#AU!Sam winchester

[holylulusworld]

Busted!

Summary: You are in trouble.

Written for @spnkinkevents: Kinky Sam Week 2024 – Day 1: Office sex

Pairing: Boss!Sam Winchester x Assistant!Reader

Warnings: power imbalance, the reader is in trouble, degrading, dom/sub undertones, light smut, unprotected sex, teasing, sex on a desk

“Miss Y/N to my office please,” your boss, a hard-ass self-made billionaire and sex on long legs calls for you. You whimper, knowing he only calls you to his office if you fucked things up. And you fear you fucked up big time. “NOW!”

Sam narrows his eyes as you are glued to your seat. Your legs won’t obey, and you struggle to breathe right. You can’t lose this job. It’s a well-paid one, and who will star in your dirty fantasies if your boss isn’t around any longer?

“Do I have to repeat myself?” He cocks a brow and crooks his index finger, calling your name again. “I hate waiting and repeating myself.”

“Sorry, Mr. Winchester, Sir,” you splutter while slowly getting up from your swivel chair. Your legs wobble, but you try to walk toward your boss’s office without showing him that you are afraid to lose your job. 

He harrumphs and walks inside his office without waiting for you. You slip inside and silently close the door. 

Your boss asks you to take the Seat opposite his comfortable chair. He sits down and watches you with angry eyes. “Do you know why I asked you to come here?”

You squirm in your seat and wring your hands. If Sam wants to talk about what you fear he wants to talk about, you���re going to lose your job and more.

Uploading your stories to your company account wasn’t the best idea you ever had. To your defense, you wanted to use your breaks to write another story about the kinky adventures of Kitten and her Master. Staring your boss and you.

“I—” you bite your tongue. Sam is staring you down, and you’re too nervous to answer his question. Your heart hammers in your chest at the way he’s sizing you up.

“Let me help you remember,” he grabs a stack of papers from his desk and smirks. Sam leans back in his chair, his eyes trained on you. He wets his lips, enjoying the struggle on your face. “You should know that it’s forbidden to upload documents and apps to our servers.”

You blanch and fist your dress. Your breath hitches in your throat as Sam starts to read your latest story. The juiciest you ever wrote.

He asked me to come to his office, a smug grin on his face. Master was in the mood for some playtime. My panties were already wet when he guided me inside. My master pushed me onto the desk the moment the door closed behind us. I didn’t wear panties, just like he asked me to do. Sam shoved my skirt up my thighs and kicked my legs apart to get a good look at my glistening cunt.

Sam clears his throat while you try to shrink into yourself. You dare not look at him when he crumbles the first page and flings it across the room. “Not too bad, but I’d correct grammar and spelling.”

You can’t think or speak. Shame and embarrassment hold your whole body in a tight grip.

“Let's see…” He’s not done kink-shaming you. Sam starts reading the next page.

I ended up bending over his desk, thick fingers inside my cunt. Sam was impatient. His pants dropped to the ground, and I hissed feeling his huge cock hit my bare ass. I always feel so empty without his cock, and he knows it. My master slipped his fingers out, to replace them with something better, and bigger. I was full beyond my limit seconds later.  Sam didn’t care. He held me down by my shoulders and started to batter my hungry cunt with his glorious cock.

Sam stops reading again, he watches your eyes widen in fear. You squirm even harder and try to find a way out of the situation. Looking up at the ceiling you pray that lightning will strike you down or the ground opens to swallow you whole.

“I wouldn’t use the word glorious,” he grabs a red pencil to mark the line. “Maybe you shouldn’t let him batter your cunt either.”

“What? I—" You’re speechless. Your boss is correcting your kinky story like he does with any paper you hand to him.

“Hmm…he should’ve teased her a little more,” he concludes, and scribbles notes down. “Your master could call you a cock-hungry slut and fuck every thought out of your brain.”

Sam nods to himself, and eagerly writes the line down before he goes back to reading your story aloud.

His strong hands held me down while he abused my pussy. I moaned his name and begged him for more. “Kitten,” he purred and got impossibly faster. I could already feel my high approach. I could taste and smell it. 

Sam snorts at the last line but continues reading. 

“Faster, harder,” I begged my master, and he gave me all I wanted. He gripped my hips and started to push into me so hard my thighs hit his desk. I didn’t care. I screamed his name and came all over his cock. His spunk filled my well-fucked cunt, and I happily sighed feeling Sam cum inside of me.”

Sam ends the story and places the pages back onto his desk. He folds his hands in his lap and watches you with darkened eyes. “Do you have anything to add?”

“What?” You squeak.

