Can I go with you? ReaderXWinchester part one

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"Y/n, come on we need to go!"
"Dad, do we have to?" You we're playing tag with the Winchesters outside of the motel they were staying at. "I wanna stay and play with Dean and Sam." Your dad came over to you and put his hand on your back to lead you to his motorcycle.
"You can, after 'Uncle' John and I finish some business. You looked over you shoulder to find the two boys standing by their dad with bags in their hands.
"Their coming with us!?" You squealed. Your dad answered by putting on your helmet and buckling it for you. Once again you looked over to see 14 year old Dean and 10 year old Sam getting into their dads 1967 Chevy Impala. Your dad started his bike and you hoped on the back and held on for the ride. You loved going on motorcycle rides with your dad. Before you had time to wave to the boys your dad pulled out of the parking lot and the Winchesters followed closely behind. You looked back to see Dean riding in the front seat rocking out to whatever music was playing and Sammy sitting in the back making faces at Dean. You giggled and turned to look in front of you once more.
~~~~~~~~~~~~~~~~~~~~~~~time skip: 4. years------------------------------------
"Sammy!" You ran up to the younger brother and hugged him tightly. You have always had a small crush on him. You let go of Sam to pull the older brother into a rib crushing hug.
"Aw I've missed you guys it been ages!" You say moving your hands to exaggerate your words.
"It has been, Y/N." Deans voice had gotten much deeper. He was 18 now, you and Sam were just 14. John walked over to you and gave you a hug.
"Hi Y/N." he looked relived to see your dad, David, walking over to your small group. You had just been recently introduced to the 'hunter life' and the look of relief and regret had become very familiar to you. John and your dad hugged each other, in a complete manly way of course, and walked away to talk.
"Dad says there is a hunt that he needs David for." Dean said getting into the Impala.
"Yeah, my dad told me about that. A vamp nest right?" Sam nodded. "Alright let's get going then." You walked over to your dads motorcycle, put on your helmet, and yelled for your dad to hurry up. He did and you were, once again, on your way to hunt with the Winchesters.
~~~~~~~~~~~~~~~~~~~~~~~~time skip: 4 years----------------------------------------
It hadn't been long since your dad died on a hunt. A werewolf scratched a few centimeters to deep and it ruptured a major artery in his neck. You celebrated your 18th birthday drinking your dads left over liquor and crying. Until Dean and John showed up. John promised your dad that he would check on you every once and a while to make sure you were okay. They helped make your birthday slightly better. They bought you a cake and even got 18 candles. But one person was missing, Sam. Dean said his dad and him got into a fight and he went off to Stanford. You were proud of him but wished he was here. Throughout the years your crush grew into something bigger and bigger everyday. You denied all your feelings knowing he thought of you as a sister and nothing more. After the "party" you and Dean went on a ride. You on your dads ad now your motorcycle and him in his dads impala. You smiled as you pushed 100 with Dean following close behind. You ended up at a dead end and you decided it would be best to get home.
~~~~~~~~~~~~~~~~~~~~~~~~time skip: 4 years---------------------------------------
You got the call late at night. It was Dean. His dad, your 'uncle' died. You dropped the phone. You had lost another important person in your life. After your dad died he was the only one that still cared. He would drag Dean all the way across the country to come see you for your birthdays and just to say hi. You felt tears begin to fall down your face. You could hear Dean calling your name from your fallen phone. You bent down and pulled it to your ear. He had died in a car crash caused by the yellow eyed demon. You balled up your fist and felt your finger nails rip into your skin. Before Dean hung up he said he would call. He did once a week, then once a month, then once every two months, the amount of calls just got smaller and smaller until he never called you. Things were said about them, many things, especially Sam. His visions or whatever. You wanted to see him so bad. He still held a special place in your heart that no one else was able to replace.
~~~~~~~~~~~~~~~~~~~~~~~~time skip: 3 years----------------------------------------
