Summary: What if Bobby had a daughter that grew up with the Winchesters? This is the story of Hailey Singer. She helps her father research and answers the phones to help hunters, including the brothers. But all she really wants to do is hunt. What happens when she is needed on a hunt? Will she prove to her father she is worthy or will things change beyond she could ever imagine? Starts at season two `all hell breaks loose` ( I won't be redoing each episodes since personally I get bored reading it over and over again. So, let's call this more of an AU story line, but I will work with Dean selling his soul.) Eventually Dean/Oc. Reviews are welcome good or bad!

Chapter: One

Hailey was busy trying to figure out a case for Rufus Turner when Bobby picked up the phone.

What do mean gone? Alright where are you? I'm on my way. Bobby said before hanging up the phone and quickly pulled his jacket on and grabbed his keys.

Dad, what's going on? Asked Hailey sitting on the couch with her books.

It's Sam, he just vanished, Dean needs my help.

What?! I'm coming with! Hailey quickly shut her books and got up.

No, Hailey I need you to stay here and answer the phones. I'll call you when we find him. Bobby told her and quickly got out of the house.

Hailey was too worried about Sam to put up a fuss about not going with her father. She knew all about Azazel and he's special children. He had to be okay. She imagined how Dean was handling it, his baby brother meant the world to him. She wanted to call him and ask if she could do anything but knew if they did need her help they would call. She managed to concentrate back into her research and found what she was looking for. She called Rufus and gave him the info on how to kill his latest monster. He roughly thanked her and hung up.

You're welcome... She said to the dead line.

The phones rang a couple of times. She passed herself as a sheriff, FBI agent and answered to couple of other hunters, giving them information or possible cases they could start investigating. The day went by and Hailey almost jumped when her cell phone started ringing right beside her. She almost dropped the phone trying to answer it as quickly as possible.

-Dad? Did you find him? Rachel asked not even giving a chance for Bobby to say anything.

-Yeah we did... I'm sorry sweetie.

-That's great! wait. Why are you sorry?

- We found him a second too late. Sam's gone baby. I'm sorry. Bobby voice was giving out with sorrow. Hailey felt her heart break.

-Where are you? I'm leaving now.

-Sweetie, I don't want you here... Dean's... Not doing so great right now. I'll be home as soon as possible.

-But dad! She called back but he had already hung up the phone.

Hailey sat back on the couch. Sam was gone. She had lost her best friend, her big goofy brother. He had fought so hard against Azazel and his plan for Sam, which none of them knew what it was. She let herself fall back into the couch and started sobbing uncontrollably. She was never going to see him again. She thought about Dean and how he handled his father's death. This was going to be worst, Sam was everything to Dean. She knew he was going to blame himself. She cried more thinking of all the pain he must be going through and the fact her father didn't let her be with them. They were family and family stuck together. She should've been there. Maybe she could've done something to help them get to Sam faster and all of this would have been avoided. She hated the fact her father never let her go on cases and hunts. She knew more about hunting than most hunters. She could handle a gun and fight like fox. She tried calling her dad a couple of times to tell him she needed to see Sam, he couldn't keep her away, but he never answered. Memories of Sam kept playing in her head. How he would help her with school when she was younger, how they always teamed up to make Dean's life hell by playing pranks on him. How Sam covered for her when she went on dates, being there when she had her first break-up. She had kept in touch when he decided to leave the hunting life and have a normal one. She was there for him when he had lost Jessica. Things were just getting back like the good old days...

Hailey stared at her phone. She swiped it to her contacts and stared at the ID contact. Sammy was in her favorite contacts, not that she had a lot of contacts. She stared at his name for a while, taking in the shapes of the letters. She found her gallery of photos and found one of Sam laughing. It hurt to think she was never going to see that ever again or hear his laugh. Hailey threw her phone at the armchair and got up. She felt a wave of rage creep up on her and welcomed it. She walked to Bobby's desk with all the notes and clips of Azazel and tossed the chair away and managed to flip the desk over in rage. She continued to throw anything she could find and burst out in tears again she let herself fall on the floor. After the second wave of sobbing past, she crawled to her dad's cabinet and opened a bottle of bourbon and took swings at it till she felt numb and passed out, bottle in hand.

Hails? She heard the voice of her father call.

She opened her eyes and pulled herself into a sitting position on the ground. Her brain hurt, but not as much as her heart did. Before she could say anything Bobby pulled her to him and she started crying again. He rocked her from side to side and shushed her like he use to do when she was a child.

Where's Dean? She managed to asked trying to calm down.

Bobby helped her up and carried her to the couch. He sat next to her.

He needs time. I'm sure once he's ready to give Sam a hunter's funeral he'll come here. Bobby told her not wanting to worry her as much as Dean was worrying him.

Sweetie, why don't you go take a shower. I'll get breakfast started... Nothing we can do now anyway. Bobby told her. He wasn't hungry but he had to take care of Hailey. That he could do.

