On the Other Side - Patreon Exclusive Mini Series - Teaser
Summary: Y/N is the sheltered daughter of a much hated Mafia king. She lives vicariously through romance novels. Naive and a hopelessly romantic, she meets Impala67 in a chat room and she quickly starts to believe he’s her Prince Charming. Sneaking out one night, they finally meet but things seem too good to be true - and maybe they are.
Pairings: young mafia!Dean x Reader
Tags: Enemies to lovers trope (ish), Mafia AU, innocent!reader, virgin!reader, fluff, romance, dark fic, smut, scenes of dub-con, blackmail, kept prisoner, kidnapped, manipulation, dark!Dean, dark!romance
Parts: 3
A/Ns: This is heavily Romeo and Juliet inspired with a dark twist. There’s hints of a few other fairy tales in here too, but rest assured, not as cute and romantic as it first seems…
This Mini Series is exclusive to Patreon
On the Other Side Masterlist
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Teaser
"Oh god, I've gotta go," you gasped getting up quickly and scrambling around to find your clothes. Dean watched as you got dressed with his arms behind his head, lounging back on the bed. He looked so relaxed and happy laying there and you wished you didn’t have to leave.
“Stay,” Dean told you casually.
“I can’t, De, if my father notices I’m gone…” you shook your head not wanting to even think about the end of that sentence. You made sure you had everything and turned around to head for the door, desperate to get home before it was too late.
Dean’s hand flat on the door stopped you from opening it.
“Dean, I’ve got to go,” you giggled, trying to struggle against his strength.
“I said stay,” he told you, his voice a low growl.
“I can’t,” you laughed, still tugging on the handle. Dean gripped your arm hard and spun you around to face him as he glared slightly. His whole demeanor seemed different.
“It wasn’t a request, sweetheart, it was a command,” he told you, his grip still strong on your arm.
“De, you’re hurting me,” you told him quietly, “stop messing around.”
“I’m being deadly serious. You’re mine now, you’re not going anywhere.”
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*whispers* Prince!Dean and Guardian!Cas or vice versa.
OOOOOOOOOOH MY CHUCK NONNIE, YES And I will take it both as medieval AU or fantasy AU OR modern times AU with Dean as some kind of mafia prince or maybe as a son of some high ranged politician; with grumpy Cas being his bodyguard :D
Summary: The Winchesters and Millers have been the two feuding mafia families in town for as long as anyone can remember. When the reader’s father catches the eldest Winchester son snooping around, he tries to teach a reluctant reader the harder parts of mafia life. But she’s not playing game...
Pairing: Cop/Mafia!Dean x Mafia daughter!reader
Square: Enemies to Lovers (SPN Dean Bingo) & Free Space (SPN Genre Bingo)
You watched as one of your father’s men shoved Dean Winchester forward, kicking him in the back of the knee so he’d kneel. Dean glared back at the guy, turning his attention forward when your father tsked him. Dean caught sight of you but didn’t look too long, instead looking back to the man walking in front of him.
“I ain’t scared of you,” said Dean, his shoulders jerking as he tried to get out of his restraints tying his hands behind him.
“You should be,” said your father, lifting his chin. “If your father sent you to spy on me, I’d reconsider your loyalties, Dean. It was a suicide mission.”
“Well fuck off,” said Dean, wrinkling his nose as he stared at the ground. “Enough with the foreplay. You want to kill me, then do it.”
“I have John Winchester’s oldest son, heir to take over the family business. No, no. You’re far too valuable. Your father’s business is now my business and in exchange, I’ll let you live,” he said. “Uncomfortably.”
“He’ll be pissed. Just kill me and save him the trouble,” said Dean. Your father chuckled and grabbed Dean by the chin, Dean tilting his head up.
“You’re a brave boy and you got a mouth on you, I’ll give you that,” said your father. “But we both know your father loves his family more than his business. So nice to have caught you so young. You’ll keep him in line for the next few decades.”
“Decades?” said Dean, eyes showing the first bit of fear. “You’re not keeping-”
“Oh, yes. The Millers are keeping their new pet for a very long time, Dean. Get used to it.”
“Dad,” you said, knocking on the door to his office later that night. He gave you a smile from his desk, waving you inside.
“How was your date, sweetie?” he asked.
“Nice. Gary’s more of a friend though I think,” you said. “I wanted to talk to you about the ‘training’ and what I saw earlier.”
“The Winchester boy,” he said, smile falling away. “Yes, I wanted to discuss that as well.”
“Dad...he’s a cop,” you said. “You...you kidnapped a cop. Like what-”
“And his father just so happens to be the other big mafia boss in our town. I don’t care what the boy does for a living, he’s useful,” he said.
“How old is he,” you said.
“He’s your age,” he said. “Why?”
“So he’s like in his twenties and you just told him he’s going to spend the rest of his life in some hole in the ground,” you said. “Like what the fuck, dad?”
“I told you that there are hard choices when it comes to this business. You understand the books, you understand the business side very well. But that is only one side, sweetie. If you don’t have their fear, you have nothing,” he said.
“What is that supposed to mean?” you asked.
“It means it’s time for you to learn the side of the business your mother wanted kept from you. Let’s go pay, Dean a visit.”
You grumbled as you went down to the basement and to a door at the end of the hallway. Your father undid the combination on the keypad, Dean laying on a mattress on the floor, his hands still tied behind him.
“Mr. Winchester,” said your dad, Dean rolling his eyes as he looked over at the two of you.
“Sorry. Didn’t order a stripper,” he said.
“That’s my daughter,” he said.
“Must have got her looks from her mother,” scoffed Dean. You had to bite back a smirk, Dean smiling when he saw your face. “She thought it was funny.”
“Y/N. I want to know how Dean got on our property. There is a leak somewhere and you’re the only person I trust at the moment so if you could get the information, I’d appreciate it sweetie,” he said. He nodded over to a cabinet and unlocked it, the inside filled with things that made your stomach churn.
“Dad,” you said.
“Try not to kill him. You have to start somewhere after all,” he said. He left the room and closed the door after you, Dean sat up on the mattress, trying his best to roll his shoulders.
“Listen. I’m getting the vibe you don’t want to do this just as much as I don’t want you to so just don’t, okay?” he asked.
“You don’t know my father very well,” you said, going to the cabinet and picking up a long rod with a button. You pressed it and saw the one end light up. You jumped and dropped it, looking back at Dean.
“I’m a police officer. Think about what you’re doing,” he said. You picked up the rod and put it back in the cabinet, grabbing a very sharp looking knife instead. “Don’t. I know how hard it is to go against your dad when he’s a mafia boss. Trust me, I get it. But if your dad actually cares about you, he won’t force you into this life. Mine didn’t. Just don’t do something you’ll regret.”
You walked over to him with the knife in hand, kneeling down in front of him.
“I’m Y/N,” you said.
“I know,” said Dean.
“He’ll be livid if I don’t do this you know,” you said. Dean closed his eyes and opened them slowly, giving you a nod.
“Do what you got to do then,” he said.
“Headbutt me, take the knife and get yourself the hell out of here,” you whispered. He didn’t do anything but leaned back quick and smacked you hard, watching you stumble and the knife fall out of your hand. You put a hand on your head, yelping when you felt a hand on your arm yanking you to your feet shortly after, something sharp pressed against your throat. “Not what I meant.”
“Shut up,” he growled, pulling you down the hall, met with a face full of guns at the top of the stairs. “Fellas. Might want to get out of the way. Don’t want the boss’ daughter getting hurt now, do we?”
“You idiot,” you heard your father say, Dean scrambling back with you. Dean pressed the knife to your throat and you felt a cut open. You whined and tried to scramble away but Dean’s hold was too good. “Let her go and I’ll kill you quickly.”
“I walk out of here in one piece and I’ll let her go unharmed after that,” said Dean, walking back with you. “Your choice if you want her to bleed out in your front hall.”
“You’re a cop.”
“Right now, I ain’t nothing but a guy with a knife,” he said. “Let me leave with her and I’ll send her back.”
“You better,” he said. You went wide eyed, Dean pulling you outside and through the front gate, out to the street and shoving you into the drivers side of a car, no men following you out there.
