Summary: in an AU where the Winchester family owns a multi-million dollar company, Dean’s in a bit of a pinch. Grandpa Samuel is threatening to cut him off if he doesn’t straighten out and stop getting into trouble. Instead of taking some responsibility, Dean comes up with an ingenious plan: find someone to pretend to be his girlfriend. You and Dean have never gotten along, but a fake relationship seems to be beneficial to you both…
Part 5 -
Dean struggles to deal with the rest of the morning, and then gets an unexpected call. The two of you go on a double date with Sam and Jess.
Part 6 -
Jess informs you about Dean’s past, and Sam teases Dean. After dinner, Dean brings you home to find someone unexpected waiting for you, and helps you deal with it.
Part 7 -
Dean meets your mother, and you go dress shopping with Jess.
Part 8 -
You and Dean head out to his hometown, where you finally get to meet Mary and John. The sleeping situation causes some minor problems.
Part 9 -
You and Dean have an interesting morning, but Sam interrupts. Later, you and Mary have a little heart to heart, and Dean says something surprising.
Part 10 - The gala finally arrives, and Dean is absolutely floored by your dress. An interaction with Samuel leaves Dean fuming, but you calm him down. Dean finally admits his feelings.
Part 11 -
Dean reflects on the evening, and the two of you have a talk
Part 12 -
someone delivers some unexpected and unpleasant news, sending you running. Sam and Benny confront Dean, and the three of them go looking for you.
Part 13 -
you head to the only safe place you can think of. A talk with your father gives you the courage to return to work, where Dean finds you immediately. But he’s not expecting your reaction. Charlie and Cas come to the rescue.
Part 14 -
Dean tries to cope with your breakup, and then gets a surprise visit from Crowley. Your friends take you out to try and cheer you up, but eventually you head home alone, only to find someone waiting for you.
Part 15 -
You have an encounter with Mark, and Dean shows up just in time. The next morning, the two of you talk things out. Sam arrives with some news.
Part 16 (conclusion) -
Dean responds to Sam’s news. The two of you pay a visit to Samuel, who lashes out. Secrets are revealed and threats are made, leaving you reeling. You and Dean discuss the future.
Epilogue - A few months after the events of part 16. Sam and Jess’s wedding, a housewarming party, and revealing conversations.
Epiloge Part 2 - The Fourth of July finds you and the Winchester clan at the lake to celebrate the holiday. Jess shares some news and Dean surprises you with an important question.
Imagine: Dean sees you with a random boy in a bar and he gets jealous.
“Dude, relax,” Sam said to his brother once he noticed how Dean was getting angry or well, jealous. “Are you seeing her? You are…” Dean answered, not relaxed at all. “If you don’t want her to be with that guy, go with her.” Sam interrupted his brother. “I’m pretty sure she’s doing that just to make me jealous.” “And she’s succeeding,” Sam added with a smile in his face, mocking of his brother. “Indeed.”
Words: 2,058(I may have gotten a little carried away)
Dean x Reader
Summary: Reader is Castiel’s daughter and is sneaking around with Dean.
Warnings:SMUT!!, daddy kink
Being Jimmy’s oldest daughter wasn’t easy. I had to accept at a young age that I would never see my father again, but in his place was this… Being. Castiel. At first he scared me, and I refused to be around him. “You’re not my dad…” I remember telling him the first time I met him. But as I continued to get older, I started to value him more, and I consider him to be my father now.
Today, I’m in college, still living with Jody. Even though Alex and Claire might not appreciate her, I do. After my little sister and I were left with no one, she was nice enough to let the two of us stay with her. Even now, when she’s technically not responsible for me anymore since I’m almost twenty-two, she lets me stay here instead of forcing me to live in a dorm. I will be eternally grateful, and Claire’s actions just pissed me off sometimes.
“Y/N, dinner time! And while you’re up there, tell Claire to get out of her room and join us!” Jody yelled from the kitchen downstairs. I picked my head up from my lore book, marking my place and setting it down gently on my bed. The one, and probably only, thing that my sister and I did have in common was our eagerness to hunt. Even then, that’s a long shot. She’s irresponsible, and half the time she’s wrong. I’m surprised she’s not in jail yet, even with Jody being the sheriff.
