Bill
It's been two weeks since you guys started looking in the woods with each other. You guys went everyday at least for a hour. Talking while looking for clues. You two grew close due to the fact that you guys talked about deep things. At this point Bill really liked you and your really liked him. You just hanged out with the loser's club for the first time before going to the woods. You guys just finished looking and went your spot. The spot when you ran in to each other become your spot. It was in the beginning clearing of the woods. You two sat at the trunk and Bill did something he wanted to do for a while.
"H-hey Y-y-y-y/N I w-was wondering I-if you w-would maybe g-go t-to the d-dinner w-w-with me t-to g-g-get m-milkshakes t-tomorrow... a-a-as a d-d-d-date." Bill stuttered out. I opened my mouth wide and smiled. It was happening.
"Of course, Bill! I've been waiting to see if you liked me and well... you did!" I exclaimed and I kissed his cheek making him blush. And him blushing made me blush. We got up and walked home with our first date in mind.
Stan
It's been all summer since Stan and Y/N started to like each other or to rekindle our crushes. The Pennywise happened and school started two weeks ago and the loser's club was getting mad about how obvious there crushes were on each other. Right now they where bird watching together. Stan loved sharing something he loved with her and you loved how passionate Stan was about it. Stan and you were really close after the summer you went through. Stan wanted to do something big today. Just as they where finishing Y/N laid in Stan's arms as they where leaning against a tree. Stan looked at her and was so in awe he couldn't wait anymore.
"Y/N, do you want go to the fair with me? As a date?" Stan rushed out. You immediately sat up and with the biggest smile on my face.
"Yes, I would absolutely love to accompany you m'lord." I said giggling.
"Wonderful, m'lady. I meet you there at 4pm?" Stan said smiling. I nodded and got up. Waving goodbye to Stan. I quickly biked home. I couldn't wait to call my best friend and tell her. I have a date with Stan.
Richie
You and Richie meet up for the first time since your exchange at the arcade. It was two days later and he was going to show you some stuff. You rolled up and went inside the arcade.
"Hey, Sweet checks. How you doing?" you smoothly say.
"Fine since it's our first Date babydoll." Richie added smirking.
"This is a date now? You did tell me. How do you know I don't have somebody else?" I replied.
"Well you won't flirt like that if you had someone would you know" he stated.
"I guess I wouldn't. Guess your gonna have to hold me down. Make sure I don't." You say smirking. You could just tell Richie liked you. I mean we wouldn't be here if he did. Gosh, I can't believe I just basically told Richie freakin Toezier I liked him. This should be fun.
Eddie
You ran into Eddie at the Pharmacy a couple of weeks later. I was getting medicine for my baby brother.
"Hey, Eddie" I say waving. He was startled by me not expecting me to be there.
"Oh, hey Y/N! How are you?" Eddie asked.
"Good, my baby brother is sick. I picking up medicine. I swear he is a germ magnet." I say.
"Oh poor thing. I recommend this medicine. It works the best. I have experience." Eddie says. I nodded and grabbed it. I turned around to check out before I heard my name.
"Um, Y/N I was wondering if you maybe want to go out sometime?" Eddie said. I couldn't believe my ears.
"Of course, Eddie. I would love too." I said. I checked out and headed home quickly. And excited.
Author's Note
Hello Readers! Did you like this chapter? I would personally like to thank _WyeetOlaf_ for giving me a shout out and reading my book. Update Soon!
~ C