s lips pursed. He glanced at his father, but his attention on the phone turned steely.
“What the hell do you want?” he asked. “Your lackey’s on lockdown. So’s your bastard son. If you want to help him, I’d suggest you turn your ass over to the cops.”
“Yes, Nick’s an idiot. But family, right?” said Daniel. He breathed out a sigh.
But then his voice was firm and calculating. It made Dean’s skin crawl.
“Cards on the table, son. Your daddy’s got something of mine. I’ve got something of yours.”
Dean’s face hardened, but John raised a placating hand; a warning to keep calm. Dean tried to take a breath.
His heart clenched at the mere thought of you being in the same room with that man. Having been taken and hauled to God knows where. He couldn’t imagine how scared you were. And if you were hurt…
Fuck. There was a roiling pit forming in his stomach, his head starting to pound in time with his heartbeat.
Already Cas was back with a laptop and program designed to track the caller’s phone. He connected a USB-like cord to Dean's phone and began fiddling with the settings, trying to get a read. Dean knew he had to keep this fucker talking.
“You have her with you?” he asked.
“Sure do. She’s a pretty little thing.”
Dean’s jaw clenched in a furious glare. “Don’t you fucking touch her, you son of a bitch.”
“Quid pro quo, Dean. What can you do for me?”
“What do you mean?” he asked, as desperation began to escape him. “There’s no way they’re letting Nick go before the trial. It’s out of my dad’s hands.”
“Your dad has no real evidence that my son is anything more than a successful businessman,” said Daniel. “If you really need someone to pin these unfortunate murders on, you had your man in custody…but, oh wait. You gave him immunity.”
Dean’s eyes were desperate when they met Sam’s worried ones, then their father’s. It didn’t matter that John and Cas did have evidence besides Alastair’s testimony. All Dean cared about was you.
He swallowed. “What do you want me to do?”
“Nothing. It’s what I want John to do.”
Dean took a moment to close his eyes, pull himself together. His hands squeezed his knees to brace himself. When he next opened his eyes, he let out a sharp breath.
“What do you want then? Aside from Nick somehow breaking loose,” he asked.
“I want your dad to back the fuck off, once and for all,” Daniel said. His voice was more edged, with both warning and a hint of frustration. “Or I’ll make his son live the same pathetic existence he does.”
Dean’s next breath came out harsher, as both John and Sam sharpened at the threat.
“That’s right, Dean. These are my terms of engagement, else I’m gonna have a bonfire with your girl here.”
It all gripped Dean at once.
Panic, anger, and desperation.
He grabbed the phone and spoke harshly into the speaker.
“Put her on the damn line," he said. "I wanna hear her and know this isn’t a trick.”
Daniel sighed, like he was getting bored. “Oh, all right.”
There was some shuffling, the sound of Daniel’s steps echoing in what sounded like a large room. Dean’s brows furrowed as he heard sounds of your struggle, then your labored breaths, as if a gag had been removed from your mouth.
“It’s okay, sweetheart. Go ahead and talk to him,” said Daniel.
Soon enough, your tremulous voice reached him.
“Dean?” you said. You sounded like you were fighting tears; maybe even losing. Dean’s heart broke all the more for it.
“Yeah, it’s me. Are you okay?” he asked.
“Yeah…yeah, I’m okay,” you said, though your voice shook. He hoped you weren’t lying for his sake.
“I’m so sorry, sweetheart.” He raised a fist to his mouth, ignoring how it shook. “You’re gonna be okay. I’m going to find you—”
All too soon, the phone was taken away from you.
“Rule number one of negotiations, kid. Don’t make promises you can’t keep.”
Dean’s eyes widened. The next thing he heard was a hard slap. It echoed into the speaker, along with your shout of both surprise and pain, a chair toppling over.
“You fucking bastard!” Dean seethed. “When I find you—”
John interrupted this time, taking the cell phone from Dean. He shot his son a look that was meant to be reassuring, but Dean was too incensed. Sam gripped his shoulder and earned his brother’s gaze. Dean’s chest heaved with the effort of calming his breathing.
“What do you want?” John said into the phone. His voice was clipped and direct.
While he continued to speak, Cas was frowning in frustration over his laptop.
“Anything?” Sam asked.
“I can’t get a lock on his signal. He must have something throwing off the scanner,” Cas replied.
Dean growled in frustration and pushed off the couch. He began to pace the living room, all while he tried to keep an ear on what John was saying lowly into the phone.
By the time he hung up, Dean was raging.
“Fuck this, I’m gonna find her,” he said. John tried to stop him from going anywhere with a hand on his shoulder. Dean knocked him off angrily. Sam also stood, for once on the same page as his father, no matter how much he sympathized.
“Dean, you need to calm down,” John tried.
It was the wrong thing to say.
“I didn’t ask for this!” Dean shouted. The force of it echoed on the apartment walls. “Matter of fact, I’ve never asked you for a damn thing until now. Only that you’d keep me in the loop on Azazel, and keep her out of this. But you couldn’t even do that, could you?”
Sam was at a loss, looking between his father and brother. Cas was also caught in between, watching the scene with concern, and bated breath.
John’s broad shoulders sunk a bit, along with the deep breath he expelled.
“You’re right,” John said. "You're right, son. And I'm sorry."
His eyes held the weight of his words. Of sincerity. And by degrees, Dean’s anger lessened.
Again, not by much.
“Let’s fix it,” said John. “Once and for all.”
Dean wasn’t fully recovered from his TBI. He’d been cleared for driving, but not yet for full physical exercise, let alone going back to work. The stress of all this was giving him a powerful headache, but there was no way he was going to be sidelined now, on any part of it.
Sam was forced to withdraw the case against Nick Savage, citing lack of evidence to support a trial at this time. The judge gave Sam permission to refile when he was able to build a better case.
John was then tasked with escorting Nick out of prison. Cas, meanwhile, was sitting in his personal car outside the county jail with Dean in the passenger seat. Cas didn’t trust what his friend would do behind the wheel once he saw Nick.
“What happens after Nick gets out?” Dean asked. “Dad’s been cagey about the whole deal.”
“We’re escorting him to the airport,” Cas said. “There we’ll wait for Daniel and make the exchange.”
Nick, for you. That was the deal.
“And then?” Dean asked, his teeth already clenching.
Cas blew out a sigh. “We’ll have a unit waiting on standby. We’re going to try and get ahold of whoever has her, though I doubt Daniel will come himself.”
“What if you can’t catch him?” Dean pressed.
Cas didn’t want to have to tell his friend something he didn’t want to hear, but he didn’t make a habit of lying to Dean. He wasn’t about to start now.
“Then it’s over, for now,” he replied. “We each go back to our corners and regroup.”
“Dad’ll never stop hunting this guy,” Dean said.
“That may be,” Cas nodded. “But he does have a line.”
“My father’s an obsessed bastard,” Dean groused. “He doesn’t have a damn line.”
Cas looked over at him then. He was calm and sympathetic, and yet, still disagreeing in his silence. Dean knew he was probably wrong, but in the moment, he didn’t care. He was still angry.
He perked up, however, when the prison doors slid open. Out came John escorting Nick and his lawyer, Amelia. Nick looked as smug as ever now that his cuffs were off. He was given the clothes he was arrested in—a blue silk shirt, pants, Italian leather shoes, and a silver Rolex watch.
Screw this, Dean thought. He unlocked the car from his side and climbed out. He didn’t care that he could hear Cas mutter a curse behind him and follow suit.
Nick saw Dean coming and couldn’t help but smirk, even as John grasped his arm and led him to his police car.
“Hey, fireman,” Nick taunted with his waggling brows. “Where’s our girl?”
Dean’s lips edged at a dangerous smile. Cas came up just behind him, ready to restrain him if need be.
