#supernatural au fic

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Escort!Dean x Reader AU

Warnings: Language, Fluff, Dean! Dean Should Always Be a Warning Haha 

Words: 2,729

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You had ended up dozing off a bit on the plane, but when you woke you saw that Dean was just sitting patiently and playing on his phone. He saw you shift and looked over, smiling at you when he saw your eyes open and you had smiled back, desperately trying not to think too much about how your hair was probably all messed up and that you probably looked like something out of a horror movie. 

The plane was getting ready to descend after you had sat up and ran your fingers through your hair a few times, and you were grateful that you had gotten up before the captain got on the intercom because you have woken up from that before and damn, if your heart had not been attached to veins and locked inside your chest, it would for sure have been on the floor. That is a very disturbing way to wake up.

“Good afternoon everybody. It looks like we’re just about ten minutes away from landing at Sangster International airport, so I would like for you to take this time to clean up any trash you may still have, make sure your seatbelts are securely fastened and that your tray tables are up and locked in place.” Seeing as Dean was using his tray table to rest his hands on while he messed around on his phone, he pulled away and locked it in place. He even got a drink some time while you were sleeping, because he downed the rest of the clear liquid and waited for the flight attendants to come around so he could toss it.

“It is approximately three forty eight, Montego Bay time, and it is still bright and sunny with a temperature at about eighty two degrees. So make sure your seats are in their upright positions and prepare for landing. And let me be the first to welcome you to Montego Bay, Jamaica.”

“For someone who is about to land in paradise, you sure seem tense.” Though your eyes were on the water outside your window, you couldn’t help but roll your them and then glare over at your companion playfully, making him chuckle.

“You just wait. Once you meet my family you won’t be questioning why I’m so tense anymore.”

“They can’t be that bad.” he mutters just before the flight attendants come by, and that’s when he tosses his cup in the large trash bag, thanking them quietly before turning back to you. But that grin he had was making you feel like he wasn’t taking you as seriously as he should be.

“Well, you know those families where everyone is out of their mind but at the end of the day they’re your family, so you love them?” With a half grin still plastered to his face, he nods. “Mine’s not like that.” and finally, that grin that was bothering you finally dropped a little. 

“I love my dad.” you add, bringing back his smile just a bit. “But, since he’s my stepdad, he’s technically not family. He’s more like a hostage.” The quiet snort made you smile, but again, you wish you were kidding. Only time would give him the truth.

Getting off the plane was smoother than most experiences you’ve had in the past. Dean had slid out pretty quickly, gesturing for you to hurry and unbuckle yourself as he went to pull down your bags. Once he had them in his grasp, he nodded for you to take the lead, and just like that the two of you were off the plane within the first five minutes of it parking at the gate.

Of course, waiting for your luggage at baggage claim was a waiting game, but after sitting for over six hours, it just felt good to be standing finally. 

With luggage in tow, the two of you maneuvered through the airport, making your way to the rental car counter. That was another few steps too, and you hated the inner battle that was going on inside you. You were anxious to get this done so you could get to the hotel and relax, but at the same time you were still dreading the whole family interaction. So where did that leave you exactly? Your own personal purgatory; and yet, somehow that seemed better than anything else right now.

“And how many drivers are we going to have?”

“Well…” Dean glanced to you, but then quickly turned back to the woman behind the counter. “I think I’m going to do most of the driving, but I’d put her name down just in case she needs to run away from me.” A quiet snicker comes from you as he nudges your arm, giving you a quick smile before you start to give the woman your info.

Once everything was squared away, she walked you both outside and took you to the rental car that you would have for the week. After everything was set, Dean stuck the bags in the back of the SUV and then hopped in next to you in the drivers seat.

“How you doing over there?” As he starts up the car, you notice that he caught you nervously playing with your hands.

“I’m alright.” He nods. Grateful that you’re being honest with him.

After pushing the shifter into drive, his right hand reached over and took a hold of yours, squeezing a bit as he focused on getting you both out of the airport parking lot.