“You can let me-” you said, the knife aimed back at your throat.
“We met your dad. What do you say we go see mine?” he said.
“Why?” you asked.
“Yeah, I’m a cop. It don’t mean I’m not involved in the family business,” he said with a smirk. “Drive. Now.”
“I helped you,” you growled as Dean shoved you against the car door, pinning your hands behind your back and securing them with some police issue zip ties, no chance of getting out of those. He shoved the knife in his back pocket, grabbing your arm and leading you towards the front door of a home, sighing when you struggled. “Dean, let me go!”
“Just won’t shut up will you,” he mumbled. He reached into his pocket and pulled out a handkerchief, tying it over your mouth before he went back to dragging you inside. You kicked and tried to stop him as he pulled you down a hall and set you down in a chair across from a table, an older man looking up from some papers on the other side. “Y/N Miller. Merry Christmas.”
The man looked at you and back at Dean, rolling his eyes.
“Why is she crying?” he asked. “And why...forget it. Untie her and go get a bandage for her neck and head.”
“Dad, she-”
“She is Frank Miller’s daughter. I think she knows there are plenty of armed men around here for her not to go running off, hm?” he said. You nodded and felt the handkerchief get tugged out of your mouth, Dean snipping through your ties before he left the room and shut the door after himself. “Excuse Dean. This isn’t typical behavior for him.”
“He was...my father caught him on our property. I helped Dean escape,” you said.
“Why?” asked John.
“He wanted me to question Dean for information. He wanted to use Dean as leverage to keep you in line for a long time. I...fixing the books is one thing but I’m not doing this stuff. It’s wrong,” you said.
He nodded, Dean re-entering the room and setting a bottle of alcohol and some wipes down on the table. You wiped off your neck and dabbed your head, both of them watching you.
“Did she save you?” asked John. Dean pursed his lips but nodded eventually. “Do you think she’s playing you?”
“I think daddy’s little girl don’t like the tough side of being in the mafia,” he said.
“Is that true, Y/N?” asked John.
“Can I please leave?” you asked.
“The fair thing would be to do to you what your father was planning to do to Dean,” he said. Your face fell, turning to Dean.
“Let her go,” said Dean after a moment. John raised an eyebrow as you felt Dean walk around behind you. “She saved me. I save her. We’re even.”
“After she tells us more about her father’s next shipment,” he said.
“I don’t know that kind of-” you said, John standing suddenly, walking around the desk. He leaned down in your face, your gaze going up to Dean when John grabbed your chin.
“He’s not in charge. I am,” he said. “Where’s the next shipment?”
“I honestly don’t know,” you said. John dropped his hand away, walking behind his desk and hitting a button. Two armed men appeared, both of them grabbing you. “I don’t know anything about shipments. I don’t know that stuff yet. I’m still learning, I swear.”
“You’re not going anywhere until I learn something, kiddo,” said John. You looked to Dean but were tugged out of the room quickly, restrained and led down to a basement, this one finished. They put you in a mostly empty room, not doing anything but sitting you down in a chair and pulling the door shut after themselves.
“Well shit.”
You lifted your head up when you heard the door, Dean walking in and closing it behind himself. He crossed his arms and leaned back against it, taking a deep breath.
“I tried to talk to my dad. He wants some good info before he’ll let you go. No one will lay a hand on you. You’ll just sit in here until that happens,” said Dean.
“I don’t know anything,” you said, licking your lips. “Can I have some water at least?”
“Like I said...you just sit in here until he gets what he wants,” said Dean.
“You might as well kill me then, save my dad the trouble,” you said, closing your eyes and tucking your knees up to your chest. “I don’t know when the next stupid shipment is. I don’t know anything about the fucking shipments.”
“What do you know? You got to know something,” said Dean.
“I know how to fix books. Kinda,” you said.
“You know your father’s accounts?” he asked. You shook your head.
“No. We used fake ones for me to learn on. I...he only just started training me on the actual mafia stuff. I know nothing,” you said. “I used to go to college and be normal.”
“You’ve never even broken a law I bet,” said Dean with a laugh and shake of his head. “Shit. How the hell did you stay out of this crap?”
“My mom didn’t want me involved. It worked too until she was gone,” you said, looking up through your eyelashes. “I’m guessing you guys already know how to do that stuff?”
“Yeah,” he said with a smile. He reached behind his back and pulled out a pair of zip ties and a gun, handing them to you. “It’s not loaded.”
“What is this?” you asked.
Dean held out his hands, giving you a half smile.
“My dad won’t believe you. Looks like I got to get kidnapped for the second time today.”
You stared at him and grabbed his wrists, tying them together before you picked up the gun. He chuckled when you looked it over.
“Sweetheart. You sort of have to point it at me for this to work,” he said.
“I know that,” you said, holding it up and moving it away, your stomach churning.
“It’s not loaded. You can’t actually shoot me, even if you tried,” he said.
“I know,” you said, putting your hands on your knees, your pulse racing.
“Y/N. Come on,” said Dean. You nodded but felt your vision start to fade away and you hit the ground hard.
“Hey,” said Dean, a wet washcloth on your head as you woke up on the couch in John’s office. He was staring at you, biting his bottom lip. “We think you had a panic attack.”
“Probably,” you said. “I don’t like guns.”
“She’s a pup. She doesn’t know anything,” said John, sighing as he stood and walked over to you. “We all got that one get out of jail free card up our sleeves though, don’t we, Y/N. You got something in case of an emergency situation, right?”
“Dad. Stop,” said Dean, moving the washcloth away. “She doesn’t know anything.”
“She knows something,” said John. Dean shook his head and grabbed your arm, yanking you to your feet. “Good. Go find out-”
“No. I brought here her for a civil discussion about her family’s business. If you’re not going to do that, she walks,” said Dean.
“Excuse me?”
“They had me. She got me out. Lord knows what she’s walking back into,” said Dean, looking back at his father. “Understand? It’s a clean slate.”
“Fine,” he said. “You don’t get many free passes in this industry, kid. Use it wisely.”
Dean rolled his eyes and led you out to the front door and near the gate, dropping his arm away.
“Sorry. He must be in a bad mood today,” said Dean, nodding at you. “Thanks about this morning.”
“We’re even?” you asked.
“We’re even,” he said.
“Why were you sneaking around the house? You had to have known what a dumbass move that was,” you said.
“Wellness check. A neighbor hadn’t seen you around for a while, was scared your dad might have offed you,” he said.
“He killed my mother. He won’t kill me,” you said.
“Why?” he asked.
“She cheated on him I’m pretty sure. It’s what he said. I don’t blame her,” you said. “You were really just acting as a cop earlier?”
“Mostly as a cop,” he said with a smirk. You turned to go, Dean grabbing your wrist. He held out your phone, letting you put it back in your pocket. “I know we’re like mortal enemies and all that and someday our parents are expecting us to try and kill each other but I’m still a cop. Your dad or any of those guys every does something you don’t like, call my number. I’ll come help.”
“Why would you do that?” you asked.
“Sort of my day job, sweetheart,” he said, smiling as he headed back for the house.
“What’s your night job?” you called.
“A little of this, a little of that,” he said. “Take it easy, Miller.”
“Winchester.”
“I do not appreciate being treated like a criminal,” you said, storming into your father’s office late that night. He was sat on his couch and watching the flames going in the fireplace, seeming to ignore you. You felt a hand on your arm and glared backwards. “Anthony. Get your damn hands off of me before I take away your ability to have children.”
He only moved back when your father nodded but didn’t leave the room.
“What the fuck was that having Mikey interrogate me for the past two hours?” you barked at him.
“He didn’t interrogate you. You’d know the difference,” he said.
“Well it creeped me out,” you said. Your father rolled his eyes. “It did.”
“You love your Uncle Mikey,” he said.
“Maybe when I was a kid and didn’t know better. He’s a bad guy,” you said. You heard someone enter the room, Mikey walking in with a blank face. “Speak of the devil.”
“Anthony, take a break,” he said. The younger man left, Mikey shutting the door after him. “I talked to her.”
“She make a mistake or she let him go?” he asked.
