❝I did what I had to do. You don't like it, that's too damn bad.❞ — Sam Winchester
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📌 Pairing; Sam Winchester x She/Her Reader — Supernatural
🕯️ Tone; Enemies to lovers • Slow-burn flirtation • Protective!Sam • Federal Agent!Y/N • Banter & tension • Gothic Americana • Feel-good romance • Suspense • Hurt/Comfort • Canon-level grit with a romantic heart • One motel room trope (because obviously)
🕯️ Rating 18+
Warnings: Mild violence (canon-level), strong language, weapons, ghost hunting themes, enemies-to-lovers romantic tension, one well-earned kiss, Sam Winchester being criminally soft, and Dean being Dean™.
꒷꒦꒷꒦꒷꒦ Minors Do Not Interact ꒷꒦꒷꒦꒷
🕯️ Synopsis; She was going to put them in cuffs. That was the plan. It wasn’t supposed to end with her seeing the unseeable… and Sam Winchester helping her survive it. A federal agent out to arrest two criminals finds herself pulled into the world she didn’t believe in — and into the eyes of a man she really, really shouldn’t be falling for.
🕯️ Based On; Supernatural, Seasons 5–6 era (canon-adjacent)
⚠️ Show is rated 17+ for violence, language, and horror content
🖋️ Written by: 𝐋𝐢𝐭𝐭𝐥𝐞 𝐃𝐞𝐯𝐢𝐥 ♥
Date written & published: June 27th, 2025™
🕯️ Word Count (Story Only): 5,270
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- 𝙋𝙖𝙧𝙩 𝙊𝙣𝙚: “𝘿𝙪𝙚 𝙋𝙧𝙤𝙘𝙚𝙨𝙨” -
The first time Y/N saw Sam Winchester in person, it was at a distance — the sort of distance federal training told you was safe. Safer, at least. Two states over, seven open warrants, and every branch in the book had been searching for those damn Winchesters. A decade’s worth of false identities, petty theft, grave desecration, and a growing number of “disappearances” that seemed to follow them like a second skin.
Y/N had read the case files. Then she’d torn them up and rewritten them herself.
They were ghosts. In and out of towns within a week. Most of their aliases were weak covers — too old-school, too mythologically themed — yet no one ever caught them. She had to admit, it was kind of brilliant. Kind of infuriating.
She tracked them to a dying town in Nebraska. There’d been another body, drained of blood and left inside a church. Locals muttered about cursed land. The police blamed wild animals.
But she knew better. Or rather, she thought she knew better. That was before she saw what crawled out of that cemetery.
The first two days were all observation. She set up across from the seedy, off-highway motel — the kind with rust-bitten signage and enough vacancy lights to scream “dirtbags welcome.”
That 1967 Chevy Impala was hard to miss. Dean, the older one, had a walk like he owned the earth. Sam though… Sam moved like he was always thinking three things at once, but none of them out loud. The taller brother often looked back over his shoulder, suspicious. Y/N ducked every time.
Sam Winchester was not what she expected. She didn’t know why that disappointed her.
The library was her next lead. They’d been inside for over an hour, and when she trailed them in — just a civvy with a messenger bag and a resting bitch face — she found herself watching instead of arresting. Dean was nowhere to be seen, but Sam? Sam was standing in nonfiction, flipping through a stack of folklore books with such quiet concentration that Y/N almost forgot why she was there.
He smelled like leather, dust, and something earthy. Not cologne. Just... Sam.
And God, he was beautiful in that wounded, you-don’t-get-to-know-me way.
That shook her.
Y/N had always been good at her job. Methodical. Focused. Cool.
But for some reason, every time her eyes met Sam’s — which, she swore, happened more than coincidence could allow — something shifted in her ribs. A twitch. A flutter. She hated it. She wanted more.
That night was supposed to be it. The bust. The end. They drove out past town limits, no headlights, down a stretch of road that didn’t even show up on her GPS. She followed with care, headlights off, gun loaded.
Old cemetery. Of course it was an old cemetery.
She waited until they split up, Dean moving toward the south end with a bag of rock salt slung over his shoulder, Sam heading toward a crypt overgrown with moss. She moved quietly, silently. She was a shadow. Her badge clipped inside her coat. Her heart a drumbeat in her throat.
Then she raised her gun.
She should’ve called it in. But some reckless part of her wanted this. The glory. The collar. The name. She would finally be the one who caught the Winchesters. The haunted vigilantes.
That is, until the ghost showed up.
It materialized in front of her like a memory turned sour — woman in black, face pale and melting, mouth unhinged in a silent wail. Y/N froze. Her gun trembled in her hands.
And then Sam was there. Not walking. Running. Slamming into her, shielding her as the spirit shrieked.
“Get down!” he shouted, voice edged with fear and adrenaline.
The ghost screamed. Her head twisted full 180°. The air turned freezing cold.
Sam dropped a salt bomb at their feet and pulled a worn iron chain from his coat. The spirit shrieked again, fizzled, blinked out.
Y/N lay beneath him, stunned, trembling. Sam’s arms were braced beside her head. His eyes searched hers.