Hailey nodded and got up. She felt like a zombie. She walked into the bathroom and washed away her dried tears and the smell of bourbon off of her. She wrapped a towel around her and made her way to her room to change. She heard a knock on the door and peeked out the window and saw the black impala. She quickly pulled over her head a blue sundress and slowly made her way downstairs. She stopped dead on tracks when she heard a voice she never thought she would hear again.

-Sam? She couldn't move. She listened more carefully. It was with no doubt Sam's voice.

Her legs carefully brought her to the living room. When she entered the room, she froze.

Oh my god... She breathed but they all turned towards her.

Bobby looked just as stunned as her but didn't say anything. Her eyes locked with Sam's. He was there in her living room, looking back at her questionably. She felt tears burn her eyes and she ran to him, only to be caught by Dean who made it look like she was running into his arms.

Hey shortcake! Missed us huh? What you thought Azazel could get us? C'mon I thought you had more faith in us. Said loudly Dean but Hailey couldn't tare her eyes off of Sam.

We need to talk. He whispered to her.

So what's your newest restoration project you said you wanted to show me? He added more loudly for Sam to hear.

She tried pulled him off but he grabbed her waist and walked her to the kitchen and out into the salvage yard. He kept pulling at her till they arrived to Hailey's latest car project and only then let her wiggle out of his grip. She took a couple of steps back and turned towards Dean.

Sam's...

Alive, I know. He doesn't remember dying...

H-How? Was all she managed to ask.

Dean looked at her with a pleading look. She knew that look.

How Dean? She managed to sound more demanding this time.

What? You think I'd let Sam die Hailey?! I did what I had to do. Sam doesn't know and it's going to stay that way get it? Dean said more sternly.

Dean what did you do? She begged him.

Can't you just be happy he's back, Hails? I got this. Trust me.

Trust you?! Dean you just brought back your brother from the dead!

Thought you'd be happier about it...

I don't have the words to tell you how happy I am... Last night... I felt my heart rip out of my chest... but I'm not stupid Dean, bringing back someone from the dead... What's the catch?

Dean looked at her, she noticed he was struggling with something. She was going to press the subject even more but Bobby came out and stormed towards them.

He can't know Hails. Dean begged before Bobby got to them.

Hailey, get inside I need to talk with Dean. Barked Bobby.

But dad-

Now! He yelled and she looked at Dean for help but he only looked at the ground. She hated when they made her leave to talk about business. Like she was some fragile thing that couldn't deal.

Whatever... She said to both of them and walked back into the house.

Hails. Warned Dean.

I know, Dean. She called back frustrated. If Sam didn't know he died she wasn't going to be the one to tell him.

She walked back into the house and found Sam picking up the mess she had made the night before. He looked up at her with a smile when he heard her come in.

What happened here? He asked worried.

Rachel's heart was thumping in her ears. He was back. Sam was alive. Before she knew it she ran to him and jumped into his arms. Sam barely caught her she wrapped her arms tightly around his neck as tears fell. He held her back tight but was confused to why she was acting this way, but didn't have the heart to pull her away. Maybe something happened to her and Bobby while he was busy trying to survive Azazel's competition. After a while Dean and Bobby came back. Sam gave them a confused look and Bobby cleared his throat. Hailey stiffened and climbed down from Sam, Dean had asked her to not tell Sam he had died and there she was clinging on him like he had came back from war.

Sorry, I was really worried about you I guess... Dean told us you just vanished and I thought the worst I guess. She explained a little embarrassed.

So, I'm guessing you did the redecoration? He asked with a brow raised at her.

Yeah... Guess I was pissed dad decided to leave me behind, again. She said eying both her father and Dean to make them understand she was pissed they told her to leave to talk about how Sam was back. She was sick of them trying to protect her from what was happening. She was sick of them seeing her as a kid. She was barely one year younger than Sam.

Excuse me. She told them and almost ran outside where her newest project was waiting for her, a 65 mustang. She was almost finished replacing the fuel injection. Working on cars was a way to keep her sane most of the time. Bobby showed her everything she knew about cars. Dean would usually help her out when they got a break from hunting or they would share tools when he had to work on Baby.

Hours past and as the sun was starting to set Hailey decided to call it a day. She, by habit, wiped her dirty hands on her thighs before realising she wasn't wearing her usual overalls she wore when she worked on cars but her cute little blue dress.

Shit! She swore as she saw two huge black smears where she had rubbed.

She rolled her eyes and finished wiping her hands with the cloth she had lying around. She wiped off her tools and placed them exactly where they belong before shutting her toolbox and heading back to the house for a well needed shower.

She felt a little better. It hurt her that they wouldn't trust her enough to tell her the details of Sam's return. That Dean still saw her as a kid. She was 22 years old. Sam had been a retired hunter at age 21. But she decided to respect Dean's privacy. The important thing was Sam was back, he was alive.