“Oh come on,” you groaned. Mikey stared at you, clenching his jaw.
“Well?” asked your father.
“I don’t think you should be letting little girls do my sort of business,” he said. “Too dangerous for them and for us.”
You stared at him, Mikey lifting his chin.
“We got boys in the group that will rise up with time. Let her stick to the business side. Don’t have the girl do the actual stuff,” he said.
“I don’t want her to do that sort of thing. Not really. I want to know she has the stomach for giving those kinds of orders though,” said your father. “Learn by doing.”
“Frank,” said Mikey. You watched the two of them, your dad turning his gaze to you. “She got kidnapped today. You wanted her toughened up. She’s toughened up. She is your daughter and I think maybe she would like her father to show some concern.”
“Watch it,” said your dad. He stood and walk over to you, tapping under your chin so you’d show your throat. You turned away and crossed your arms, his finger tracing over your neck. “I’m sorry, sweetie.”
“It’s fine,” you said. He dropped his hand, tilting your cheek. “I said I’m fine.”
“Perhaps Mikey is right. Under the right circumstances I know you’re capable of anything. Let the boys do their jobs and you do theirs. It’s not fair to expect you do both,” he said.
“I wanted to be a veterinarian,” you grumbled, brushing past him for the door, turning around when you got there. “And if another single man in this house touches me again without my explicit permission, you will all find out exactly what I am capable of.”
You slammed the door shut after you left, Anthony avoiding eye contact as you went down the hall and up to your room.
“Assholes.”
You growled at the knock at your door the next door, a pair of hands being held up as the door opened, Mikey stepping in with a smile.
“I come in peace,” he said.
“Go away,” you said, clenching your fists.
“Let’s take a walk. I’ll go buy you some ice cream,” he said.
“I’m not five anymore,” you said.
“Come on. It’s a nice day. I’m not taking no for an answer.”
“What do you want?” you asked, mouth full of an ice cream sandwich. Mikey wolfed down his ice cream cone, nodding for the two of you to head into the park. “Mikey.”
He smiled as you got away from some other people, Mikey looking around.
“Do I creep you out?” he asked.
“Since yesterday afternoon, yes. You freaking brought me down to the basement and-“
“I know. I was meaner than I wanted to be but your father was watching. I’m sorry. You’ve had a long few days,” he said.
“Tell me about it,” you mumbled, munching on a piece of sandwich.
“Kiddo,” he said, bumping your shoulder. “I know you didn’t want to do that, to the Winchester boy. I know you helped him escape too.”
You took another bite and shrugged.
“I was the one that taught you that little trick,” he said with a smile. “It’s alright. I’m not mad. Your father wasn’t thinking clearly.”
“How so,” you said.
“First off, there’s an unspoken rule of the families to leave the kids out of it. Then there’s the fact Dean’s involvement in everything is minimal at best. He knows how to play both sides. Then asking you to hurt the boy...your mother would have thrown a fit. You’re too good for that side of it,” he said.
“I’m in the mafia. I’m not too good for anything,” you said, popping the last piece in your mouth.
“You’re the daughter of a mafia boss. It’s different than being in the mafia,” he said. “Your mother made sure of that.”
“Did dad kill mom?” you asked. “She was your sister.”
“It was an accident not meant for her. I was livid with him. It was sloppy and he very well could have killed you too that day,” he said.
“I remember. You’re the one that drove me back to college that summer,” you said.
“He’s gotten harder the past few years,” he said. “The old him wouldn’t have asked you to hurt someone.”
“He always wanted a boy,” you said, stopping when you got to the pond. “Why didn’t you tell him I helped Dean Winchester if you suspected?”
“I know I’m not as outwardly affectionate as family should be but I do love you,” he said, looking out at the water. “My loyalty is to family, not business.”
“Sorry I called you creepy,” you said.
“S’okay. Been called much worse before,” he said, turning around. “Don’t do something like that again. The boy could have not been as kind as he was.”
“Don’t tell me what to do Mikey,” you said. He smiled, nodding his head. “He’s a nice guy you know. He had me. He’s the one that got me out of there.”
“Be careful, Y/N. That’s all I’m saying.”
“Where are you going?” asked your dad as you pulled on your shoes later that evening.
“I have a date,” you said.
“I thought the date the other night went poorly,” he said.
“It’s a different guy,” you said. “And I didn’t say the other night was bad. He was nice. I just didn’t feel a connection with him. Maybe try listening instead of talking for once.”
“Watch the mouth,” he said. You stood up and fixed your hair, raising an eyebrow at him.
“Next time I’ll ask the guy to kill me, do you a favor,” you said.
“Y/N,” he said as you went past. You lifted your chin, giving him a glare. “What happened yesterday was my fault.”
“You never put me in situations like that again. Is that clear?” you said.
“Why are you so angry?”
“You want a tougher daughter? This is it. Fucking deal with it,” you said. He closed his eyes, taking a deep breath.
“Fine. I won’t teach you that sort of thing again. Happy now?” he asked.
“Not even close. But it’s a start. Don’t wait up,” you said, walking straight out the door.
“You okay?” asked the bartender too many drinks later. You nodded, blinking a few times. “Want me to call you a ride home?”
“Uber,” you said, grabbing your phone, tapping away a few times before you held up to him. He seemed satisfied and you headed outside, trying to sober up in the cool air while you waited a few minutes.
Your date was a no show. Not that you ever shared when that happened with your dad. It’d happened the other night too. The guys got scared once they realized you were a Miller. You didn’t blame them.
You wouldn’t want to date a mafia boss’s daughter either.
You hopped onto the sidewalk, walking along the edge, tripping a little just as a cop car drove past. It pulled into an open spot, the door open being as you spun around.
“What are you doing?”
You spun back around, Dean Winchester in full uniform standing in front of you.
“Waiting for my ride home,” you said. “I won’t be driving, Officer Winchester. Pinky promise.”
“Okay...you should still wait inside the bar,” he said.
“I’m Y/N Miller. Any guy in this town stupid enough to try something with me will meet a very slow and painful…” you said, realizing that Dean was in uniform, aka cop mode. “Nobody’s gonna bother me.”
“Can I give you a lift before you wander your drunk ass straight into the street?” he asked.
Oh, there were a hundred thousand reasons not to get in that car and he knew all of them were running through your mind.
“I’m on duty. I ain’t gonna do jack shit except take a drunk girl home,” he said.
“I don’t wanna go home,” you mumbled.
“Well where are you going then?” he asked.
“I don’t know,” you said. “Maybe I’ll move to the middle of nowhere where guys aren’t terrified of me or where I don’t have a shitty dad.”
“There’s a hotel around the block. They might have a room open for you to crash in,” he said.
“You’re as bad as the rest of them,” you grumbled, walking past him. “You’re maybe even worse. You pretend to be good and you’re not. You’re just not.”
“Like you’re some kind of saint?” he asked. “You do-“
“I wanted to be a vet,” you said, pointing a finger at him.
“Okay?” he said. “Be a fucking vet then.”
“I don’t have a choice,” you said, rubbing a hand against your head.
“Yeah, you do. There’s nothing that says you can’t be a vet and the leader of the mafia if that’s what you really want,” he said. You scrunched up your face, Dean rolling his eyes. “Just get in the bar until your ride gets here, alright?”
He got back in his car and drove off without another look back.
“You’re home earlier than I was expecting,” said your dad as you walked in the kitchen. You grumbled and went to the freezer, sticking your head inside. “You’re drunk.”
“Yup,” you said, pulling out a box of mac and cheese and popping it in the microwave. He set down his book and brought over his empty wine glass, setting it down in the sink.
“Lyle saw you speaking to Dean Winchester tonight.”
“Still sending the guys to spy on me on dates?”
“He said all you did was drink at the bar and then you spoke to Dean before he drove off,” he said. “He thinks the boy may have a soft spot for you.”
“Oh, yeah. I’m only the last chick in the universe he’d be attracted to,” you said. “He was making sure I wasn’t driving home. That’s all.”
