Why Didn't You Tell Me? (Dean X Reader)

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You let out a small sigh after you took another gulp of your beer. The bottle hit the table in the library a little to harsh at least for Sam's liking. "Are you sure you are alright (Y/N)?" he looked over to you with concern written all over his face. "Yeah.." you hissed at him and looked over to the huge clock hanging behind him. It was already 1:34 am and Dean still wasn't home. Today it seems like it takes him a little longer to wrap a new chick around his finger. Sam took a sip of his own beer as well. "Why don't we continue our current round of Scra-" "No Sam, thanks... I can't concentrate.." you looked at him and he gave you a sad smile. "Listen (Y/N) I know you don't want to hear it but you should problably talk about your feelings for him. Don't dare to deny it, I can see and feel it. The way you look at him when he makes one of his stupid jokes. You always try to suppress your smile because honestly, some of his jokes are really lame but you can't help it and smile anyway. You blush when he compliments you, you always worry about him when something is wrong. The looks you give him when he is not looking tell everything that's unsaid. I know you (Y/N) and I know exactly how you behave when you're in love."

Damn straight. You have a crush on Dean. A big one at that. You met the Winchesters after a hunt back in Cleveland, Ohio. It was your hometown. Nothing big but they helped you anyway. At first you met Sam and Dean at the local library, dressed as FBI agents - just like you. At first you thought they were real FBI agents who caught you because you did it many times before but once you saw their fake FBI badges you realised they were hunters too. When the hunt was over the three of you went out for a beer and you started to get to know each other. They told you about their next big catch - Abaddon. The more they talked about it the more you got interested. You asked if they need any help and they agreed.

You moved into bunker and lived there together with them. You always thought that Dean was the handsome one and you can't really remember when your love for him started to build and grow bigger and bigger and bigger. Sometimes you found yourself day dreaming about him. Nothing special, just you and him cuddling, touching, kissing, loving. That's all you wished for. When you fell for him it felt soft at first but soon you hit the cold, hard floor. Dean wasn't giving you any of the feelings. He treated you like a friend and that's actually what you were. Just friends. No more, no less. He kept flirting with you but it became less. It hurts to see him with another woman every night. Mostly he brought said women to the bunker and you had to listen to them every single time.

"With whom should I talk about it? What would change Sam? You think I feel better afterwards? Hell no. I did that many times before when I had a crush on other boys but nothing changed. I never felt better and everyone knew about my feelings in the end. Especially when Dean finds out, what then huh? He would ignore me until I forget who I am.." you said rather calm while tears were welling up your eyes. Sam looked to the ground shaking his head. He moved closer to you and hugged you tight. "I just want you to know that you're not alone. I'm always here to talk and I'll try to make everything at least a little better" he muffeled in your hair.
You sat like that until the familiar sound of tumbling foot steps and drunken giggles were heard. "Oh Dean!" a young woman moaned. Her heels were clicking on the ground while she was walking backwards. A loud growl escaped from Dean's lips. They walked past the library were you and Sam were sitting. Dean raised her up and carried her to his room. You held tight on to Sam and tried to keep your sobs quiet so Dean won't notice that you (and Sam) are still awake. When you heard his door close with a loud bang you lost it. Sam held you even closer and stroked your back softly. "It's okay (Y/N) I'm here.. Shhh I'm here it's okay.." Once you were able to control your sobs you pulled away slightly and looked at him. "Sam... Why is he like that..?" Sam looked down at you but remained silent.

You woke up in your own bed. Sam must have carried you because you remembered that you drifted off to sleep in his arms. He always cared about you no matter when and why. It never mattered to him if you were ill, pissed, heartbroken or just sad - he was always there for you. You turned around to look at your alarm. You felt a sharp pain inside your head and it kept pounding. You tried to fall asleep again until someone knocked at your door. "Wake up! We've got a new case!" Dean shouted. You rolled your eyes and got up slowly because of your terrible headache. "Coming..." you groaned while stumbling forward.
When you opened the door Dean stood there with his arms crossed in front of his chest. "Tough night?" he smirked at you. You looked all over him. You noticed his purple marks all over his throat and he still had blurred lip stick kisses on his cheek. "...Yeah so to speak.." you sighed and looked away. Dean's expression changed from a playful one into a serious one. "Are you okay (Y/N)? If you don't feel okay you can stay here and take your time to recover from what I call the 'massive hangover of death' or whatever you want to call it" he said and laid a hand on your shoulder.

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