He sighs deeply. “This is the problem since that awful book and the movies came out. Everyone believes they are experts when it comes to this kind of relationship.”

You swallow hard.

“We need a better ending, miss Y/N. A master should always do aftercare and make sure his sub is in the right state of mind. A safe word is essential, or the color system.”

You start to sweat.

“I for myself, would call me a good dominant,” he slowly gets up to walk past you. Sam locks the door, humming before he turns back around. “I’m experienced not only in training a submissive but also do the needed aftercare.”

You are close to passing out when Sam cups your face with one big hand. He chuckles when you instinctively lean in his touch and close your eyes.

“We will start with your first lesson tonight, kitten,” you quiver and press your thighs together at his words. “First you will learn not to upload any of our stories to the company server again.”

“I—” You look up at Sam, lips parted and eyes glassy.

“There you go, kitten,” he purrs and runs his thumb over your cheek. “You can be such a good girl for me.” You almost mewl at the roughness in his voice. “But tonight, you will receive your first punishment. Now get up and bend over my desk…”

Tags in reblog.

[lillyrob]

Actual footage of me patently waiting for my favorite author to upload😫😫😫

[jibberjibbsart]

Supernatural “Power Hour” Part 11

Hm that monster isn’t native to Gravity Falls 🤔

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[chxrrylungs]

instead of scooby doo, what if they were transported into my little pony?

[hawster]

Sam and Dean Pines-Winchesters

[jerksbitch]

“winchester sisters!🫎🐿️ " - from @CrazyTom0712 on twitter

this is NOT my art ! credit is above ! please show them some love :)

[frankieburieshisdead]

𝐒𝐚𝐦 𝐖𝐢𝐧𝐜𝐡𝐞𝐬𝐭𝐞𝐫 𝐱 𝐌𝐚𝐥𝐞!𝐑𝐞𝐚𝐝𝐞𝐫

｡𖦹°‧ CW: NSFW, Top Reader, Virgin Sam

You loved what his skin felt like. Smooth and lovely like a petal you rub the water out of to let the smell stick to your fingers. He was taller than you, unsurprisingly- he was taller than most, but tall in the way deer legs were. Gangly and embarrassed to be seen. The first time you saw him you felt like a dirty pervert. He was bent over one of the bar stools at the pub, reaching around for a textbook he had dropped and you imagined taking him apart then and there. Pulling those shaggy bangs away from his forehead and yanking until his pretty shoulders were in an arch.

He made a little gasping sound when you bumped into him. This sweet breathless thing that made you grab your dick in your jeans and shift it from the press of your zip. "Oh I'm sorry I didn't see you," he said with his eyes glued below your belt. You were well endowed enough for most men to assume they'll rise to the challenge but ultimately opt out. Sam stuck his tongue out to wet his lips. You didn't think he would opt out.

It took two more semesters for you to fuck him. There was a chaste kiss once, behind the boiler room of your frat house. You weren't out to any of the guys, and you probably never would be. They we're fucking idiots but you weren't smart enough to get a degree without your football credits. Kissing Sam felt like forgetting all of that. He tasted like coffee bitters and pastry and when you bit into his bottom lip he made that sound for you again. You were probably going to spend the rest of your life chasing that sound, you thought.

"I'm not following you." That's what he said to you the next time you met. It was after a game, you had just come out of the pit and you wreaked of sweat and the grime you dragged off the field with you.

"Okay sweetheart."

He flushed from his toes to his cheeks when you said it. You knew it had to be tonight. You tossed him your keys, "wait for me in my car, I'm going to the showers."

-

When you got back to campus Sam lead you up to his dorm. There was this cloying tension even though neither of you had looked each other in the eye. Once you reached the room Sam slammed you against the door. It was a surprising show of strength from this bambi and you had to huff out a laugh.

"What?" He asked. He was nervous. He kept tucking the longest bit of his bangs behind is ear and shuffling from one foot to another. He wasn't sure he had made the right decision. You didn't let him stay unsure for long.

You didn't need to push, just stalk forward with Sam fumbling backwards till his legs hit the bed. You bent down and kept your lips just out of reach, hands on either side of the mattress. "Can I kiss you sweetheart?" Sam surged forward and locked his knobbly elbows around your neck, smashing his nose into yours. He tasted like he had put a flavored chap-stick on, and you wondered if it was for you. You licked past the cherry bomb blast flavor into his mouth, which was some how even sweeter. He whimpered when you flipped them, with his hips straddling your legs so you could grind up into him. You were so hard you thought you might break through the fabric.