“The boy could have hurt you, taken you back to his family tonight. Twice. But he let you go. I think Mikey was right. We should be using talents you already have, not enforcing new ones on you,” he said. You heard the microwave beep off, your father smirking as it dawned on you.
You slapped him in the face, ripping the food out and stirring it up, tossing it back inside. You narrowed your eyes at him as he twitched his eye.
“You want to slut someone out, why don’t you try one of the guys. I’m sure they’d take the pay increase,” you said.
“Flirting. Teasing. A friendly relationship. Not sex. I would never ask that of you and I’m disgusted you think I would,” he said.
“Am I speaking to my father or my boss because I’m pretty sure my dad died when mom did too. You’re just my employer and as far as I’m concerned, I’m off the clock,” you said, grabbing the dish and a spoon, storming off to your bedroom to eat. You wolfed it down, burning your tongue in the process, tossing the container in the trash.
After a quick shower you found your father waiting for you on your bed.
“What-”
“I was wrong. There was always fire and ice in those veins of yours,” he said. “Your mom knew that when you got in a fight in the first grade.”
“He shouldn’t have pulled my hair,” you said, leaning against the doorway. “Cut the bullshit. Forget the fucking mafia boss crap. I’m not one of your guys. Our entire relationship for the past three years has been about me taking over the business someday. I was going to school, to college. I was going to help animals. I’m sorry but I’m never going to be the person that tortures people in the basement. I’m just not and you have to live with that.”
“Maybe you’ll find that your approach is more sublte, softer. I can live with that,” he said.
“You never even asked if I was okay when I got home yesterday,” you said. You looked down at the floor, hearing him shift around until his feet appeared before you.
“Because for a split second I thought you had sided with the Winchesters,” he said. You whipped your head up, his own shaking. “I’m sorry. He hurt you. I’m sorry, sweetie. I’ll never put you in that situation again. I’m sorry for being so short with you lately. You didn’t deserve that.”
“Can I have the day off of work tomorrow,” you asked quietly. “No tails or guys following me either. I just want a little me time, away from this stuff.”
“Yeah, of course,” he said. He gave you a hug you somewhat returned. He could feel the difference though and rubbed a hand up and down your back. “I never meant I want you to go use yourself to get close to the Winchester boy, Y/N. I only thought you could use a woman’s charm on him. It’s a powerful thing after all.”
“What do you want me to do?” you asked.
“Get friendly, see what you can find out about their operation. Dean’s going to be privy to some information others won’t,” he said. “I want to know where they’re weak. Make it your new job. It’s just a job that way. Do you think you can do that?”
“Yeah. I can do it.”
The next day you were smiling as you ate lunch in the park, happily soaking up the summer sun, a book by your side you were ready to dive into. It felt as though someone was watching you though and you turned your back, catching a sweaty Dean drinking from the water fountain, eyes in your direction. You stared at him and he walked over, taking a deep breath.
“I didn’t take you for the running type,” you said as you looked up. He shook his head, putting his hands on his hips.
“I fucking hate it. My brother’s running a marathon. He’s forcing me to run a 5K,” he said. “Running sucks.”
“You sure you aren’t following me?” you asked.
“Well last night you were on my patrol and I had no idea it was even you until I got out of the car. If I was following you, you wouldn’t know it, sweetheart,” he said.
“I bet you say that to all the girls,” you said, Dean cracking a smile. “Sorry for horribly embarrassing myself last night.”
“I’ve seen way worse. So much, much worse,” he said, shaking his head out. “The joys of the night shift.”
“You always work nights?” you asked.
“Why? Trying to figure out my schedule?” he asked.
“Trying to figure out if you’re free is all,” you said.
“I’m normally on days,” he said. “I’m free tonight.”
“So am I,” you said.
“You looking for a date or something? I sort of like living,” he said. A flash of hurt crossed your face you couldn’t hide fast enough, Dean opening his mouth. “Sorry. Last night you said-”
“I know what I said,” you swallowed, looking away. “I’m sure you understand what it’s like. Trying to date in this life.”
“Yeah,” he said. You pursed your lips, Dean clearing his throat. “So you want to do something tonight?”
“Huh?”
“We could...hang out,” he said. You opened your mouth, wanting to jump at the chance. You could start working your way in, start getting information. “So…”
“You should stay away from me,” you said. Dean frowned, taking a step back. “I...I want to. I think if the situation were different, we could be real friends. But trust me when I say you staying away from me is the best thing for you and your family. I...I don’t want to be that person.”
“Did your dad ask you to con me too?” he asked with a smile. “My dad thought you might be an in, a way to get information. He wanted me to get to know you, find out stuff.”
“I sort of hate both our dads,” you said, Dean chuckling to himself. “Why’d you tell me that?”
“Why’d you try to warn me to stay away?” he asked, taking a seat on your blanket. You bit your bottom lip, Dean looking you up and down. “Why’d you save me?”
“I didn’t want to hurt you,” you said quietly.
“Do you think I want to hurt you?” he asked.
“No. How can we trust each other though?” you asked. He stared at you and leaned over, planting his lips to yours, moving them slowly against your own, pulling back after a few long seconds.
“Go out with me tonight,” he said.
“You didn’t answer my question.”
“You didn’t answer mine. Why’d you warn me?” he asked.
“You like me,” you said.
“You like me. Or at least the idea of me. Someone that understands this fucked up life we have to live,” he said.
“If things were different, Dean, I would say yes. But I think we’re both better off going back to our families and saying it didn’t work out,” you said.
“I understand,” he said, offering you a short smile as he got to his feet. “Y/N?”
“Hm?”
“Someday when we’re running things...let me take you out to dinner,” he said.
“Okay,” you said. “Someday, Dean.”
Three Years Later
“Well Lucky, you are going home today,” you said with a smile, giving the dog a smile as you pulled him out of his crate. “You do your best to stay out of traffic from now on, okay?”
One of the nurses, Harper, got the dog’s paperwork and you sent her home. You didn’t mind staying late. Your father had an exceptionally boring meeting to attend on Thursday nights anyway and the more often you got out of going, the better.
You heard the door open at the front of the office and you walked out there with Lucky by your side, pausing when you saw the man looking around. His gaze landed on you and his lip twitched up for a split second. Everything about him was so much harder than you remembered. He was in a suit and wool coat. Maybe he was a detective. Or maybe he’d gotten a promotion in the family business.
“I’m here to pick up Lucky,” he said.
“The uh, the dog belongs to a Sam Smith,” you said, cocking your head. “Or should I say Sam Winchester.”
“Uh huh,” said Dean. “Is Lucky all set?”
“Yeah, let me get his medicine for you,” you said.
Five minutes later you’d finished your talk about how to care for him the next few days. Dean was quiet afterwards, simply taking the bag and Lucky’s leash as they headed out.
“Good for you, the vet thing,” he said when his back was turned. “You still in the business?”
“Are you?”
“Be careful, Y/N,” he said.
He left without another word. You weren’t sure if he was threatening you or offering a warning. Either way you were gone and in your car in under a minute.
“I’m home,” you said, peeling off your jacket, finding your father in his office. “I miss anything exciting?”
“I’m starting to think you work late on Thursdays on purpose,” he said with a smirk. “How were the animals today?”
“Good. I delivered a litter of kittens with the other vet and my pup with the broken leg went home,” you said.
“I’m glad you went back to school for that, have your other job. You’ve been far happier since then,” he said.
“Mhm. About my other job then,” you said, taking a seat.
“Another one of our shipments was stolen,” he said.
“Inside guy?” you asked.
“Unlikely. Winchesters. Dean’s using his connections at the department to track down our spots your Uncle and I think,” he said.
“Dangerous game he’s playing,” you said. “I thought Dean fell off the radar.”
“He had. He went out to LA for awhile. He only returned about a month ago. It doesn’t seem he likes subtly,” he said. He tapped his finger on his desk, staring out the back window. “I want you to send a message to the kid.”
“I don’t do that,” you said.
“A different message. Eye for an eye. Go take back our shipment. You’re good at that sort of thing,” he said.
“I’ll get Anthony and Vincent on it,” you said. He shook his head at you. “Me?”
“Sometimes you gotta get out of the office to do the job. Bring the boys as backup. You’re much quieter than those two. You’ll be in and out like that.”