“You can finesse your way out of this, but remember our little chat,” Dean said. His eyes burned with a thinly veiled threat. “Not a dime in this world can protect you from me.”
Nick pretended to shiver.
“Ooh, I’m so fucking scared,” he snarked. He resisted John’s manhandling and ripped his arm out of the other man’s grasp to step further into the open, leaving just a few yards between him and Dean.
“You can’t touch me,” Nick taunted. “You won’t dare. Not unless you want—”
Three shots rang out in the open clearing.
All heads ducked, but Dean’s eyes widened. He watched Nick crumple to the ground as scarlet red plumed in the man’s silk shirt. The shock etched on his face drained along with his life, leaving blue eyes staring up at a clear sky.
Forensics at the scene found traces of a sniper on the rooftop of a building directly across from the county jail.
John and Cas already were mounting an entire unit search in locating Alastair Rolston, but he had apparently moved out of his apartment as soon as he was released from prison with his immunity deal. (The police officers escorting him into witness protection had been found dead at the scene of his designated safe house.)
The detectives were later called into the medical examiner’s office on the case of Nick Savage—not to examine the body, but the bullets that had carved into his heart, right lung, and throat.
One of the bullets had a special casing. Inside was a rolled-up note, not unlike a carrier pigeon. It had a simple message:
JOHN — STULL STORAGE. COME ALONE.
Once again, Dean refused to sit idly. He’d pushed back hard enough that John had eventually relented. This time, however, Sam stepped in to make sure his brother was reigned in. Dean’s knee was already bouncing with anticipation and nervousness.
It was nearly midnight on a Tuesday. The brothers sat in the surveillance van with Jody Mills, all wearing protective Kevlar vests as precaution. The van was removed from the immediate site of Stull Storage, which was made up of a main warehouse and several rows of storage units on the other side.
Cas was leading another police unit on standby, but John was going into the warehouse. He wore his usual leather jacket over his rumpled shirt, pants, and boots, but also a protective vest and hidden wire under his collar.
Sam, Dean, and Jody were able to listen in as John entered alone.
He had a flashlight positioned over his raised gun as he walked into the building. He found some light switches along the wall and was able to turn on half the room’s fluorescent ceiling lights.
He heard a whimper.
Moving towards the sound cautiously, John soon found you tied to a chair. You looked a bit worse for wear; though you were dressed for an interview in black slacks and a blouse, your hair was in disarray, your cheek sported some bruising, and you likely had other bumps and bruises too.
Your eyes widened with hope when you saw John. You made sounds of surprise around the gag tied in your mouth, but he shushed you with a finger held to his lips.
He went over to you after lowering his gun, cocking back the safety, and re-holstering. He went to untie the gag first. You breathed deeply when it was gone.
“You okay?” he asked, touching your arm in comfort.
“Yeah,” you nodded, but your widening eyes still darted behind him.
Another safety clicked back. John immediately drew his gun again and turned. He was met with the man of the hour.
Standing mere feet away with his own gun was Daniel Savage. AKA: Azazel.
“Ooh, you’re getting old, John,” he said with a smirk. “Wasn’t expecting to get the drop on you so easily.”
John subtly moved so he was standing in front of you. He hadn't had time to untie you from the chair. Your breathing came out shallow as you tried to spy around John to your captor.
“Daniel,” John greeted. “It’s about time, wouldn’t you say?”
“You cheated though,” said Daniel, despite his cocky smirk. Like father like son. “I know you’ve got a team waiting in the wings.”
“If you wanna get technical, you cheated first,” John pointed out.
Daniel shrugged. Behind him came around ten of his own hired men, armed with their own guns. “Hate the player, hate the game, my friend.”
John’s lips pursed, but he didn’t lower his gun. He had a straight shot at Daniel’s chest.
“Even if you do get off a shot, you’ll be Swiss cheese where you stand,” Daniel said.
“Small price to pay for ending your miserable fucking life,” John remarked.
Daniel’s brows rose. “Are you gonna make her pay for it too?”
He gestured behind John, where he glanced back at your face. Your red-rimmed eyes were shining with tears. And John knew that once his gun fired, his body would hit the ground. Yours wouldn’t be far behind.
His brows furrowed, and the hands holding his weapon wavered.
“So how you do think this is gonna play out?” John asked.
“Well, for starters, you’re going to drop that damn gun,” said Daniel. He cocked his own weapon. “Then, you’re going to get down on your knees and take this bullet, like putting down a rabid dog. Then maybe, I’ll let her go before the cops rush in.”
John’s hesitation was mere seconds. He clicked the safety back on. He set down his gun, and lowered to his knees in slow movements.
Your eyes widened further as incredulous tears slipped down your cheeks. You shook your head.
“Don’t!” you said shakily.
John didn’t look back at you this time, but he did answer you.
“It’s all right, sweetheart,” he said.
Daniel’s grim smile made you shiver.
“What a caring father-in-law,” he said, and he slowly stalked forward. “You know, I prided myself on delegating my operations well. Oh, it was a well-oiled machine back in the day. But some things…well, some things are just better handled yourself. Know what I mean?”
He tilted his head down at John.
“For example: I really regret the way I had your wife killed,” he said. “For all the trouble you’ve given me, I wish I’d actually burned the bitch myself.”
John glared up at the man with pure fury and hatred.
Though his eyes widened when the first shot split the air, and buried a bullet in Daniel’s left arm. Daniel shouted in pain as he unconsciously dropped his gun. John dove for it, and everything started to happen at once.
Daniel kicked at John’s chest while holding his wounded arm, tossing the other man back. John rolled onto his feet, and their full out brawl began. Meanwhile, a unit of police officers swarmed into the warehouse and sparked a shootout with Daniel’s men.
And in all of this, Cas came out from behind your line of vision to untie you. He wore a protective vest over his usual white dress shirt, now rolled up to the elbows.
“Cas!” you gasped. He gave you a smile, then used a pocketknife to cut through the zip ties holding your wrists behind you and your ankles to the chair.
“Come on, let’s go.” He helped you up and guided you out the back of the warehouse.
The last coherent sound Sam and Dean heard was a bullet fired and hitting its target. They couldn’t tell if it was John or Daniel that had been hit, or even you.
Above all things, Dean was a man of action.
He just couldn’t take it anymore.
“Fuck this,” he growled. He got to his feet and went for the door of the surveillance van, but while Jody voiced her protest, it was Sam who reached him first.
“Dean, stop! You can’t go out there!” Sam said.
“The hell I can’t,” Dean said. The punch he reared back and threw was precise when it cracked Sam in the cheek. He went down hard. It was all Jody could do to keep him from knocking his head on the metal floor, but Sam was out cold, with his hair flopped over his face.
"Dean!" Jody yelled after him. She stared after the open door of the van with wide, worried eyes.
There were rows upon rows of storage units behind the warehouse. It felt like a maze in itself, one that you and Cas were forced to navigate alone in the crisp January night. Both of you saw your breath on the air as you tried to move quickly, but quietly.
Until a long arm reached out on the other side of a unit, and a hand closed on Cas’s gun, pushing it down and ripping it out of his hands. An elbow cracked into his face, making him grunt and stumble.
Your scream of surprise echoed in the night. You stared up into the familiar face of Alastair, whose mouth formed a sly grin.
“Hey there, beautiful,” he said.
Cas distracted him with a blow that Alastair blocked, but it gave Cas room to break the taller man’s stance and knock his head against the unit wall—once, twice, until the man stumbled and fell. He wasn’t knocked out, but Cas didn’t wait for Alastair to recover. He grabbed you and forced you to run.
“I thought he was in protective custody for the trial,” you said, through huffing breaths.
“Evidently he escaped,” Cas replied.
“God, Cas. You really need to hand out some pink slips,” you said, with a tremor in your voice. The police were supposed to have been watching you as well, before you were kidnapped. Cas conceded your point.