It didn't take long for either of you to strip, you completely nude and Sam with his buttoned plaid shirt being the only thing protecting his modesty. When you moved to pull it off he shook his head. "Can I keep it on please," he had said, and looked oh-so-pitiful that you didn't have it in you to ask further. Instead you ducked under the shirt, letting it cover your head as you teased at his chest. He burst into a fit of giggles and something in your own chest loosened. "Sweet little Sam o' mine" you began to bellow and his giggles turned into a belly laugh, which then turned into a gasp as you teased his nipple with your teeth. "That feel good sweet-Sam?" you practically leered.

He clutched your head through the flimsy shirt, threading his fingers where he could find hair. You wrestled the both of you down so you could cage him in on the bed, smoothing your fingers up and down and into the crevice of his thigh. "How about this?" you sucked two fingers into your mouth and circled the cute puckered entrance, "this feel good baby?"

Sam clutched your shoulders, eyes big and pleading. "I have to tell you something."

Your eyes went wide. "Std?" He wouldn't be the first positive guy you slept with, you were just sure to wrap it up tighter than usual.

"What? No, not, that." He shook his head quickly. You had moved your hand from his hole to his inner thigh, stroking up and down in little swirls that spelt out S-A-M.

"The opposite actually. I haven't, well, I haven't done this before. Sorry. That was a stupid way of saying it."

It shouldn't have turned you on. God knows you shouldn't be straining in your pants at the thought of being Sammy's first. But oh my god I'm his first.

You grinned like a wolf, big and mean- hungry as you fucked two fingers in as far as they could go. You knew it was bad, that you should take it slow and virgin sweet but the way Sam's eyes rolled back into his head as he frantically looked for something to hold onto was too rewarding to stop.

"Oh god," Sam gripped the hair at the back of your neck roughly, undulating his hips on the crook of your fingers. "There! There!"

You lunged for his lips, sucking his tongue into your mouth. It didn't take long to stretch him out, and tomorrow you would feel bad about rushing it but tonight you were selfish enough to flip him over in your lap and smack his thigh hard enough to make him gasp. His legs bracketed your hips with his pretty face pressed into the sheets below you two. The bed was too small for two men, meaning you had to cradle his body as close to you and you could- chest to back, chin hooked over Sam's shoulder whispering filthy things into his ear.

It felt like you were melting when you pushed in. Sam's breath stopped and his knuckles turned white from where they gripped the sheets. Your head was tipped back when you whispered "you're good baby, breathe out" and he could barely whimper back at you. You pumped out a bit, flexing your hips back and forth. You pushed in between his shoulders, flattening his chest to the bed and arching his back further. "I said breathe."

He exhaled a puff of air and it relaxed him enough to push halfway in. His shoulders were shaking and his hair had fallen over his eyes. "Fuck Sam you feel like heaven baby. You think I can get all the way in?" You had your tongue between your teeth and you were teasing that spot you found with your fingers, grinding relentlessly. There was a bit of drool coming out of Sam's mouth from where it was pressed against the sheet, his eyes either squeezed shut or wide open and crossed when you hit that sweet spot head on.

It took you a bit to push in balls deep, but you would have waited years and climbed mountains to feel that tight heat squeezing you like a vice. Sam's hand shot back, wrapping around your wrist where it was clutching his hip. "Slow! Please." He sounded fucking wrecked. It was this pure moment of need clashing with a long earned lesson of delayed gratification. He was beautiful. So much of your sex life was defined by haste. An act of 'getting-it-over-with'. This wasn't that. You wouldn't let it be. You thrust into Sam slow and easy, every now and then snapping forward to watch his eyes roll back into his head because you aren't a Saint. You lost control for just a bit at the end, ramming into him faster than he could snap back, but he didn't seem to mind, lacing his fingers with yours even after he came and was twitching through the aftershocks.

You were lying next to him, trying to catch your breath when, with an unexpected show of strength, Sam pushed himself up onto your chest and straddled your hips, pressing his wet body back against yours.

"Woah there cowboy, you looking for another ride?" You grinned up at him, still out of breath as you gripped both his thighs that hugged your pelvis.

He grabbed your nose between two fingers and you snorted. "Corny." He said, and you laughed, because it was funny and you felt good. Loose. You knew it couldn't last, but as of now, the prettiest boy at Stanford was on top of you, smiling, and you planned to keep him there for as long as you could.

[coca-colas-truck-driver]

[nimblefoxes]

This started with “Dean totally has orange cat energy” and just kept going and now I’ve lost all control???? Also nobody tells you cat anatomy is WEIRD. Why so bendy???