“Keep the car running,” you told the guys as you skirted around the corner of the warehouse. It was a small item you were picking up, easy enough to slip into a backpack. You ducked inside a back door, the lock simple enough to pick.
The warehouse didn’t belong to the Winchesters. It was actually a legitimate one for a local business. That was one of the reasons for their success. They never had their name tied to that sort of thing.
Still, that didn’t mean you hadn’t figured out how to con a drunk stocking guy once and get the info you needed.
You quietly headed for a back shelf area, eyes scanning along the crates until you found the one you were looking for. The package was shoved in your backpack and you were halfway out of there when a hand grabbed you, another one slamming over your mouth.
Shoved up against a wall, you found Dean pinning you back. His hold on you wasn’t hurtful though and after a few seconds, he released you.
“I thought I told you to be careful,” he whispered.
“Let me get out of here,” you said. He turned his head, nodding after a moment. You moved to leave when he grabbed your arm. He stared for a moment and tugged, smashing his lips to yours. He moved back just as quickly, licking his lips when he finished.
“Go on before someone else shows up,” he said.
You backed away, Dean smirking briefly.
“Saturday. 1am. Cabin just off Pike road by mile marker 67. Come alone,” he said, moving quickly down an aisle and calling out. You dashed outside and back to the guys, already gone by the time Dean’s men came looking.
Two Days Later
You pulled over on the side of the quiet road, parked behind a black muscle car. You looked around a good ten minutes before you got out and headed for the cabin, opening the front door without warning.
“Was wondering if you were going to show or not,” said Dean, sitting in front of the fire place with a glass of whiskey in his hand. His sleeves were rolled up and his tie was loose. “Nobody else is here but feel free to check for yourself.”
“I’ll take your word on it,” you said, taking a seat on the couch beside him. Dean reached over to the end table and poured you a drink, handing it over silently.
It was good, a nice sweet aftertaste. Dean refilled his glass and took another sip, letting it rest on his leg when he finished.
“You’re not a cop anymore,” you said.
“What gave it away,” he said with a smile. “I see you became a vet. Good for you.”
“S’my day job,” you said.
“I miss my day job,” he said. You turned your head, Dean doing the same.
“Dad always said you can tell when someone’s lying based on the eyes,” you said.
“Mine taught me that too,” he said.
“You still like me.”
“You still like me,” he said. “We’re exactly where we were three years ago.”
“You’re handsome, Dean. And you were sweet. I liked that you were still a cop despite not always doing the right thing yourself. But I don’t think you’re the guy that convinced me to get control over my life anymore,” you said.
“I’m not. But you’re not the same girl,” he said. “You want me to leave you alone, I will. Just say so.”
You pursed your lips, eyes wandering down to his.
“You’re in the mafia,” you said.
“So are you,” he said.
“I’ve lived with a mafia boss my whole life. I’m not living the rest of it with one,” you said.
“Good thing I’m not a mafia boss then,” he said.
“You’re in training to be one.”
“As are you,” he said.
“My situation is different,” you said.
“No it’s not. It’s exactly the same as mine,” he said.
“Maybe I learned the best thing for my survival,” you said.
“Like I said, it’s the same,” he said.
“You don’t get what I’m saying.”
“As a police officer, what do you possibly think one of the most incredible things I could do is? Take down a mafia family? That’s pretty hard to do. Unless that cop is running it,” he said.
“You’re going to turn on your own family?” you asked.
“Aren’t you?”
“My Uncle is taking over when my dad steps down. At least that’s what me and my Uncle agreed to,” you said. “You’re talking about...that’s treason in this line of work.”
“So is what you just said,” he said. He sipped on his drink as you slumped back into the couch. “It’s just an option for me right now. I mean, our lifestyle has perks.”
“I’ll take kindness over-“
“I don’t know how things happen in your family but when we aren’t talking business, we are actually a family. It’s why I’m still deciding which why to fall,” he said.
“Why are you telling me this?”
“It’s not like I can tell anyone else. I haven’t had a meaningful conversation with a women in three years. I’ll take it where I can get it,” he said.
“What? You were just waiting to run into me after all this time? You’re the one that went off to LA,” you said. You stood and knocked back your drink, heading for the door. “I don’t even know you.”
“Then why’d you come?” he asked. You shrugged, pausing when you were halfway there. “Y/N.”
“I thought you were good,” you said.
“Just because I do bad things doesn’t mean I’m a bad guy,” he said.
“That’s exactly what it means,” you said.
“The world isn’t black and white and you know it. Just admit you like me,” he said.
“I don’t know you, asshole. I saved your neck back in the day and you turned around and brought me to your father. You’ve always been a bad guy. You’re the one that got me in that shitty situation. So play whatever games you want because you and me? We’re enemies, that’s it. That’s all we’ll ever be. Get over it,” you said. You grabbed the door handle, Dean getting up behind you.
“Maybe we’re supposed to be enemies. It doesn’t mean we have to be. I don’t want a war with your family as much as you don’t want one with mine. Why can’t we just try to be friends?” he asked.
“You could be playing me for all I know,” you said.
“I’ve let you go more than once. I’ll let you go tonight whenever you choose to leave. I steal and I get in fights and I make deals and I screw people over. I certainly don’t let people in. You, you little shit, have been in my head everyday the past three years. You were so innocent and sweet and you saved a Winchester when I was dead to rights. I thought you were conning me. I so thought you were conning me. That is why I brought you to my dad that day. Turns out you’re just a good person. A mobster's daughter was a good person. Of fucking course I fell for you. Being all fucking hot and you got even hotter and you were good and you understand this life and you’re lonely too. Don’t fucking tell me I’m playing you. You could get me in an assload of trouble with the stuff I’ve said to you. You know how I trust you? Because you’re a good person under the crap. So stop this little I’m a badass act. We do enough pretending as it is.”
He breathed hard and drank the rest of his whiskey, clenching his jaw as he swallowed.
“That’s the most aggressive way anyone’s ever asked me out,” you said.
“Am I going to get an aggressive answer back?” he asked. You moved away from the door and walked over to him, looking him up and down before grabbing his tie and pressing your lips together. His eyes were a shade darker when you released him, Dean wiping his bottom lip with his thumb.
“This place got a bedroom?”
“I said...bottom,” growled Dean in your ear, pinning your wrists over your head with one of his hands. It was playful before when you were wrestling around but he was too strong for you to pull him off. Not that you minded.
“Well just because I’m down here, it doesn’t mean you’re in charge,” you said, wrapping your legs around his hips, pulling him closer.
“We’ll see about that,” he breathed out. He started to thrust into you slowly, building a soft rhythm that was easy to get into. Dean kissed you gently as he moved, his grip on your hands looser but he still had you right where he wanted you.
His cock was a perfect size and he knew exactly how to pump his hips so he was hitting your g-spot.
“Faster,” you mumbled against his cheek, Dean tsking you. “Faster.”
“No. I like slow,” he said, kissing you again, grinding his hips against your skin, smacking together so lightly you barely heard it. Your legs dug into his back for more but he ignored it, sinking into the slow grind, sliding in and out of you. You started to nip at his bottom lip when he leaned in to kiss again but he pressed his forehead to yours, staring you down as he slammed home in long deep strokes.
You tried to put on an innocent face but he only smirked, returning to kissing along your jaw.
“So beautiful,” he murmured, jamming his face into your neck, pulling your arms apart so your hands were by your head, his own lacing your fingers together as he kept you in place. “Just let go, enjoy the build.”
“S’hard,” you said.
“S’not. Not gonna hurt you, Y/N. Just let go,” he mumbled against the skin. You closed your eyes, forcing your legs to lose the death grip on him. You sank bank into the mattress, letting your body give in to him. “There you go. Good girl.”
The more you relaxed, the more he gave you what you wanted. It wasn’t necessarily a faster rhythm by any means but it felt good, a slow pressure building up inside you.
“Dean,” you whispered. “Wanna touch you.”
He kissed you and moved his hands away from yours, sliding them down to cup your cheek instead and give him a better angle to thrust into you. You threw your arms over his shoulders, running your fingers through his hair, holding on gently as he started to drag the length of his cock against your walls with a little more speed.
