Imagine this...

~I've had this imagine for a while and finally got around to posting it. If you have any imagine/preference ideas you'd like me to try to write just let me know and I'll see what I can do~ Traveling with those boys was going to be the death of you. For the past three days you and the Winchester boys had been hunting this shapeshifter that only seemed to hunt at night. Which unfortunately meant some very restless nights for you, the newest member of Team Free Will. The two knuckleheads had also decided to start this feud that lead to them refusing to stakeout with each other. Leaving you to lose your sleeping rights for pretty much forty-eight hours. You didn’t mind staying up all night, but would’ve liked to sleep for at least a few hours after the stakeout. To your chagrin one of the brothers always seemed to wake you up after less than two hours of sleep. You were on the verge of a mental breakdown. All you wanted was five freaking hours of sleep! Was that honestly too much to ask for? Apparently so. Finally on the third day the case was over and you guys had not only killed the shapeshifter, but also saved a single mother and her two kids. While ecstatic that they had saved some innocents you were also way beyond exhausted. All you wanted to do was find a nice cozy spot on a motel bed and sleep for a decade or two. Unfortunately for you Sam and Dean managed to pick out the only hotel that’s elevators were not in service. To put the cherry on top your room was also on the top floor. Which meant stairs and a lot of them. You could’ve sworn they climbed nearly a billion flights of stairs before finally reaching your floor. To your dismay neither of the brothers would listen to you as they practically dragged you the opposite direction from where they were supposed to go. Dean insisted on going left and of course little brother Sammy is quick to follow; leaving a very fuming you to be dragged behind them. After reaching the other end of the hotel Dean finally admitted he was wrong and you all walked to your room with an embarrassed look on his face. You were too tired to even send the jerk a smug grin. Instead you threw the door open and landed face first on the cardboard feeling bed. At that point you wouldn’t even care if you were sleeping on a bed of nails. All that mattered was that you were finally able to get some sleep. Usually one of the boys would share a bed with you, but as luck would have it Sam decided to bring back chivalry and took the fold out couch. Leaving you and Dean to the two queen sized beds in the bedroom. It was times like these that you loved Sam to bits. Sleep soon evaporated, but the weary tiredness remained. Trying to figure out what woke you up you quickly figured out it was Dean blaring the television. Grumpily you slid off the bed ready to give Dean a piece of her mind. When you looked over at him though he looked too adorable to beat into a bloody pulp. He had fallen asleep sitting up with his back propped up with a pillow as he hugged his second one to his chest. Instead of unleashing your fury on him you picked up the remote and switched off the television. Laying back down you waited impatiently for sleep to takeover. Instead of sleep all you heard was the horrendous sounds of Sam snoring away through the paper thin walls. Now you remembered why Sam usually stayed with them in the room. He snored whenever he slept alone. You thought it was a conscientious courtesy probably that kept him from snoring while with someone else. Still you knew that you would never fall asleep with Moose snoring away without a care in the world. Slumping out of bed you left the hotel room snatching Dean’s keys on the way. You came up with the perfect place to sleep. That was even better than the TV blaring, Moose snoring, cardboard bed, hotel room. Soft leather bench seats were your friend. Brother’s POV Dean was the first to wake up that morning. He was confused, because he swore he fell asleep with the TV on to drown out the sound of Sam snoring. When he opened his eyes though the television screen was black. Looking towards where (Y/N) had collapsed after getting to the room. Weirdly enough her bed barely looked slept in. He shrugged it off thinking she was out grabbing a drink or something from the mini fridge. Walking into the main room he saw his little brother still sleeping the day away, but there was no (Y/N) in sight. At this point he was beginning to feel deeply unsettled. It wasn’t like (Y/N) to just disappear. Something terrible must have happened to her while they were sleeping. Tripping over himself he shook Sam awake. The younger Winchester woke with a startled snort. “Wh-What is it?!” He called out alarmed.”(Y/N)’s gone! I don’t know where she went.” Dean struggled to pull on his shoes. Sam was quick to follow his older brother’s lead. He was worried for their friend’s safety. Especially knowing about all the things that went bump in the night. “Are you sure, Dean? I mean maybe she just went outside for a minute.” Sam asked as they ran down the stairs taking three steps at a time. “I don’t know, Sam, but I got this pit in my gut that tells me something isn’t right.” Dean stumbled slightly, nearly missing his next step. Sam was unsure. He knew (Y/N) was very capable of looking after herself, but he had to admit that there was something sketchy about the whole thing. The two brothers barreled out of the hotel and into the parking lot. They had no clue what they were going to do. All they knew was that they had to find (Y/N). As they approached the Impala; Dean searched his pockets for the keys. He stopped in his tracks as he found his pockets bare. Sam continued towards the Impala unaware that Dean had stopped short of his beloved muscle car. Sam stopped, confused as he saw a bundle of blankets on the rear seat. Walking around the other side he immediately recognized (Y/N)’s (H/C) tresses tangled together from sleep. “Dean!” Sam chuckled quietly hoping not to wake up their tired friend. “What?!” Dean asked frazzled. Sam nearly burst out laughing at the sight of his older brother with a worried look on his face and his empty pockets inside out. “Come here.” Sam beckoned Dean closer meanwhile peering through the window. Dean walked hesitantly towards his car. He stopped on the opposite side of Sam. Focusing on the blanket that was strewn over an object in his back seat. He was about to ask Sam what the problem was when the blanket shifted. “Holy Shit!” Dean jumped startled that the thing actually moved. He hurriedly pulled his gun out of his jacket. The blanket shuffled again, this time revealing a very familiar (H/C). Laughing he released the gun and brought his hand out of his jacket. “So that’s where she disappeared to.” Dean chuckled stepping away from the car. “Seems so. Why don’t we leave her and grab something for breakfast.” Sam suggested moving around the car to where Dean was. “Yeah good idea. I swear she was developing insomnia or something. She barely slept at all for forty-eight hours.” Both boys shrugged heading towards the closest diner by foot. Leaving an exhausted (Y/N) to rest in peace. Thank God.