It Cast preferences/imagines!

1-How you meet

Finn Wolfhard
You were looking at the guitars in your local music shop with your friend, Drew. He picked up a black acoustic guitar and went to line up at the till.
"I'm gonna go look at the speakers Drew, shout me when you're ready to go" you said.
You wandered over to where the speakers were and picked up a red Beats by Dre speaker and looked at it.
"I prefer it in white to be honest." You heard a boy say. His voice was in between high and deep, as if he was going through his voice break.
You turned to look at him and met eyes with a boy who was about 4 inches taller than you, he had messy black hair which was extremely curly. He had sharp features and freckles dotting his nose and cheeks. He had a small smirk making his lips curl. He was wearing black jeans and a plain white top, with black old skool vans.
"I personally think reds better, but fine. Who might you be?" You pushed, intrigued by him and his odd but, gorgeous features.
"My names Finn Wolfhard. Just Finn, not short for anything" he stated.
"Great to meet you Finn, I'm Y/N Y/L/N." You said sweetly.
You was about to push for more conversation and to get to know him more. But you was rudely interrupted by Drew.
"Y/N/N, ready to bounce?" He shouted from the door.
"Give me your number love, can't let a beauty like you go without my number" he said.
He handed you his phone and you put your number in under the name 'Y/N/N😘'.
"I gotta shoot off, call me though.. Finn." You said.
He replied with a wink as you walked out the store, a light blush on your cheeks.

Jack Dylan Grazer
You and your friend Lily were walking down your street to grab some snacks for your sleepover that night. It was around 10:30pm and you were laughing and snapchatting. You took a video of you pouting and laughing at the camera and meant to send it to Lily. But your finger slipped and sent it to your celebrity crush, Jack D Grazer. He knew of you because you lived in his area but you two were not even acquaintances.
"Shit.. Lily look" you showed her your phone and as soon as she looked he opened the video. You two stopped on the sidewalk and looked in anticipation for his reply, if you were even going to get one. After about a minute or two of waiting, you came to the conclusion that he ignored it. When you got into the shop your phone went off, it was jack.

Jack Grazer- lmao. guessing wrong person? plus is that u and ur friend I've just seen come into the store?

Your eyes widened and looked around the store. There he was. Leaning carelessly against the drinks fridge next to his friend, Finn. He looked up from his phone and you two made eye contact. He walked over to you leaving Finn behind and smirked.
"Cute video, wrong person I assume?"
"Erm yeah.. sorry about that" you chuckled. You and Jack continued small talk for a few minutes.
"Y/N let's go, it's cold and I don't wanna be out too late tonight, we can spend the night out tomorrow let's go!" Lily called from the door.
"Well uhh I best be off, see ya around?" You said. Really. See ya around? Gosh darn.
"Oh you'll see me around gorgeous" he winked "you best snapchat me later"
He smirked as you left the store with a heavy blush covering your face.

Wyatt Oleff
Your dad was a movie director and was working on his new project 'IT-remake'. You did have plans to see your boyfriend today but he cheated on you so you cancelled and dumped him. You came with your dad to work today to take your mind off it. You knew who was in the movie. Finn Wolfhard. Your ultimate celebrity crush and you were so excited to be on set because that meant you could see him. You were sat in your dads chair behind the camera while he went to talk to Bill Skarsgård, the actor playing Pennywise. A boy approached you. He had really curly hair and, quite a gorgeous face.
"Uhm hey do you know where your dad is? I uh, need to speak with him" he stammered, scratching the back of his head.
"He's talking to Bill at the moment, you can wait here with me until he comes back though!" You said sweetly, this guy was cute.
You two made conversation about the movie, you learned he was playing Stanley Uris, but you forgot to ask his real name.
"Wyatt? Wyatt Oleff on set please!" A lady with a clipboard shouted.
"Uh I gotta bounce, meet me back here after filming I'll give you my number"
"Sure! Break a leg... Wyatt" you chuckled.
Wyatt huh... what a gorgeous boy.

Jaeden Leiberher
Your mom was a professional photographer and had a 'young actor' coming in for a photoshoot with you. Your mom loved including you in photoshoots and even doing your own. You got quite the reputation as a young model and you were always being featured on magazine covers. Once you had everything done to perfection you sat around with your make up artist and waited for the boy to be ready, you still hadn't seen or met him yet.
"Okay! Is everyone ready?" Your mom called.
You turned around and your eyes fell on someone for who you presumed to be 'Jaeden'. He was gorgeous. His eyes met yours and he smirked. You both stoop in front of the white background and waited for instructions.
"Okay Y/N stand next to Jae and rest the top of your head on his shoulder, don't smile both of you keep a straight face." Your mom ordered.
After about 5 minutes of taking photos your mom changed the positioning once again.
"Okay Jaeden stand behind Chloe and hug her around the waist from behind"
"I want your number after all this gorgeous" he whispered in your ear as your mom winked at you. A blush creeped onto your face and you bit your lip.
"Perfect! This shots the one!" Your mom squealed.
You looked at the monitor and it was Jaeden smirking and looking at you, and you looking down and biting your lip. You two exchanged numbers and he left.