“We really shouldn’t have given him immunity,” he grumbled.
Dean knew he was being some kind of idiot.
Knew it as he carefully approached a side door of the warehouse. His vest wouldn’t protect his whole body if he entered the no man’s land shootout he could hear happening on the other side of the door.
Already he could see policemen escorting some of Azazel’s captured team around the front exit. Dean kept to the shadows, and he cracked the side door open.
There was still plenty going on inside. A few bodies were already strewn across the dusty warehouse floor. Large crates stacked up to the ceiling offered meager protection for both sides of the siege, including Dean as he kept to the wall and slid his way inside and behind a formation of wooden crates. He scanned the room until he found his dad.
John was fighting hand-to-hand with who had to be Daniel Savage. Even though the latter had blood dripping from his arm, John had his share of bruises and scrapes, including a long cut across his cheek from the knife clenched in Daniel’s non-injured right hand.
What the hell do I do? Dean assessed the situation, his eyes darting quickly between the men. He came in here without a weapon (another smart move). He went through most of the training a million years ago, but Dean wasn’t a police officer. He was a firefighter.
However, when he spotted a forgotten Glock on the floor, just a few yards away where the men were still tousling, Dean inched his way closer. He’d have to leave the relative safety of the crates and throw himself out into the open to reach the gun. At this point, Daniel was closer.
And he’d noticed the gun too, at the same time that John glanced up and saw his son. His eyes widened, and just for a moment he lost his grip on Daniel. The other man went for the gun at the same time Dean dove.
John yanked Daniel back by his collar and kneed him in the stomach. But Daniel had the longer reach. He cracked an elbow into John’s face and followed by a swift punch to the gut. John grunted and doubled over at the impact to his already battered ribs and stomach.
Daniel threw him head-first into a pile of nearby crates. He was breathing hard, but his lips twitched in satisfaction at the way John fell into a heap of broken wood. The detective was clearly waning.
Daniel stalked forward. Ignoring his still bleeding shoulder, he grabbed John by the jacket and collar of his shirt and hefted him up to his feet, prepared to deliver another blow. The cocking of a nearby gun made him pause. But in a moment, he twisted John in front him with an arm wrapped around his neck to face his next attacker.
While Daniel had been distracted, Dean had managed to dive and roll across the concrete, scooping up the gun on his way back onto his feet. Now he’d had the time to take aim and wait for his moment, which was right fucking now.
Slowly, Daniel tilted his head to look past John’s shoulder. He was met with Dean’s smirk and a gun pointed directly at his head.
“I think I’ve got something of yours,” Dean remarked. His fingers slid over the trigger.
Daniel tilted his head. A dry smile edged at the corner of his lips. “All right, Dean. Well played. But…”
He tightened his arm around John’s throat and held the knife poised at his neck.
“We’re at what you’d call an impasse, don’t you think?” Daniel asked.
“Dean,” John said. He met his eldest’s gaze as uncertainly crept into Dean’s stance. His hand was still held aloft, but there was an almost imperceptible shake.
“Just shoot him,” said John, with full conviction. “Don’t worry about me.”
Dean’s mouth pressed into a line, his brows furrowing. He wasn’t doing that.
“See, I don’t think he’s got it in ‘im,” Daniel said, speaking lowly in John’s ear. His knife tightened against John’s neck. “You’re out of your fucking depth, Dean.”
Dean flinched as a bullet zoomed past his head from across the room. He was reminded that there was still a fight going on, and the three of them were very much out in the open. John’s face turned more urgent, with thinly veiled worry.
“Dean, either shoot him or get the hell out of here,” he said tersely.
“I’m not leaving,” Dean said, with a small, stubborn shake of his head. But he was nervous. Despite how close he’d come with Nick Savage, Dean had never shot at someone, let alone taken a life. The gun was heavy in his hand.
“Running out of time, son,” Daniel taunted.
“I’m not your fucking son,” Dean gritted out. “Speaking of, did you have Alastair do your dirty work, taking out Nick, or did you pull that trigger yourself?”
Daniel’s smirk faded, his gaze tightening with resignation.
“Sacrifices, Dean,” he said. “We make ‘em to survive. To make sure our legacies survive.”
Dean’s eyes widened as he looked at this man, and he finally understood what his dad had been trying to tell him.
He ain’t a man. He’s a monster.
The gun was heavy in his hand…
“Come on, Dean!” Daniel shouted. “Make a decision—”
Dean still remembered most things he’d learned at the Police Academy. He’d lived, ate, sweat, and breathed those drills and tests for months. And yet, there was only one score he’d truly been proud of. It was the one record of his dad’s that he’d managed to beat.
You could guess which one.
Dean let his fingers squeeze the trigger on some instinct he couldn’t name. Daniel was forced to choke on his words.
Cas pulled you around the corner of a storage unit that blocked the light of the moon. It was just in time for a bullet to rip past where his head used to be.
You leaned heavily against the wall and heaved for breath, but Cas held a finger to his lips while he tried to calm his own breathing.
You held a hand over your mouth to try and stifle the sounds from getting out. Your eyes were wide and panicked, but Cas could only reassure you with a brief hand on your shoulder. He nodded and signaled with his free hand. Wait.
You gave a jerky nod in return. So he reached for his belt and brandished the only weapon he had left—the knife he’d used to cut through your bonds. The air was quiet, except for the distant shouts of police officers; it sounded like Azazel’s men were finally being rounded up.
Cas had called for backup earlier, but he didn’t think they could wait for it. Nor would he know if they were coming. He’d long since turned off the radio on his belt so that it couldn’t tip off his position with you.
He chanced looking around the wall of the storage unit. The coast looked clear, though he knew it wasn’t. Still, the best Cas could hope for was to cover you on the way back to the police barricade. He leaned back and reached for you. He guided you, both with his eyes and a hand on your back.
On the count of three, run, he mouthed. You wordlessly agreed. He saw the fear shining in your eyes.
One…two…
An arm shot out to grab Castiel’s collar the moment he stepped out from his cover, making you scream. The first punch came swift; Alastair was taller, perhaps stronger, but Cas recovered quickly.
He ducked the other man’s arm and delivered an uppercut that had his adversary careening back. With a well-placed jab to the wrist, Alastair’s gun clattered away across the ground.
Cas managed to shoot you a quick look. “Run. Now!”
You paused for a mere moment while Cas continued to grapple with Alastair. Then, in your frozen fear, you finally managed flight. And you took off running, even though Alastair tried to grab at your hair. Cas held him back and continued the fight.
You’d only managed a few yards of distance though, before you couldn’t help but look back. Something in you just couldn’t leave Cas behind.
You took cover behind another storage unit and watched Alastair slowly get the upper hand. He managed to pin Cas against the ribbed metal wall of a unit. He winced as it dug into his spine, but he had bigger problems.
He spat blood after the third blow to his jaw and tried to blink dark spots of his vision. Alastair looked down on him with the lean look of a predator. His smile betrayed the enjoyment he took in his work.
“Contrary to what you might think, I’ve never killed a cop before,” he said. “Just a cop’s wife.”
Cas’s eyes widened a fraction. Alastair’s smile deepened. He raised a bloody fist to finish his work, but he winced and weakened with a shout as a knife embedded deep in his thigh.
It was Cas’s knife that you’d found on the ground.
Alastair’s angry eyes looked down and met your scared ones. You let go of the knife and scrambled back. He backhanded you roughly. You cried out and fell hard on the pavement.
Alastair reached for the knife, but Cas grabbed it first. He twisted as he yanked it out, then jabbed it into the taller man’s neck. It choked his scream as he stumbled back. And yet, even that didn’t manage to kill him.
Cas dove for the fallen gun. It was mere feet away from where he’d forced it out of Alastair’s grip. Cas felt a hand grab his shoulder. He reacted fast—he turned and shot two rounds of hot led into Alastair’s gut.