Special thanks to @lordcrowcifer for his suggestions for Crowley & Gabriel! (He made a strong case with the perfect photo of an angery looking Scottish Fold 😂)

More suggestions are, of course, welcomed because I have nothing better to do than draw dudes in plaid as cats. Breeds under the cut >>>

Dean - Orange Tabby Sam - Somali Bobby - American Bobtail Cas - Bombay Crowley - Scottish Fold Gabriel - Oriental Shorthair

[alexsoenomel]

POV: Texts from Sam

[soullessjack]

your idea of domestic tfw2.0 is a gated community gay couple with an estranged/absent uncle. my idea of domestic tfw2.0 is sam banning violent video games in the bunker because jack keeps trying to do MK fatalities on monsters when they go hunting and dean won’t stop doing the narrator voice to encourage it. We are not the same

[holylulusworld]

SPN Kinky Sam Week Masterlist

Masterlist for the SPN Kinky Sam Week - April 28th - May 04th, 2024

All stories are written for the @spnkinkevents SPN Kinky Sam Week

A/N: The stories I didn't add on the destined date will be added/posted later.

Day 1, 28.04.2024 (Office Sex) - Busted! (AU!Sam Winchester)

Day 2, 29.04.2024 (69) - TBA

Day 3, 30.04.2024 (Come Play) - Broken Promise

Day 4, 01.05.2024 (Shibari) - TBA

Day 5, 02.05.2024 (Face Riding/Fucking) - Broken Promise (2)

Day 6, 03.05.2024 (Nipple Play) - TBA

Day 7, 04.05.2024 (Dealer’s Choice - a/b/o) - Sleepless Nights

[tequilai]

more dean (pt.3) x younger!gf reader. He loves you real bad. SAM IS NEXT.. HUZZAH!!

[jibberjibbsart]

Supernatural “Power Hour” Part 10

Something strange this way comes…

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[zepskies]

BETWEEN THE CITY & THE STARS - Part 1

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: My day tomorrow is going to be a bit packed, so I decided to release this a bit early for you guys! So here we go! The first chapter of yet another new series, my first ever 1940s AU. 🥰 I hope you have fun on this one, because I sure did. Again, very much inspired by The Clock (1945), starring Judy Garland and Robert Walker. 💜

Prompt for @jacklesversebingo: Historical Epic

Song Inspo: For this chapter it’s “Cry Me a River” by Ella Fitzgerald

Word Count: 3.9K

Tags/Warnings: Angst, mentions of cheating, PTSD, historical tidbits

✨ Series Masterlist

🎵 YouTube Playlist || Spotify Playlist

Part 1: Legal Grounds

November 2, 1945

Dean idly read the pamphlet stacked with others on his brother’s desk, which advertised his new and successful enterprise.

Law Offices of Winchester, Bialystock & Bloom

What do you know? His brother had his own office, his own business, and his name on a pamphlet.

Dean couldn’t help but curl a finger around a steel ball on the abacus sitting at the head of the mahogany desk, right next to Sam’s nameplate.

He let it fly. The abacus began to clack as one ball hit the other.

Sam looked up from the deposition he was writing to give his brother a wry brow raise.

“So this is what you do, huh?” Dean remarked, crossing his arms.

Without his jacket, his suspenders were on display over his shoulders. His red pinstripe tie was still in place, but his white dress shirt was rolled up to the elbows. Meanwhile, his brother preferred to keep himself more presentable with his sleeves down to his wrists. Jacket on.    

Dean glanced around the office, nodding at the line of bookshelves behind Sam, framing him as the bookish academic he’d always been. There was limited seating in here though, just a spare chair in front of the desk, and another to the right of it. Dean stood on the opposite side.

“If you’re bored, all you have to do is say so,” Sam said. “Which is strange, considering we’re smack dab in the middle of a city that never sleeps.”

He was right, Dean could concede. His little brother had given him a veritable list of things to do in New York City: visit the park, go to the zoo, see a picture show, visit a nightclub, or sample a host of restaurants that Sam knew Dean would probably enjoy.

He’d seen a lot of this place in the week that he’d been here visiting Sam, but a good deal of it he’d either spent alone, or with any willing young lady Dean came across, thanks to the demands of this office. If he was honest, entertaining young ladies was eating into the wallet in his trouser pocket, and the hustle and bustle was starting to be a little much for him.

“You don’t get tired of it?” Dean asked, gesturing to the out there beyond them. “The, uh…the lights, the noise, all the people?”

Sam picked his head up from his paperwork to consider the question. “No, I like it. Keeps my mind busy, and…I guess it makes me feel alive, you know?”

