After Sam told Jamie everything, from why their father died, to the reason their mother and Jessica had died, killing Yellow Eyes, their father climbing out of hell and then disappearing, and why Sam was killed, including everything that lead up to it, Jamie was sitting sideways in the big chair she was sitting in, holding her knees to her chest again, staring into nothingness. She couldn't believe all what their family had gone through, she hated that she didn't know, but she hated herself more for not being there in the first place.
Dean stood there, leaning against the wall. He clears his throat. "So, is there anything you can think of, come up with, to help us?" Jamie looks up at Dean, but not at his eyes, "I…I might. I'll have to look in my books." At that moment, Jamie shoots up and starts walking to the back door. "You coming?" she asks her younger brothers without looking at them. Sam stands up, meeting up with Jamie in just four long strides, Dean following behind him. After the boys walk out the back door, Jamie walks up to it and locks it. She leads them to a cellar that's by the garage.
As they all walk down the a few steps and the brothers share a confused look, as if they're older sister was crazy. All they saw was the average, old cellar-cobwebs all on the ceiling, a few small stools splayed around, they're even holes in the cemented walls. Jamie grabs the little flashlight that was attached to her keychain as she closes the cellar doors above her. She shines it towards Dean's face then Sam's to see their reactions, they were both dumbfounded. Jamie laughs to herself. "Guys, I'm the daughter of a hunter. Have you ever known a hunter to not have a hiding place?" She walks to the middle of the far wall and places her hand inside one of the holes in the wall, both of her younger brothers watching in disbelief.
Inside the wall, Jamie wraps her fingers around something iron and yanks on it hard. The wall moves to the side to reveal a bigger room, bookcases on every wall so large that it looked like it was what the wall itself. There were devil traps all over the floors and walls, a big, circular table in the middle of the room. From what the boys could see, all the walls were iron, even on the back side that is facing the secret room was plated in iron. As the secret door opened, the lamps that were splayed around the room automatically turned on. Dean and Sam's mouths dropped. Jamie walked into the room, slowly followed by the two younger Winchesters. "Wha…how'd you do this?" Sam asked. Jamie shrugs. "Had a boyfriend that worked in security for the government. He helped me out a bit." Dean rolls his eyes. "Of course. Jamie, you could never find someone that was just a regular guy." She squints her eyes at Dean. "Yeah, remember that time you dated that guy that ended up being the son of a someone that owned a amusement park?" Sam chimed in, "Yeah," Dean says as he remembers, "And it so happened that you waited to break up with him until both our birthdays passed." Jamie looks away from Dean and Sam, picking at one of the bookcases. "Then there was the guy who ended up being the son of the person who owned the house dad rented for a few months. And we ended up with a lot more money than we usually had when we rented a place." Sam pointed out as they all walked into the secret room. Jamie closes the wall behind them, "I have no clue what you're getting at." Dean grunted. "Just how long did you date this guy?" He asked. Jamie shrugs, "Like, six months." "About as long it took to make this room?" Sam asked, smirking. Jamie shrugs her shoulders. Both Sam and Dean glare at her, Dean with his arms crossed. "I didn't do it intentionally!" She blurted, walking farther into the room. Sam walks to the closest bookcase, looking at all the books that were on it. Dean just stands there, watching his older sister jumping from bookcase to bookcase, grabbing a handful of books from each one a few different times. When there were too many books for her to hold, she forcefully hands them to Sam, "Why do I have to hold all the books?" He asks irritated. "Cause you're stronger," Jamie says as she looks at more book, "And a lot bigger." Plus, Dean wants to have little to no interaction with me. She thought to herself. She pauses for a moment and looks down, And he has every right.

When Jamie picked out all of the books she believed she needed, which most of them looked to be about a hundred years old, her and the two younger Winchesters walked back into the house, Jamie locking the door behind her, and the three of them sat around the island in the middle of the kitchen, each of them taking a book, tossing the book to the side when done.

Dean glances up at Jamie every now and then, he just can't believe how much she has changed. The last time he saw her, she had her hair dyed black with random colors all around it, she was skinny, always wearing a bunch of black eyeliner and dark makeup. The years have changed her. Now, there's not a bit of makeup on her, she's a little chubby, no, healthy looking and a lot more muscle, and she let her natural blonde hair grow out, which she had to do years ago because now it falls past her shoulder blades. She looks so much like their mother. Well, at least from what he could remember. She didn't really look too old, but, in a way, she looks older than 34. She always looked older than she was. Dean thinks to himself, biting back the anger that sourced through him. This is why he would never allow himself to think about his sister or his early childhood-it was too much for him. Her leaving had caused him so much anger and bitterness that was still inside him that it would make him see red. How can she just sit there so calm? He thinks, trying his hardest to keep his mind on the book that was in front of him. We're sitting right here, the two brothers that she abandoned. And she's just sitting there.

Jamie was on edge, her baby brothers were sitting right in front of her, she was told everything that had happened to them up to Dean's deal. And all of this was her fault. Everything. She never stopped kicking herself for the decision she made all those years ago. She was happy were she is now, but it never at the expense of her family. It took her everything not to burst into tears, climb over the island and hug both her brothers as tight as possible and beg for their forgiveness. But she knew better. She had to be strong, like she always was. They needed her to be in control of herself and be the adult. Jamie's brothers were very intelligent and independent, but they worked and concentrate better when they didn't have everything on their shoulders. She was going to make up everything to Sam and Dean. Jamie was going to help Dean the best she could. She wouldn't stop until she's read every book in her library at least twice. And if she couldn't find a way to help him, or help find the demon that held the contract and kill it.
Jamie raises her hands above her head and takes a long stretch. Her body was stiff and ached something fierce. Guess I've been hunched over longer than I thought. She thought to herself. As she stretches she glances up at the clock on the microwave. "Damn." She exclaims. Both Sam and Dean's heads snap up. Jamie's face blushed, "Um, didn't know it was five already." She says sheepishly. Jamie goes back to reading the book in front of her when she hears a car door slam. Her head snapped up, both Sam and Dean tense up when seeing the fear in Jamie's eyes. "SHIT!" She takes a deep breath and collects the scattered books and quickly stacks them neatly. Jamie runs her hands through her hair, trying to relax, and looks towards her brothers, willing the words to come to her. "Jamie, what is it?" Sam finally asks. "I…I have to tell you something." Dean and Sam just look at her impatiently, "I don't know how you'll take it, but it…please don't hate me from keeping it from you." She says with tears in her eyes, "Please." Next thing the three of them heard, someone had opened the front door. "MOM! I'M BACK FROM PRACTICE!"