Sleep was not welcomed in Jaclyn's world that night. She found herself staring at the ceiling and occasionally turning over to stare at the red digit alarm clock. She did this for what felt like hours, before she finally decided to get up.

"I bet some whisky will help me doze off", she said enthusiastically.

She loved any reason she had to drink. One of the disadvantages of coming around the Winchesters was that her and Dean were bad for each other when it came to drinking. They only supported each others alcoholism. And their lives were too hectic for anyone to discourage them from doing so. She walked through the corridors of the bunker, wrapping her arms around her body. Wearing a spaghetti strapped shirt through this place at night was always a bad idea, Sam kept it freezing inside. She approached the kitchen, and flicked on the light, heading over to stash that her and Dean shared. They had an entire cabinet dedicated to their bad habit. Opening it up, a variety of vodka, tequila, whisky, gin, and different wines were displayed in front of her. Grabbing the big bottle of Jack Daniels, she turned and grabbed a glass. After filling it with ice, she poured in the whisky and sat down at the table. She began to indulge in the hard liquor, still squinting each time she drank from it. Despite the many years of drinking, she still couldn't fully take the burning sensation.

"Maybe I should start mixing this with coke", she thought.
Though she knew she never would, doing that would cause the alcohol to be less effective.

"Whisky, at 4 in the morning?", she heard a slightly groggy voice say behind her.

Jaclyn snapped her head around, and found Sam standing in the doorway, rubbing his eyes with one hand, while the other supported holding him up on the door frame.

She gave him a sly smile, "Well, you know me".

Sam gave her a half ass laugh, "Ha..yeah".
He then proceeded to walk over to the table and slowly take a seat. Stretching out, he looked around awkwardly, as if he was trying to find the right words to say.

"What's on your mind, Sammy?", Jaclyn asked him, giving him a more serious look.

Sam looked back in her direction, "Uh..nothing. Just trying to figure out how this is going to play out".

"You and me both", Jaclyn replied.

Sam gave her a forced smile, Jaclyn could tell something was troubling him. She hated when he pulled the "I'm fine" bullshit, when it was clear as day that there was something up. Dean and Sam were both guilty of doing this. She was too, but she still found it irritating when they did it to her.

"Is this about me going with Death?", Jaclyn asked, though she was sure she already knew the answer.

Sam parted his lips slightly, looking to the side, stalling to answer for a moment. "Well...yeah. I mean, I don't feel exactly comfortable with you being Deaths personal hostage while we're out fighting", Sam stated.

Jaclyn only nodded, she understood where he was coming from. Though, despite her being nervous, she was excited. For two reasons, one being that she was going to be working with the most deadly and powerful creature in the world. Two being the most obvious and real reason, she was attracted to him. She still couldn't figure out why though.

"Jaclyn", Sam said, wanting a response from her.

She looked him in the eyes and sighed, "It's already been done. Nothing we can do now unless you want to give back the scythe offer".

It was Sam's turn to say nothing, he just sat back in his chair and looked over to the side. He had a lost look in his eyes. Her heart always felt crushed when she saw him look like that. He really had the beaten puppy dog look down.

Jaclyn cleared her throat, "Well...got any advice for me?".

Sam snapped his head back over at her, his thoughts clearly were broken by her speaking.
"Umm", he started, "just don't piss him off. That never seems to do us any good".

Jaclyn laughed, "Thanks for the inspiring advice", she joked. "You should write books with all that wisdom you give out", she teased.

Sam offered her another half ass smile, "Thanks for that".

Jaclyn chuckled and gulped down the last of her whisky, and stood up. Pushing her chair back in, she began to stretch. "Well, I probably should get to bed. I have to get up in a couple of hours", she said.

Sam nodded, "We'll be heading out early too".

She gave him one last smile, "Well, goodnight, Sammy".

Turning, she headed out the door.

Sam looked up at her leaving and spoke up, "Hey, Jackie?".

Jaclyn stopped and turned back to look at Sam. He gave her a distant look, not saying anything at first.
"Umm, nevermind. Have a goodnight", he said.

She gave him a skeptical look, but then nodded and headed back to her room.

"They always act so suspicious", she thought to herself.

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7 A.M came way too soon. As soon as she jumped back into bed after talking with Sam, she passed out. Her two and a half hours of sleep felt more like thirty minutes. Her alarm blared it's annoying pattern of beats, causing her to groan in discomfort. Laying there, deciding if leaning over to turn off the alarm was more important than staying under the warm blankets. Realizing the sound of the alarm was going to drive her to the brink of insanity, she finally reached over and slapped the off button. Forcing herself to sit up, she threw her legs over the side of the bed and got up. She knew it was time to get ready, she wasn't sure exactly when Death was planning on coming. After showering and blow drying her hair, she grabbed her already set out clothes. Throwing on a tight black v-neck, along with army green skinny pants, and a pair of black vans. She ran her hands through her hair and debated on putting any makeup on. After deciding she looked rough without it, she quickly placed some on, then headed out of the bathroom to find the boys.

She found Dean and Sam in the library, sitting in their usual spots. Dean was eating a plate filled with food, while Sam sat at his computer, surrounded by papers.

"Morning boys", Jaclyn greeted.

