Bowers Gang Headcanons/Imagines

Scaredy Cat

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Everyone knows Eddie Kaspbrak is a nervous kid but Y/N, Eddie’s sister is even more of a scaredy-cat. Henry and Patrick could smell your fear a mile away. It’s the day before Halloween and the town of Derry is celebrating their annual haunted house attraction. Typically the last walk-through is at midnight, but Henry and Patrick have an alternative plan for their easily scareable victim.

It’s the middle of the afternoon and all anyone at school can talk about is how terrifying the haunted house attraction is going to be. I sit at an empty cafeteria table alone working on my history homework when suddenly I feel a hand grab my shoulder. I practically jump out of my skin, already feeling on edge from all the Halloween talk. I abruptly turn around to face whoever is behind me. To my surprise, it is Patrick Hockstetter and Henry Bowers. I shiver feeling the mixture of Patrick’s cool metal rings and callused hands slide down my arm, gently caressing my sides.  I try to lean forward to escape his unwanted embrace, both of them still snickering from my startled reaction. “Holy shit dude, you weren’t kidding she is worse than her wimpy brother.” Henry chortled. I look up at them with a confused expression which only makes Patrick look even more satisfied. “That's right Y/N, I’ve been watching you...studying you....taking a few notes.” Patrick takes a dramatic pause, grinning before continuing; “ I’ve learned a lot of interesting things about you. Like what your fears and phobias are, and what scares you the most- which is a lot coming from you.” Henry chimes in “We noticed the way you glance over your shoulder when you’re all alone, and how you quickly turn on a light when you get home so you’re not in the dark for long.” My eyes widen in shock, realizing they’ve been stalking me without me even knowing it. I finally mustered up the courage to speak but unfortunately for me, my voice dripping from uncertainty and apprehension; “What do you guys want?” With a playful smirk, Henry grabs a chair and turns it so the back of the chair is facing me, resting his arms over it as he sits down. Patrick takes a seat directly next to me but slings his arm around my side, trapping me against him and the table. Henry, never breaking eye contact, finally speaks up first. He licks his lips before leaning in close, his voice full of malice, “We just want to spend time with you. Be ready by midnight we’re picking you up.” They both begin to stand up and walk away but Patrick slowly turns back towards me, “Oh and Y/N... that’s an order.” With that, they both exit the cafeteria leaving me trembling in fear.

I anxiously get ready knowing they will be here in another 10 minutes. I told my mother I was spending the night at a friend's house. Eddie had already gone to his sleepover at Richie’s house so I couldn’t even warn him about my whereabouts for the night. As I finish getting ready, I can’t shake the uneasy feeling that I’m being watched. I chalk the feeling off thinking I’m just being paranoid at this point. I walk into my closet to grab a jacket. When I reach for the pull string to turn on the light, of course, the lightbulb is dead- just my luck.  I begin to slide each jacket down the rack trying to find the one I want when suddenly something-or someone grabs my wrist causing me to scream in terror. I pulled my wrist back with such force that I stumbled backwards falling on my ass. I try to scoot back to get away from whoever is now slowly approaching me. The tall dark figure slowly emerges from the dark closet, stepping into the light of my bedroom. My eyes widened in both panic and shock seeing Patrick standing there with an eerie smirk plastered on his face. In a mocking tone he says “You ready princess? It's time to go.” Still sitting on the floor with my back up against my bed, I then feel someone squeeze my sides from under the bed.  I let out another blood-curdling scream as I jolt forward frantically crawling towards Patrick now, not knowing where to go anymore. I distinctly hear Henry’s laugh from under the bed sounding satisfied that his little prank was successful. “Fuck, it’s a good thing your mom is such a heavy sleeper.” He says in an arrogant tone. Patrick flashes him a knowing smirk adding to Henry’s observation. “Yeaaah. I’m sure those pills probably helped, too.” This made both guys laugh hysterically.  “What?! What did you do to my mother?!” I ask in utter disbelief and confusion. “Ohh calm the fuck down, she’ll be fine she’s just having a good...rest.”  Patrick says now guiding me by my shoulder towards the door to leave the house now.