Supernatural Imagines: Book Two

International Love

Characters: Flight Attendant!Dean Winchester x Reader

Warnings: none

Summary: Every flight you take is because of him. It's why you draw him so often.

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He always made your trips better because of his attitude. He made sure to keep you comfortable, was always there if you needed something, and gave you a little extra more since he thought you were cute. You two exchanged more than a fair share of words. He knew your name, you knew his. Each flight he had, he looked out for you since your smile could brighten his days.

He met you back when you were first starting out in your job. You had been nervous as hell to fly internationally to meet with some business partners, and he stayed by your side to help you through it. He got you through the flight just by talking to you, distracting you. When the flight ended, you sadly didn't get his number. You thought that was the last time you'd ever see him. It was a big airline, he must travel all over the world. No way you would see him again.

Luck was on your side because every flight after that, he was there. It was like he knew when you were going to fly and purposely put himself on that flight to be with you. Business had been booming since you last saw him.

You were an artist and was selling your work all over the world. That first time, you were meeting with potential buyers. Now, you owned galleries all over the world. There was never a time where you weren't drawing. Being on an airplane doesn't stop you either. Your portfolio included a lot of things–landscapes, still life, abstract, and a whole lot of others–but the one thing you always had trouble on was painting faces. Whenever you did, you would purposely leave out the details of the face to leave the reader with questions and interpretations of their own view when in truth, you suck at drawing faces.

To help, you have been drawing the faces around you. Best place to do that was on planes. The same person would stay in the same place for hours, giving you the perfect amount of time to draw them. However, the only person you seemed hell-bent on drawing was Dean. He had such a perfect bone structure, you needed to capture it on paper.

Without him knowing, you had drawn him as he worked or read, paying close attention to detail. The first time you did it was terrible, but you got better with time. Once they were appropriate enough for people to view them, you started leaving the drawings on seats for him to find. Each drawing had your initials and nothing more. He'd find these pictures and went crazy trying to figure out who was drawing him.

He had a whole folder full of them. They were of him doing all different kinds of things–passing out snacks or drinks, reading, talking with his coworkers or the other passengers on the flight, drinking coffee or eating–they were all of him and signed by the same person.

It was fun leaving him these drawings. It was the thrill knowing he may never know who is doing this but very well might figure it out. Your name was plastered all over the world with these initials, you were shocked he hadn't figured it out yet. A part of you liked that it was still a secret. You could draw him in peace, take your time, and really get to know him. On the other hand, you want him to find out so that your relationship can go to the next level if there was one to begin with.

"Hey, Y/N," Dean said. The first-class section was pretty empty this flight which you didn't mind. You liked having a whole section by yourself, it gave you a sense of privacy.

"Dean, hi," you grinned. He took the seat next to you while the other passengers got on board. This was the only time he could really sit down and talk to you since he didn't have to do his job just yet. It was in these 20 minutes that he learned more about you than in the 10 hours you were on this flight.

"When might I see one of your paintings? I hear such good things about them. I haven't had a chance to see them myself."

"They're nothing special," you blushed.

"Nothing special? You have galleries all over the world. That screams pretty damn special to me."

"What about you? Do you draw? I've never thought to ask that of you."

"I can draw stick figures," he laughed. "No, I am not an artist. I'll leave that up to you."

"And I'll leave being a flight attendant to you," you flirted back.

"Good choice. I'll be back later on. You must have a painting or a drawing on you somewhere," he grinned as he got up to do his job. Little did he know that you had a notebook full of unfinished drawings of him in your bag.

"You have no idea," you spoke once he was out of hearing range.

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As soon as the flight started, you got out your notebook to draw him. Since starting this little project, you have gotten better at portraits than you could ever hope for. Practice makes perfect after all.

Dean had been busy with his duties, so he hasn't had a chance to stop by and question whether or not you had any drawings on you. To pass the time, you had been drawing him in his prime, smiling when he smiled. Those made the best drawings since you got to capture his essence on the paper.

About 1/5th into the flight, you got up to use the restroom, and without thinking, you left your notebook opened for anyone to see if they walked by. Dean noticed you drawing the whole time but didn't want to bug you about it. Now that you were in the bathroom, he might get a glimpse at what you've been drawing.

As soon as the doors closed, he made his way down the hallway to check on the few first-class passengers when he spotted your notebook. On the paper was himself, smiling as he talked with his coworker. All those pictures of him left behind were from you. It made sense since he only got the drawings when you were on board. The way you focused on detail amazed him, and he really wanted to talk with you about the pictures you sent him. Not here, but in private. He'd have to wait until he could get you alone.

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Once the flight ended, you had a 2-hour layover in New York which you didn't mind. It was nice to stop in the cities in which you could explore. It gave you the chance to learn about the different kinds of cultures available to you. Luckily for Dean, he was on his break at the same time you were on your layover.

He walked out of the restroom and was about to go to grab something to eat when he saw you drawing by yourself. He figured the fewer people around, the more focused you would be. Here is his chance, it's now or never.

"Hey, Y/N," he smiled as he approached you.

"Dean, wow. Seeing you not on a plane. It's refreshing," you chuckled as he took a seat next to you. Before he could see what was on your notebook, you closed it. It was the picture you didn't have time to finish.

"I wanted to talk to you about something. I didn't want to do it on the plane."

"Yeah? What's up?"

"Did you draw these?" he pulled out the multiple drawings of him that you left. Your heart skipped a beat at him figuring it out.

"How did you know?" you blushed.

"I saw your notebook when you went to the bathroom. I know, I shouldn't have been so nosy, but I'm glad I know. I've been going crazy trying to figure it out."

"You meant his one?" you opened your notebook to show the nearly finished drawing of him.

"These are amazing. Absolutely stunning."

"You know, I used to suck at faces. Like really bad."

"Well, you don't anymore. Why didn't you just let me know you drew these?"

"I liked the secrecy of it. I don't know. But I'm glad you know now."

"Yeah," he nodded as he grabbed your hand in a bold move. "Me too."