I close my door on my way out of my room, and pop my head into Claire’s room.
“Time to eat.” I tell her, watching her writing in a notebook.
“And I don’t care. Come downstairs.” I roll my eyes. She huffs and rolls her eyes, but ultimately gets up and following me to the kitchen. God, her food smells so good.
“Where’s Alex?” I ask.
“Out with friends, I guess. She was vague on details.” Jodi tells me, setting my plate on lasagna on the table.
“She’s probably out having sex with that new boyfriend of hers.” Claire snickered.
“Her boyfriend’s an asshole, I don’t know why she’s with him.” I respond.
“Oh, you’re one to talk. You’re the one who screws-“ She started, but cut herself off when she realized she was going too far. A look of panic crosses my face, and Jody looks at me quizzically. Thankfully, she doesn’t push it any further.
“Hey, Y/N, I was going to tell you earlier but I forgot. Dean called me earlier, said they need extra help on a hunting trip. Asked if you wanted to go along.”
“What? Of course I want to!” I practically yelled.
“I figured. They’ll be here tomorrow morning. After dinner, go pack.”
“That’s so not fair!” Claire whined. “They never invite me to go hunting with them.”
“I’m older than you, and quite frankly, a better hunter. So, quit.” I say, trying to stop the conversation before it happened. She has no filter.
I finish my dinner quickly, and excuse myself to my room to pack, only thinking about Dean. There had always been chemistry between the two of us, but he didn’t ever act on it until about a year ago. There was a case in the next town over, so Sam and Dean stayed at our house. One night, we were drinking a little, one thing led to another and we slept together.
We both felt extremely guilty about it. Not only was I only 20 years old, meaning he’s almost double my age, but because I’m his best friend’s daughter. Castiel cared about me and treated me like a daughter to the best of his ability, and if he found out that Dean had just screwed his daughter silly… I didn’t even want to think about it.
For a while, we avoided each other. When we did see each other after that, we never talked about that night. It was strictly business, or him asking how I have been. But I could see the way he looked at me. I could feel his staring at me when he doesn’t think I notice. I see the way he always seems to want to tell me something, but never does.
Claire noticed, too. “What’s going on between you and Dean? He’s looks at you like a man looks at his fiancé on their wedding day.” She finally asked one day, as we were sitting in her room together watching TV.
I made the mistake of hesitating to answer. She threatened to tell Jody, or worse, Castiel, if I didn’t tell her what happened. She promised not to tell anybody, but oh man, did she hold that over my head anytime she wanted something.
The second time we did it, it was in his impala. Castiel had called me, asking if I could accompany him in a hunt. I obliged, thinking it would only be us two. I showed up and got the surprise of my life when I saw the boys there, too. I don’t remember exactly how we ended up together in the car, but there had been so much sexual tension between us, going unspoken. We just started ripping each other’s clothes off, and had some really great sex in the backseat.
Ever since then, Dean and I had been finding every excuse to be together. The hard part was keeping it a secret and making sure no one was suspicious.
I finish packing, excited to see him tomorrow. I shouldn’t be this excited. He doesn’t want a relationship, I know that. I know it’s strictly sex. But a part of me wants more. I want to be able to call Dean my boyfriend, to able to not sneak around with him. I want to be able to tell him how much I love him, to feel happy with him. To have that “apple pie life.” But I know he couldn’t give me that even if he wanted to. His life was too fucked up for that. He was too fucked up for that.
I sigh, climbing into bed, and try to shut out my feelings.
“Rise and shine, Y/N.” I hear a man’s voicing saying from the doorway, a voice I immediately recognize. I groan, pulling the covers over my face.
“God, Dean, what time is it?” I croak out.
“Early. We gotta get out of here now if we want to be there by tonight.” He says, pulling the covers off my bed. I glare at him, looking at the clock on my nightstand.
“It’s four a.m. I want sleep.”
“Sleep in the car. You already know its comfortable back there.” He smirks, making me throw a pillow at him.
