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The Bet
Dean x Reader Summary: Sam's sure you have feelings for his brother. You tell him he's wrong over and over again. So, he proposes a bet to show you exactly how right he is. A/N: Something funny and fluffy to take a break from all the angst. I hope you have fun reading it ^-^ Word Count: 4.2K
It begins with Sam.
And a bet you should never, ever have agreed to.
Dean X Reader (Part 3 Wedding Date)
You shuffled into the kitchen wearing Dean’s shirt to get a glass of water. ‘You look good in my shirt.’ Dean walked up behind you. Placing his hands on your hips while kissing at your neck.
Giggling when you feel his lips move up and down your neck. ‘You know you don’t have to lay it on anymore. You’ve already gotten into my pants.’
‘I can’t help it.’
Setting the empty cup in the sink you spin around facing Dean. ‘You’re incorrigible.’ Sliding out from under his arms.
‘You love that about me.’ He followed after you.
‘It’s your abs that I love.’
Dean watched you climb into bed. ‘You are such a bad liar.’ He told you.
‘Awe you know it’s true.’
‘I feel so used.’ Dean crawled into bed next to you.
‘You love it and you know.’ You snuggled under the covers turning in your side away from him.
Seconds later you felt Dean wrap his arm around you. It wasn’t long before the two of you had fallen asleep.
The following morning you woke to the bed being empty. Feeling the side Dean was on you found it was cold. You felt a little hurt but not surprised to find him gone.
Hearing your stomach growl you crawl out of bed. Upon arriving in the kitchen you freeze seeing Dean at the stove making breakfast. ‘You’re still here?’
Smiling as he looked over at you. ‘I was hoping to finish this before you woke up. Kind of like breakfast in bed.’
Going over to the counter space next to the stove you sit up on it. ‘This is still amazing. I figured you had left when I woke this morning’
‘I couldn’t do that to you.’ He flipped the pancake over in the pan
Taking some bacon off the giant pile next to you. ‘Didn’t think you had it in you to be this sweet.’
‘Don’t tell anyone.’ He pointed the spatula at you.
‘What will you do if I do tell?’
Moving the pan off the hot stove Dean then moved in front of you. Standing between your legs. ‘I can think of a few things.’
You both laugh hearing your stomach groan in hunger. ‘Food first.’ You grab plates, silverware and condiments while Dean grabbed the plates of food. Where you two made yourself comfy at your dining table. ‘So how long are you sticking around?’
‘I don’t know. Wasn’t planning to be around long.’
Looking down at your plate when you spoke. ‘Oh’
‘What is it?’
Shrugging your shoulder. ‘Well I was wondering if you were going to stay a bit. I have a good amount of PTO from work. Thought maybe I could use some of it. We could, maybe, spend it not leaving the house.’
You look up at him when he doesn’t say anything for a while. ‘I like the sound of that.’ He smiled at you. ‘Could be fun to play house.’
You couldn’t hide the massive grin on your face. ‘I’ll call work after breakfast’
THE END
Dean X Reader (Part 2 Wedding Date)
Dean took a seat next to you with a very loaded plate of food. If you didn’t know him you’d think this was the first time he’s eaten in days. You were happy for the reprieve since Dean hadn’t let up about the things you’ve done God would be ashamed about.
‘Did you get enough food?’ You ask as you get a fork full of potatoes.
Pointing his utensil at his plate. ‘I’m not passing up on a free meal.’
Shaking your head at him. ‘You’re such a mooch.’ You two ate watching those around you wander about.
Two of the bridesmaids sat across from you and Dean. ‘Who’s your friend?’ The red hair inquired leaning forward flirtatiously.
‘Dean meet Barbra and Tonya. You two meet Dean.’ You introduce as you get up from the table. ‘Have fun.’ You wink at Dean as you leave.
You had just finished your plate of food while you watched people dancing when Dean found you. ‘What the hell Y/N?’
‘What?’ You innocently look at him.
‘Why’d you leave me?’
‘You had 2 beautiful ladies ogling you. One of them displaying their rack. That’s why.’
Taking a swig of his beer. ‘It’s there loss. I’m the date to someone so much hotter.’
Lightly shoving him. ‘You are ridiculous. You know that right?’
‘Ridiculous for you.’
‘I knew I should have left you alone while you were in that coma.’
Taking another swig of his beer. ‘That wasn’t happening till you tell me why God will smite you.’ He smiled in your direction.
‘I’m so not doing that. So suffer in not knowing.’