His gray eyes went wide. Blood gurgled in his mouth.
And slowly, Alastair slid to the ground.
Cas was bloody, his shirt stained and torn, but he was still standing with ragged breath. You had managed to sit up, though your shocked eyes were trained on the body you’d just seen fall into a heap. The horrific spell of it broke when Cas gently touched your shoulder.
You gasped and raised your head.
“It’s okay,” he said, reaching a hand to you. “It’s over.”
Cas escorted you back to the police barricade. There you found Sam, and the mere sight of him relieved you so much you didn’t realize you were crying when you stepped into his embrace. He hugged you tight and asked if you were all right.
You couldn’t give him an honest answer, but at least you were alive.
“I’m okay,” you said tremulously, but you pulled back at grasped his arms. “Where’s Dean?”
Sam looked anxious as his gaze flit between you and Cas.
“That goddamn idiot, he went in there! They won’t let me through—”
“What?” Cas said incredulously. “Into the warehouse?”
Your tears fell anew as a new frantic worry took hold, churning in your stomach and making you feel sick. You turned, and both Cas and Sam had to stop you from heading towards the warehouse.
“Get him out of there!” you cried. “Dean!”
You tried to push past Cas and his attempts to calm you, but you stopped the moment you saw him…
Dean was helping John limp out of the warehouse. Jody was on John’s other side, supporting him as well. John looked beat to hell, and exhausted, but there was no mistaking the calm look on his face. Like he’d finally sleep tonight.
Dean, on the other hand, looked pale, haggard, and worried. However, his head perked up as soon as he heard your voice. His eyes widened. He turned to Jody to make sure she could support John on her own, and she nodded at him.
It let Dean make his way straight for you.
Sam and Cas finally released you, like a horse waiting to bolt out of the stables. Your tears blurred your vision as you went to him.
When Dean swept you up into his arms, you were able to throw yours around his neck and cling to him for all you were worth. You buried your face into his neck and sobbed your relief.
You wouldn’t know that Dean’s eyes were shining and red, his mouth trembling slightly as he sucked in a breath and held you as tight as he dared. His hand came up to cup the back of your head, over your wild hair. His lips pressed to the side of your head as he closed his eyes for a moment.
“You okay?” he asked, when he was able to speak.
“Mhmm,” you nodded, though his question prompted you to pull back and find his face. Your heels came back to the ground, and you reached up to stroke his cheek and search his gaze.
“What about you?” you asked tremulously. “Your head?”
“’M fine,” he said. Though the truth was, he was reeling. His ears still rung from the bullet that hit Daniel between the eyes.
The weight of that decision was almost too fresh to be real, but it was heavy on Dean all the same. He could even get in legal trouble for this. He wasn’t supposed to have entered that building. Hell, he’d picked up a gun and shot a man.
Though he already knew what Sam would say.
Justification. Imminent danger. Self-defense.
Dean just didn’t know if that would fly here, especially with the Fire Department.
Right now, however, you were his lifeline. You grounded him in reality when you held his face in your hands. Just beyond you, he could see the relief on both Sam and Cas’s faces.
Dean gave them a smile, but he focused back on you. He held your hand to his cheek.
“Promise me you’re gonna stay put for a while,” he quipped. “Preferably where I can see you.”
You scoffed at him through the tears glittering in your eyes.
“Dean Winchester, if that isn’t the most hypocritical thing that’s ever come out of your mouth!” you said, punctuating your words with a slap on his chest.
“Hey!” he protested, but you ignored him. You gripped his shirt and felt the Kevlar underneath. It might’ve protected his chest, but he hadn’t had anything to protect his damn head.
“You run into fires, not bullets, you idiot,” you said, now wiping frustrated tears from your cheek.
Dean’s tension began to ease with a smile. He held you more securely, pulling you flush against him.
“You sound like Bobby,” he teased.
“Good!” you snapped. “You’re not allowed to scare me like that. Do you hear m—?”
He didn’t think he’d ever miss you giving him shit, but this time, it just made him smile until the corners of his eyes crinkled. Shortly before he cut you off with a searing kiss.
You made a sound of surprise, even as you gripped at his shirt, then his face to keep him there. You both knew this night was long from being over. An even longer way from recovering.
But for now, this was a good start.
AN: And so, we're drawing near to the end. 🥹 What did you think of the respective ends of Nick and Daniel Savage, and even Alastair? And of course, her and Dean's reunion. 💗
Soon (this weekend), we have the epilogue...
Next Time:
“So…I’ve gotta tell you something,” said Dean, after he parted from your lips for a moment, and allowed you to breathe. His tone made you tilt your head in suspicion.
“It’s nothing bad,” he said, though he looked a bit nervous.
Your brows furrowed. You led him to the couch, where he took your hands in his. It took him a moment to get started. He seemed stuck on what he wanted to say, or maybe just how he wanted to say it.
“Whatever it is, I’m sure I can handle it,” you teased.
Dean gave you a smile. His shoulders relaxed a little...
Keep Reading: THE EPILOGUE
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The despised episode, 9x03 I'm No Angel
I got a request to do this episode, but focus on “light-hearted/positive” aspects of it, so here I go.
Cas spends the majority of the episode, not feeling bad for himself, but feeling ashamed of his previous lack of empathy/sympathy:
He never noticed how fragile humans were before. Not like this.
He sees the hubris of the angel wars in a new light too, that they haven't got the humans' best interests at heart. They don't use their immense strength to help the downtrodden. Instead, the humans too often became pawns in their internal angel wars.
///
The episode is very modern "Prince Siddharta light"
Cas has been associated with Buddhist symbols in the past (lyres, statues) and some counter-culture stereotypes of Buddhist symbols (the drugs-kind of Enlightenment and the orgies from "The End", Daphen's lyre and kitschy statues in "The Born-Again Identity." )
Siddhartha Gautama, the Buddha, left his palace life to experience and understand the realities of human suffering. Shielded from hardship during his early life as a prince, he ventured beyond the palace walls to witness poverty, sickness, aging, and death.
Cas sees poverty:
//
Learns to appreciate sharing and kindness in a new light:
//
Sees waste:
//
Nevertheless, he's trying to suck it up. He's a little proud, still. If humans do this all the time, surely he can learn how to do it, too.
We see in earlier seasons that he managed the bus well enough, and here he's managing truck-hopping and shelter-hopping.
His identity is still a bit “angel-ey," and his perspective throughout the episode is very colored by that. I don't think he's feeling sorry for himself nearly as much as he is feeling ashamed of his previous lack of empathy.
And with sex, it doesn't seem like he views it as being taken advantage of so much as he views it as a new human experience. This could be because he's still thinking of himself as "an angel," still overestimating himself as the one with the power advantage. The whole episode is about him trying to experience "human-ish" things so he can understand them better.
He doesn't seem to truly feel bad for himself or lose confidence until Dean kicks him (temporarily) out of the bunker.
(And even then, April later remains an experience like his kiss with Meg: a performance he's proud of that fills him with confidence.)
Cas IS a bit of a perfectionist with these things...
///////////
And so April...
Given that she's a Reaper possessing a woman, most of these interactions are a bit of a sham, but there is a throwaway line that implies the Reaper is emulating the real April.
But overall, Cas's reactions and approach intimacy are still a little interesting in that and tell us a bit about how he'd approach intimacy with Dean others.
////
Bonding over wasted food, comforts, and metaphors
First, he and April "bond" over having big hearts and having each been down on their luck. They lament the wasted food; there's a light exchange of philosophy.
She learns that he's likely "newly underclass," given that he said "he never knew" how much waste there was. That contextualizes would-be-April's approach to him. She plays it as thinking he's a down-on-his-luck businessman who made bad investments.
Upon entering her home, Cas admires his surroundings, and would-be-April is a little embarrassed.