“I’ll be there in five minutes.”
I hurriedly get myself somewhat presentable, brushing my hair and teeth, and changing into regular clothes before grabbing my backpack and walking out the door. I walk past Claire’s room on the way, stopping and hugging her before I leave. I do this every time I leave for a hunt. I never know what could happen, and regardless of how annoyed she gets me, I love her.
I get to the impala, and notice that Sam isn’t there. I look at Dean, confused, but get into the passenger side of the car.
“He’s meeting us there.” Dean replies, pulling out of the driveway and taking off. I felt my phone buzz, and see a text from Claire.
‘Should I start sucking Sam’s dick so I can get invited on hunts, too?’
I ignore the text, shutting it off and putting it in my bag. I don’t get to see Dean often- I’m not letting her ruin it.
The road trip was quiet and uneventful. I slept almost the entire time, and when I wasn’t sleeping, I was reading, which made Dean laugh.
“Maybe you should be with Sammy instead, you nerd.” He would joke. Every few minutes, he would look over at me and smile, not thinking that I could see him.
Before I knew it, it was already almost ten at night and we still had another three hours left of driving. I thought that Dean would just keep driving it, seeing that it was only three hours and he did this for a living, but after a few minutes he pulls into some sketchy looking motel.
“Motel, huh?” I tease.
“Shut up,” He laughs. He goes inside to get a room key while I start getting stuff out of the impala. I giggle slightly when I see that he still has my socks sitting in the floor board of his car. When we had sex in his car that one time, I accidentally left my socks after I left. He tried to return them to me, but I told him to keep them as a good luck charm, completely joking. But he never got rid of them.
It’s something stupid to be all giggly about.
“Room six.” Dean comes up to me, helping grab stuff. I lay down on the bed, enjoying the feeling of comfort after a long day of being cooped up in a car.
“You comfortable?” He looks at me, smiling.
“I am, but I need a shower. I’m just trying to gather the energy to get up and walk there.” I groan, not wanting to have to get up. Dean chuckled, and walked over to the bed, picking me up like I was a feather.
“You’re light.” He comments.
“You’re just strong.” I tell him, and he sets me down in front of the bathroom. “You know, I might need help taking my clothes off, too.”
“I’m happy to help.” His eyes sparkle, his face filling with lust. He leans in, slowly kissing me at first. I pick up the pace, opening the door to the bathroom and taking us both in there. Dean slams the door shut, and hurriedly takes my shirt off, not breaking the kiss. His hands roam all over my back, until finally unhooking my bra and taking my breasts into his mouth. I moan at the sensation, leaning against the wall in delight. He stops to take off his clothes, and I begin taking off my jeans and thong.
“Y/N, you’re beautiful. I don’t know how I got you.” Dean says, turning on the shower.
“I could say the same to you, daddy.”
His eyes got darker. He pulls me hungrily into him, kissing me hard and pumping two fingers in and out of my clit, making me moan. We step into the shower, both of us almost gasping at how good the warm water felt.
“What do you want, babygirl?”
“I want you to fuck me, daddy. Fuck me hard.” I beg. He enters me slowly from behind before going at it hard and fast.
“Fuck, Y/N” Dean hisses, hearing me moan like that was driving him over the edge. I knew he had a slight daddy kink, but not like this.
“Oh, yes, daddy, I’m close.” I barely get out, panting. He speeds up, his breath ragged at well.
“Y/N?” I hear a voice outside of shower. I jumped away from Dean.
“Hello?” The same voice says again.
Oh. My. God.
My face drops as I recognize the voice. I poke my head out of the shower just to make sure.
“Uh, hi, Castiel.” I say guilty, hiding my body behind the curtain. Dean stays silent.
“I heard you calling out for your dad. Are you ok?”
“I’m, uh, I’m fine. Sorry. You can leave now.” I choke out. I don’t think he knows Dean is in here.
“Are you sure? I can stay-“
“Castiel, I am in the shower. Please leave.” I rush him. He looks at me oddly, but eventually poofs out of the room.