You ran through the alleyway as something behind you threw a dumpster across the alleyway. A chain link fence was the only thing keeping you from the busy streets. You jumped as high as possible and grabbed onto the cold metal. You swung your legs over the top of the fence and dropped down on the busy street just in time for a couple to see your rush. You quickly hid your face and headed to where you parked your motorcycle. You named it Jed as a joke but it stuck and you found yourself calling it at in occasion. Jed was parked in front of a tattoo parlor/ ice cream shop. "I love Chicago" you said to yourself. You were dragged here on a hunt and you had to admit it wasn't all that bad. You hoped on Jed and headed towards you motel you were staying at. You thought about what you could be hunting while driving. It was down to a werewolf, a shapeshifter, or a demon. The only thing that was holding you back from the other possibilities was the extreme strength and speed of the creature. It threw a small bus at you just as you were making run for it. It began to chase you and you found it in front of you before you could blink. You were considering calling another hunter for help when you stopped in front of your room but quickly forgot about the thought when your stomach growled. The floor board whined as you put your weight on it. The fridge was empty and the vending machine looked like it hasn't been restocked since 1967. You sighed and grabbed your bag. "Time to find a bar"
***************************************
The bar was packed. You headed straight for the bar and asked for a beer. You could feel eyes on you as you sipped your beer. Finally you decided to look behind you but before you could the bartender asked you to go outside. You were confused and asked him why.
"These two men asked for me to tell you, I can walk with you outside if you want." He dropped his rag and began to untie his apron.
"Oh no thank you." You stood up heart pounding. Was it demons or the thing you were hunting or some creep? Your mind started spinning with possibilities. You swung the door open and stepped outside. In the parking space just next to the door there was your motorcycle and a 1967. Your face lit up as you saw a man standing next to it with sparkling green eyes.
"Dean!" You began to cry and ran up to him. He wrapped his arms around you and squeezed all the air out of you.
"Hi Y/N." he whispered into your hair. You felt someone sift behind you and you spun around ready to draw your gun.
"Woah, easy." A tall man with shoulder length hair stepped towards you wi his hands up. You instantly recognized who it was.
"Sammy!?" You began to cry even more. Not only did you have Dean back but Sam too. Best freaking day ever. You jumped onto him and he caught you.
"How's it going small stuff!" He smirked as he said 'small stuff'.
"Fan-freaking-tastic now that you guys are here, how did you find me?"
"We didn't, we came to check in the case and recognized your motorcycle.
"Jed." You corrected Dean on instinct.
"Jed." He said leaning down to your bike as if he was introducing himself to it. You giggled and pulled them into another hug and asked them if they wanted to go in for a round of drinks. Once inside you had to comment on their dramatic entrance.
"Why couldn't you guys just come say hi?" Dean and Sam laughed to themselves.
"If you think that was dramatic you should have seen deans boyfriend, Castile's, entrance. You raised your eyebrow and Dean hit same when he said boyfriend. You had no problem with Dean being gay but you were shocked.
"I am not gay Sam." Dean was turning red. Sam looked at you.
"Yes he is." You laughed and sipped in your beer once more. Dean hit Sam once again and then began in the case.
"What do you know so far?" Dean leaned forward to keep your conversation private.
"Its extremely fast an-" before you could finish the boys said it was a werewolf at the same time. "And strong, like it threw a small bus at me." This time same and Dean stayed silent and looked puzzled.
"Anything else?" Sam asked taking a drink of his beer.
"No, what about you?" You looked at Dean.
"Nope, this thing is really confusing the hell out of us." Dean sighed as he said the last part. You put a 40 on he table.
"Well I'm going back to the motel I'm staying at, moon bean, room 146, see you later boys." You started walking out of the room until Sam spoke up.
Sam's p.o.v.
"Can I go with you?" Y/N stopped in her tracks and looked back at me.
"Sure." She kept started walking once I began to get up. Dean looked at me.
"Look man, I know you like her but she is family to me and so are you and if something happens and I have to choose between you two, I won't do it." Dean started getting up to.
"I know Dean. Are you leaving?"
"Yeah. I'm going to grab some food and I'll be back at the motel, the one Y/N is staying at." I nodded walked to Y/N's motorcycle. She asked if I wanted to drive and I shook my head. She laughed as I slid into the seat. I was a moose rising a motorcycle. She started the engine and we drove to the motel. It was the best 10 minutes of my life, being able to have my arms wrapped around her waist, hugging her from behind. When we pulled up I was a little disappointed but hid it when she looked at me.
"Home sweet home!" She ran into her room and clicked on the lights. I walked into her room and smiled. Her laptop was on the desks and everything else was on the floor.
"Change much?" I asked gesturing my hands at the floor.
"Nope." She flopped into the bed and patted the space next to her. I did the same.
To *maybe* be continued :3

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⏰ Last updated: Nov 19, 2016 ⏰

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