And then, this smooth little Mofo throws out a "beautiful" comment about the apartment just as she's shedding her jacket.
He comes off probably a little smoother than he intends to be, haha. He's painfully, attractively earnest.
//
In their interactions, Cas’s very dry in his explanations, and would-be-April remarks that he's: Kinda cool, kinda weird.
This is Cas in a nutshell. He's so awkward and weird that it loops around into being almost unintentionally "cool."
//
So, creature comforts.
April puts him in a terry-cloth robe, a bit of Dean-ish association, really, especially with the relatively recent introduction of the MoL robes. (Later in the episode, we'll see this echoed when Cas gets food, a shower, and clothes at the bunker.)
//
Then, light teasing about Cas's lack of (human) culture:
After sex, she'll tease him again about metaphors.
In short, they're bonding over the exchange of human "culture" and human experiences, something we'll see echoed in the later seasons of SPN.
We'll see Dean and Cas "exchange" culture in the form of music and TV, and we'll see a lot of light bickering from season 13 onwards, with Dean and Cas practicing the art of human metaphor.
//////
Cas: a hungry, eager, passionate lover with a need for feedback on his performance
In terms of style, I think it tracks that Cas might come on a little strong, then pump the brakes and ask for feedback, especially since he's newly aware of how fragile humans really are.
Cas spends the majority of the episode steeped in shame, that he never noticed the suffering and fragility of the humans. And although he's tuned into his own hunger like never before, he's ruminating on his past angelic mindest and wanting to tend to his partners needs, too. To do it correctly. Effectively.
Anyway, his hormones on overdrive here. And oh, boy is he ever touch-starved: his eyes friggin' glaze.
//
And, as usual, he's the "doer" kind of learner, throwing himself into the new experience with no small amount of recklessness:
She's gentle, he's eager. Afterward, would-be-April seems to be getting a little nervous from his dazed stoicism and lack of communication.
And because he's a liiiiitttle bit of a perfectionist, when she prompts him, he almost immediately asks for feedback, eager and willing to adjust fire where needed, already strategizing a bit on his performance, perhaps.
Despite being careful and wanting a bit of feedback, he's overall a passionate-style of lover…
…that also might lapse into not saying much unless prompted.
///
Then, Cas opens up about trusting the wrong person. Ironic, given he's erroneously trusting would-be-April here. This shows that, despite having spent the episode experiencing very human vulnerability, he still views himself as a bit above it. He doesn't view "kind humans" as a potential threat.
And okay, so I know this is a controversial scene, but let me say something... He's a kinda-weird, kind-cool smooth Mofo, isn't he? I mean, God dammit, Cas! I'm reminded a bit of that moment where he confidently tells Meg he could touch her (lower regions) in ways that would overwhelm her. After all, even if he fails at first, he's pretty sure he can figure it out. Learn.
Anyway, here, after this and would-be-April's heart-to-heart, instead of answering, he smoothly reaches over and pulls her into a kiss:
//
And even as a human(ish) being, he doesn't appear to have much of a refractory period to boot. Damn. So what have we learned? He's passionate, a little dazed, and touch-starved, and he hands out compliments like "beautiful" but is otherwise a little short on words overall.
He initially seemed to have gone with his (hungry, hungry) instincts, but afterwards, he asked for a little feedback so he could adjust if needed.
For his part, Cas really liked the sex and the touching. For her, April was definitely taking advantage, eagerly letting round two happen.
////
Later, Cas is proud of his performance, but April steals Cas's own blade to use it against him
That sly smile is a bit funny and gives us a window to how he'd approach sex with others. It’s cute that he’s feeling a little playful, a little proud, maybe a little smug. Sly as in playfully mischievous, I think.
Definitely proud of his performance. Ahem.
///
Alas. Cas comes to the kitchen, a place that SHOULD be a place of love and daily rhythms, and there's the reaper, her cruelty shining through:
It's interesting here that she's cutting FRUIT with the STOLEN angel blade. The fruit recalls a bit the fruit of Eden, the temptation and acquisition of new knowledge (aside// and if you ask Bedlund, Dean is himself the "fruit" for Cas).
Would-be-April using the stolen blade so casually—especially after such an intimate and emotionally vulnerable experience—symbolizes her having the upper hand. She’s taken something deeply personal (his "penis," his virginity, his blade) and now wields it on her terms.
Seeing Cas's angel blade, the extension of him as a divine and lethal instrument, being used for something as mundane as cutting fruit could symbolize April’s disregard for its (and by extension Cas’s) sacredness. This reflects how she views their encounter—not as sacred or profound but as casual and utilitarian.
So yeah. He was attractive and charming, maybe more than she expected. She liked that. Took it for a ride. But while he was charming enough to ride, it wasn't enough to sway her from her mission/job.
Despite his lack of experience, Cas immediately pings onto the absurdity of her decision. At first glance, one might think he's feeling discomfort with the transactional nature, but I think it might be deeper than that. (His later words don't seem to imply sexual shame so much.) I think this mostly... this loops back around to his angelic perspective.
The whole point of angels in the show is that they tend to use human trust and faith as a means of transaction. That's underlined in this episode consistently, from the radio show sermon dude all the way down to the reaper. The angels are using a radio announcer to spread "gospel," capitalizing on human weakness to entice them to serve themselves up to angels as sacrifices.
The religious people pledging themselves are not "simple fools." They're often the downtrodden, the hopeful, the lacking. But the angels use propaganda and selective truths to get their way. Their whole MO is based around "getting" people to say yes, because angels need permission. So they coerce it. Game it. And once they get it, they notoriously don't retract this manufactured consent.
Cas himself has actively deceived humans employing similar tactics, by using false trust and promises of safety, and once the human vessels were in a vulnerable position, then used that to his advantage (see: Jimmy Novak and functionally using Claire as a way to get Jimmy to say yes.).
It's new for Cas to be on the other side of it, of vulnerability and manufactured consent, and this was intentionally woven into every aspect of the episode, especially since angels taking vessels has such similar overtones.
But as for the lasting effects of this encouter, I think it's at least possible that Cas viewed this experience moreso through a lens to ruminate on his past actions as an angel.
It appears, at least on the surface level, that the experience of sex itself didn't concern him much. He seemed to make the most of that part; happy to gain experience. It's not a stretch to think maybe he was interested in using this new experience with other friends, like Dean maybe.
With regards to sex and intimacy, I think this feeds ultimately into how as a "human," he allows himself to indulge, and as and angel, he only allows himself duty. This is his whole angelic ascetism shtick that the Empty deal worked so heavy-handedly to highlight, that as an angel, Cas actively prevents himself from indulging in even in the slightest forms of happiness.
///
The blade transfers hands; Dean to the rescue
So anyway. The angel blade.
Reaper-April tortures Cas with his own blade, transforming fun with his "blade" into violence with his blade.
When Dean bursts in, Cas seems like he might actually be getting somewhere with his negotiations but April, startled, panics and plunges the blade into Cas, killing him.
Dying, Cas speaks with his eyes, urging Dean to take Cas's blade and protect himself with it:
///
And Dean's grief is just as stark in the script as what we see onscreen. All episode, we've seen a crazed Dean, resorting to torture and trusting Ezek-Gadreel to find Cas. And now this:
"The loss is ... staggering" and "Dean is overcome with grief" and "Dean's still in shock."
Here is the contrast of someone who stole Cas's blade (April) and someone who was entrusted with it (Dean).
///
The script does get points for Dean and Sam immediately hugging Cas. (Aw.) We deserved more of that.
///
So the end of the episode sees Cas welcomed into another home, in a positive parallel to April's apartment
And he kinda starts doing the same MO he used with April, lol. He starts by throwing out a compliment about the dwelling (LOL).
Looks like he learned something, all right.