The first few minutes of the drive were quiet, but Dean wanted to go over a few more basics that weren’t gone over on the plane. Like your birthday, your favorite color, favorite food, music genre, movies. Anything that someone you’re dating would clearly know about.

“Son of a…” All the cars parked in the parking lot had your heart beating like crazy and your stomach flipping, and not in a good way. This was it. Before this moment it was all talk and emails, but now you were here and you brought your hired date.

“They seriously rented this entire place out?” You nod as Dean pulls the car through the lot, looking for a good spot to park.

“Yeah. So, unless they work here, everyone you see from here on out is my family.”

The mixture of palm trees and other greenery was a beautiful welcome as you both walked into the lobby. The humidity was surprisingly not too bad considering it was mid afternoon.

Dean was gentleman enough to take your bag along with his, letting you only carry your carry on bag over your shoulder.

Check in was easy. Your mom had already set your room on the third floor, so once you gave the people at the desk your name, they smiled and handed you your key cards and let you be on your way.

“Alright…” you said as you both stepped into the suite. The family had chosen this destination in the past, so it wasn’t anything new to you; Dean on the other hand, despite all his destination weddings, his eyes were slightly widened as he looked around.

The king sized bed was just off to the left, white sheets, white comforter with teal accent pillows; across from that was a nice wooden dresser with a flat screen on top. Bathroom was off to your left too, and he was sure that it was huge without even being able to see inside it yet. Then a nice seating area just beyond a wooden archway equipped with a sofa and a small table that fit two; and just beyond that, the balcony with a perfect view of the ocean.

“We have just over an hour before we meet downstairs for cocktails.”

“Okay.” Dean cleared his throat, going back to focusing on you. “So…is tonight the black tie night, or…” Right, the other thing about this week. You had made sure Dean had gotten a tux for this week because that was just another one of their crazy traditions.

“No. Not tonight. Tonight, just wear jeans and a nice shirt.”

“So…what’s the tux for?” Sighing heavily, you pulled your shoes off and dropped them by the side of the bed that you have officially claimed.

“The tux is for the last night. Like some…fancy final goodbye that they do.” Dean nodded and went to set his bag by the dresser. “You mind if I take the shower first?” As he looked back to you, his eyes shifted to the bathroom briefly. 

“No. Go for it.”

“Thanks.” you force a quick, nervous smile and then move around the bed, squeezing passed him before slipping into the bathroom. Dean took that time to look around a little more. 

The place wasn’t big, but it was gorgeous and honestly the perfect size for two people for a week. But one thing he noticed was it lacked a kitchen. Not even a little nook was hidden anywhere. It was one straight room separated into three sections. The bedroom and bathroom, the little sitting area and then the balcony which held a nice table set and…a tub? 

His face in a slight scowl, he moves out to the balcony, loving how the ocean is the only thing he can see except the palm trees swaying around him. You had a corner unit which almost made the balcony feel bigger than the actual room. But right now, his interest was in this tub. There was seriously a tub on the balcony. A sleek, freestanding tub waiting for someone to fill it with water and slip in. There was a thick curtain that was hooked to the wall that he could release if he wanted, though Dean didn’t think it would actually be necessary. Being as high as you were and the area that was visible from the balcony, someone would have to be out in the ocean to see one of you in there. Even then, they’d be too far out to even make out any nakedness.

But now, back to his other dilemma. No kitchen. What happened when he would want a beer later in the night, or some snacks when he couldn’t sleep?

As he moved back into the room, he glanced around a bit before seeing a slim book on the coffee table. After opening it, he could see that this place was strictly room service. But at least it was 24/7. That made him feel a little better.

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After wrapping one of the robes around you and towel drying your hair, you couldn’t help but just stand there and stare into the mirror. None of this felt real. You still couldn’t wrap your head around the fact that you hired a man to be your date for the week. You have literally put down enough money for a down payment on a brand new car just so that you didn’t have to be alone this week.