You started to roll your hips quickly once you felt the need in you start to build faster, searching for your release. Dean pressed a hand against you and stilled you, shaking his head once before he returned to kissing you.
You were a hot and sweaty mess by the time you felt yourself start to crest, this orgasm long and low, drawn out and out and out, Dean never once faltering his pace. You were pushed into a second more fierce orgasm when he didn’t stop moving, walls clenching down around Dean. He groaned and started to come, fucking through it until his thrusts finally got slow and lazily, Dean pulling out of you with a pant. He breathed heavily beside you, blinking open his eyes to catch you staring at him.
“I won’t hurt you,” he said, running a finger through your hair, tucking it behind your ear.
“This is a horrendously bad idea,” you said.
“For sure,” he said, giving you a sleepy smile. You tucked yourself against him, Dean throwing an arm over your back. You closed your eyes.
It was more than a bad idea. It was borderline suicidal. What you’d just done was more than enough to get you reamed out a new one but an actual relationship with someone in a rival family? The Winchester family?
You were signing your own death warrant if you didn’t get out of that bed and fast.
“Dean,” you said quietly. He hummed, his chest rumbling with it. He looked you in the eye, a gentleness in him you remembered from that day in the park years ago.
“Don’t hurt me either,” he said.
“I won’t,” you said. “I have one, one condition if you and I do this, do more.”
“No games,” he said with a nod, a smile crossing your lips. “You’re just you and I’m just me. No pretending. I can agree to that.”
“Me too,” you said. He smiled, his eyes fluttering for a moment. “Sleep.”
“You gonna be here when I wake up?” he asked.
“Yeah, I’ll be here.”
“Sorry I don’t have much for food up here,” said Dean as you were both getting dressed the next morning. “I’ll have to stock up the place if we want to use it more often.”
“We’re going to have to hide this, all the time,” you said. “We can’t even smile if we get a flirty text from the other.”
“You gonna send me flirty texts?” he teased. You put a hand on your hip, Dean chuckling as he pulled it away and wrapped his arms around you. “This won’t be easy and anytime we want to go out, we’re gonna have to drive out of town so we aren’t seen. It’s definitely going to suck until we’re both in charge of our operations.”
“That could be years from now. Do you really want to run around and hide that long?” you asked.
“No. But it’s all we got for…” said Dean, his eyes going wide when he heard the front door open.
“Who-”
“Hide in the bathroom. Now,” he said, fixing his pants. You stared but he waved at you. “I swear I didn’t tell anyone. I-”
You both froze when the bedroom door opened, a tall young man blinking as he looked at the two of you.
“Sorry. Was driving back from campus. Had to take a leak and the cabin was on the way...what are you doing with a chick in the emergency cabin? No one comes here. Ever and...is that Y/N Miller for crying out loud?” he said.
You watched Dean step in front of you without hesitation, a tiny smile on your lips at the act.
“Sammy...I can explain,” said Dean.
“Yeah. You better. Now move, I still gotta go,” he said, brushing past you both and into the bathroom. Dean tried to usher you out the front door but Sam, little brother Sam Winchester currently off studying law, was quick and out in the family room area like that. “Hey. She’s not going anywhere until I know why the hell you brought someone else to our secret place. You bring girls here before?”
“No, Sam. No one knows this place exists for you and me and now her. I swear,” said Dean. Sam shifted his gaze to you, wrinkling his nose.
“Back off, Winchester,” you said. Dean held out a hand in front of you, to stop Sam from doing something or yourself, you weren’t really sure.
“Dean. I don’t know what she said but odds are-”
“Odds are that’s my girlfriend you’re talking about,” said Dean. Sam scoffed, raising an eyebrow.
“Since when?”
“Since last night. You’ve known I’ve liked her for a while now,” he said.
“Yeah but that was before...she’s not some college kid anymore. She’s in this like you. I can guarantee-”
“I think I’m older than you and if anyone knows how to read a con, it’s me, not you. I kept you out of this shit as much as I could. Leave it alone,” said Dean.
“I want to talk to her alone,” said Sam. Dean scoffed, Sam lifting his chin. “It shouldn’t a problem unless you don’t trust me.”
You knew the answer as soon as you saw Dean’s shoulders slump, his head look back at you.
“Five minutes,” said Dean. Sam nodded and gave you a short smile as you followed Sam back into the bedroom. He motioned for you to shut the door, narrowing his eyes the second you did.
“Spare me the ‘if you hurt my big brother’ speech,” you said.
“I wasn’t going to give it,” he said. “I heard you’re my dog’s vet.”
You scrunched up your face, slowly remembering Lucky.
“Oh. Uh, yeah. She was fine, full recovery,” you said. “Why? Someone say she’s not doing well?”
“No. Just wondering...if you’d known that was a Winchester’s dog…”
“I don’t hurt animals, Sam. Or people. I’m not very good at it,” you said. He glanced at the unmade bed, looking past you out the window.
“Why’d you save my brother three years ago?”
“I don’t hurt people, Sam,” you said, lifting your chin. “Your brother didn’t deserve that.”
“You care about him?” he asked.
“I don’t want him to get hurt,” you said.
“I asked if you care about him.”
“Yes, Sam. I care about him,” you said.
“Then stay away from him. What do you think your father will do to him once he finds out you’re dating?” he said.
“If my father finds out I’m dating a Winchester, my life is as good as over. He’ll never let me out of his sight again,” you said.
“He’s gonna get hurt,” said Sam. “Or worse.”
“He’s the one that came to me and brought stuff up again. I don’t control my father anymore than you control yours. I’m in danger too but you don’t see me going around snapping at you,” you said.
“You’re not the first pretty girl your father has sent our way,” said Sam. You raised an eyebrow, Sam pulling up his sleeve and showing you a small scar in his arm. “Girl in study group a few years ago. I thought we had something going on. Turns out she was trying to collect me after Dean busted out of your house,” he said.
“I’m sorry but I didn’t do that,” you said.
“I don’t trust you,” he said, tugging his sleeve back down and grabbing your wrists, tugging the two of them together.
You heard the door creek open and Dean stare at his brother, Sam giving it right back.
“You won’t let this go until you trust her, won’t you,” said Dean.
“I’m never going to trust her,” said Sam.
“Fine,” said Dean, a flicker of concern crossing your face. “Why don’t you call up dad then? Tell him you caught Y/N Miller at our super secret cabin. Or if you’re not willing to divulge that information, make up a lie and turn her over. I’m sure dad will sit her down and they’ll have a civil chat. I’m sure you wouldn’t be condemning her to a bunch of horrible things, right Sammy? You got the guts to do that to an innocent girl?”
“She’s not innocent.”
“Oh, you’ve committed more crimes than her, goodie two shoes,” said Dean. “She’s like you Sammy. She doesn’t have the stomach for it. You’re both too kind. So unless you’re telling me I’ve wasted my life to keep you out of the game and you suddenly want in, let her go.”
“Just don’t hurt him,” said Sam, dropping your hands.
“You’re lucky I didn’t kick your ass for that,” you said.
“Can you two please at least try to get along?” said Dean. Sam sighed but nodded, your eyes rolling but you gave Dean a nod as well. “Good. Sam, I brought her here because I trust her. She’s a mafia kid too. You know, she understands that. Especially the having someone watching over your shoulder your whole life.”
“Yeah, I…” you trailed off, staring at Sam. “Did you lose your tail?”
“Huh?”
“Your tail. The one I’m sure follows you around college. Did you lose them before you came here?” you asked.
“Yeah. I know how to…” said Sam, looking out the window. “I’ve been stopped awhile. I got to go. He’ll catch up soon.”
“Go. We’ll talk about this later,” said Dean. Sam got out of there fast, Dean pursing his lips. “I’ll call you sometime today?”
“Alright. You better get out of here too,” you said. You both heard the front door open, a guy you didn’t recognize walk in.
“Gordon, I can-“
“Shut it, Dean,” said Gordon, pointing at you. “You, Miller, get your ass over here if you don’t want to be traveling with a bullet hole in your shoulder.”