//
And Cas casually, slyly lets slip two things: One, he has sex now. And he's smiling about it because it was good. Two, he's open to having sex with friends.
Is Cas being dumb... or is he (slyly) floating the idea of fWb? (CAS MENTALLY: Friends have sex with each other. Dean is my friend.)
And then Cas says he's looking forward to, you know, guidance.
///
And Dean? Dean's so excited. His worry about Cas's vulnerability with the reaper is completely overridden by the knowledge that Cas is interested in that sort of thing. With friends, no less.
The script has Dean at a bit of a loss of words, trailing off as his downstairs brain takes over.
The idea of Cas having sex “is... so... hot and nasty.” This shows surprise, arousal, and maaaybe the "nasty" is an undercurrent of discomfort? (Could also be Dean being his sarcastic, inappropriate little tryhard self.)
But the way he trails off... and his brain screams HOT. Now that IS something.
Cas, for all his complexities—his innocence, his otherworldly nature, and his struggle to fit into the human world—has always had a certain rugged, quiet appeal to Dean.
It's also a bit fun how Dean reacts to what he at first thinks is Sam's look of disapproval. "Don't kill my buzz, Sammy." The "buzz" here is Dean’s inner energy of attraction—he’s momentarily lost in his thoughts about how hot Cas is, and the word choice reflects a certain excitement.
And his words to Sam, far from being denial or embarrassment, read a lot closer to: "Don’t ruin this for me."
//
Too bad the disapproval is Gadreel's, because Gadreel is definitely out to ruin this for Dean
Ah, Gadreel.
Dean started out the negotiation with a strong FUCK THAT. It's not until Gadreel puts Sam's life on the line and twists Dean's arm that he relents. This is a typical angelic negotiation that Gadreel is employing, in line with the angelic tactics we see all episode long.
Getting someone in a vulnerable position. In this case, despite saving Cad, Gadreel values his own safety the most. So the ultimatum is this: I let your brother die or you kick out your love.
It’s so sad. The last time Dean saw Cas, Cas was about to be locked up in Heaven forever, undertaking the angel trials even after Dean had all but confessed his affection to him. "E.T. goes home."
Now, a bunch of horrible things have happened in rapid succession. Dean has nearly lost Sam, and then Dean ran around the country, sinking into torture (a known trigger of his) just to find Cas, and THEN he was slammed with the shock-grief of losing Cas anyway.
NOW, against all the odds, Dean finds an impossible, grounded happiness with Cas dumped in his lap... only to be ripped away.
///
And we return to a hungry, hungry Cas who is still in the process of trying out everything and learning what he likes best:
Excruciating? "Lose it?"
Like cry?
Yeah, I'm pretty sure they were both about to cry. Dean's fantasy of teaching Cas about humanity, of maybe wrapping him in MoL robe or blanket and feeding him comfort foods just... evaporated.
He'll have to wait a long time before he can wrap Cas in a MoL blanket or watch movies with him or make him bunker coffee, it seems...
///
The last line with the Reverand reads like such a taunt, then:
The terror of angelic coercion.
///
Script 9x03 courtesy of TVWriting
#spn 9x03#meta by request#april kelly#april the reaper#penis meta#kinda#i hope this is what you wanted?#i tried to include cas's style of intimacy and some fun things about the overall theme of how angels do business#anyhoo i hope you enjoy it#happy saturday#in an episode of dubious consent#april fits right in#she is a dark shadow of cas’s past actions with humans#promising safety… giving danger
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The Contract
Warnings: Lots of smut, P in V, Oral (both m and f receiving), BDSM!, Sexual Assault, Stalking, Angst, Alcohol mentions, Dominant and submissive plot, Drug Mentions, Virgin user, mentions of drugs.
Chapter 5
Pairing: CEO!Dean Winchester x inexperienced! User
Summary: When her roommate and work partner gets sick, she is in charge of interviewing famous billionaire businessman Dean Winchester for his new bar's grand opening which leads to a passionate and tumultuous affair where she discovers his dark sexual desires, marked by control and dominance. The one catch? He doesn't do romance.
Based on the trilogy Fifty Shades of Grey.
(3818 Words)
Divider credits: @dollywons, @anitalenia, @selysie
(y/n) woke up alone once again. She stepped into her kitchen in some random clothes from the laundry that had never been folded because of last night. Although she enjoyed it, well, a little too much, there were some thoughts. The way he just tied her up like that aroused her in such a good way. But when she read the contract once more, there were lots of things she wanted to adjust, such as certain kinks she was not comfortable with. “Alright, two large pepperoni pizzas for the new official editors for Runway!” Jessica shouted while carrying pizzas. Castiel had promoted only a few people for a promotion, so they were moving up another floor, which meant having a high status in the company. Well, according to the workers, that is. There have been fewer and fewer people going up the ranks, so when Jessica and (y/n) found out, they decided to throw their small party. Soon, there will be a work party where a special speaker is going to be talking to ‘encourage’ the newly promoted workers. “Also known as the hottest new editors,” Jessica added while pouring in some wine. (y/n) laughed while she took the wine cup.
“God, I still can’t believe it. I started at Runway as an intern, and now I'm a big-time magazine editor” (y/n), smirked, “I’ll take a sip to that sister,” They clanked their glasses together and drank the wine. “I’ll be right back. Go ahead and eat without me; I need to use the bathroom,” Jessica said. (y/n) nodded, and while Jessica went to the bathroom (y/n), took out her laptop and messaged Dean.
“I’m having issues with the paperwork and need to discuss it with you.”
Dean and Sam were working once again; they had just bought new land for them to produce wine. A new approach compared to their liquor products. They had decided to build a vineyard, barn, and all. “Okay, so for the house, we already contacted our usual contractors and workers. They sent us some blueprints for the barn and the house.” Sam was rambling along about the vineyard while Dean was yawning over it. Sam permitted Dean to help design the house and barn for the land. While planning the different rooms for the barn and house, Dean heard the ping from his computer. He saw the message coming from his laptop. He smirked as he responded.
On (y/n)’s side, she was biting her fingernails in nervousness as she saw the notification in the corner of her laptop. He immediately responded.
I’d be disappointed if you didn’t; let’s discuss this over dinner tonight.
She thought hard about it before responding.
It is a contract, I prefer this to be an important meeting rather than dinner.
Dean responded, agreeing.
Before the dinner took place, Dean had asked what she was wearing to the meeting, wondering if it was professional business attire. All she responded was that she was wearing a trash bag. Which gave him note that this was an actual business meeting and not a game she was playing.
(y/n) came up the elevator with the bright colored envelope holding her contract and the pen she was given when she first met him that still had the bright gold Winchester Elixirs logo on it. As she came up the elevator and the door opened, there he was waiting for her in a classy black on black suit. “Ms. (l/n).” He said. “Mr. Winchester, let’s get this going.” She said. He whispered in her ear when they were walking down the hall. “Ain't that one hell of a garbage bag you’re wearing,” he said. She smiled and scoffed, “Business meeting, seriousness please.” she said. They walked into an empty meeting room where he had just been with his brother earlier discussing blueprints. Now, here he was discussing a sex contract. “Super impressive. You outdid yourself,” she said, hearing the echoes of her heels.
“This ain’t my first rodeo sweetheart.” She stopped dead in her tracks and looked at him up and down with a serious face, thinking he meant he discussed this with other girls. He quickly took note and pushed her hair back. “I meant business meetings.” He said before taking a seat. (y/n) took a seat and opened her contract, taking out the Winchester Elixers pen. She’s done meetings before as well, so she treated it as one. Not taking in his charms or jokes. “If you could open your contract to page three, sections 15-20, “The submissive shall submit to any sexual activity demanded by the dominant and shall do so without hesitation or argument.’ I’m not going to be doing everything you say. I have my voice to weather I conset to whatever you want me to do.”
