Jackson Whittemore Imagines

First Date

"Um... Jackson I thought you wanted me to help you study?" You asked as he led you through the school's corridors and out onto the field.

"I do need help but um... I had something different in mind first," He muttered. It was exceptionally out of character for Jackson to be so unconfident in himself, it had never been in his nature to be shy or subtle about anything he wanted or needed.

"Oh?" Was all you said as you watched him jump up on of the metal gates that surrounded the field and climb over it. Once he was on the other side he unlocked it for you and smiled as you slipped through the small gap.

"Yeah I was hoping this could be our first date." He grinned hopefully and you blushed. You hadn't thought that you of all people would catch Jackson's attention and according to Lydia, who was no hopelessly in love with Stiles Stilinski, he wasn't the sort of boy that did dates or niceties that took place outside of the bedroom.

"Um... what sort of first date were you thinking of?" You asked wearily. You were the quiet bookish type, either nose in a book or paint smeared across your face, not the pretty sporty type of girl Jackson normal found himself with.

"I... I bought food, Scott said you like the French bakery in town and so I got a tone of stuff look." He dropped to his knees and opened his backpack. You smiled to yourself as he pulled bags of food, that was indeed from your favourite bakery, you couldn't help but giggle as he mispronounced the names of certain foods.

"Jackson... I'd love to." You mutter shyly. He froze for a moment as if he wasn't sure he'd heard you right but then he broke into a wide grin and pulled a blanket out from his backpack.

"Awesome... um here, sit I guess... if you want to." He mumbled when you didn't sit down straight away. You let him take your hand and guide you to a comfortable position on the blanket, he rubbed his thumb over the back of your hand before dropping it and setting the food out for the both of you.