Welcome to my new story! This one was a request, admittedly a bit of a strange request for me, I'd never written anything like this before, but I always love a challenge that gets me thinking! I'm not sure how many chapters this one will end up with but it's not going to be a really long one, I know that! I hope you enjoy it, let me know what you think, and thank you for reading!

SECRET DIARY OF A WINCHESTER

Chapter One: Some Things Are Better Left Unsaid

"This is completely ridiculous." Dean muttered to himself as he once again paced the length of the motel room he and his brother currently occupied. "I've never had to pay for sex in my life."

Sam looked up at his brother from where he sat on the edge of the double bed in the middle of the room, and raised an eyebrow at him. He had been complaining about the same thing for the past fifteen minutes, Sam wasn't even sure he knew why. Sometimes, he thought that Dean just liked to complain as a way to pass the time.

"You're not paying for sex now, Dean." he countered, frowning a little at him. It was as though Dean considered the idea of meeting a prostitute, even if there was no sex involved at all, was in some way an insult to his womanizing lifestyle. "Who did you get, anyway?" he asked, hoping to distract him. But Dean shot him a look and came to a stop where he stood, as if he couldn't belive the question that had just left his mouth, to which Sam just rolled his eyes again. "I mean, did they tell you anything about her?" he clarified.

Dean shook his head. "She's supposed to be called Amber, apparently." he shrugged nonchalantly, like it couldn't have bothered him less what her name was. "I don't know, I wasn't specific. I just went with the one hooker for one hour deal and left it at that. They said that she was good, though, whoever they're sending." Sam just nodded, saying nothing. "God knows she should be the amount it's costing me." he added under his breath.

"Hm." Sam had to let a smirk form at that comment. "Well, maybe you can take her out for dinner once you're done interrogating her." he quipped, to which he got nothing more than a glare in response.

Dean opened his mouth to retaliate but closed it again at the sound of a soft knocking on the other side of the door. He released a long sigh and turned, his patience was about as short as it could get. "Finally." he muttered to himself, shooting Sam a look before he crossed the room towards the door.

He wasn't really sure what he was expecting to see on the other side of it. He had figured that the whole arrangement could go one of two ways. It was either going to be some cheap hooker in a leather skirt and fishnet tights, or it was going to be some high-class escort who wouldn't be prepared to take any crap from either of them. But the sight that met him on the other side of the wood was something that he could never have readied himself for, it stopped the breath in his throat.

There, standing in front of him, was his only daughter, and she didn't look at all like herself. For a moment he could have sworn that it was just a girl who looked like her, but there was no mistake, it was definitely his child. His green eyes, wide in shock, looked her up and down slowly, taking in her appearance. She wore a tight black dress with a leather jacket thrown over it. Her light blonde hair was loosely curled and pulled to the front of her shoulders. There was dark eyeshadow and mascara coating her eyes and a slight smirk on her lips, one that immediately fell at the sight of the man before her.

"Ronnie." The name slipped past his lips in a soft whisper, almost inaudible to both of them.

She looked down from him, unable to face him for a moment, and cleared her throat. Dean said nothing to her, he couldn't, just stepped aside for her to enter the room. She took a short breath and passed him, her black heels echoing from the wooden floor of the room, seemingly intensifying the silence that had fallen around them.

Sam got to his feet as she walked in, a frown on his face as he wondered what had taken so long. But his eyes were soon as wide as Dean's were at the sight of his niece dressed up the way she was. He looked to Dean as he walked up behind her and their eyes met for a brief moment as if they weren't sure which one of them should speak first.

"Ronnie," Dean cleared his throat and came around her to stand beside Sam. "What the hell are you doing here?" he asked, she could tell by the tone in his voice he wasn't impressed with her, but then, she couldn't really expect him to be.

She heaved a sigh and pulled off her leather jacket, tossing it down onto the bed. If it were possible, Dean's face grew even sterner at the sight of the very short, very revealing, little black dress she wore.

"You look like a hooker." he told her bluntly, not bothering to hide the clear disapproval in his voice.

The only thing that he could think was that his daughter, his own little girl, had been ready to meet up with a guy she didn't know in a strange motel hours away from where she was supposed to be. Even if she was there working a job there was no guarantee that nothing would have happened to her. She didn't know who was going to be on the other side of that door, she didn't know that it was going to be them. Anything could have happened to her. He felt a protectiveness wash through him at just the thought of some guy even looking at his daughter in the wrong way.

Sam shot him a look. "I think that was the point, Dean." he deadpanned before she had the chance to answer him.

Ronnie rolled her eyes at them, waiting for one of them to say something. But then something dawned on her. She might have been caught out working as a prostitute, but her own father and her uncle were both sitting in a motel room waiting for her. One of them would have been weird enough, but the thought of them waiting for a hooker together, it was beyond creepy.

"What the hell are you two doing waiting for a prostitute anyway?" she asked, looking between them for some kind of an explanation, she wasn't all that sure she even wanted one.

"We're working a case." Sam replied simply, frowning a little as though it should have been obvious to her. "That's why you're here, right? You're working the same job as us?"

"Oh." It was only then that she realised, they didn't know. She had thought her dad was taking it well, he hadn't worked it out. He was pissed at her purely on the basis that he thought she was hunting something. Which, in partial truth, she was. But they had no idea what she had really been doing there, she was still safe. "Right, yeah." she stumbled a little at the words, but nodded. "Obviously. Why else would I be here?"

Dean still didn't look impressed with her. His arms were folded tightly over his chest, a stern frown holding on his face as he looked down at her. "Why are you taking hunts at all?" he pressed impatiently. "You're supposed to be in college, Ronnie."