You still had your doubts and they were screaming in your head. With every passing minute you were getting closer and closer to facing your mother and you had this sickening feeling that she was going to see right through this.

Taking a final deep breath and running your fingers through your damp hair, you turned for the door and tried to put on your brave face. If such a thing even existed.

The first thing you noticed when you stepped out was his shirt laying across the bed. Right next to the outfit he was most likely wearing for the evening. But it didn’t click with you what you were seeing until you looked up at the man who was now moving towards you.

An involuntary gasp shook through you as your eyes landed on the half naked man in your room. The perfectly sculpted chest along with the perfectly toned muscles in his shoulders and arms…they about made you pass out.

The drink he was handing to you was completely ignored as all you could look at was his exposed torso, but you somehow were able to pull yourself together and take the glass from him, studying it for a moment before letting a small grin pull at your face.

“My favorite.”

“I’m good at my job.” his hand brushes yours as he pulls it away, but he leans in at the same time. You can feel his breath against your neck before he even speaks. 

“Relax.” he whispers right into your ear. His sultry voice coming out extremely sexy. Or maybe that was just because you saw him shirtless and everything about him was making you think dirty thoughts.

You’re able to sneak another look before he disappears completely and when you hear the shower turn on, you try so hard not to picture him stripping his pants off.

You knew you were screwed. This week was literally going to kill you one way or another. It was either going to be at the hands of your mother, Dean or possibly even yourself. But inevitably, you were dead.

While he showered, you took that time to relax. Or attempt to do so. You figured he wouldn’t be long and this gave your hair some time to dry before you got dressed and put on your makeup. You were just trying so hard to stop your stomach from twirling. It felt like it was getting harder and harder to ignore and you were sure that it wasn’t going to stop.

Dean was in the shower for no more than ten minutes, which was perfect. With just about a half hour left, you had just enough time to get dressed and fix your face up a little and then…well, you really didn’t want to think about that. 

With only a towel wrapped around his waist, it was even harder not to stare now than it was before.

“Bathroom’s all yours.” You had no choice but to gulp down the lodge in your throat.

“Thanks.” Having to literally fight your eyes from staring, you slid by him, and you just knew that he knew what he was doing to you. That’s why he didn’t move out of the way.

“You’re allowed to look, you know? It’s all part of the package.” You pause at the door and you know that your attempt at a smile is just plain idiotic. You had to look like some loner teen who walked in on the hot couple having sex. You couldn’t even look him in the eye before disappearing into the steamy room.

Thankfully the meeting place is just downstairs cause it takes you longer to get ready than you expect. But the little show you had before tucking yourself away in there didn’t help matters.

All the men you could have chosen for this week were good looking, but you’re pretty sure that you had booked the hottest guy they had. And you didn’t even do it on purpose!

The final touches of your makeup were applied and that’s when you looked over yourself again. This time as a finished product. You felt pretty, but you knew that your mom would find something wrong with it. Whether it be the outfit or you. Just another thing to look forward to.

Running your hands through your hair, you turned for the door. You weren’t ready by any means but you didn’t really have a choice. 

As you stepped out of the bathroom, you caught Dean just getting off the couch. He must have heard you come out and by the looks of it, he was ready to go. 

Dark jeans and a white, short sleeved button up made him drool worthy. He looked dressy and yet casual, which is exactly what you were going for. Tonight was just a quick gathering, pretty much showing off who had shown up and who didn’t.

“You look great.” At his compliment, you practically had forgotten what you were wearing.

Your white dress was flowy and loose. The perfect outfit for a warm night in paradise. The deep V neck had you worried about your cleavage, but it was honestly the only dress you could find that fit the atmosphere, that fit you and was affordable.

“Thank you.” Stepping around the end of the bed, Dean held out his arm, waiting for you to hook yours in.

“Ready?”

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Again, sorry for the long Hiatus! Hoping to be able to stick around a little while now! love you all, hope you enjoyed the new installment! Chapter 4 will be coming soon!

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