Dean supposed he could understand that, so he nodded.

Sam wasn’t fooled though. He thought he could tell what was running through his brother’s head, watching him fidget, and turn his head a bit sharply when a bus honked loudly outside the office’s glass doors as it thundered past.

It had only been two months since the end of the war. Two months since he and Dean met back in their family home in Lawrence, Kansas after three years fighting on two different fronts, in two different countries.

Both of them had enlisted, but Sam had spent most of his time in London while he was deployed, helping British Intelligence. Dean had clawed his way out of Normandy, and later, out of the Ardennes—the last offensive before the end.

Their experiences might as well have been worlds apart, but one thing remained the same: it had been three years in which neither brother knew if they’d see each other again.

Now, Sam saw the signs. Dean seemed a bit jumpy, overstimulated, but willing to be here to spend a little more time with Sam before he went back home. Guilt prickled in Sam’s gut. 

“I’ve got some work here to finish up, but afterwards let’s go to dinner,” he suggested. “Maybe see a show?”

Dean’s lips flickered at a smile. “You’re burning both ends of the candle. You know that, right?”

Sam opened his mouth to reply, when there was a knock on one of the glass doors—at the entrance to the small building. Their heads turned, and through the open door of his office, they spotted you standing there in the evening light. You wore a wide-brimmed hat on your head and a scarf underneath, wrapped over your hair and under your chin to shield your face. You knocked again with a hand covered by a leather glove, more persistently.

Cocking his head in confusion, Sam stood from his desk and left the room to let you in. Dean hung back and sat on the corner of the desk to wait. He withdrew a cigarette from the pack and a lighter from his pocket as he did so, but he heard you talking with his brother by the door.

“I’m sorry. We’re closed, miss,” Sam informed you.

“It’s still two minutes until closing. At least, according to my watch.”

“…Well, I suppose you’ve got me there.”

“So can I come in? I need to speak to a lawyer.”

“You sure it can’t wait until tomorrow?”

“I’m afraid it can’t, sir.” Your tone was firm, and it more than implied that you wouldn’t be moved. Sam paused then, perhaps to take a steeling breath.

“All right. Come with me, please.”

You later followed behind him through the hallway and into the office. With a lit cigarette between his fingers, his arms crossed, Dean took note of you. He subtly glanced down at your crème-colored blouse, neatly tucked into the long, burgundy skirt (with lipstick to match), your modest, classy heels, and the way you wore your hair. His brows subtly raised. He’d met quite a few girls this week, but he hadn’t seen a lady like you in quite some time.

Should’ve shaved this morning. The thought was accompanied by the way he swiped a subtle hand over his prickly chin.

You gave him a cursory glance in turn, and offered a polite, “Hello.”

He stood from the desk and switched his cigarette to his other hand, so he could shake yours.

“Hey there. Dean Winchester,” he said. He offered a smile with no small amount of charm. “Pleased to meet you…”

You dutifully gave him your first name only. He found that a little strange, but you soon slipped your hand out of his and focused on the nameplate on the desk, followed by Sam himself.

“So you’re brothers,” you realized. “Do you work together?”

Dean scoffed. “Nope, I’m just here to distract him.”

Sam tossed him a sidelong glance. There was a subtle edge of bitter truth in there somewhere, and you didn’t seem to miss it. You looked between the two men, a hint wary.

“Well, as I said, I’m here to speak to the solicitor,” you said. 

“That would be me,” Sam nodded. He went to his desk and sat down behind it, gesturing for you to do the same in front of him. You obliged him, smoothing your hands down your skirt once you were seated. “How can I help you?”

You met his eyes with a directness that surprised him a little.

“I want to divorce my husband,” you said.

To say it shocked the room would be an understatement. Behind you, Dean gave his brother a pair of raised brows. Sam didn’t allow himself to react too much in order to remain professional, but he still tilted his head, blinking, before he focused on you again.

“What’s your husband’s name?” he asked.

“Michael. Michael Milligan.”

“Why do you want a divorce, Mrs. Milligan?” 

Here, your gaze fell to the folded hands in your lap. 

“I have reason to believe he’s been unfaithful,” you quietly replied.

Once again, there was a pregnant pause.

“I’m sorry to hear that,” Sam said. His sympathy was genuine, because he could see the way you’d hesitated to say the words, like they embarrassed you, shamed you, and saddened you all at once. 

“But I have to ask,” he added, “do you have proof?”

Dean glanced his way, his brow raising once again. Sam knew what he was thinking, just as he saw how you frowned as well. But there was a reason why he asked, and it wasn’t to be unkind.

