Dean Imagine

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Hello everyone, so I'm back. I'm going to be posting a few stories that I've done on my Tumblr here for you all and I hope you like them!


"Hey, Sam." you smiled as you walked down the stairs of bobby's place. Bobby was your father so it was nothing new when Sam and Dean were in your living room when you woke up in the morning. "Hey, (y/n), good morning." he smiled, a cup of coffee already in his hand. "Good morning sleeping beauty," Dean said and like his brother smiled at you.

A blush covered your cheeks and you smiled back. "Morning Dean," you said quietly.

No matter what, Dean could always make you blush.

You walked by the boys quickly to get to the coffee machine to pour yourself a cup. The silence that fell over the kitchen was slightly awkward. Your dad walked into the room, and looked at all of you, and raised an eyebrow. "What's wrong with you guys there's more tension in here than in my shoulders from dealing with you idjits," he said and it made you let out a small laugh. "Morning (y/n), how'd ya sleep?" your dad asked you, you smiled at him. "I slept alright, how about you dad?" you asked. He stayed silent, he hated telling you he hadn't slept. He knew how much you worried. "You didn't sleep did you?" you asked, your shoulders sagged in defeat. "Of course, I slept," he told you trying to get you to not worry about him.

"Dad... you need rest... please at least try to get some sleep tonight. For me," you told him placing a hand on his shoulder. He sighed as he looked at you. "I'll try, shy," he said and kissed your head. He always called you shy because that's what you were. You had always been shy, and so you earned that name when you were little. Even John Winchester called you that whenever he saw you. You had known the boys since you were little, and so you loved to have them around.

You did better when it was just you and Sam not great but better. Being around just Dean, now that was a different story. You had a crush on Dean and had for a while now, the minute he would walk into a room your voice would become smaller and you would shrink into yourself. "Thank you dad." you quietly said and walked over to the bookshelf grabbing a random book to read. You sat on the old recliner you had, it was the recliner that your dad and yourself would sit in while he read books to you.

You sighed and set your coffee cup on the table next to the chair and opened the old book. It just so happened that it was a book you had gotten a few years back. Just like Sam, you were enthralled with true crime, murders, unsolved mysteries all of that stuff. It was a book you had picked up in an old bookstore about Jack the ripper. You let a smile settle on your face as you got comfortable and began to read. You were about halfway through the first chapter you felt someone staring at you. Rose already covered your cheeks at the thought of someone looking at you. Looking up shyly you saw that the eldest Winchester brother was looking at you. Quickly you looked down, and you heard him chuckle.


He loved the way you would blush when he looked at you or even spoke to you. It was the sweetest thing he had ever seen. Yeah, he got girls and could make them swoon, but usually, they would come to him in confidence. You kept your distance and spoke softly, your cheeks red, and would get flustered around him. You were beautiful to him, and he couldn't help but want to make you blush just to see you get all flustered and shy. He thought the way you acted around him was something that made him want to be around you as much as he could. Over time Dean had developed a crush on you, but knew to be careful around you because you were bobby's daughter.

He looked at you reading and thought you were so beautiful. Your hair fell in your face as you read, and your brows furrowed in concentration. You always bit your nail while reading, it was just something you did when you were focusing. He noticed a lot about you, that you may not have even noticed about yourself. The way you mouthed the numbers while counting in your head, the way you just so naturally rubbed your eyes when you were sleepy. The way your eyes changed color in the light, the way your blush spread to your ears. He loved you, everything you did was enthralling.

Without thinking he got up from his seat and walked to sit on the couch across from you. "Hey, Sweetheart." he greeted you. Your head snapped up, and you set the book in your lap, messing with the pages. "Oh, uh, hey Dean," you spoke bashfully. He didn't smirk or look smug, he just smiled at you, a genuine smile. It made your heart swell, you knew Dean as smug, and confident in himself, but with you, he always seems to let that persona go and let his real self shine. You thought he was beautiful no matter what but like this he was incredible.

"What ya readin"? He queried kindly. You lifted the book to show him, and to cover your blush. "Oh, wow that sounds interesting. Would you mind if I read along with you?" he asked. Your eyes widened in surprise. Your heart pounded and you could hear the blood rushing in your ears. "If you're not comfortable with that, it's alright. Maybe I could read it after you?" he asked not wanting to pressure you. You shook your head almost a little too eagerly. "No," you spoke. He looked at you with a raised eyebrow. That was probably one of the loudest things you ever said to him. You became flustered by your outburst. "Um... I mean... no, it's ok if you want to read along." your voice came back down to its normal level. He chuckled, alright well, would you like to come over here, or would like me to sit with you?" he posed the question. "Oh, um.. Whatever you want to do is fine," you told him. "Well, it seems like you're quite comfortable there so would it be alright if I squeeze in next to you?" he asked, not wanting to make you feel like you had to let him sit there.

"Sure, that's ok..." you spoke softly. The words came from your mouth and you cringed internally. "What are you doing? You're crazy. But it's not like you didn't want it." you thought to yourself. He got up from his spot and stood in front of you trying to work out a way that you could both sit there.

He held out his hand to you, and you nervously took it. He helped you up, he then took your spot and got comfortable. You looked at him trying not to make yourself look too anxious.

"C'mere," he said and once again held his hand out to you. You placed your shaky hand into his and he tugged you closer. Eventually, you fell into his lap, and the brightest shade of red spread across your cheeks and neck. "Is this ok?" Dean asked. He was so close you could feel his breath on the shell of your ear. You hesitantly nodded. "Yeah, Um this is ok," you whispered. "Ok," he said quietly and adjusted you in his lap so you sat sideways. Your left side was pressed to his chest and his arm was around your waist to keep you from falling from his lap. He gently took the book from your hands and held it in front of you both. You could feel his hand rubbing up and down your waist, and it began to calm you down.

"Do you mind if we start from the beginning?" he asked you, and you lifted your hand to turn the pages back to the beginning of the chapter for him. You could practically feel him smile.

You began to read, and when you were about done with the first chapter your eyes began to grow heavy. It was only mid-day but you felt so content and relaxed that you were falling asleep.

Little did you know that your father had walked past you both when Dean saw him his heart sped up and he looked at him with pleading eyes. Bobby just nodded as if telling Dean that he trusted him. Dean smiled and Bobby looked down and shook his head. His little girl was grown and had someone to love her as she loved them. Lucky for him, it was one of the boys he trusted most in the world.

Dean felt you relax fully against him, and he held you closer. He looked down at you and saw a blush lingering on your cheeks even in your sleep.

"I love you, my shy girl," he whispered and kissed your head. He continued to sit with you asleep on his lap the book still in his hands as he read. 

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