The father and daughter were standing staring at Sam's body, when Bobby walked in holding a bucket of fried chicken, looking at the two, "Dean? Ryleigh?" he hold the bucket out towards the two.

Dean shook his head at his father figure, ""No, thanks. I'm fine."

Ryleigh also declined the food, "Me too, I can't eat right now."

Bobby shook his head looked at the two of the he was worried about them, "you should eat something both of you."

Dean rolled his eyes and snapped, "I said I'm fine."

Ryleigh sighed looking at him, "I just really couldn't keep it down right now."

Dea takes a drink from a bottle of Whiskey, and Bobby looks at him, "Dean... I hate to bring this up, I really do but don't you think maybe it's time that we bury Sam?"

"No." Dean declines.

"We could" then Bobby sighs "maybe..." then he trailed off.

Dean just looked at him, and said calmly. ""What? Torch his corpse? Not yet."

Bobby looks at Dean then at Ryleigh "I want you to come with me both of you"

"I'm not going anywhere." Dean tells him

"I'm not going anywhere either" Ryleigh was going to stick with her father.

"Ryleigh, Dean, please." Bobby tries to plead with the two.

Dean looks at him "Would you cut us some slack?"

"I just don't think you either of you should be alone, that's all. I gotta admit, I could use your help."

Ryleigh shook her head at the man, "trust me, Bobby I am no help to anyone like this."

He nodded at her answer and looked at Dean, "Something big is going down– end-of-the-world big."

Dean was angry and sad and hurt all at once and it seemed like nothing else matter now that his baby brother was dead, he yelled "Well, then let it end!"

Bobby gave him a look, "you don't mean that."

But at the moment Ryleigh thought 'I really think he does at the moment and I don't blame him he just lost his little brother.'

Dean gets up and stands in Bobby's face "You don't think so? Huh? You don't think I've given enough? You don't think I've paid enough? I'm done with it. All of it. And if you know what's good for you, you'd turn around, and get the hell out of here." then Dean suddenly shoves Bobby yelling "GO!" he pauses then says in a softer voice "I'm sorry. I'm sorry. Please, just go."

Bobby sighs "You know where I'll be." then he turns and walks out of the room.

Ryleigh sat beside her dad and even though he usually wasn't the 'chick flick moment' type, she still laid her head over on his shoulder but didn't say anything since she knew that nothing she said would make this better, he wrapped an arm around her shoulder knowing that she needed that comfort as much as he did neither said anything about it but Dean was talking to Sam and Ryleigh was listening to him talk, word because I know nothing I say will make this better so I just listen to him talking "You know when we were little— and you couldn't have been more than 5— you just started asking questions. How come we didn't have a mom? Why do we always have to move around? Where'd Dad go when he'd take off for days at a time? I remember I begged you, "Quit asking, Sammy. Man, you don't want to know." I just wanted you to be a kid... Just for a little while longer. I always tried to protect you... Keep you safe... Dad didn't even have to tell me. It was just always my responsibility, you know? It's like I had one job... I had one job... And I screwed it up." He pauses "I blew it. And for that, I'm sorry." he wipes tears from his face before continuing "I guess that's what I do. I let down the people I love. I let Dad down. And now I guess I'm just supposed to let you down, too. How can I? How am I supposed to live with that?"

Ryleigh looked up at him still having her head on his shoulder "Dad this isn't your fault... you couldn't have prevented this... no matter how many times you think you could have it still would have happened"

He just gives her a sad little smile before speaking again with tears falling down his face making her tear up again "What am I supposed to do? Sammy. God. What am I supposed to do?"

Then he yells "WHAT AM I SUPPOSED TO DO?!" Making Ryleigh jerk back from the sudden yell and a little while Dean walked out of the room with a determined look on his face and Ryleigh being herself she followed him, to see what the hell he was planning.