“Gordon, stand down,” said Dean.
“You ain’t my boss. You’re in a heap of trouble yourself. If you want things to get rough, they can,” he said. Dean thought about, very clearly thought about it, until two more guys walked in. “Well?”
“Anyone touches her and-“
“Just get in the car kid,” he said. The two guys entered and Dean sighed when you gave him a nod. You knew enough not to put up a fight and sighed when you realized only you and Gordon were driving in your car.
“You taking me to the Winchester’s place?” you asked.
“Yup.”
“Any chance of that not happening?” you asked.
“Sure. You got ten million dollars?” he laughed.
“What if I did?” you said.
“Not worth being on John Winchester’s bad side,” he said.
“Well I’m kind of screwed then, aren’t I?” you said.
“Pretty much.”
“Seriously?” you growled back at the guy holding your jacket collar. “There’s like five armed guys in here. What am I gonna do?”
“Quiet,” said Gordon. You grumbled, Sam and Dean at least being allowed to sit in the couch but they had their own babysitters standing behind them.
Dean gave you a cautious glance before you were sat down in a chair beside them, your new buddy standing behind you. You swallowed at the sound of a door opening, John Winchester stepping inside, carefully shutting it behind himself.
“So...who wants to tell me what exactly you three are up to in a cabin that nobody seems to know about?” he asked. You kept your gaze low but you saw his feet appear in front of you, a finger under your chin urging you to look up. “Ms. Miller perhaps? I’d take all the brownie points I could get right now if I were you.
You looked over to Dean and Sam, a small flicker on their faces that you couldn’t tell them the truth.
“I was conning Dean,” you breathed out. “Sam stopping by was unexpected but I think he bought into it.”
“How were you conning him exactly?” asked John.
“I…” you trailed off, Sam grunting.
“She was pretending to be interested in Dean. For information,” said Sam. “She said she liked him but I think it was just to get close and get info.”
“Dean?” he asked.
“I was the one that-“ you said, John’s finger sliding up and pressing against your lips.
“Shh, Y/N. I don’t want to hear another word out of you,” he said. He walked away and leaned over to look at Dean, the young man suddenly looking very much like a child. “I’m waiting. Did she con you?”
“No,” he said after a beat. “I was...I was conning her.”
“So now you were conning Y/N. Okay. Now then, why did Sammy just lie for her?” asked John.
“I didn’t,” said Sam. “I’m really confused on the situation too. I was only there a minute so maybe I didn't…” he said as John leaned over to him, “...understand?”
John stood upright and paced over to you, walking behind you and resting his hands on your shoulders.
“Y/N. It seems my sons, my smart, bright, loyal boys, have turned into idiotic liars. Be a dear please and tell me exactly what’s going on,” he said. His hands never squeezed your shoulders like you were anticipating and you managed to tilt your head back to look at him, a blank face looking back.
You faced forward, swallowing as you opened your mouth.
“I was-“ said Dean as he stood, a hand on his shoulder shoving him back down. “Tony, don’t you dare do that ever again.”
“We...talked,” you said. “Dean and I.”
“About…” said John.
“That’s...private,” you said. You felt John move away and walk in front of you with a raised eyebrow.
“Private? I think I asked you a question.”
“I think I answered the question. You just don’t like the answer.”
You saw Sam cover his face with his hands, Dean’s head shaking at you in your peripheral, but you kept your gaze on John. He broke out into a laugh, sitting down on the armrest if your chair.
“If you had a set on you, they’d be a pretty big one. See, nobody talks to me like that, especially in this room,” he said.
“You’re gonna do to me whatever it is you’re gonna do no matter what comes out of my mouth. But Sam is innocent in all this and so is Dean. I think you should be questioning your parenting choices if your kids feel like they have to have a secret place they can hide from you and your men,” you said.
“So you’re not gonna spill the beans for what? I’m not gonna hurt my own sons,” he said.
“Shut it with the monologue. Just get it over with already,” you said, crossing your arms. John nodded to Gordon, a pair of zip ties tossed in your lap. You put them on without being asked, John nodding for you to stand.
“Send our guest downstairs. Put her in the bunk room,” he said. “Gently.”
You pursed your lips as you went back out to the hall and a blindfold went over your eyes. Gordon was mostly kind and helped you down the stairs but once you were in a room with a bed, he left the blindfold on and shut the door behind himself.
You tugged it down but frowned when you saw the ties were the extra thick ones, no getting out of them. You barely had the time to look around before John was opening the door, closing it behind himself.
“I figured it’d be better if we talk one on one,” he said, grabbing a chair on the edge of the room and turning it around, straddling it as he sat down. “So. Those boys upstairs got their lips sealed until they can figure out their story. But like I said before, I want to hear it from you.”
“Like I said before, it’s private,” you said. He smiled quickly, leaning forward to rest his elbows on his knees.
“I never did apologize for how I treated you that day back then, did I. You helped my boy out. I’m sorry I was...unagreeable that day. I had a lot going through my head over what could have happened to Dean. I know he tried to sneak you out the same way he got out of your father’s place. Only you couldn’t even point a fake gun at him without literally having a panic attack.”
“I don’t have that problem anymore,” you said.
“You’re not understanding, kiddo. You can’t hurt my son. I’m sure you’re physically capable but mentally? I don’t think so.”
“Your point?”
“My point is you’ve shown loyalty to him on a few different occasions now. Even Sammy and Sammy’s not quick to warm up to people after the study group thing. The boys are willing to lie for you and you’re willing to lie to them,” he said.
“And?”
He frowned and grabbed your hands, pulling a switchblade from his back pocket and cutting through the tie.
“Don’t make me regret doing that,” he said.
“I can’t go anywhere,” you said. He chuckled, sitting back in his seat.
“I’ve known about the boy’s secret cabin in the woods for years,” he said. “It don’t take a genius to figure out why two kids run off without dad knowing about it to some secluded spot.”
“We-“
“You’re dating Dean, aren’t you,” he said.
You made your face blank, John doing the same.
“For how long?” he asked. You didn’t move and he gave you a smile. “I know about you, Y/N. I suspected someday your father may use you to try and seduce one of my boys. But that’s not why you’re here, is it?”
“Why don’t you ask me a straight question?”
“Fine. Do you care about Dean? Yes or no,” he said.
“I...I’m still figuring out if I like him or just the idea of liking him,” you said. John hummed, looking you up and down.
“You two are fresh into this, aren’t you,” he said.
“Very,” you said, taking a deep breath.
“You know...honesty is important to me,” he said. “So are my boys. So I think as long as you and dumb and dumber up there are honest with me, we won’t have any problems.”
“I’m not understanding,” you said. He stood up and moved the chair aside, waving you towards the door. You stayed still, John sitting down in the bed next to you.
“Frank Miller is my enemy. That doesn’t mean you have to be too,” he said.
“You’re really going to let me leave? Let me wander around your house with Dean?” you asked.
“I will let you leave and you may go around the house with him, yes,” he said. “I simply ask the same courtesy is extended to-“
“This is a mistake,” you said as you looked over at him. “My dad is not as forgiving and...you could be playing games for all I know.”
“Maybe you should walk out the door then,” he said. You stood up before he could change his mind and heard him follow you up a set of stairs and to a hall, going down it until you got to a foyer. “If you walk out the door, there won’t be a second chance.”
“You know your son is probably the only guy that can imagine what growing up in this like. With a shitty father. But you must have done something right because underneath that act, he’s good. Better than you. I’m not leaving because I’m scared of you, Mr. Winchester. I’m scared what my father does to him because it’ll be bloody and bad if he ever finds out. So tell Dean wherever it is you locked him away that I’m sorry.”
You turned to leave, John putting a hand on your arm.
“Dean’s always been in danger from that man. You dating him won’t change that,” he said. You stared up at him until you both heard a door open violently down the hall, your heads whipping around to see a fuming Dean coming straight at you.
“Back off,” said Dean. John held up his hands and stepped away, Dean quickly stepping between the two of you. “Don’t touch her.”
“A little defensive of our new girlfriend, aren’t we?” teased John.
