The Reaper (Part 1)
Summary: Covered in blood and sat in mob boss Dean Winchester's office was not how the reader planned on spending her Saturday night. But things are not as they appear...
Pairing: Mafia boss!Dean x reader
Word Count: 2,100ish
Warnings: language, mentions of blood/murder/kidnapping/dismemberment, implied child abuse, threats of violence, all the usual mafia things
A/N: Trying a little something new out. I might continue this if there's interest. Please enjoy!...
You smoothed out your bloody skirt out of habit. Why your brain was worried about wrinkles when the fabric was ruined was beyond you. Just one of those nervous ticks your mother would sigh at you about your entire childhood.
Stop fidgeting. Sit up straight. Cross your ankles. For heaven’s sake, at least pretend to smile.
If only she could see you now.
Your whole body flinched when the door of the ornate wood office you sat in opened. You didn’t bother to stand. Civility was out the door tonight. The blood staining your hands was proof enough of that.
The door thudded shut behind you, your eyes locked on the roaring fireplace before you. Flames danced in the dim space before a light flickered on from somewhere behind you, most likely the one on the large mahogany desk in the center of the room.
Your back was ramrod straight at the very least. Maybe your mother was looking down at you with a smile for that.
Hell, who were you kidding. She was looking up. Knowing her, she’d made friends with the demons and was working on charming the devil himself.
Your body was perched on the edge of the cognac brown leather couch, barely sitting on the cushion, poised for…something. To flee? To fight? To accept death?
Why was your neck suddenly itchy?
Oh, right. The dried blood.
You absently scratched at it, heart stopping when footsteps echoed off the hardwoods, making the way from the grand rug over in your direction. You breathed slowly, feeling the man’s gaze on your back. The footsteps fell away, the distinctive sound of a record catching behind you.
Rita Hayworth’s voice filled the air, breath catching.
Put the blame on mame, boy.
Your visitor said nothing, just let the sound play through. Once. Twice. Three times.
What the fuck was this person getting at? Put the blame on…but you did it. There was nothing else to…
Footsteps sounded again, heart in your throat as they continued closer this time. Hands rested on the back of your shoulders, not gripping them but simply…resting there.
“It’s almost insulting really. You, not having a clue what you were doing, slitting Harrison Blackburn’s throat like it’s your fuckin’ day job. You put my boys to shame. They tell me they ain’t never seen something so ruthless out of someone so…innocent. I should put you on the payroll.”
Ah. That explains why two burly men picked you up, blood still wet and sticky, shoving you in the back of a car and driving you straight to a massive estate in River Forest. This guy was in the mob too and if he was happy about Harrison’s death then that meant one thing.
Winchester.
“Is that why I’m here? To join the crew?” The man didn’t laugh at the bad joke, simply removed his hands from behind you. He stalked around the right side, into your field of vision. You swallowed thickly at the man in the suit before you.
Harrison had been handsome, your fatal flaw for ever getting involved with him right there, but this man?
Oh, this man could turn a saint into a sinner with nothing more than a flirty smile.
“Dean Winchester.” Oldest son. He walked over to a matching leather chair off to the side, taking a seat, a glass of dark amber liquid in his hand. He held it out to you, an offer, and you gracefully took it, Dean not seeming to care that your blood stained hand touched his.
You sipped down the burning drink, unsure if it was a whiskey, a scotch or whatever the hell it was. All you knew was if you were about to be killed by Dean Winchester, you wanted to be drunk for it. You threw back the rest of the glass, Dean’s eyes flaring wide for a split second.
“That’s a sipping whiskey, sweetheart. Burns even the hardiest of men. You’re full of surprises.”
“It’s been a day,” you said, handing him back the glass. He hummed as he took it, setting it aside on a end table.
“That it has. So. To what atrocity did your beloved commit to be met with a grisly fate at your delicate hands? Surely you knew who Harrison was.”
“Not until it was too late. You don’t exactly get to break up with a mobster’s son. You just hope they get bored of you.” Dean licked his lips, narrowing his eyes.
“And yet…seems you were the one to end the relationship after all. What changed? Cheat one too many times? Force himself on you? Beat you so badly you had to hide inside for weeks?” Dean leaned forward, resting his elbows on his knees. “What made you snap?”
“He was making plans to kidnap a child. One of the rival families. Was going to send the boy back in pieces. He was proud of himself, proud of how happy his father was with his planned brutality.” Dean watched you cautiously, sitting up straight. “Only the truly evil hurt children.”
“So you slayed the demon,” said Dean, looking you up and down. “It was my cousin.”
“What?” Dean nodded.
“My cousin, Jack. He’s about four, cute as a button. We found out and I was planning on making Harrison pay deeply. You want to fuck with the grown ups, with the men, fine. But you leave the women and kids out of it. End of story. Blackburn crossed a line. The only thing I didn’t know was Senior was all for it. That’s an injustice that still needs to be corrected.”
You stared at him, Dean running a hand over his mouth, slumping back into his chair.
“I didn’t want him to die that quickly.”
“I stabbed his dick too if that makes you feel better.” Dean smirked, tilting his head.
“It does to a degree. But now I have a conundrum.” You made fists with your hands, Dean spotting the movement. “You did me a favor, not for any personal gain but simply to protect a kid. I respect that. Greatly.”
“But.” He smiled, almost sad like.
“But as far as anyone knows, my men killed Harrison in retaliation for the planned kidnapping and murder. You, you are just Harrison Blackburn’s girl that we grabbed.”
“So un-grab me.” Dean cocked his head, shaking it. “Why not?”
