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.
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.
“Hold it right there, Mr! Haven’t you caused enough trouble today?”
Edd is the first one to step in to stop the monster.
Remind you of another scene?
Big Picture Show has a connection to The Wizard of Oz. The Eds repressed personalities are what the Scarecrow, Tinman, and Lion are seeking for.
We all know Eddy was hiding his true self his whole life, but let’s talk about Ed who In season 1 was a smart, but quirky kid. He became increasingly dumber, but it’s not all the writers faults. Due to constantly being told that he is a idiot he resorts to this image. The Scarecrow had brains all along because he came up with the plan to save Dorothy. Ed saves Eddy by slamming Bro in the face with a door.
Edd lacks courage. He is afraid to stand up for himself. Mainly due to the incident from his childhood, but also due to how his parents have treated him.
When you’d heard that Harry Styles was going to be on your show, it was all you could do not to scream out loud. You’d been a One Direction fan for years. Now days, however, you were less vocal about it.
You were young, and fond of comedy and writing, so being a comedy writer for SNL seemed perfect for you. You’d only been here for a little longer than four months, but you’d already become a favorite of the cast for your skits. You were by far one of the youngest writers on set.
When Lorne came to you and asked you to write the new “Celebrity Family Feud” episode you were considerably excited. Not only would you get to write an episode of one of your favorite parody skits, but you got to write a part for Harry Styles. It would be an under statement to say that you were excited.
“Wow, you look very nice today,” your coworker Kate McKinnon said with raised eyebrows.
“Thanks,” you said, pushing a strand of hair behind your ear.
“Any particular reason?” She asked, nudging you. She was one of your best friends on set so you thought you could trust her with your secret.
“Well, to be honest, I’m a big One Direction fan, I’m excited to see Harry,” You admitted sheepishly.
“Oh really,” Kate said mischievously. “Well he’s here I think.”
“He is!” You said nervously, you hadn’t been able to prepare yourself.
“Yeah, I’ll introduce you,” she was grinning with glee.
“Kate!” You tried to stop her.
“Hey Harry!” Kate called, and seemingly out of no where Harry Edward Styles began to saunter towards her. When Harry reached you, Kate had the grin of the Cheshire Cat.
“This is y/n, she’s a huge fan,” Kate said and simply walked off, leaving you alone with Harry. You felt your stomach lurch with nervousness.
“Hello y/n,” Harry said in his deep sultry voice.
“Hi,” you said, making sure you smiled, and didn’t look like a dying fish or something.
“I really like Sign of the Times,” you blurted. “I mean it’s just amazing, it really speaks to me about the state of the world. It’s so powerful and beautiful, and different from anything anyone else is doing, I just I wanted to let you know….I really like it…” you tapered off, feeling awkward all at once.
“Thanks,” Harry said, and he was genuinely smiling with gratefulness. “I was worried it wouldn’t work without the rest of the boy.”
“Don’t get me wrong, I love the boys, but this song is just monumental!” You said smiling.
“Wow, that’s really kind of you,” Harry smiled. Soon you were talking like you’d been old friends forever. It was wonderful, you couldn’t imagine a nicer person to talk with. He’s was so real, so genuine, there was nothing fake or showy about him.
Eventually, of course, everyone had to get to rehearsal, and you enjoyed watching Harry in the skit you’d written. As he was practicing, he turned to you, and winked. However, this action was not unnoticed by one cast member.
“Harry, stop flirting with Y/N!” Jimmy called jovially, and Harry blushed. You began to blush as well, but felt your heart swell happily. “You can use your Styles charm on her later,” Jimmy laughed.
In a little bit it was time for Harry to practice his song. You stood there in awe, as Harry’s powerful, ground breaking voice rang out. The words seemed to vibrate your heart.
When he finished, everyone applauded. You were so proud of Harry that you began to tear up a bit. You’d been there for his Xfactor days, and for the first album, through all the tours, and to know he’d gotten so far made you so happy.
As Harry sauntered over to you, you wiped your eyes quickly to hide your emotions. However, as he walked closer, seeing him made you well up all over again. Without thinking you threw your arms around him, hugging him tight.
“That was awesome,” you spoke into his shoulder.
“Thanks,” he mumbled back, seeming to be thankful for the hug. He was shaking a bit, he must’ve been nervous. You let him go, and stepped back, embarrassed at your outburst. However, when you looked up his eyes were sparkling, and he was looking at you gently.
“So you wanna get some coffee after this?” He asked abruptly.
You had to hold yourself back from saying, “who me?!” You were amazed to see your dreams coming true before your eyes.
“Yes definitely!” You exclaimed. “Here’s my number, just in case I’m doing something when you finish rehearsal,” you said excitedly, scrawling your number on a piece of paper.
“Awesome, thank you,” Harry said grinning at the paper you handed him.
“Y/n!” one of the other writers was calling you.
“I guess I have to go,” you said drearily.
“Alright, well I’ll see you later,” Harry winked and you smiled brightly at him before running off.