(Jeff the killer x sister reader)

Date day

"Helen?" He smirked at me as he moved closer kneeling down to my height. "What made you this sad? Huh princess?" He caressed my wet cheek. "N-nothing." I pushed away his warm gentle hand to roughly dry off the tears. "I've been told that I'm a great listener." He pulled me towards him so that my head layed on his chest.

I decided to tell him the events that occured before and after I became a proxy. "Hmm always knew Roger's was a bastard." He pulled me more into an embrace wrapping both his hands on my body. "Hey shhh its okay I'm here." He cooed rocking my crying delusional self. "There there princess let all out." He continued as I let it all out.

"Why do you care?" I asked through the tears. "Because I see some of me in you." He smiled lifting me up. "Come on let's go to town." He offered gently intertwining his hands with mine. "You're blushing." He chuckled pointing my cheek with his slender finger. "I-I sh-shut up!" I mumbled dragging him through the manor to get to the front door.
"Didn't think you were this brave." I shook it off still dragging him along the way. "What I just want to go on my first date." Now it was his turn to blush. "B-but I'm way older than you." He choked out as I continued to drag him off giggling. "And? I'm dead I don't think I can even age." I halted to look back at him and gently pat his cheek.

"Wait?" This time he was the one flustered. "Do you even like me romantically at all?" He raised a brow as he pulled me closer again. Nervously I didn't know how to respond after all Helen is someone I craved for. "Yeah so what." I stated into his blue hues watching as his face twisted into a gleeful expression.

"Isn't that precious the little princess likes me." He chuckled this time he was in front dragging me through the trees and thickets. Gently he guided me towards the nearest town, "Hey Helen does this make us official or not?" I huffed brushing away stray hairs that covered my eyes. "I don't know, that's up to you after today." Helen smirked as he sped up the pace just a little.

"Slow down please?" He only brushed it off and sprinted, his grip was now tighter than before. "Helen please!!" I yelped as he dragged my smaller body towards the town. "Nah don't think I will." He laughed turning his head slightly to catch a glimpse of my panicked, crimson face.

"I'll stop, we're here anyways." He huffed, I stared in amusement as his chest rose and puffed up with every breath. "See something you like hmm?" He asked ruffling and tossing his hair back. "Let's j-just go to the m-mall." He seemed content gazing at my flustered face.

"Alright." He put his hands up in surrender following me as I walked through the lonely streets with Helen. "Here." He draped his coat over my shoulders that I didn't realize were full of goosebumps. "You look pretty cold." He patted the coat making sure it would sit comfortably.
"Thank you Helen I didn't even realize how cold it was today." As we continued walking my mind couldn't help skip over to the numerous pastas that had seemed to fall in love with me.

"Oi princess we're here." He gently shook me, wrapping an arm around my shoulders to guide me somewhere. "Sorry I was lost in thought." We walked to numerous stores laughing about random topics. "A-nd then he screamed like-like a petrified rat when I popped out!" I managed to get out the story of when I decided to scare Jeff for the first time with laughing interrupting the whole thing.

"Hungry?" He pointed to a food court with numerous joints. "Nah not today." I giggled still laughing about the whole Jeff story. "Well how about we have a stroll at the park that's across this place?" I grabbed his hand nodding as well as intertwining our fingers together. "Yes!" I beamed hugging his torso as he patted my head. "Alright let's go now shall we?" I nodded walking alongside him noticing all the small details about him, the small scars he had, as well as his hair that looked both shiny and matted which made absolutely no sense.

"Am I pretty?" He asked pulling me out from my daze, I didn't know how to respond to half of the questions he asked me. "Umm..." I didn't answer which could've been bad seeing as his reaction shifted only a little. ",hm." I looked down at our hands a small feeling was felt, I didn't know exactly what it was, all I knew was that it felt warm and tingly.

"Okay your majesty we're here." He pointed to the abandoned jungle gym with a set of rusted chained swings. "Push me?" I looked up as he nodded his head, excitedly I ran towards the swing set chaotically hopping on prepared to be pushed. "You know what princess you're sort of cute." He smirked gently pushing my back as sung back and forth. "You're not too bad looking either." I jumped from the swing doing a small front flip. "Taa daa!" I beamed both hands up, "not bad." He chimed clapping as he slowly approached me. "Why thank you?" I gave a little bow at the end.

"So anything you would like to do?" I chimed gripping both his hands, swaying back and forth. He gave me a deep gravelly chuckle that sent pleasurable shivers down.
"What do you say princess ready to head back or you want to do continue here?" I shrugged not knowing what I really wanted to do. "I guess we could head back since it is going dark." Carefully he wrapped an arm around my waist pulling me closer. "You're pretty warm for a dead girl." He chuckled pulling me in further in his side.

"Well I've always been a warm person except in winter that's when the low iron definitely hits." I gave a dry chuckle walking fairly slow trying to say something to break the silence. "Did you have fun today?" I asked swinging our hands and marching on happily. "Today was eventful and fun." He patted my head gently oh how i craved more.
"What do you say Woods are we official?" He asked as my heart pounded loudly, a familiar tinge in my heart, the ever so lasting warmth.

"I....."

AN... Alright yall last chance before she says yes to bloody painter will she say yes or no to his proposal that's all up to you all in the comment section...
If you day no just say which character you'd prefer highest pasta wins!!!!!