She made her way upstairs and smiled at Sam as he got out of the bathroom, drying his hair with a towel.

Perfect timing! I was just going to wash up myself. She smiled at Sam lightly. But inside she still felt overwhelmed he was actually in front of her.

Hey Hailey, everything ok? He asked

Yeah! Sure, great! Sorry I got... emotional. Must be that time of the month again. She said, making sure Sam would drop the subject by making a PMS comment.

Oh... oh! Right. Ok then! He said and smiled uncomfortably before quickly making a bee line downstairs.

Hailey couldn't help but smiled before heading inside the bathroom. When she got out she heard a woman's voice. She got to her room and pulled on a pair of sweats and a tight black tank top. She quickly got down the stairs and found Ellen and everyone in the kitchen.

Ellen hey! What's going on? She asked.

They were all looking at some map and looked up to Hailey when she spoke.

Hey, baby girl. Ellen smiled sadly.

Before she could ask what they were up to, Dean walked to her and took her arm, gently this time and walked her out of the kitchen and into the living room.

What's going on? Asked Hailey.

We think yellow eyes is planning to use the colt to open the devils trap, we're about to head there now.

Great! let me jus-

Hailey... You're not coming.

Dean we're talking about opening the gates of hell here right? You guys are going to need all the help you can get. I'm not useless Dean! Hailey said getting angry.

I never said you were. We need to be 100% focused if we want a chance. If you come... we'll only worry about you... I'll only worry about you. Hails, this is my chance to kill that son of bitch once and for all. I need you to stay here. Safe. He said with a pleading voice not wanting to fight with Hailey before his faceoff.

Hailey looked down, disappointed. She knew it wasn't the time to argue about it. She wanted Azazel dead just as much as all of them. If that meant she needed to stay home, she would.

Okay... I'll stay put.

Dean let out a sigh of relief and kissed the top of her head. He smiled thankfully at her.

Promise me one thing. She said before he walked off.

What? He asked.

End it. Once and for all.

Dean nodded and walked back into the kitchen. Soon after, they geared up and Hailey hugged them all goodbye. She watched as they left and walked back home, wishing all of them would come back in one piece.

She sat at the kitchen table and opened a beer. She took a couple of sips and started looking through the papers left on the table for hours till she fell asleep her head on the table.

The click of the door unlocking woke Hailey up and she ran to it. She saw her father come in and close the door behind him. Hailey didn't have the courage to ask anything. She just looked at Bobby with big eyes.

Yellow eyes is dead. He announced her.

Where is everyone? She asked before she allowed herself to cheer the news.

Ellen went to Jo, Dean and Sam decided to hit the road.

So everyone's ok? It's really over? She allowed herself to relax.

Except the part where the doors opened and hundreds, maybe thousands of damn demons escaped... But Ellen and I were able to close them back up.

Bobby pulled out a bottle of whiskey and a glass, out of his cabinet. He sat on the couch and Hailey fallowed. He told her everything that happened; how John appeared to them and helped Dean shot a bullet in yellow eyes' head.

So I guess that's why they're not here celebrating...

Bobby nodded and gulped his liquor.

We should get some shut eye. If what we saw escape hell is any indication, we're going to have our hands full for a while.

Great...

Hailey got up and kissed her father on the top of his head and made her way upstairs. Bobby waited till he heard her door close and made his way to his books.He had to find a way out of Dean's deal.

Dean, we'll find a way to get you out of that Deal. Sam reassured his brother. Dean decided to nod and take a sip of his beer, leaning on the hood of the impala.

That's why Hailey was acting like that, at Bobby's and trashed the place?

Yeah, guess she took it just as well as I did. But here's the thing, Sammy... She doesn't know I about the deal.

Dean, we can't hide that from her, we'll need as much help as we can get. She's great a research I'm sure-

Sam. I know you both are besties and all but I'm serious. We keep Hailey out of this.

Why?

Dean took a frustrated breath and stared at Sam a while. He shook his head and took another swing at his beer.

I just don't want her to... look at me differently... You saw how she played it cool throwing herself at you... I can't handle that right now.

Alright... we'll do it your way. But when we find a way to get you out of it, then we'll tell her. She isn't a kid anymore Dean.

Yeah I noticed...

Even if Dean tried to ignore it, Hailey had become a beautiful woman. He swore he had left a couple of months and when he came back it was like seeing her for the first time. Her curvy hips, toned muscles, her pouty lips and big blue eyes... She had a distracting bust and an ass he couldn't help but watch every time she walked away from him. He loved their relationship; she was always refreshing to be around, she was real and even though she was raised by hunters, she always kept an innocence that drew him to her. But she was Bobby's daughter, a man, he himself, thought as a father, a no touch zone. But he could still enjoy the view. He would never try anything either. She was more than any chick he ever had. He wasn't going to ruin her, especially now with him going to hell, in year. He just wanted things to stay exactly like they were for as long as possible.