You sighed. “What kind of proof?” 

“Pictures. Letters. A witness. Something of legal standing that we can use as leverage and as grounds to grant you a divorce, whether he wants it or not,” Sam said. 

You let out another heavy breath through your nose. “No, I don’t have anything like that.”

“Then what makes you so sure he’s steppin’ out?” Dean chimed in. By now he was leaning against the wall, off to the side where he could smoke with the window cracked open. It let in the sounds of cars and distant honking, people traversing the sidewalks. 

You turned in your seat to give him a tight look. “If you must know, there’ve been…signs. I won’t trouble you with the details, but I’m sure.”

You met Dean’s gaze, and then Sam’s firmly. 

“So will you help me?” you asked him. Sam nodded.

“Yes, I’ll look into your husband and try to find some evidence of his…extracurricular affairs.”

Your lips pursed. “And how long will it take?”

Since you were being so direct, Sam levelled you with honesty.

“It may take time,” he said. “Realistically, we’re looking at months, even after I find what we need… It would be easier to legally separate.”

You had been slowly deflating the more he spoke, but now your expression became stony.

“Mr. Winchester,” you began. “I don’t want to just be separated. I don’t want to live in our apartment, let alone share his bed or wear his last name.”

Despite your best efforts, your voice began to shake. Tears welled up and stung in your eyes.

“I don’t want anything from him, other than his signature on the damn papers,” you said. “The case is that I can no longer tolerate that man in my sight, much less in my life. Will you help me? Or should I look for another lawyer who will actually do his job.”

Sam and Dean shared a glance. For his part, Dean couldn’t remember the last time he heard a woman curse. Despite your outburst, the tears clinging to your lashes stirred both men.

“I understand, Mrs. Milligan,” Sam said. “I’ll help you. Don’t worry.”

He began to look for his handkerchief, but you retrieved one of your own from your purse and quickly dabbed at your eyes, sniffling. You were embarrassed.

“What about your fee?” you said, withdrawing your checkbook. “I, um…I have a little money stashed away. I’ve always worked, you see.”

Sam nodded and went over what his rate would be going forward. Once the two of you came to an agreement, you signed the first check right then and there, even though he felt bad for even taking it from you.

You were still sniffling, and twice you dabbed under your eyes to make sure your face was dry. When you handed over the check, your hands shook, just a little. Sam wouldn’t tell you that he discounted his usual rate.  

Again, he mentioned that he would need some time first to investigate your husband and begin collecting evidence for your case. He asked you for any documents you could safely bring him of your finances, for example. You agreed to do an investigation of your own.

“Just be careful,” Dean cautioned. He was getting an idea of what kind of man your husband was, but Dean couldn’t be too sure of what the man was capable of. He’d hate to hear of a girl like you getting hurt over a few papers.

Dean put out the bud of his cigarette on the ashtray lying on the windowsill. He pushed off the wall to approach where you and Sam were getting to your feet. You gave Dean a nod of acknowledgement.

“I will,” you agreed. “Thank you both. I’m sorry I’ve taken up so much of your time, but I’ll be heading home now.”

“Did you take a bus or a taxi?” Sam asked.

“Oh, I walked,” you replied, and you checked your watch as you gathered up your purse. You headed for the coatrack, but Dean got there first, helping you into your beige wool coat. It went nicely with the burgundy you had on, namely on your painted lips.

“Thank you,” you said to him, but you still didn’t smile. You were a hint demurer now. It seemed with Sam’s promised help, the fire had dimmed behind your eyes and your tongue.

“How about I give you an escort, make sure you get home okay?” Dean found himself offering. “It’s getting pretty late on a Friday.”

Sam shot him a knowing look, but Dean ignored him, instead focusing on your face.

You hesitated. “It’s a bit far though. Out of your way, I’m sure.”

“All the more reason that you shouldn’t go it alone at this time of night,” he argued.

You considered his offer, and him, with a quick perusal. You seemed to be judging for yourself if he was trustworthy. Dean kept his posture straight, yet relaxed. Maybe he’d liked what he saw the moment he took you in, but after hearing your situation, he felt for you. It really was just an honest offer to walk you home.

“Where did you serve?” you asked. “The Army, the Navy, or the Air Forces?”

The question took him off guard for a beat, but he answered you.

“The Army,” he replied.

“Your rank?”

“I was a sergeant, ma’am.”

You looked at him a little more shrewdly, then you relaxed.

“I might’ve guessed,” you said. “All right, Sergeant. Let’s go then.”