“Affirmative.” He responded by crossing out certain words and writing down his terms.
“If you turn to page five, section named ‘soft limits’” she ordered. Dean turned to the page “With you.” he said reading over the small section seeing if he made any mistakes of somekind she might be calling out.
“First of all i’m not doing any fisting, anal, vaginal, none. Cross it out.” She said, looking up at him. She looked into his eyes as he tilted his head. He nodded as his pen crossed it out.
“In the same page “is the use of sex toys accebtable to the submissive. Dildos are a yes, vibrators are a yes, and spanking, whipping, and gags are ok. Cross out any clamps.” Dean nodded and crossed it out. She paused as she saw two women come in with some food, (y/n) covered the contract with the folder that it came in. They placed the plate of food and some wine upon her and Dean. “Thank you,” they both said.
“It’s alright, only a few staff know what’s going on, they know,” he said. “Please continue.”
She took a sip of wine and continued, “Page five, there are some terms I need you to define.” Dean gestured for her to proceed. “Suspension?” she asked. Dean smirked, even thinking about it. “Hanging on ropes.” She made a face.“What reason do you have for that?” she asked.
“For your pleasure.” She scoffed. “Really?” she said. “And also mine, something to consider,” he said.
“Yeah, hard pass. Roleplay?” she asked.
“We each take different roles and act them in the bedroom, such as a monster hunter and damsel in distress.” He explained. (y/n) nodded. “I’m ok with that,” she said. Dean smirked as she wrote down the definition on the contract for herself to keep. She turned to a different page,
“Page 4, Section 2, 'Is bondage acceptable to the submissive?’ Rope is fine, leather cuffs, handcuffs, I’m not using tape, and please give an example what’s other?” She asked. Dean leaned back. “Cable ties,” he said. (y/n) smirked as she wrote down the example. “And can I just say how impressed I am that you take this business meeting very seriously? I’ll throw in a sweetener for you, sweetheart. Once a week, on a night of your choosing, we go on a date, like any other couple, to dinner, a movie, or whatever you want.” (y/n) smiled to herself. “I accept, thank you. That’s all I needed to discuss with you today. Thank you again for meeting with me.” She said, putting the contract in the folder, “I’ll make sure to look through the changes and make my decision by the end of tomorrow.”
“You’re leaving?” he asked, getting up and walking towards her as she was still sitting down. “Yes,” she said. “Your body is saying otherwise, princess.” he came closer to her. “Your legs, the way you’re pressing your thighs together under the table.” His hand came to her arm, softly running over her skin. “Whenever I touch you. I can feel the hairs on your arm stand, along with goosebumps. You’re change in breathing, and you’re flushing…not because of the wine; it’s the adrenaline.” She was surprised she could tell all that. “Surprised you can tell all that,” she said, still looking ahead, not wanting to face him. Dean moved her hair to one side, revealing the skin on her neck. He leaned in “Do you know how hard it was for me to see you in this dress, and not wanting to fuck you over this table right now. Making it all foggy and wet from me fucking you.” He whispered in her ear. “Sweetheart, I already know you like the back of my hand.” She breathed in. “What did you want to do to me exactly?” She said.
Dean removed his tie, making it loose. “I would help you out of that little dress of yours, only to see those white cotton panties with a wet patch from me. The I would bend you over on this table, and fuck the living hell out of you.” He said to her. She turned to him, finally meeting her eyes with his. “Thank you for you’re time, Mr. Winchester.” She said, getting up and walking out the door. Dean got up as well and met up with her outside, thanking one of his employees for bringing her coat and helping her put it on. Dean smirked at the staff while he led her outside to her car. “This is you?” he asked. (y/n) laughed, “Yeah, had her since college.” She said, looking at her beat-up car. Dean laughed straight in her face. “What’s so funny?” she asked. Dean finished laughing and looked at her, “For a new editor for a fashion magazine and classic rock chick, I figured you would drive somethin’ nice, not whatever this is,” He said, gesturing to her car. She scoffed, “Yeah, well, I’ll buy myself a car when the mortgage for my side of the rent is fully paid for, my bills are paid, and my insurance is paid for.” She said. Before she got in the car, Dean stopped her.
“Are you sure there’s nothing I can do to keep you from leaving?” He asked. (y/n) smiled, “Good night, Dean.” She said softly.
“When will you know?” he asked her. “I’ll know soon, by the end of tomorrow maybe.” She shrugged. She leaned in and kissed his cheek before getting in her car. “Why do I think you’re telling me goodbye Sound of Music style?” She laughed at his reference, “Cause I’m getting in my car and leaving?” She said. She waved her hand and said farewell like how the Von Trapp kids gestured it. She got in her car and drove home back to her apartment where Jessica was waiting.
When she got home, she heard a bang in Jessica’s room that sounded like it was against the wall. Her heart dropped to her stomach; she grabbed a baseball bat they had in a corner and (y/n) was ready to strike. She opened the door to see Jessica and Sam in Jessica’s bed. “Oh my god!” Jessica laughed. (y/n) covered her eyes. “I am so sorry! Holy Shit!” She could hear the sounds of scrambling and footsteps. “You’re good now (y/n).” She opened her eyes and saw both of them panting, and their hair unraveled. “I didn’t think you would come home early. I assumed you were gonna stayed overtime at work.” (y/n) was still a little shocked; she nervously touched her hair. “I-I got let out early. I finished reviewing stuff.” She said. “I’m going to bed. Carry on. I’ll have my headphones on.” She said before leaving the room. “I’m sorry, I’ve got to get going,” Sam said to (y/n). Her put on his jacket while Jessica let him out. They both walked out of the apartment building and said their goodbyes.
Jessica came back inside, shivering, wearing Sam’s jacket. “God, it’s freezing outside.” She giggled. “Hey…you ok?” She asked. (y/n) was out of it, from the contract to what he would do to her. She was shocked. “Yeah, I’m fine, just kinda tired, Jess.” (y/n) smiled. “Well, we need to see what we’re wearing tomorrow for the work party. So get some rest 'cause we are going shopping.” Jessica smiled. (y/n) collapsed on the couch and scoffed. “With what money?” she asked. “With Sam’s money, he gave me his credit card for me to spend as much as I want. God, I love him.” (y/n) smiled, “Do you love him…like really?” She asked genuinely. “Yeah..I think so…(y/n) I like him. A lot. And I know he’s rich and he’s that single gullible guy, but I don’t care about all that. He’s the most amazing guy I’ve dated; he’s like a gentle giant. A gentle moose if anything.” She giggled. “And trust me, I like it when he spoils me and stuff, but I’m able to communicate with him that sometimes it’s too much. But he told me that he was going to the party and that his brother was gonna speak at the work party and-”
(y/n) was starstruck, one that Jessica had finally might’ve found the love of her life but Dean was the speaker at their work party. “Wait…I’m sorry, Dean is going?” she asked Jessica, who smirked. “I knew you would stop me at that part. Now you can see why I need you to shop with me so I can show off what Sam had, and you can show Dean what he’s missing out on.” She smiled. “I can’t do that. But I’m happy for you, Jess.” She smiled. “Well, I don’t care. We are going shopping because the dresses you have are all mine.” She said.
“Ok, this one?” Jessica said, holding up a red one. “It can remind him of a pretty rose.” She added. (y/n) looked at it from afar. “Hmm, I feel like we need something that can bring out your hair and eyes,” she said. (y/n) grabbed a nice satin black dress with thin straps. “This one can bring attention to your body and a nice updo to show off your boobs to Sam.” Jessica smiled. “And that’s why we are editors to a fashion magazine.” She smiled.