‘One of these days you are going to tell me.’ He stood when the music changed holding out his hand. ‘Until then you owe me a dance.’
‘You can dance?’
‘I can dance.’ Grinning at you Dean took your hand leading you out on the floor.
Some butterflies let loose in your stomach being close to Dean in such a way. You wouldn’t let him know it but you liked being close to him like this. For someone who you rarely saw and actually did have one foot out the door. He was actually someone you felt you could trust. ‘I cant believe you passed on Barbra and Tonya. You had a great chance at a threesome with them.’
‘I’m going to regret passing on that later. But I need a friend right now.’
‘And trying to get in my pants isn’t part of that?’
‘That’s always part of it.’ He smiled. ‘But I’m serious.’
Returning the smile. ‘Well in all seriousness then. I’m always here for you.’
‘Now about us hooking up.’ He joked.
Laughing at him. ‘You are relentless.’
‘Only to someone has hot as you.’
Rolling your eyes at him. ‘You ever think that I keep telling you no. Because if we were to hook up I’d never see or hear from you again.’
‘That’s not true.’ You arch an eyebrow at him not buying a word of it. ‘Ok maybe in the beginning I wouldn’t have called you afterwards.’
‘What about now? Would I hear from you?’
Dean stopped dancing causing you to stop dancing. ‘Are you saying what I think you’re saying?’
‘Maybe.’
‘If you’re saying yes, why now? I’ve been hitting on you for so long you’ve always said no.’
‘It’s that you didn’t do what you normally do when you visit. And disappear in to some chicks pants the moment you got a chance.’
Scratching at his head. ‘So if I was to suggest getting out of here. You’d say…?’
‘Let’s get out of here.’
Dean X Reader (Part 1 Wedding Date)
You’ve known Dean for years. He was brought into the hospital in a coma. And you felt bad there was no family you could call for him. So you spent your spare time reading to him hoping he’d wake up. It wasn’t till a month went by did he do so. He relentlessly hit on you with cheesy pick up lines.
You’d laugh telling him to stop being silly. You thought he was hot but knew right off the bat when he woke up. That guy had one foot out the door. You knew that because you’ve dated guys like that.
Yet the two of you exchanged numbers and have kept in touch sporadically. He’d always call you when he needed to laugh. When he was having a hard time. Dean never told you exactly what he did for a living. All you knew was it paid its toll on him but he saved people because of it.
As you put the final touches to your makeup you look at the time. You were running a few minutes late to a wedding you were invited to. Grabbing your purse as you open your front door. You find Dean on the other side about to ring the doorbell. ‘Y/N!!!’ He smiled.
‘Dean!’ You return the smile. ‘What are you doing here? Last I heard you were in Pennsylvania.’
‘Since when do I need a reason to come see you?’ Looking her up and down. ‘Hot date?’
‘A friend’s wedding to go to.’ Stepping out on the stoop you lock the door. ‘Want to come? Should be a few hot ladies their for you to hit on’
Glancing down at himself. ‘Aren’t I a little under dressed?’
‘I bet dollars to donuts there will be a few people there that look like they just got off work. Besides, do you even own a nice set of clothes if you even had the time to change?’ You laugh when he didn’t say anything. ‘Thought so. So do want to come?‘
Following after you. ‘We’re taking my car. No way am I letting you show up to a wedding dressed like that driving that clunker of yours.’
‘You and your stupid ways.’ You roll your eyes at him as you climb into the passenger side.
‘You love it.’ He joked.
The ceremony had already started when you two showed up. So you both took a seat in the back. Leaning over as you kept your voice low. ‘Thank you for coming with me today.’
‘No way am I passing up a chance to go home with you tonight. Especially looking like that.’ He whispered back.
Hitting Dean in the arm. ‘Why must you be such a perv?’
He looked over at you with a hurt face. ‘I take great offense to that. I’m not a perv.’
‘We are in a church. You keep lying like that in a house of God. He’s going to smite you.’
Smirking at her knowing all too well that God wouldn’t. ‘If he hasn’t by now. He’s not going to.’
‘You are so going to get taken down by God for your raunchy behavior.’ You shake your head at him.
‘Like you haven’t done anything that God would want to smite you for.’
‘That is something you’ll never know.’
Dean’s eyes lit up with curiosity and excitement. ‘Now you have to tell me what you’ve done.’
Bringing a finger to your lips. ‘Shhh I’m trying to listen.’
‘Now who’s lying?’ Dean turned to face the front.
Just a little fun collage
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