Headcanons (HS!Dean × HS!Reader) {Non Hunter AU/Modern Times AU}

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   FRESHMAN YEAR 

   ~ He met you on the first day of freshman year as he walked into his art class and you were working studiously on your drawing

   ~ He complimented it and mentioned how he wished that he could draw like that, making you blush and offer to teach him 

   ~ Dean's green eyes being focused on you as you taught him

   ~ He was only looking at your face and not worrying about how to draw like you

   ~ Finding out that you had all the same classes together and hanging out in every single one

   ~ Going home with him to work on homework together and his mom absolutely adoring you

   ~ Sam wanting to be your best friend 

   ~ Babysitting Sam while Dean's at football practice and Mary and John are at work

   ~ Sam always asking you if you loved Dean 

   ~ Always giving him vague answers like "a little bit" or "he's sweet, so maybe"

   ~ Not officially dating until around Christmas but everyone knew that you two were off limits to others 

   ~ Your first kiss being on New Years Day when the clock struck twelve 

   ~ Him telling you that he loves about a month into the relationship and you reciprocating 

   ~ Getting caught making out in empty hallways 

   ~ Getting caught making out in the courtyard 

   ~ Pretty much getting caught making out everywhere 

   ~ Detentions being a common theme in your lives 

   ~ Helping him ace all of his classes 

   ~ You break your leg about halfway through the year and him helping you so much 

   ~ So much that it was rather annoying 

   ~ He would skip gym class just to sit with you in your study hall so that you weren't lonely

   ~ Having to be the one to explain to his dad why he was failing gym

   ~ That's why John doesn't like you as much as Mary does

   SOPHOMORE YEAR 

   ~ Only having, like, 3 classes together 

   ~ Being at every single football game and practice 

   ~ Becoming a cheerleader just to see your boyfriend play for free

   ~ Him picking you up and swinging you around after every game they won 

    ~ They were state champs that year 

   ~ Going on walks in the park near your house just to see the leaves change colors 

   ~ Making friends as a couple 

   ~ Like befriending freshman and them knowing that you two are a package deal and you can't just get the one 

   ~ Joining different clubs together once the football season is over

   ~ Teachers jokingly calling you two "the face suckers" cause you're always kissing in the hallways 

   ~ Your entire Christmas vacation was spent in his basement binge watching movies and TV shows on Netflix 

   ~ Celebrating your one year anniversary at a cafe that sells really good crepes

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