Ryleigh parked and got out of her car and silently walk towards her dad staying in the shadows and hear him say, "Oh come on already. Show your face, you bitch!" then a beautiful woman in a black dress appears a crossroads demon. Making Ryleigh furrow her brow, 'what are you planning dad?' was the thought in her mind right then.

"Easy sugar, you'll wake the neighbors." She flashes red eyes for a moment. "Dean. It is so, so good to see you." She Inhales sharply "I mean it. Look at you. Gone and got your family killed. All alone in the world. It's too sweet. Excuse me, you're gonna have to give me a moment." she walks closer to dad "Sometimes you gotta stop and smell the roses."

Dean glared at her "I should send you straight back to hell." He tells her and the demon laughs.

"Oh, you should. But you won't. And I know why."

"Oh yeah?" Dean tells her in a challenging manor.

"Yeah. Following in Daddy's footsteps. You wanna make a deal. Little Sammy back from the dead, and—let me guess— you're offering up your own soul?"

"There are a hundred other demons who'd love to get their hands on it. And it's all yours. All you gotta do is bring Sam back. And give me ten years— ten years, and then you come for me." Ryleigh sighed to herself, 'of course that's what he's doing.'

The demon smirks "You must be joking."

"That's the same deal you give everybody else."

She just smirks at him stepping closer to him "You're not everybody else." then she lowers her voice and says something else but Ryleigh can't hear it because she's not close enough and can't risk getting closer and being spotted.

"Nine years." Dean tries.

But the Demon denies "No."

"Eight."

The demon laugh "You keep going, I'll keep saying no."

"Okay, five years. Five years and my bill comes due. That's my last offer— five years or no deal."

The demon leans in to seal the deal "Then no deal."

"Fine." the eldest Winchester tells her

"Fine." she starts walking away "Make sure you bury Sam before he starts stinking up the joint."

Dean calls out "wait" the demon turns around and says softly "It's a fire sale, and everything must go."

He looks at her "What do I have to do?"

"First of all, quit groveling. Needy guys are such a turnoff. " she sighs "Look... Look, I shouldn't be doing this. I could get in a lot of trouble. But what can I say? I got a blind spot for you, Dean. You're like a... puppy. You're just too fun to play with." the demon sighs again "I'll do it."

"You'll bring him back?" Dean asks.

"I will. And because I'm such a saint, I'll give you one year, and one year only. But here's the thing. If you try and welch or weasel your way out, then the deal is off. Sam drops dead. He's back to rotten meat in no time. So... It's a better deal than your dad ever got. What do you say?"

Dean grabs the demon and kisses her to seal the deal.

Ryleigh bit her lip and waited a few minutes until she knew that her dad is gone and she grabbed a little tin box out of the trunk and got everything ready putting in one of her many fake IDs, and buried it and wait and the same demon that her dad just made a deal with appears again.

"Hmm, two Winchesters in one night? Must be my lucky night"

Ryleigh looked her in the eye and got right to the point, "The deal you just made with my dad when his year is up I want to take his place"

The demon looked at the girl, "what are you suggesting?"

Ryleigh was determined, "a trade when the year is up you take me instead of my dad"

The demon gave her a look, ""you want to trade your soul for Dean Winchester?"

The female Winchester nodded, "that's what I said."

She thinks for a moment "hmm okay we have a deal when Dean's year is up you take his place in hell" then they seal the deal with a kiss. "does daddy, know what you just did?"

Ryleigh shook her head, "no, he doesn't even know that I followed him here."

Then she disappears..... Ryleigh let out a sigh, 'Well then that is taken care of and dad won't know until the time comes I'll just let him think they are coming for him when in reality I'll be the one dragged to hell in a year.'

***
So Ryleigh is taking Dean's place in hell when his year is up meaning that instead of Cas pulling Dean out he will be pulling Ryleigh out... Ry gets pulled out because being Dean's daughter she could be used as a vessel for Michael as well she is one of their backups in case Dean says no. She is also going to be Cas' charged like I haven't seen really any fics like that and thought it would be interesting to explore that a little (That will be explore more in the second book though)