After Jessica tried on a few more dresses and finally chose the black one, it was (y/n)’s turn. She opened the curtain so many times, each dress was either too frumpy, too poofy, too old, too skimpy for a work party, but for a club, yes. “Ok, try this one.” Jessica went inside the dressing room. “God, Jess, I’m naked,” (y/n) said, covering herself up. “Relax, it’s not like I haven't seen you before. Turn around.” (y/n) did what she was told, and Jessica zipped her up. They came out of the dressing room (y/n)and saw the beautiful slick dark blue dress with little detailing. It made her chest pop and her legs look longer. “Dean will be drooling, trust me.” After they purchased their dress and ate some lunch, they began getting ready for the party.
“Don’t put too much blush.” (y/n) warned her after last time. Jessica did a simple makeup look with some elegance to it. Simple eyeliner and lipstick make her face pop. (y/n)’s hair was left down with a small clip in her hair. “There, you’re ready.” Jessica had her blonde hair in an updo with some jewelry to match her eyes. As they arrived at the party, their work friends found them and immediately formed their little group. Sam and Jessica had finally introduced themselves as a couple, and their work friends were excited, especially Castiel. Everyone had gotten served a glass of wine, and before anyone drank it, Castiel came upon the podium.
“Hello, my money makers.” Everyone laughed at his small joke. “First of all, I’m extremely honored and eternally grateful that I am your editor in chief. I’m just as excited as you to welcome our new workers who have been promoted. I’m extremely proud of every one one of you. As a magazine dedicated to the art of fashion, we take pride in shining a spotlight not only on the designers and the high-fashion moments but also on the workers who make it all happen. Your hard work, resilience, and creativity are the threads that hold the entire industry together. Thank you for your dedication. Thank you for your passion. And thank you for making the world of fashion as vibrant, dynamic, and meaningful as it is today. Now, it is my honor to introduce my brother from another mother, my friend, the man who made our October issue skyrocket, Mr. Dean Winchester.”
Everyone began clapping, especially the girls who were fans of him and were clearly interested in him. (y/n) saw how they eyed him down as he came up on the podium. “Thank you, you weird dorky dude with angel wings.” Dean had found (y/n); she was wearing a dress that made his hands grip the podium, which made his knuckles white. “First of all, I want to congratulate all the employees who have been promoted. you have shown great skill and great sensability, and were obviously were able to keep up with everything has to be perfect guy over here.” Dean said, gesturing to Castiel. As he continued talking, one of the girls in front of (y/n) was whispering, “God, I wonder why he’s single. Look at those arms,” one whispered. “Yeah, he could choke me with hands all he wants,” the other said. (y/n) leaned in. “I heard he’s gay,” she whispered. The girl’s eyes widened as they continued to look at Dean, who was still talking.
“Second of all, I’m very proud and honored to be one of the reasons why Runway is skyrocketing, and I believe you owe this party to the two employees that made it happen.” Dean looked at the table (y/n) he was at with Jessica. He saw (y/n) clench her thighs while she bit her nails. “Ms. Moore and Ms. (l/n), you have done a wonderful job with the article and managed to keep Cas sane.” Jessica and (y/n) smiled as the people clapped for them. Dean could only stare at Dean and not pay attention to the people around them. Castiel was persuaded to come up to give them a small part adoration. So when Jessica shook Dean’s hand, it was (y/n)’s turn. As she shook his hand with a grip, she nodded. “I’ll do it,” she whispered. Dean gripped her hand a little tighter as he smirked and let the girls on their way. As the party erupted in a small dance, outside were cameras and paparazzi wanting a photo of Castiel or the Winchester brothers. “Mr. Winchester, can we get a photo?” Dean had dragged (y/n), who was in the corner and had his hand on her waist, and they took the photo. He positioned her to a right angle, and the picture was taken.
Jessica was taken to Sam’s nearby penthouse in the city while (y/n) and Dean went back to her apartment to have a little celebration of their own.
(y/n) immediately moved away from the champagne bottle popping. The sounds of Led Zepplin and Metallica rang throughout the small apartment. Dean and (y/n) giggled at her reaction. He poured in the glass of champagne. “To celebrate your promotion and other things,” he smirked. (y/n) rolled her eyes playfully. “Yeah, other things,” she joked. Dean looked at her “roll your eyes at me again and I’ll smack that ass of yours.” (y/n) was taken aback “Oh.” she smirked. They clinked their glasses and drank the champagne. There was a buzz at the door. (y/n) wondered who it could be at this hour?” Dean took the glass from her hands and placed it on the table.
“Come, I have something to show you.” He said, taking her hands. He led her outside, and a man had handed him the keys to a beautiful car. It was a nice, sleek black car and one of the newest models he could find. “Wow, it’s nice. Doesn’t seem like your style, you know?” She smiled, looking at it a little closer. Dean giggled. “It’s not sweetheart,” he said. He took her hands and placed the car keys in her palm. “Congratulations on your promotion (y/n).”
She looked away from him and at the car in shock. “Dean…Dean, that’s a car.” She pointed out. Dean looked at the car, then back at her. “Congratulations, you just passed. That is a car.” He joked. “Dean..I-I can’t.”
“Do you like it?” he asked.
“What are you talking about if I like it? Dean, it’s beautiful. But I have a car.”
“Benny is lookin’ to get a price on it.” Allison rolled her eyes in frustration. Her car was taken away, and now she gets a whole new one. It was a lot to process at once. “Did you just roll your eyes at me, sweetheart?”
He took her in the house and locked the door. He sat on the couch and dragged her body across his lap. “You know why I’m doin’ this?” he asked her. (y/n) who was aroused, giggled, “Because I rolled my eyes.”
“And is that polote to do to me?” he asked, gripping her hips. “No.” she chuckled. “Excuse me?”
“No, sir,” she responded. Dean immediately pushed her dress to her waist and brought her underwear down, which made her whimper from the sudden cold air. He smacked her ass once. And again. She whimpered and moaned, very much enjoying this. He brought her underwear back and helped her up. She got on his lap and kissed him, which he immediately responded to by putting his hands on her waist and kissing her back. But he stopped and looked up at her. “What’s wrong?” she asked. “Nothin’ remembered that I need some stuff to do in the office.” He said. He slowly took her off his lap and put on his coat.
(y/n) sat on the couch as he put on his coat. “You ok?” he asked, touching her face. “Yeah… I just thought…” she went quiet. Dean made her look up at him. “I enjoyed tonight, I really did. I’ll see you at my place tomorrow, alright, sweetheart?” he said. (y/n) looked up at him and nodded. He kissed her forehead and let himself out. As he left, she looked down at the window as he drove away. She took a deep breath in and out before going to bed, wanting to forget how he had left her and to also remember the kiss they shared.
Taglist: @applelovesposts @ladykitana90 @cevansbaby-dove @cleacc
A/N: Hey guys! So, first of all, thx for the support for the last chapter. I really appreciate y'all so much! Thank you for your understanding with my busy life. So right now, this chapter is kinda sucky cause I tried to make it for y'all in time. Anyways, I hope you guys enjoy this chapter. And I'll see you guys next time!
#Dean Winchester#dean winchester smut#dean winchester headcanon#dean winchester fanfiction#dean winchester fic#dean winchester x y/n#dean winchester x ofc#dean winchester x you#dean winchester x reader#dean winchester x female!reader#Jensen Ackles#jensen ackles x female!reader#jensen ackles x you#jensen ackles one shot#jensen ackles x reader#jensen ackles smut#jensen ackles x y/n#supernatural#spn#sam winchester#sam winchester x reader#castiel#sam winchester smut#sam winchester x you#sam winchester x y/n#sam winchester fanfiction#sam winchester fic#sam and dean#spnfandom#spn fanfic
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Nightly This Dean and This Cas:
Hostage negotiator Dean Winchester is able to get a notorious crime ring to release businessman Cas Novak during a robbery. But, in the aftermath, as Dean and Cas get to know each other better, Dean starts to wonder if Cas was the leader of that crime ring all along
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