“Because daddy Blackburn sees you as part of the family. The daughter he never had. You and Harrison were engaged. No, no. I hold a valuable card with you, sweetheart.”
You swallowed, closing your eyes. “You’re saying…you’re saying I did you a massive fucking favor and my reward is to be kidnapped by you?”
“Kidnapped is such a mean word,” said Dean, shaking his head. “Think of it as an involuntary stay at a sprawling estate where your every want and desire will be fulfilled until such time as the Blackburn family empire has come crumbling down. I’ll give you more than enough money where you never have to work or depend on a man again once it’s through. I’ll leven relocate you to a place of your choosing.”
“The Blackburns have been in the mob since 1893,” you growled.
“So only some fifty odd years. Bound to fall apart sometime soon,” said Dean, standing up with a smile. You finally stood, Dean eyeing you up and down. Blood spatter on your face. Jacket and blouse soaked. Blue skirt stained almost black and tar like. “I can treat you like a princess or a prisoner. Your choice.”
“Senior doesn’t give two shits about me and we both know it.” You lifted your chin, narrowing your eyes. “So what the fuck do you really want with me?”
“Such a nasty mouth on such a proper appearing lady,” Dean snickered. “One might think you were raised in the gutter. Tell me, why would I, leader of the Winchester family, want you? If not for ransom or leverage, then what?”
“I’m done with this.” You stalked around the coffee table, Dean easily shifting and walking around the chair, nonchalantly blocking your path to the office doors. “You saw what happened to the last guy that fucked with me. Move.”
“Baby, there’s nothing more that I’d love than to…fuck,” he let the word linger, eyes raking up and down your body, “With you. But you killed a boss’ son. I let you go, Blackburn will find you and torture you and this place will seem like heaven compared to the twisted games he’d play with you. If he was so willing to let a child suffer, imagine what he’d do to you?”
“I’ll leave Chicago.” Dean shook his head. “Yes, I-”
“The Winchesters are indebted to you.” Dean stepped once, twice, closer until he was in your space, staring you down with a smirk. “We repay our debts. You will be protected until it is safe. No exceptions.”
“Why do you even care?” He reached up a hand, stroking over your jaw, catching your chin between this thumb and forefinger.
“Someone will come escort you to your new quarters so you can wash. Feel free to roam the house and grounds.” He dropped his hand and walked past you to his desk, refilling his glass with more liquor. “You’re dismissed. Wait.”
You peered over your shoulder, Dean’s green eyes dark, predator like. It made you shiver, his subtle warmth from before gone.
“It does make a man think…what are the odds that Harrison meets his demise by another the same night I was planning to end his life?” Dean carried his glass over, swinging it back in full like you had, gritting his teeth through the pain. “Not even a tremble during the act. Just…brutally efficient.”
You swallowed and faced forward, Dean pressing up behind you, leaning in, ghost of his breath caressing your ear.
“Almost like…it wasn’t the first time. Reaper.”
Your stomach dropped, body rigid as stone. Dean chuckled softly behind you.
“Unfortunate for you I have a source inside Blackburn’s organization. He’s always known his son was psychotic which is why he hired you, to keep an eye on the schmuck. Senior was outraged at the thought of his son going after a child. Senior ordered the hit on Harrison. How am I doing so far, sweetheart?”
You kept your mouth shut, Dean humming.
“And all the while, he gets to blame it on a mugging gone wrong, a rival family taking out his second born. Doesn’t matter. Senior took care of a problem and you just…float on away back into the shadows like you do. Until she’s called upon again by some criminal socialite to do the dirty work of the mob or the police or a scorned ex-wife. You’re a dangerous woman, Y/N Y/L/N. You were so close to getting away with it, with me believing your little story. Problem is, Senior knows the rules. He’s a bastard but a respectable one. No women. No kids. That man would never be proud of his son for going outside the bounds.”
You stared dead ahead, forcing your body to stay steady. “So you caught Reaper. I’m done with the foreplay. Kill me already, Mr. Winchester.”
“You’ve done nothing to me. Why would I kill you? Your reputation precedes you. Vixen of death. Reaper of souls. The smile that sends evil to hell. Quite impressive for a murderess to have such a strong moral code. Never the innocent, only the cruel.” Dean walked around you, tilting his head with that dark smile again. “I can’t just let someone like you with your…skills…walk away. Now that you’ve moved on from New York and LA to make Chicago your new hunting ground, I can’t let you wander about. Not until we can trust one another and trust takes time.”
You shook your head. “You’re afraid someone will hire me to kill you. Or kill some corrupt player that’s important to your organization.” Dean hummed. You licked your lips, tasting the hint of iron, flashing Dean a dark smile of your own. “You’d be better off killing me. Letting me wander about, keeping me caged…never know what kind of secrets I might find out about you, Mr. Winchester. Because that hit? Oh, I’ll do that one for free.”
“So that’s a no on the working for me thing.” You feigned a pout, quickly narrowing your eyes. Dean laughed quietly, eyeing you up and down. “You’ll change your mind eventually.”
“Careful there, Icarus. You don’t want to play with this fire.” Dean gave you a look that said he very much did. You rolled your eyes, bumping into him hard as you went for the office door.
“Breakfast is served at eight,” he said and you could just hear the smile in his voice. “Goodnight, Reaper.”
“You’re going to regret this, Winchester.”
A/N: So, what did you think? Would you like to see more? 👀
Sounds amazing. I will sit here and wait for more (*^.^*)















































