Gypsy's, Tramps, and Thieves!

Author – Benaboo

Rating – I don't know? What's the normal show rating? I'll say NC-17 for now! I'm trying to make this out like an episode, so I have no clue what the rating will be, because there is some sex in the episodes although we don't see everything… so feedback on this will be greatly appreciated.

Genre – Horror, maybe some sex … I don't know yet I haven't gotten to that part!

Characters – Sam, Dean, Bobby, Castiel… maybe a Sam/OFC and/or Dean/OFC… some original characters I created for the purposes of this story.

Spoilers – Takes place during season 5, after Abandon All Hope. Don't read it if you're not up to date with the show. Sam and Dean go to a small town in Wisconsin when Bobby sends them there to help some old friends.

Warnings – violence, some gore, language, and maybe explicit sex later? Haven't gotten there yet!

Setting – This takes place a couple of weeks after AAH. I'm putting the boys back in my home state of Wisconsin, because I love it when they go there!

Title – Taken from the song by Cher back in the 1970's

Chapter One – Bobby Asks a Favor

Dean Winchester looked over at his brother Sam, sleeping on the sofa. He looked so comfortable lying there, one leg off the couch and his mouth opened just enough to emit a slight snore, clutching a pillow with one arm and the other arm hanging just a bit loose off the couch. Dean wished he could sleep like that, peaceful and comfortable, but the events of two weeks prior still haunted him, and he couldn't shake them from his mind no matter how hard he tried. He knew Sam couldn't stop thinking about it either, but Sam had been able to at least come to terms with it more than Dean himself had. All he could think about the last couple weeks were the hell hound attack, Jo saving his life and giving up hers in the process, and the explosion that killed Ellen and Jo, if Jo hadn't died before that. He didn't know, she had been pretty bad off; the wound she had was so nasty, she wouldn't have survived even if they had managed to get her to a hospital. The entire incident haunted him. This was why he couldn't fall asleep willingly, because every time he closed his eyes the entire mess would flash back before his eyes, and all he could see was Jo being gored and the building exploding. The only time he could sleep was when he was up for days at a time and he couldn't keep his eyelids opened any longer, and even then, the nightmares were there, a constant companion to share in the guilt and grief he felt over the loss of his friends.

Friends? They were more like family really. Dean knew no one could replace their mom, but Ellen Harvelle had become like a surrogate mother to them, especially in the last few months. She had been so mad when she saw them again, that they had not called or kept in touch. Neither of the brothers had realized just how much they had come to mean to Ellen when they had first met her and Jo, especially since their father had slipped up and it cost Ellen's husband Bill his life. However she never held that against them, even though she had been so angry that Jo went to Philadelphia on that hunt with them. But again, in the last few months they had all become even closer, even after everything Dean and Sam had done to bring on this screwed up apocalypse. He remembered clearly the day he and Sam had told the Harvelle women everything that brought this on, right here in fact, in the middle of Bobby's living room. The brothers had been really scared that they would get told off and blamed for the entire thing, but Ellen had put their fears to rest when she had said, "You boys sure are in the middle of a mess, but the fault lies with the angels and demons. So I guess we have to clean it up before those bastards make it even worse." There were no harsh words, mean looks, or blame, just acceptance, camaraderie, and love of all things. It had been all unspoken, but it had been there, from Ellen and also from Jo.

Jo. He wouldn't let Sam or Bobby see it when he cried for her. The hole he felt at her loss was beyond anything he had felt before, and the guilt of her giving her life to protect him overwhelmed him to the point he just felt like shutting down. Dean wasn't great at expressing his feelings, so he kept what he could feel to himself, but Jo had meant something to him although he had not known just what that something was. She could irritate him like Sam did, in a little sister type way, and other times he felt like she could see right through him, understand him even, like no other woman could. He had always thought he had loved his ex Cassie, and he knew he had had feelings for his old flame Lisa, but it was entirely different with Jo. She never let him get away with his usual bullshit, she could hold her own against him, and she knew better than anyone what the life of a hunter entailed. Dean was devastated that he would never see her again, unless he died and went to wherever she was. Probably heaven, which at this point he didn't see himself going to, regardless of the angels wanting him and all the things he did to make for the type of person he felt that he really was. The worst part of re-living that day was seeing Jo mauled to shreds, and knowing exactly what that felt like, having gone through it himself, and not being able to stop it from happening to her. It didn't matter what anyone else thought, he just knew deep down that it was his fault, and Sam and Bobby trying to tell him it wasn't just made it worse.

