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"Hey, Y/N, wait up a minute

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"Hey, Y/N, wait up a minute." The teenager called out at you as you walked out the school doors, hand placing itself on your shoulder. Jonathan grinned at you, adjusting the strap of his satchel on his shoulder before starting to speak. He looked happy, a feeling that hardly crosses his face.

Your heart lurched a little at his smile, his arm wrapping around your shoulder as the two of you walked to the middle school to pick up Will and your sister.

"I haven't seen you all day, Byers." You let out a smile as you glanced at him, moving a piece of hair away from your eyes. 

"Yeah, I've needed to get some photos developed." You nodded back to him, the two of you then walking silently to the front of the middle school. The two of you waited patiently as kids flooded out the front doors, the bell ringing loudly and cars pulling up with mums and dads. You were still standing outside ten minutes later when neither your sister or Will had appeared.

"Can I ask you something?" Jonathan broke the silence suddenly, scratching the back of his neck awkwardly as he kept his eyes on the door.

"What is it?" You expected him to start speaking, but instead he shoved his hands in his jacket pockets and looked down for a moment. He walked towards you then, leaning against the wall of the brick building and sliding down to sit on the pavement. 

"If I was to ask a girl out on a date, how would I do it?" A look of surprise washed over your face, freezing in your spot for a short while. To say that you were shocked was a slight understatement, but maybe the strongest feeling you had was a sense of sadness and jealousy. But instead of letting him know this, you plastered a fake grin on your face and looked at the boy. 

"You want to ask Nancy on a date, don't you?" He looked up at you with a bewildered expression, mouth opening and closing but no words coming out. Instead, he shook his head and stood up.

"No, not Nancy. Another girl." You were confused, thinking the only women in his life were his mother and Nancy. You stood there in silence for a moment, trying to process this information. You knew that you didn't know everything about the quiet and reserved Jonathan Byers, but being best friends, you thought you would know if he was interested in a girl. And for a slight moment, maybe, just maybe, you hoped it would be you. "Look, all I want to do is ask her out on a date, maybe to the movies or something." He looked at you, a frown on your face from the lack of help you were giving. But soon your sister was coming out the doors of the school, an annoyed look on her face. 

"Can we go now Y/N?" She puffed out a breath, hair falling in front of her face as she looked at you. You nodded to her, passing a small glance at Jonathan before you hooked your bag onto your back and walked down the concrete steps. 

"We'll see you later Jonathan, good luck with your girl troubles." You left him there, standing at the school doors alone, a small frown on his face, when all you felt was guilt and frustration. He could handle it by himself. Just because you were a girl doesn't mean you had to help him get a date.

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