You buttoned up your coat and turned to leave the office. Dean shot his little brother a raise of his brows and a what do ya know? kind of smile. He grabbed his dark brown jacket and hat and followed you out.

Sam’s smile was more reserved, with a shake of his head. He closed the door behind you and Dean and locked it. He still had some work he wanted to finish before tomorrow, and Dean’s little show of chivalry would give him time to do it.

Dean had his hands in his coat pockets as he walked with you down the long city sidewalk. Night had drawn into the November sky, but with all these lights, he couldn’t see many stars. It was also cold as all hell. The frigid wind slapped at him every time they turned the corner of a building, snapping right into his bones.

Still, he supposed there was a kind of attractiveness to the city at night. The stores and their signs were all lit up gold and other neon colors. Couples and families walked together, all done up nice for wherever dinner reservation or movie they were trying to get to. It begged the question of what your husband was doing right now if he didn’t notice his wife out at this time of night.

“Where’s your husband tonight, if I might ask?” said Dean.

You shot him a look, reading between his lines.

“He claims to be working late virtually every night of the weekdays,” you said, “but he usually comes home stinking of alcohol.” Your eyes dimmed, even with the pretty lights shining in them. “He was in the Army as well. A corporal. He’s had a hard time adjusting to being back home, and I know that… He doesn’t sleep very well. And do you know, he had a hard time finding work for a while too. Luckily, he has his father’s business to fall back on.”

Dean tried not to show how much your words resonated with him. He didn’t think it a good thing to have common ground with your husband, if he was the kind of man you said he was.

“Yeah? What’s his business?” he asked.

“He manages a meat production plant, of all things,” you said.

“Ah, located in the Meat Packing District, I presume?”

“You’d presume right.”

Dean nodded. “I get it. I inherited the family home back in Lawrence. I just need to figure out what’s next.”

“Lawrence?”

“Kansas.”

“Oh, the Midwest,” you inclined your head. “What’s it like there?”

Dean scoffed. “Dusty.”

You almost laughed at that. At least it earned him your first smile of the night.

“Do you have an idea of what you’ll do for work?” you asked.

Dean chuckled. “Not just yet. Didn’t plan that far, you know?”

“Why not?” you asked.

“Hmm. Guess I didn’t see the point,” he replied with a mild shrug. It hid a deeper, darker well inside him. The part of him that hadn’t thought he’d make it back home after the war.  

You turned to him then, and you saw it behind his eyes. The two of you walked in silence for a little while as the neighborhood blocks began to shift and change, becoming somewhat quieter, more residential. Dean put himself between you and the sidewalk when a taxi zoomed by too close to the curb, resting a hand on the small of your back for protection.

Part of you trilled inside at the small touch, but you immediately beat that reaction down. Dean Winchester was an attractive man, to be sure. His hair was a lighter brown than his brother’s, and shorter too. He had an air of roguishness about him, even though he’d been perfectly pleasant so far.

But by the way he eyed you when you came into the law office, you had a strong feeling he was a flirt. You had no room for that in your life, and not only because you were still a married woman.

Yet, there was something about him that…well, made you curious.

“I was a nurse,” you said eventually, earning his attention. “I was there when they liberated Paris.”

Dean turned to you with newfound interest lighting his green eyes. “You were at Normandy.”

You nodded. “For a while. Almost a year before D-Day.”

Dean let out a short, if humorless chuckle, running a hand through his hair.

“Well, that’s where I was. At that time, at least,” he said. You gave him a similar look; respect, and perhaps finding a kindred spirit.

“I did what I could do before, during, and afterwards,” you said. “I think that’s all we can do now, Mr. Winchester.”

“Call me Dean,” he said. “If you like.”

A second smile almost tugged at your lips. You nodded in agreement.

“Dean,” you said.

In another ten minutes, he was walking you up to your porch at your apartment building. You travelled up the four small steps, while Dean stopped at the second one. For the first time, you had the vantage point above him as you turned on your heel to face him. You were about to thank him when he shook his head, scoffing.

“This guy must be dumb, deaf, and blind, sweetheart,” he said.

Your face warmed in a blush, and you gave a rueful smile when you realized what he meant. He was looking up at you like someone who couldn’t understand your plight. You knew the feeling.

“That’s kind of you, but you don’t have to do that,” you said.  

His brows furrowed. “Do what?” 

“Try to make me feel better,” you said, scuffing the toe of your sensible heels against the brick platform. Dean crossed his arms. 

“Why not?” he asked.

“Because the fact of the matter is, Sergeant, words don’t move me anymore.” You picked up your gaze from the ground, and you met his. “Flattery is just a pretty way of lying, and I’ve grown to really, truly hate lying.” 

