Glad We Made It (Dean X Teen!Reader)

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Imagine: You are on a hunt with Sam and Dean the day before prom night.

(d/c) = different color (you can also choose your favorite color xD)

You knew the Winchesters since your first steps. Your parents went to college with Mary and got to know her very well. Besides John and Mary saved your life. You got attacked by vampires. Alas your parents and your older sister died - only you survived. Since then the Winchester family kinda adopted you. Sam has always been a brother and best friend to you. You were at the same age. Dean became more for you when you got older and Sam noticed but he promissed you not to tell anybody.
John and Mary always hunted the Supernatural and they only introduced the three of you to hunting because you would have done it anyway. A man's praise in his own mouth stinks but you were pretty good to be honest. Sometimes you had the feeling that Dean was really impressed by your skills but you brushed it off and tried not to think about it too often. In the age of 16 you and Sam were allowed to hunt without John and Mary but you had to promise to take Dean with you all the time. Your first case was a simple salt & burn thing and it went quite well and so did the next ones but as chance would have it the one before your prom night went a different way...

"Everything packed?" Dean asked for the third time. "Yeees Deeean!" you and Sam answered in unison. "Well then let's go." he said exiting the house. You and Sam followed him closely. "Shotgun!" you yelled in excitement and started to run. Sam furrowed his brows and tried to catch you but he was slower than you. "Uh uh uh." Dean said in a sassy way "You and Sam are sitting on the back seat I need my space." he winked at you. You blushed a bit but sighed as well. "Oh well..." you said entering the backseat of Dean's beloved Impala. You hit the road.
The trip took 2 and a half hours and it was filled with Dean singing and hitting the steering wheel pretending to play the drums. You and Sam had some small talk about school. "Do you remember when Ms. Shambers was covered in chalk because Thomas pranked her?" Sam laughed. "Yeah, that was pretty funny" you chuckled. "Or when Mr. Stoner fell off the stairs but got up like nothing happened?" Sam asked impressed. "Ohh yes that poor guy! But on the other hand he's such an inspirational teacher don't you think?" you replied. "Yes he truely is." Sam said grinning. Dean watched the two of you through his driving mirror every now and then and added some comments. "I remember my prom night like it was yesterday." Dean said. "Mr. Stoner has always been the coolest teacher on earth and you know I always hated school. Anyway I went to prom with Elisa a girl I used to know for 2 months and Mr. Stoner helped me out of an awkward situation." he continued laughing. "What happened?" Sam asked leaning forward. "Well..." Dean took in a deep breath. "I guess Elisa had a bit too much and she repeated that she had to throw up so she nearly exploded on my suit if Mr. Stoner hadn't been there to pull me away." He stared into the driving mirror again trying to make eye contact with you. You looked at him thought "I bet Dean looks good in a suit and tie" which made you smile a bit. "Oh come on it's hilarious (Y/N)!" he chuckled. You simply nodded.

Suddenly it hit you. Your prom night was tomorrow and you're not sure if you can make it. This hunt was important to you but prom night was as well. Mary bought your desired (f/c) dress and everything was going to be perfect. You remembered that you wanted to ask Dean to join you but you forgot because of your final exams. You sighed looking outside the window. "What is it (Y/N)?" Sam asked peaking your arm. "Do you think we'll be back for our prom night?" you asked him without looking at him. "Ouh... I totally forgot about that!" Sam said scratching the back of his head. "Did you plan anything for this night (Y/N)? For example.. Wearing this cute (f/c) dress you always wanted for some one special?" Dean asked smirking. You blushed deep red gazing into the sky. "I asked you something (Y/N)" Dean chuckled looking into the drivers mirror again. "N-no" you said shaking your head. "I mean I want to wear this dress but I'm not going out with someone if that's what you mean." you said hesitantly. "You must be kidding right?" Dean furrowed his brows. You simply shook your head. "I'll go with you to your prom night if you don't mind and if we're right on time" Dean said winking. "R-really?!" you asked in shock. "Of course I will! A pretty girl like you shouldn't be alone at a night like this. I guess the suit I wore years ago still fits and even if it doesn't I guess dad will borrow me his one." You grinned at Sam who gave you a thump up. "But first things first we need to kill those demons before heading back!" Dean said. You and Sam nodded.

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