A/N: Just so you know I am from New Zealand and have never been to the USA, so I used google to find a town. I know nothing about said town so I'll be mostly describing fictional places (motel, diner, department store etc) Anyone who lives in or has been to this place I'm sorry if I say anything wrong, no offence meant.

Warnings: This twists canon beyond belief so if you have a strictly canon heart, you prolly shouldn't read this fic. There will be spankings and other forms of old school discipline in this fic which I don't agree with in terms of non-fictional children in non-fictional settings. But this is a work of fiction so please remember that. There is likely to be slash pairings in later parts as well us mentions of polyamory and open relationships (I'll warn in those parts if needed) as well as swearing, violence and possible sexual instances. There will also be a lot of fluff and family cuteness. Spoilers for some parts of canon from seasons 1-8 most likely.

Disclaimer: My name isn't Kripke and none of this belongs to me, I just like to mess with canon =)

Carry on Wayward Winchester

The Emma Dilemma

Part One

July 2012

Topeka, Illinois

Alden Family Motel and Camp Grounds

Room 11

The Winchester boys had settled into yet another dingy old motel room, the walls were a horrid salmon pink, the carpet was a stained and worn cream colour. Against the main wall stood two queen sized beds with an awful floral pattern bedding that matched the closed curtains. Dean made himself comfortable on one of the beds and had kicked off his well worn boots, a slight stench of sweaty socks and old shoes made its way to Sam's nostrils. Wrinkling his nose at the offending smell the taller brother looked around The rest of the room, it was a good size, it had a small run down but functional bathroom to the right of the main door as you came into the room.

"Dude, your feet reek!" Sam griped at his older brother who shrugged his shoulders, smiled at Sam and wriggled his stinky toes around.

"Don't be such a bitch, Sammy" Dean replied, smiled still on his face.

Sam just rolled his eyes at his brother's antics, grabbed the six pack they had brought with them and popped it into the old mini-fridge with a broken light that was built into the small kitchenet. Once the beer was put away and cooling the hunter sat himself at the rickety old dining table that stood opposite the beds and pulled out his laptop to start on his research.

A television, closet and a locked door that led into the adjoining room next door completed the room. It wasn't much, but it was semi clean, affordable and enough out of the way that no one would notice them. It was nothing they weren't used to by now, that was for sure. From what the brothers had seen, the rest of the motel complex was nice enough, it had it's own laundry mat that was accessible to the guests. The outside grounds had an outdoor pool and spa that was fenced off. Their was a nice barbecue and picnic area for families and even an old wooden jungle-gym for kids who passed through. It even had it's own little Mom 'n' Pop, twenty-four hour diner on grounds. It was a nice place, better then some they'd stayed at in the past, these boys had grown up in places like this.

The pair of brothers had been apart for the past week and a bit, Dean had taken some time off to go visit Lisa and Ben. Something he had been doing much more of since Lisa had finally come clean with him about his position as one Benjamin Isaac Braeden's biological father. Both father and son had been very happy with this news, Dean had been a little pissed and a little more then hurt by Lisa's lie but he had moved past it, he was Ben's Dad and well that meant something to Dean. Ben had been pissed at first too but now, nearing the two year mark since finding out, the three of them had fallen into a nice pattern of being a family of some kind. Dean wasn't the only one with a teenage son that he was trying to be there for while balancing the whole hunting gig.

Sam had met his son Jacob a little over a year ago now. The kid's Mom was a Kitsune that Sammy had met and not long after, lost his virginity with when he was barely older then his kid was now. Amy had called him after falling sick, she had told him about Jacob, had explained that the boy was his and had lucked out genetically because he had been born human. Things had started off slowly with Sam and Jacob just getting to know each other during the seven months that it took for the disease to claim Amy's life. Now it was five months since Jacob had lost his Mom. The father and son duo had adjusted pretty well, of course the kid missed his mother, but he loved his Dad, Uncle Dean and Uncle Bobby. Not to mention he and Ben were only months apart in age and had fallen easily into a pattern of being cousins.

Sam and Jacob had been staying with Bobby this time while Dean visited his son. Sam had left the kid with the grouchy old hunter while he went to meet his brother for a hunt half way between Battle Creek, Michigan and Bobby's place in South Dakota. Which of course meant that Sam had his own car with him this time, his shiny black Dodge Charger STR 8, not something he did often, he and Jacob usually rode in the Impala with Dean. Although Sam wasn't as attached to his car as Dean was with his 'Baby', but he did prefer that his son ride in it, what with the seat belts and all. As he settled in to research, Sam figured he should flick his son a quick text, just to let him know that both his Dad and Uncle had made it to their destination safe, sound and in one piece.

'Hey Jake, made it to Illinois with no problems. I'm with your Uncle now and he's being his usual charming self. Be good for Bobby and have fun. I should be back in a few days, maybe a week tops. Love you Kiddo, I'll call you tomorrow.' Sam sent the message off, looking back at his computer screen as he waits for the familiar sound of his phone letting him know his son had replied.

It didn't take long for the familiar jingle to sound from the little silver cellphone. 'Cool Dad, glade you got there. Uncle Dean is awesome like that. Uncle Bobby is making me some grilled cheese right now. Have a good hunt and stay safe, love ya too and say hi to Uncle Dean from me too'. Sam smiled as he read his son's reply, he really did love that kid.

"Jake says 'Hi'" He tells his brother, motioning toward his phone.

"Of course he does, kid loves me" Dean said with a smirk, he loved being an Uncle and Jacob was a lot like Sammy had been when he was younger, but without as much of the angst and attitude.

"Yeah, so how are Ben and Lisa doing?" Sam asked, he couldn't deny the truth, Jacob did love his Uncle.

"They're good, Lis is as hot as ever and well Ben is all teen boy now" Dean had a big smile on his face as he thinks about his now teenage son. At thirteen Ben is so much like Dean had been, minus the weapons, training and hunting. Ben had the attitude, the swagger and that smirk that draws the girls right on in.

Sam could tell from his brother's smile that Ben was probably a ladies man just like his Dad had been. The brothers talked for about their sons for a bit, telling each other what had happened with the boys over the week they'd been apart. As they talked, Sam continued on with his research but really it wasn't likely to be much more then a simple salt and burn. But a job was a job so they still needed to learn as much as they could before they head out, their father's training still ingrained deep in them. They soon fell into a comfortable silence as Sammy researched and Dean cleaned the guns. The silence was soon interrupted by a few sharp raps on the motel door.

Sam sighed and pulled himself up from his chair and made his way to the door, whoever was on the other side was still knocking, only the knocks were more frantic, as if the person doing the knocking was getting more and more desperate. Pulling the door open Sam was surprised and a little confused by the sight he was met with. Standing in front of him was five blond hair girls. The eldest was a teenager about fifteen or sixteen, she was holding a tiny baby who was still new enough that she was still pink faced. Next to the teen was another girl, no more then ten or eleven, on her his sat another baby but this one was over the year mark but not quite nearing two years yet. Standing just in front of the two girls holding babies was a bitty wee thing who must have been about five.

It was the teen that really caught Sam's eye, the girls blond hair and green eyes were familiar "Emma?" Sam asked aloud, still shocked and more then a little confused.