It took him a moment, but Dean nodded.

“I guess that’s fair,” he said. He had to stop himself before he proved your point with a smart word on your pretty smile. Although, it wouldn’t have been a lie. He tipped his hat up. “Goodnight then, Mrs. Milligan.” 

You stopped him from leaving with just your voice. 

“Please,” you said, your eyes briefly closing. “Just…call me by my name. My first name.” 

Dean slowly smiled. “Perfect. I like your name better anyway.” 

This time, your smile in return was genuine, if tinged with amusement. 

“Goodnight, Dean,” you replied.

He gave you a charming grin and a more casual soldier’s salute. Then he stuck his hands back in his pockets, turned on his heel, and began to walk back the way he came. You couldn’t help but watch him go for a second or two. His legs were slightly bowed under his slacks, you noticed.

With a blush, you shook your head to rid yourself of those silly thoughts. You closed the door.

That night, Michael came home late, as usual—this time at two in the morning. He reeked of alcohol, also per usual, but this time when he rolled over towards you in bed to say goodnight, you stiffened. He also smelled like a woman’s perfume. Expensive stuff. 

This was one of those signs you hadn’t wanted to tell Sam Winchester. Frankly, it was crude and embarrassing.

“Sorry it’s so late, darling. Got held up,” he said, kissing your shoulder through your nightgown. His fingers played with the ends of your hair while you laid facing away from him.

You squeezed your eyes shut. You were fighting every instinct you had inside you that wanted to recoil from his touch and bolt out of the bed. When just a few months ago, his touch was all you craved, almost desperately so. 

“Where were you?” you asked. Somehow, you kept your voice steady and calm. “You weren’t at the office all this time.”

“Had a couple of drinks with the guys after,” he said with a shrug. “Sorry. The night got away from us, but, uh…I’ll be home on time for dinner tomorrow.”

With your back turned to him, you were able to roll your eyes.

“What’d you make tonight, outta curiosity?” he asked.

“Egg salad sandwiches,” you replied flatly. 

“Hmm. No real loss there then.” 

Your teeth clenched. “If I thought you were actually going to be home when you said you would, maybe I would make a rump roast with all the fixings.” 

Michael paused, but then, he grasped your shoulder, slowly turned you around in the bed until you were facing him. His face was sterner. 

“Excuse me?” 

You remained quiet. Your gaze travelled downwards, avoiding his.

Michael huffed, shaking his head. “Sometimes you got a real mouth on you. One of these days, you just might regret it.” 

He turned his back on you, laying on his side. You did the same while trying to stem your tears.

When did this become your life?

AN: Oof, sorry for all that angst at the end there, but I hope you liked the first chapter! Did you enjoy soldier!Dean and soldier/lawyer!Sam? Do you want to find a dark alley for Michael yet? 😅

And are you ready for what's coming up next? 😘

Next Time:

Dean both could and couldn’t believe it. He might not have been a saint himself when it came to the fairer sex, but if he went through the whole ordeal of marrying one, let alone a straight-shooting woman like you, beautiful, clever…

“Geez,” he muttered. “He could’ve at least waited until the ink dried on the certificate.” 

Sam nodded in agreement. He picked up the receipt to the Cotton Club, and he shot his brother a grin.

“Wanna go to the club tonight?”

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[sammygender]

girlcoded sam readings are like. his arcs are so tied up with control and bodily autonomy and sexual assault and otherness and cleanness and a desire for freedom and rebellion against oppressive masculine forces to the point where an examination of his show-long arcs looks like a thesis on The Female Gothic. he’s never afforded the respect or the power of characters like john and dean and is in fact narratively punished whenever he isn’t subservient to them. both the show itself and the fandom surrounding it treat him like dean’s bitch wife. he is textually compared to female characters multiple times, by the narrative and by dean.

and then meanwhile girlcoded dean readings are like. Eldest daughter core! (his father handed down ultimate control over every aspect of sam’s life once he died like a family heirloom)(he is THE patriarch). Yes he does the cooking yes he does the cleaning (which he doesn’t even…. and even if he solely did all the housework how does that make him Girl Coded unless it’s being delegated exclusively to him like its his role and he’s punished for not conforming to it… which is not happening…).

like girlcoded dean readings rely on stereotypes about women in real life. girlcoded sam readings rely on noticing how much the narrative constructed around sam falls into tropes used in fiction almost always about women. even things like his psychic powers! the way people are always swarming around trying to ‘corrupt’ him! the fixation on his purity and innocence! the two readings are very different things