“You okay?” he asked, breath hot against her cheek.
She nodded, just barely. “...What the hell was that?”
He exhaled — something between relief and resignation. “Thought you might ask that.”
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🕯️ 𝙋𝙖𝙧𝙩 𝙏𝙬𝙤: “𝙇𝙚𝙩 𝙇𝙤𝙤𝙨𝙚”
The neon sign buzzed overhead, sputtering like it was holding on for dear life — The Rusty Nail was the kind of dive bar that smelled like spilled beer and stale secrets. Dim lights fought against cigarette smoke curling near the ceiling, while classic rock hummed low from a battered jukebox in the corner.
Y/N pushed open the heavy door with a grin that could have melted the snow off the Rockies. Sam Winchester, tall and ever-so-slightly awkward in a worn leather jacket, followed close behind. He tried not to show it, but there was a spark in his eyes — a little reprieve from the hunt, a break from the shadows that always seemed to cling to him.
“C’mon, Winchester,” Y/N teased, voice light but full of an edge that said I dare you. “Tonight, we let loose. You and me. No cases, no ghosts, no guns.”
Sam’s lips twitched into the ghost of a smile. “You sure you want to hang out with someone like me, FBI?”
She shrugged, sliding through the crowd with ease. “Yeah. I’ve got a thing for mysterious, brooding men.” She smirked, daring him to roll his eyes.
He did, but only just.
The bar was sticky underfoot, and the air was thick with a cocktail of old sweat and whiskey. A few regulars nodded as Y/N and Sam settled at the counter, ordering a couple of cold beers that sweat like the neon sign above.
“You don’t get out much, huh?” she said, watching him carefully as he nursed his bottle.
Sam exhaled, voice low. “Not really. Hunting doesn’t leave a lot of room for nights like this.” His eyes flicked to the cracked mirror behind the bar, reflecting the tension hiding beneath his calm.
“Then I’m here to change that,” she declared with a grin. “You ever dance?”
Sam’s laugh was short but genuine. “Not since I was a kid. Not really something you do when you’re running from monsters.”
Before he could protest, she grabbed his hand and tugged him toward the small cleared space where a battered jukebox spit out an old blues tune. The other patrons barely glanced up as she pulled Sam into a hesitant sway.
He was stiff at first, like a marionette unsure of his strings, but under her steady hands and soft encouragement, he began to relax. The lines around his eyes softened, the world’s weight momentarily lifting.
“You’re not bad at this,” she whispered, leaning close enough that he could smell the faint scent of pine and soap lingering on her skin.
Sam swallowed, voice rough. “You’re good.”
The music slowed, shifting to a slower, sultry rhythm that wrapped around them like a velvet cloak. They moved together, slow and uncertain, reluctant to pull apart even as the song faded.
Y/N’s gaze locked with his, searching. “Tell me about it,” she said softly. “Not the cases. Not the hunting. You. What’s it like... carrying all that?”
He hesitated, the muscles in his jaw flexing. “It’s... a burden. Always watching for the next monster, the next threat. But it’s more than that — sometimes I wonder if I’m the monster.”
Her thumb brushed his palm, grounding him. “You’re not alone.”
Sam looked at her then, eyes full of something raw and honest, as if the walls he’d built were crumbling just enough to let her see inside.
“You ever feel like that?” he asked.
Y/N smiled, a little wistfully. “All the time. But sometimes you gotta fight for the pieces of yourself that still want to be good.”
He nodded, a slow smile breaking through. “Yeah. I think you understand that better than anyone.”
The music faded to a close and the crowd thinned. Outside the bar’s faded sign flickered through the window, casting stuttering shadows across their faces. They lingered near the door, the space between them charged and quiet.
Y/N’s breath caught. “I don’t want this night to end.”
Sam’s smile was soft, genuine — the kind that reached his eyes and made everything else fall away. “Me neither.”
Without thinking, she stepped forward and pressed a gentle kiss to his lips — tentative, sweet, a promise wrapped in warmth and something dangerously close to hope. When they parted, their foreheads rested together, breaths mingling.
“I have to get going,” she whispered, voice thick. “But... maybe this isn’t the last time.”
He reached into his jacket pocket and pulled out a small slip of paper — her number, scrawled with a little heart, folded and tucked inside. He smiled, fingers lingering on the edge.
“Yeah,” he said softly, “I’m not ready to pretend I don’t want this either.”
° = ° = ° = ° = °
The Impala’s engine hummed low as Dean slid into the driver’s seat, the night settling around them like a familiar cloak. Sam leaned back, eyes still on the paper tucked in his palm.
Dean glanced over, eyebrow raised. “So?”
Sam’s grin was sheepish. “She’s... different.”
Dean laughed, that easy Winchester chuckle that could shake the car’s frame. “Yeah? You like her, don’t you?”
Sam tried to play it cool. “I don’t know what you’re talking about.”
Dean smirked, nudging his brother. “Come on, Sammy. You can’t even pretend.”
Sam shook his head, a little smile playing at his lips. “Maybe I don’t want to.”
Dean clapped him on the shoulder, warmth and teasing wrapped in one. “Good. Because she sounds like someone worth fighting for.”