“I quit,” said Dean, stepping into John’s face. “Find somebody else to run this place. You come near her or Sammy...we’re done with you.”
“Dean. I think your dad was actually cool with us dating,” you said.
“And I’m Mary freaking Poppins,” said Dean. “Let’s-“
“Dean. I have no issue with you dating Y/N here,” he said. Dean stared at him, a long deep stare.
Until he burst out laughing.
“Of course not. Hell, you’ve only found problems with every girl I was ever even willing to bring home and now the rival mob boss’s daughter is just perfect for me?” laughed Dean. John clenched his jaw, Dean going quiet fast. “I’m done.”
“That’s a shame,” you heard behind you, your own skin crawling. Your father and a group of men walked in along with your Uncle, a smile on his face. “I thought things were just getting started here. Let my daughter leave and I’ll make it quick, Winchester.”
“You’re the one that broke into my house, Miller,” growled John.
“Did you-” asked Dean, your head shaking.
“I called them,” said Sam, walking down the hall. “Just now. You two need to settle your crap and leave us out of it.”
“Miller’s the one that brought the kids into it in the first place,” said John.
“They’re adults, they ain’t little kids. And you’re the one that got my wife killed and almost my daughter,” said your dad.
“I was the one that told you there was a guy going around that worked for Donovan! You’re the one that put a bomb on a freaking car!” he said.
“I didn’t put a bomb on a car!” he shouted back.
“Well maybe Donovan’s guy did jackass! Ever think of that!” shouted John.
“You said you put the bomb on the car and it was an accident,” you said. Your dad, rolled his eyes but you shook your head. “No. You talk. Now.”
“It was easier to let you think it happened one way,” he said.
“I hated you for that,” you said.
“Now you hate me for a whole lot more so I guess it worked out in the end.”
“Why would you let me think that?” you asked.
“Who the hell is Donovan?” asked Dean, looking back and forth between the men.
“Ex-business partner,” said John.
“Mafia’s have rules. Donovan don’t play by the rules,” said your dad. “Too dangerous to stick with once we started having families.”
“You two don’t hate each other because you’re rivals...you guys used to work together, didn’t you,” you said. They shared a look and you scoffed, rubbing your temple. “Wow.”
“Excuse me?” said Dean, glaring at your father. “You...I grew up hearing horror stories of the Millers and you used to work with my dad?”
“I used to babysit you, kid,” he said, Dean’s eyes wide for a moment. “Shit, I even changed your diaper.”
“Somebody explain what the fuck is going on, without guns, right now.”
“Okay,” you said with a nod, looking at Sam and Dean after you’d finished listening to your fathers in John’s office. All the other men were outside, sounding like they were having a great time actually from all the laughing out in the hall. “So to sum it up, you two and Donovan used to run together and you two are complete and utter morons.”
“Hey,” said your dad, John miming him.
“Guys. Dean keeps me out of the mafia stuff and even I can tell you two were double-crossed. Donovan’s the one that made you turn on each other. You didn’t do it to each other ya bimbos,” said Sam.
“So it’s true?” asked Dean, crossing his arms as he stood in front of his father. “You two were good friends until Y/N and I were toddlers? You declined to tell us the fact that we used to have freaking playdates together! You two...do you have any idea how much the two of you terrorized us as kids? As adults? If I were still a cop, I’d arrest you both.”
“You’re really not an undercover cop? I always thought maybe you still were,” said John.
“I quit. I was too nervous about you asking me to abuse that power,” said Dean, wrinkling his nose. “Donovan conned you both. He stole from you both and you were too cocky to realize what happened. Get over it.”
“Did he have mom killed?” you asked.
“I got a phone call from John a few years ago, five or so back. It was strange, but he was trying to warn me after Mary was killed...Donovan killed both your mothers,” he said.
“Why lie to us about who really did what?”
“I’m not a good guy, kiddo,” said your dad. “The more you hate me, the more often you stay away. It’s worked out pretty well so far.”
“You’re an idiot. You’re both idiots,” you said, shaking your head. “Just stay away from me. Give the mafia to Uncle Mikey. I don’t care anymore.”
You left the room, the crowd outside going quiet as you went past and out through the front doors. You took a seat on the front step, putting your head in your hands.
“Hey,” said Dean as he plopped next to you, Sam taking a seat on his other side. “You guys want to get out of here for a while?”
“Yeah,” said Sam. You felt both their gazes on you and you nodded.
“Alright. Gives us a minute to pack up and then we can go someplace else and clear our heads.”
“This place is gorgeous,” you said late that night, sitting on a deck at the Winchester’s beach house.
“Mhm. Mom used to take us a lot when we were little,” said Sam, throwing back the rest of his beer. “I’m heading to bed. I drove all last night and most of today.”
“Sleep good Sammy,” said Dean, Sam yawning as he headed inside. Dean glanced over at you, a funny smile on his face. “Today so did not go how I expected.”
“Nope,” you said, closing your eyes and rubbing your arm. You could hear Dean moving around and pull his chair closer, something warm over top of you after a moment. You blinked open your eyes, his flannel on you now. “Thanks.”
“I can be sweet when I want to be,” he said.
“What do we do now?” you asked.
“I say we finish our drinks and go have a cuddle in that big warm bed,” he said with a smile. You cocked your head, Dean lifting his chin. “Oh. You mean the elephant in the room.”
“I don’t want to be a mafia boss, Dean,” you said, shifting over and resting your head on his shoulder.
“Be a vet then, sweetheart,” he said.
“I like you better when you’re not in mafia mode you know.”
“I don’t know what that means,” he said.
“When you’re sweet. Not all...I don’t know,” you said.
“I understand. I think,” he said, kicking his feet up on the deck railing. “It’s hard to turn it off. It’s scary to turn it off. I’m going to have to learn how to do that if you still want to give us a go.”
“My opinion of you hasn’t changed from this morning,” you said. “I think Sam even likes me now.”
“I think he was scared before. Us three gotta stick together. No more of this feuding family crap ever again.”
“I still can’t believe we were friends once,” you said.
“Makes sense why I’ve always had a soft spot for you,” he said. You lifted your head, Dean offering you a smile. “After the past day and last night...I trust you, Y/N.”
“Me too. Let’s take the weekend and forget about all this stuff for a while. Maybe when we go home again we can try to get the business to work together?” you asked.
Summary: Original prompt: something Russian Bratva related? Like Cas is the prince or whatever of this organization and Dean is forced to marry him because of an arrangement between their families. Only Dean is eighteen and very independent, he doesn't want to be anyone's pet to stay at home. Cas is older. So they end up married but even if Dean is all "no, I don't want this, I don't need anyone, leave me alone, I hate you" he can't resist Cas because he's hot and brilliant. And Cas can't resist Dean because he's just like that and drives him crazy because he's a feisty brat
Or,
The one where Dean can’t believe his fucking life and Cas, in turn, can’t believe his luck.
Comments: 10/10. Zation is a terrific writer, and as always this fic is awesome. Dean is in an arranged marriage with Cas, who is the son of the boss in the Russian mafia. Dean is ready for a loveless marriage as a trophy husband, but he actually falls for him and it’s awesome. Cas is great and adorable and slightly awkward. And the smut is amazing. Perfect length.
Summary: AU; Castiel is a son of the Family, but he wants nothing to do with organized crime - he just wants Dean.
Comments: THIS WILL MAKE YOU VERY ANGRY AND UPSET 8C not because of bad writing, characterization, pacing, framing, or plot, because the fic itself is great. The anger and upset will come from the ambiguously sad ending. I'm going to compare this fic to the author's OTHER ambigiously sad ending fic, Sleight of Hand. In SoH, there are a LOT of hints as to what has actually happened. There are also flashbacks that actually show who Dean was and how he thought because there is actual dialogue. This fic, however, has practically nothing as to Dean's character. Probably because it was originally intended to be PWP. So you have no idea what is actually happening which is very frustrating because it is a fascinating story.
Description: Mafia prince Dean meets a weird guy named Castiel while working off his multiple parking tickets' community service at the Taft Ave Soup Kitchen.
Notes: Okay. I LOVE Mafia AUs. This one happens to be particularly amazing.