Dean shook the thoughts he was having out of his head the best that he could and picked up the television remote. It was three in the morning, and as he flipped through the channels nothing seemed to be on except infomercials and boring re-runs of television shows that he had seen a million times. It was really weird for him to watch television these days after Gabriel zapping him and Sam into a mock TV Land. At that moment, a tiny part of Dean thought that maybe he and Sam should have said yes and just got all this over with, and then maybe Ellen and Jo would be some of the human beings still alive after it all. He immediately regretted it though, because he knew the women wouldn't have wanted him to go through the could a, would a, should a, bit; that would just make their deaths even more meaningless, although Dean would love Ellen to be there to slap him right about now just for the thought. He felt the tears coming on again, but he held them back. Though Sam and Bobby were both fast asleep he had to do his best to practice keeping his tears in check, as he didn't want them to see him break down any further. He knew that he and Sam would have to start looking for jobs soon, and he had to put on the appearance of giving a damn at the very least. Deciding that there was no time like the present, Dean turned off the TV and got up. Just as he was about to walk toward the door to go get in the car and run for a few papers to look through, he heard a faint buzzing behind him, a vibration. He turned to look and saw that it was Bobby's cell phone, not only buzzing but lighting up with a phone number on it.

Curiosity got the better of him, and wondering who could be calling this early in the morning he picked up the cell and looked at the number calling in. Dean was pretty good with area codes, hell, so was Sam, they'd had to phone each other from all over the country, so the older Winchester immediately recognized the 608 as being Wisconsin. He wondered for a moment, who Bobby would know in Wisconsin, but Bobby knew a lot of people, most of them hunters; although given the apocalypse they were dropping like flies these days. He really hoped it wasn't the two hunters Sam had told him about that cornered his brother in that tavern in Oklahoma and tried to shove demon blood down his throat. He wasn't sure that he could handle that right now; then again maybe giving those two a good beating would be good therapy. Dean was a little irate that Bobby sent them there, but he knew the old man didn't know they would flip out on Sam like that, so he couldn't hold it against him. It didn't matter now, if someone was calling at this time of the morning it must be important, and since Bobby was asleep Dean decided there was no harm in answering and taking a message if need be. He flipped open the cell and hit the green button.

"Hello?"

"Bobby? Is this Bobby Singer?"

Dean was surprised at the young female voice that came through over the phone. She couldn't have sounded any older than fifteen and he was being generous thinking even that. What really got to him was the sound of desperation in her voice, and fear. She sounded really scared.

"No, this is his friend Dean. Bobby's asleep right now…" he couldn't finish his sentence before she interrupted him.

"Could you please wake him up? It's really important that I speak with him. Please?" hearing her voice speak further he could hear the fear in her voice clearer than ever, and he decided to do his best to calm her down if he could.

"Ok Sweetheart, listen to me, can you tell me what's going on? I could wake Bobby up in a little bit and tell him what's going on and maybe have him call you right back?"

She started to cry and it made Dean feel worse. "I'm so sorry Dean, you sound nice, but I was told I had to talk to Bobby and only Bobby, that he would be the only one to understand what's going on. And I'm at a pay phone and something could be following me I don't know. I don't have much time before I have to get out of here. So please Dean, I don't care if he'll be mad please, just wake him up!"

Dean started to walk to Bobby's room as he continued to talk with the girl. "Ok I understand, but could you at least tell me your name? Just in case he starts throwing stuff at me, you know for getting him up so early." He was relieved to hear a slight muffled giggle, which meant at least he was doing all he could to keep her as calm as he could.

"Samantha. Tell him I'm Elaine's daughter."

Dean had just made it to Bobby's door and opened it, and he peered in at his older father figure's sleeping frame. "Samantha, nice to meet you. Ok, I'm gonna try waking him up now, so if you hear lots of yelling, cursing and things crashing you know its not going well."

She snickered a little more through her tears. "Ok Dean, but please hurry! I have to get going soon."

