Dean Winchester Imagines

Hogwarts AU

When you joined hogwarts, you were placed into Ravenclaw. You were very friendly with everyone and everyone treated you well. Out of everyone, you grew to be great friends with Sam Winchester. You both would spend as long as you could with each other. You never liked Sam more than a friend but he was your best friend so you didn't mind and neither did he.

As the years went on, you and Sam became inseperable. More often than not people would find you both together and when you weren't, people knew one of you would know where the other one was. The part that was worse when you weren't with Sam was when you were alone at Christmas time. Sam always went home to his family but you didn't mind. Although you were lonely, you'd always find something to do. You missed Sam a hell of a lot but he was with his family so you knew he would be safe.

 ~~

One day after Christmas break, Sam approached you with someone by his side.

"Hey Y/n, do you remember that one time when i said my family wanted to meet you?" he asked, a little nervous.

"Yeah," you smiled "how could i forget?" Sam chuckled.

"Well my family and I were talking about it over Christmas and...well... This is my brother Dean, he's in Gryffindor and is four years older than the both of us" he smiled but you could tell that he was nervous. Maybe of what Dean would think of you?

Sam had told you all about his family over the years. That his brother was a major player. He flirted with anything that had boobs and would breath. You had found that quite funny. His dad was a hunter, he never said what kind but you always assumed it was deer and other animals like that. His mother passed away when he was six months old. You were so heart broken by this. You never thought something like that would happen to someone but life's so cruel and unkind at times that anything is possible.

You stood up and shook Dean's hand. He had a firm grip. You had to admit he was pretty good looking so you thought it ran in the family. Although Sam was also good looking, you thought Dean was more good looking.

"Sam's told me all about you" you smiled

"Has he? What's Sammy been saying" Dean looked over at Sam who just kept looking at you.

"He told me that you're protective, you both have your ups and downs like all siblings do. Although he doesn't admit it i can tell he wouldn't replace you. He..." a smirk formed on your face as you tried to surpress your laughter. Sam knew what you were thinking about and his eyes begged you not to say it.

"He what?" Dean looked at you and you noticed his beautiful green eyes. You tried not to look into Dean's eyes but they were drawing you in. You snapped yourself back to reality and continued.

"He said that you flirt with anything with boobs and that could breath" You looked at Sam as he turned a little pale. You suddenly started to feel bad. However Dean started laughing.

"He does have a point" Dean smiled "I do. No denying it" You were quite surprised that Dean was so open about this. Sam told you that Dean denies most things. Him being so open was completely out of the ordinary. You looked at Sam and he was just as surprised as you were.

"Well  it was nice to meet you Y/n but i have to go. See you later Sammy" Dean patted Sam's shoulder and left.

"What was that?" Sam asked you.

"I dont know but I'd like to find out" You looked at him.

----

Time passed and you saw Dean more often. He'd come with Sam to meet up with you. You didn't mind, you really liked Dean. After a couple times of seeing him you diagnosed yourself as in love with Dean Winchester, the player. You knew it was bad and that nothing good would come of it but he seemed like a really nice guy and you couldn't help it.

You told Sam as you trusted him the most. At first he thought you were joking but when he realised you weren't, he immediately believed you. You both agreed that you would see if Dean liked you back (because Sam thought it was strange that Dean went with Sam to see you so much). So you did indeed test that theory, it was mainly Sam that interrogated Dean. Neither of you came up with anything. Sam said that maybe it's just Dean being Dean (unpredictable as Sam puts it). So you tried to ignore your feelings the best you could under the circumstances. You were doing quite well. Then it happened.

The ball was coming up and it was boys pick girls. Of course most of the girls were looking forward to go and most were hoping that Dean would choose them, him being a player and all. You on the other hand weren't bothered to go. You knew you didn't have a shot with any guy let alone Dean. No one would choose you. Or so you thought. You were sat on your own one day studying when someone approached and sat in front of you. Your first thought was that it was Sam. No, it was Dean.

"Hey" he smiled. Boy did you love his smile.

"Hi" you smiled and returned to the book you were reading. "Sam's in the library if you need him"

"Actually, i wanted to talk to you" Dean said. When you looked at him, he was looking down at his hands.

"Alright. Shoot" you marked the page you were on and closed your book. Dean cleared his throat and spoke.

"So the dance is coming up and there is this girl i wanna take. She's not like all the others girls i have been out with and i really like her. She's not really into all the fancy outfits sort of thing and i dont know if she'd want to go at all, nevermind go with me. So I wanna ask her to the dance but i dont know how."

"Right," you started "say if it was me, I haven't been asked and i dont think i'll be going. But if say you were to ask me, considering i know you, i'd say yes and go. The outfit wouldn't bother me if i'm with someone I know and like." Dean seemed to lighten up at this and you thought you made him understand.

"Great! So how about I pick you up at 7pm?" He asked and you nodded.

"Wait...what?" you asked "Me? You wanted to ask me? Y/n the nerd who would rather study than go to a dance? That isn't as good looking as pretty much most to all girls here?" You were beyond shocked.

"Of course" Dean smirked "and you aren't pretty or good looking, you're gorgeous" he winked at you and your heart raced.

"I...I..." Dean cut you off by this point.

"Please say you'll go with me?"

"Tell me this isn't a joke"

"it's not! Please Y/n, go with me to the dance. You're the only person I want to go with" at this, you blushed but you nodded and smiled.

"Yes Dean, I'll go with you" Dean jumped over the table and hugged you tightly.

"Thank you Y/n. You have no idea how happy this makes me" he kissed your head and you blushed even more.

"You're welcome"

Dean then pulled away from you and chuckled.

"I'll see you at 7pm then?" he asked and you nodded. He grinned at you and waved as he left. You knew that the dance was going to be good. Now the only problem was getting an outfit ready.