There it was, another lie. Her dad thought that she was spending all of her time in the college he had forced her into, wanting so desperately for her to be away from the hunting life. He didn't know that it had been at least six months since she had even set foot there. That was something else that she was going to have to explain, but she couldn't. The second that he realised she was no longer at college he was going to work out what she was really doing there. She didn't think she could take seeing the disappointment in his face. She couldn't take him knowing how she was really earning a living, she wasn't sure that he would be able to forgive her for that. There was so much she needed to tell him and at the same time there was so much she couldn't tell him.

"I am." she lied, it came so naturally to her she didn't even blink. "I'm just taking a week off, you know?" She shrugged her shoulders as though it couldn't have been any less of a big deal. "I'm ahead with my work, my grades are fine, I thought this was a hunt nearby and I decided I'd check it out. What's the problem?"

"What's the problem?" Dean repeated incredulously. "The problem is that you are not a hunter, Veronica."

Ronnie scoffed. "No, you like to pretend that I'm not a hunter." she retorted, turning just as defensive as he was. "You don't want me hunting, there's a big difference. You can pretend like you didn't drag me from town to town for three years teaching me how to kill monsters, you can pretend like I didn't spend three years in that life, but that doesn't mean that it goes away."

Dean sighed, exasperated. "Ronnie, I am trying to give you a life here, I'm trying to give you the life that Sam and I never had." His voice rose slightly as his anger started to show. "Why would you want to be in this life? You're just kid."

Sam closed his eyes, he knew it wasn't a smart comment to make to her. At twenty years old she refused to let him tell her that she was just a kid. There weren't a lot of things that got to her, she was fairly laid back about most things, but there was one thing she wouldn't take, and that was people telling her what she could and couldn't do.

"I'm not a kid anymore, Dad!" she took a step forwards, easily matching his tone. "You need to let me grow up, I mean, if I wanna take a hunt then what is the big deal?"

"Suppose something happens to you? Suppose you get into trouble and there's no one around to help you out, then what?" Ronnie looked down, there was a flash of hurt in his eyes at the thought. "I just want you to be safe."

"I know." she said quietly, looking back to him. "But that doesn't mean that I can't handle myself out there. I can."

Sam stepped forwards before they could carry on. "Maybe we should get on with the hunt?" he suggested. "After all, we're paying by the hour for you, right?" he added lightly, nudging her in the arm.

A small smile crept to her face. Sam had always been able to calm down an argument between her and her dad, no matter what it was that they were fighting about. He always stepped in and brought it down a level before it could get out of hand.

"Well, the plan was to ask one of the hookers who work here what's been going on but," Dean paused and looked her up and down again. "That's obviously not happening."

Ronnie frowned. Not that they knew it but she actually did work for the company they'd called. She knew they had it in their heads that she was working undercover for them to gain information on the hunt, but any other man on the other side of that door and she probably would have been on her back by now.

"Did you manage to find anything out?" Sam asked her, moving to sit down at the table.

She did the same and watched him as he pulled out a case file. How was she supposed to pretend like she had a clue what was going on when she hadn't known there was a job until five minutes ago? She knew what she was doing there, and in truth she was partially there to hunt, but there was no way in hell that they had caught onto what she had been investigating, which only meant that there was another hunt in town. All she could do was fake it, nod at the right times and act like she had more of an idea about what was going on than she actually did.

"There's been three deaths in this town the last couple of weeks, three guys." Dean told her, moving to sit in the chair beside hers. "All of them took a booking with a prostitute from this company within twenty-four hours before their deaths."

Sam handed her a picture of a man, who only looked to be around thirty. "First one, Steven Dawson, he shot himself last week, no note." He handed her a second photo of a guy who looked to be in his sixties. "Second one, Shaun Davis. He overdosed on painkillers four days ago, no note." He handed her the last picture, this one of a man who appeared to be about forty. "And, last one, Richard Smithson, he threw himself off the bridge in town yesterday, also no note."

Ronnie took the police file from him and scanned over it slowly, her face completely blank as if she could pretend like she hadn't seen those men before. Maybe they really had caught her out here. "So, what? We're thinking siren? Demon, maybe?" she pressed, looking between them for more information. She needed to know what they knew.

He shrugged. "We're not sure. You haven't found anything out here? None of the women know anything?"

"N-no." she shook her head. "I mean, I, uh, I didn't find anything out from them."

It wasn't like she had asked anyone, but she actually worked there. There was nothing that seemed too out of the ordinary. She had a limited knowledge of what went on behind the scenes, but she knew enough. She had her hunches, sure, but nothing concrete. And she wanted to tell them, she did, but telling them what she knew would come with explanations, and they would be her downfall. She couldn't talk.

"Hm." Dean pushed himself up from the chair and took a few steps across the room as he thought. "Alright, how about we grab some lunch and head back to the motel, we can think about what our next move is." his eyes fell to Ronnie. "And you can put some damn clothes on, then wipe that crap off your face."

"Right." she nodded and let a small sigh escape her as she stood up and grabbed her jacket, pulling it on as she followed him towards the door.

She didn't know what she'd do if he ever found out about who she worked for, and there was no way in hell that she could ever tell him about it. She had so many secrets locked away and she couldn't tell the one person she trusted more than anyone else in the world. He was already pissed with her for not being at college, she couldn't turn around now and say that she had been kicked out. She couldn't tell him anything.

All she had to do was be careful and make sure that he didn't find out anything she didn't want him to. The second the hunt was over they'd be gone and she would be off the hook. All she could hope for was that they would work out what was going on there and finish it. Otherwise, she was screwed.

How hard could it be?