Sam tucked the number deep into his jacket pocket and stared out at the road ahead, a flicker of hope bright in his eyes.
I hope you all enjoy this, I had so much writing it.
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I really need to unveil the mistery, what is it with you british (and italian) people and your accent that makes us all fall at your feet? Personally it’s quite enchanting...
Jax's sister must hide from the revenge of SAMCRO enemies, goes to Mayans MC Santo Padre. And he catches the eye of a la presidente.
Chapters 9/20
Sorry for any mistakes, English is not my first language. They will accept any attention and criticism :)
Part 8
Pov Olivia
After cleaning the club, I took a beer from the bar and went outside. I fell on the couch on the terrace and took a deep breath. There was total silence around, I was alone in the square. I landed in bed just before the first night, I looked into the ceiling thinking about everything and nothing. The sound of the phone pulled me out of my mind. I grabbed the device and clicked on the envelope icon.
💬Od Bishop - We are on site, are you in a better mood ?
I smiled, I had an appointment with Bishop to let me know when they get there. He was supposed to keep me informed, of course he didn't give me details but I knew a lot. I felt like a shy teenager, although nothing connected me with Bishop. Once again I fell in love with a man who was 20 years older than me. First Chibs and now him.
💬 To Bishop - Be safe, take care of yourself.
💬 From Bishop - Good night Querida, sleep well.
💬Do Bishop - You too Bish.
I hung up the phone on the night table and improved on my bed. I stared at the ceiling, so many thoughts ran through my head. I was wondering why I always put my feelings in these men as I should. First Chibs was 25 years older than me and now Bishop was 20 years older. I couldn't keep my feelings inside me, I knew I had to keep it a secret. Soon I will return to Charming and it will all be over, I cannot get carried away. I spent the next three days in the club with the Vicki girls. I was hanging around them, with a few of them I had some interactions but very limited. I sat on a cupboard in the kitchen and looked at the oven. My phone rang in my pocket, I took it out and answered the call.
- Good morning Querida - his voice was as always rough.
- Good morning Bish - I bit my lower lip.
- In about an hour we will be in the club.
- Dinner will be waiting for you - I smiled slightly.
- You are dear.
- I know as always, you keep saying that - I nicked my lower lip.
- I am stating facts and nothing more. What good is waiting for us today?
- Surprise as usual, come back carefully.
- As always, see you.
I hung up, hung up the phone and breathed. One of the girls Vicki, probably Paula, entered the kitchen.
- Are they coming back ?
- Yes - I nodded my head - they will be back in about an hour.
She smiled at me slightly and stood in front of me.
- I know you don't like us, but we didn't do anything to make you think of us as a lower class of people.
- I never said that I consider you as such, you are women who have chosen this profession and not any other. I don't judge you and I have never considered you as a lower class. I just don't want you to think that way about me.
She smiled a little and nodded her head affirmatively.
- Can I have a request to you?
- Sure.
- There's a dinner for the boys in the oven, I have to get back to work. Could you take care of it ?
- Sure, no problem - she smiled slightly.
- Thanks - I jumped off the cupboard.
I didn't really have anything to do. I just didn't want to see Bishop and one of Vicki's chicks on his lap. I tried my best to control my feelings, but I always had a weakness for older men. And Bishop's strength and decisiveness emanated from me. I have always fallen in love not with these men as I should have.
Pov Bishop
It was good to come home again, to be in place. I was happy to return to Santo Padre, not only because of my place but also because of her. I was glad to see her again, that she will give me this beautiful smile. I parked my motorcycle, took off my helmet and went straight to the club. Right after opening the door, I felt the smell of food. My stomach reacted very quickly to this smell, giving off a sharp burp.
- I hope that's what I think about - Angel pushed himself next to me.
- This woman pampers us - Taza entered right behind him.
I entered as the third one, I looked around the club but didn't see her anywhere. I wrinkled my eyebrows and went to the kitchen. One of the girls put food on plates for us.
- Where is Olivia ?
She picked up the look from the plates and looked at me.
- She had some urgent project to finish and she went to her place.
- This woman is working on her work - I was purring.
- Move the prospect, we are hungry," Coco shouted.
- Has she eaten yet?
- No - she twisted her head.
- She will kill me one day - I grabbed two plates and went to her.
When I went out with the food, I heard the guys moaning.
- Your portions will bring Ez - I purr.
I went to the attic, knocked on the door several times. She did not say a word, well, she probably had headphones on her ears. I pushed the door and entered, she was sitting on her chair tilted to the maximum with the headphones on her ears and her eyes closed. That's how she worked, I looked at her body, bite my lower lip. She looked so good, I wanted to sink my mouth into her neck. I swallowed up and very quickly got rid of this thought from my head. I kicked her chair slightly, she broke off on her even legs.
- Dżizas Bishop - she was whirring down the headphones - you will lead me to a heart attack one day.
- It is nice to see you too - I smiled from ear to ear.
From 1 to 10, how excited are you to get out of the fuckin’ snow and into the West Indies for as long as we can? I’m ranging on like a 20 to 22 right now. @ssamclfn
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