"I hear ya. Just hold on." Dean sighed. He didn't want to startle Bobby too much, God only knew what would happen if he did. He wasn't going to let Samantha down though, so he walked over to the bed, put his arm on Bobby and shook him gently saying, "Bobby! Wake up phone ca…" he didn't get to finish though because the old man woke up and had a gun pointed in his face faster than all get out. "Bobby! It's me Dean! I'm not possessed! Just got a phone call for you."

Bobby reached over and turned on the light, looking at his alarm clock, and was slightly irritated. He lowered the gun; although the irritated look remained, plastered to his face as if to say it was some kind of joke. "What? You couldn't have taken a message kid? It's three thirty in the morning! Idjiot!"

Dean rolled his eyes at the all too common nickname he and Sam were used to being called and let it go for the moment. "I tried to take a message but she said it was too important and that she was only supposed to speak to you. Her name is Samantha and she sounds scared, and she said her mother is Elaine…" again Dean didn't get his entire sentence out before Bobby grabbed the phone and interrupted him.

"Well why didn't you tell me that in the first place?" the old man grumbled, before he put the phone to his ear and before Dean could say anything else. Dean gave him an irritable look of his own before Bobby started talking and seeming to ignore him. Dean shook his head and made to walk away but Bobby waved him back, so he pulled up one of the chairs in the room and listened to Bobby's one-sided conversation with Samantha.

"Samantha is it? This is Bobby. Is Elaine ok?" There was silence from Bobby, but Dean could hear Samantha's voice coming over the cell, although he had no clue as to what she said.

"Hey kid, it's alright, we'll get through this. Where are your sisters? Your aunt and cousins?" Again there was silence from Bobby, as he listened to what the young girl had to say. Dean could see the old man's face wrinkle up in a serious worried look, and he knew Bobby wasn't getting good news.

"Alright darlin', I'll make this fast so you can get somewhere safe. I can't come personally I'm laid up, but I'm gonna send my two best boys to you guys, and they'll protect you and help you with this." Bobby paused for a moment and shot Dean a look. "Yeah, Dean's one of them." Another pause. "Yes I suppose he does seem nice. So, where exactly are you at the moment?" Bobby reached for a pen and a tablet of paper and wrote down what was being relayed to him, and then confirmed it back to Samantha.

"Ok Richland Center at the Park View Motel? Do you have a phone in your room? Ok, do you remember the number? Oh no hunny, don't cry, its ok, how about the room number? Ok I got it. Now listen, I'm gonna let Sam and Dean know what's going on and they'll come up there to help. Just get back to your sisters and the room and make sure you demon proof the place." Some more silence followed Bobby's order to the young girl and then Bobby spoke again closing the call. "Alright Kid, you be safe and you just hang tight 'til my boys get there. Yup bye." Bobby let out a long sigh as he hung up the phone, and pinched the bridge of his nose with his thumb and forefinger, his eyes squeezed shut momentarily. Dean gave him that moment and then he spoke up so they could get started on what they had to do.

"So, it looks like Sam and I are going to Wisconsin? I guess this is pretty important."

Bobby shook his head and opened his eyes and looked at Dean with another heavy sigh. "Yeah, you boys are going alright, its very important. So go wake up Sam and get some coffee brewing. We have to be quick about this and I have to fill you in before you go there, and that's bad enough. Can't send you in blind though, you have to be prepared."

Dean couldn't hide his look of puzzlement. "Prepared for what?"

"On how to protect those girls. Now skedaddle would ya? Wake Sam and coffee! Shoo!" Dean shrugged a little and disappeared from Bobby's view leaving the older man alone.

As Bobby got in his wheelchair he began to wonder if it was the right time to send Dean off on this particular mission. He knew that boy well, and Dean had been changed in the last few weeks, on edge, crying when he thought no one was looking and indifferent about his surroundings. He knew the kid was grieving and then some. And Dean and Sam were like the sons he never got the chance to have, so when one of them was feeling this way it got to him deep in his gut. He wished they could be normal boys, with wives and kids and homes and careers, but the ugly truth was that all that got screwed up the day their momma had died, and Bobby knew it. No matter how messed up Dean was right now he was all Bobby had, and Sam, and he didn't trust any other hunters to protect those girls. So Sam and Dean it was. He didn't trust anyone else with Elaine's kids. He owed Elaine the very best he could do, and since he couldn't do it himself the Winchesters would have to.

Bobby rolled out of his room, and closed the door behind him, hoping against all hope that sending Dean in wouldn't be a mistake.