“Shit, that was close.” I let out a breath.
“I can’t believe he actually did that, oh my GOD. That’s hilarious.” Dean is cracking up.
“You wouldn’t be laughing so hard if he had actually caught us.” I shot at him.
“Yeah, yeah, you’re right. But he didn’t, that’s all that matters.” He pulls me towards him, kissing me.
“So, should we continue? This is our only night alone together, you know.” Dean makes a good point.
A/N: This is my submission for @kas-not-cas 2.5K dialogue challenge. Congratulations on the followers, darling! That’s amazing and you deserve so many more! They’re not due until July, but inspiration hit me pretty hard with this one, and for once, things just sort of flowed. Hope you guys like it!
Sharing Can’t Be Wrong... - Dean x Reader x Sam (One Shot)
A/N: So, you all wanted this to continue. I left it open as a teaser, and it went over really well. Now, the full thing is here. Who doesn’t want the Winchesters to share them? Hope you all enjoy! As always feedback appreciated!
Dean had finished tape 3 and had never been more angry. How could Mary talk to you like that? Why would she say such nasty things just to hurt you? As soon as Sam woke up in the car and saw the anger covering Dean’s face he knew that he had finished the tape. “Dean-”
“Talk to mom about it, please, you’ll understand,” Sam insisted.
“Understand?” Dean shouted. “Understand what, Sammy? She said those things to Y/N, she made her feel like she had no one.”
“No,” Sam shook his head. “Dean, talk to mom, please! You know that’s not like her, you know that.”
“It doesn’t explain anything,” Dean growled. “Y/N wouldn’t lie.”
“Y/N didn’t lie, but that’s not what happened,” Sam revealed. “Please, talk to her and you will understand… I promise.”
Characters: Uncle!Dean x Niece!Reader, Father!Sam x Daughter!Reader (Reader is a teenager, age not stated but arounbd 16 or 17)
Summary: The reader talks to her uncle about figuring out her sexuality. Once she figures it out, she tells her dad that she’s bi-sexual.
Warnings: talk about sexuality, crying, bi-sexuality
Hey guys. This is a special story to me, very special. I wanted to write and post it this month because it’s Pride month, and it seems more than appropriate. I’ll talk more about it all at the end of the one shot, so enjoy.
Summary: During a “two lies, one truth” with the Winchester, reader lets out an intimate confession. Word counting: 1.1k words Pairing: Dean x Reader Warnings: Insecure reader. Smut. Fluff. Gif isn’t mine, A/N: This here goes to all my lovely girls insecure with their breasts. You are all beautiful just the way you are.
“I’m colourblind. I’ve never had sex dressed. I’ve smoked weed during college.” Sam leant down.
You tilted your head, trying to figure out the truth by his face expression.
“Colourblind one is a lie.” Dean drank a sip from his beer.
You three were playing two lies one truth to pass time, and although the brothers weren’t counting wins, they had gotten far more rights than you.
“You’ve never tried weed.” You decided.
Sam was too perfect to do this kind of stuff.
“Wrong.” He laughed, slightly drunk.
“It can’t be!” You looked at him. “Sam!”
Dean laughed out loud and the two looked at you, waiting.
“So…” You tried to think and was far too drunk to remember you should keep some secrets to yourself. “I look terrible naked, I’ve had sex with a girl, I’ve had a threesome.”
Feel free to tag me in your stuf (it’s actually encouraged), it
be a pleasure to know more writers and add you to my appreciation list.
You can tag me in any fic (Reader insert, it needs to be reader insert!!!!), just don’t tag
me in OFC or Male Reader.
Summary: After keeping it bottled up for so long, you finally tell the boys and your father, John, about how you feel about him leaving you when you were little.
Life on the road was different to what you grew up knowing. Before you were involved in the supernatural world, you lived in a small village with your mother; it was just you and her in your small house. You had no brothers or sisters, you had an absent father most of your life- that was until he decided he had time for you. When she died, you were forced into the world of evil. You were involved with the monsters and the apocalypse and everything in between. This life, honestly, sucked; but it wasn’t like you had any other choice.