Dean and Sam both looked up and gave nod.

Dean giving her a cheeky smile, "Made biscuits and gravy, go get some".

"Yes sir", she acknowledged, making the short walk back to the kitchen.

After getting a biscuit and some eggs, she made her way back to the library and took a seat right next to Dean. He was still stuffing his face, completely occupied. She started taking bites, savoring how good Dean's cooking really was. Looking down at Deans arm, she saw the mark of Cane, barely poking out of his rolled up long sleeve button up. She knew that it had been bothering him a lot more lately, and she was beginning to get worried about it. Perhaps that was another part of the mission that the boys failed to mention to her. Deciding to ignore it for the sake of stress, she continued eating.

"6 kids missing", Sam spoke up randomly.

Jaclyn and Dean turned their attention to Sam.

"Down in Olathe, Kansas", Sam continued, "They've been picked off one by one over the past couple of weeks".

Dean squinted his eyes, "And you think this could be where the Leviathans could be regrouping themselves?".

"Could be", Sam responded, "Either way, it's a case".

Dean shook his head slightly, "I'm not sure we should be go.."

"Good morning", a voice said, cutting Dean off.

They all looked over to their right, and saw none other than Death standing in front of them. Standing in his usual posture, he stared at them with his attentive eyes. Dean's mouth was still wide open from being in mid sentence, and he seemed like he wasn't sure how to respond.

Sam stood up slowly, "Uh, wow, you're already here".

Death turned his attention directly at Sam, "Well, it's 9:30 A.M, and I did say I would be here in the morning".

Sam gave his typical questionable look, "Yeah, guess you did".

Death took a couple of steps towards the table, looking around the building. "It's been a while since the last time I was here".

Dean followed Death with his eyes, "You mean you've been here before?", he questioned.

Death only glanced at Dean for a moment, before returning to looking around. "I have reaped many men of letters here", he informed.

"Ah, I see", Dean replied, in an awkward manner.

Death then turned to look directly at Jaclyn, "Well, my dear, are you ready to get going?".

Jaclyn was caught off guard by the question, despite the fact that she knew it was coming.

"Umm...yeah. Just let me grab my things", she said turning to leave.

Before she could do a full turn, Death lifted his hand and snapped his fingers.

"No need", he said, "Already taken care of".

"Oh", she said, surprised by the formality.

"So, uhh", Dean started, "where is it?"

Death gave Dean a look of vexation, "Already worried that I haven't worked with our agreement?", Death questioned.

Dean opened his mouth to say something, but was cut off by Death again. "Of course I brought it, I always keep my agreements".

Death turned and walked over to a table at the corner of the room, turning, he now had the small scythe in his right hand.

"Now", Death started, "Lets hope you can keep yours".

Death walked right up to Dean and stood in front of him. "Now, Dean, I need you to understand something".

"Okay", Dean said in his typical manner when speaking to Death.

Despite the look of impatience growing on Deaths face, he continued. "This is not a toy, you must wield this with caution. Such a powerful tool should not just be given to anyone. Do not make me regret this, Dean. Because if you do, I will make you regret your existence".

With that, Death handed the scythe to Dean, who accepted it carefully. Death turned away from Dean, and Dean looked back from Sam to Jaclyn, a nerved out look on his face.

"I believe we should be going", Death announced, ushering Jaclyn with his left hand.

Grabbing her over the shoulder bag that was on the back of a chair, she nodded and walked over to him. Death turned and started walking to the spiral staircase that went to the front door. Dean and Sam followed close behind, walking up the stairs and out the door with them.

Once she stepped foot outside of the bunker, the bright lights hit her like a blinding light. Raising her arm to cover up from the rays, she walked forward, still following Death.
She saw right in front of them was a pale grey 1959 Cadillac. She could have freaked right there, she loved old cars.

"This must be his "modern" way of getting around", she observed to herself.

Death walked over to the driver side and opened up his door. Before getting in, he looked back at Sam and Dean, "Do not forget what I said".

Dean and Sam both nodded, "Of course", they both said.

Death gave them one last glance before getting in and shutting the door. Jaclyn turned back to the Winchesters, and smiled at them, feeling a little sad to be departing from them. Sam stepped forward first, grabbing her into hug.

"Remember what I told you last night", Sam advised.

"It's hard to forget anything you drill into my head", she joked.

Sam smiled, "Be good, we'll see you in a few days".

She gave him an uneasy smile an then turned to Dean. Dean pulled her into a tight hug, placing a hand on the back of her head.

"You be careful, we'll see you again before you know it", Dean tried reassuring her.

"I believe in you guys", she said.

"Just don't pull any corny movie lines on me", he said, roughing her hair up.

Jaclyn lightly pushed Dean away in a joking manner, and gave them one last smile.

"Good luck", she said.

"You too", Sam replied.

Dean walked over to the passenger side of the Cadillac and opened the door, letting Jaclyn get in. Dean shut the door, and took a few steps back. Looking out the window, she waved, as they returned the gesture. Looking back at Death, he turned the car on and started driving forward.

"You think they stand a chance?", she asked.

Death glanced at her, "Now that is a question I don't quite know the answer to".

He continued driving on towards the trees, before she could object, they disappeared into a bright light.