Author's Note: Well, hello, everyone! This isn't my first fanfiction, but it's the first I've published here, so go easy on me! You'll all get virtual cookies if you review though.
I hope you all enjoy the story!
Disclaimer: I don't own these characters. My life would be complete if I did, however.
Warnings: Mild language
Edit: This chapter is only mildly edited, keep in mind. I sincerely apologise for any grammatical mistakes, but it's incredibly difficult to go back and fix an older chapter, especially when ff dot net's backup document is about to expire. Please don't take anything to heart. You all know how awful first chapters are, right?

Turned Upside Down
Chapter One - The Birth of Deanna

When Lucifer gets bored, he gets creative. Usually his creativity ends with new and improved torture methods or ways to annoy the "Hell" out of Michael, but sometimes it ends with pure, inspired genius. This was one of those times. The idea had come to Lucifer when he was thinking about how satisfying it would be to rip out Dean's insides and shove them down his throat. He had realised all of a sudden that he could come up with much more painful ways to ruin Dean's life without physically hurting him. He was in the process of thinking about all the ways to humiliate and embarrass Dean, when suddenly it had come to him. It was perfect. He was going to change Dean into a girl.

It was a seemingly normal Tuesday morning when Dean woke up, but Dean had an eerie feeling. He sat up in bed and looked around. There wasn't anything inherently strange about the motel room. Sam was, as usual, researching new cases, and Cas was sitting in a corner reading the bible; however, Dean had faith in his instincts, and decided to speak up.

"Hey, guys, is it just me or do you feel weird?" Dean clapped his hands over his mouth after he realised what he had just heard. His own voice - his own precious voice - was a girl's. Dean looked silently down at himself, his eye twitching. Fantastic. Freaking fantastic. He was a chick. He poked at his chest nervously - yep, definitely a chick. Before he had time to hyperventilate, he was already drenched in holy water.

"Guys, guys, it's just me! You know, Dean Winchester? Saviour of the universe?" Dean gasped and tried not to choke.

"Jesus, Dean, is that you? What the hell happened? Did you decide to try cross-dressing or something because if you haven't freaking noticed, you kind of have tits?" Sam snapped.

"Sam, did you honestly-" Dean stopped himself before he heard Sam's unwanted answer. "Nevermind. Anyway, I'm just as surprised as you are."

Cas stirred in his seat, obviously awoken from his bible-reading trance, and peeked up over the bible. "What's going on?" he mumbled.

"Dean here seems to have gotten a taste for cross-dressing."

Cas's eyes trailed from Sam's bewildered face, across the motel room, over to Dean, and then widened considerably. "I, uh- is- is there something I'm missing here? Dean, since when were you..."

Dean took a deep breath and began to speak, "Okay, obviously this is some kind of serious spell which requires some serious mojo. This has obviously got to be the work of someone powerful. Crowley maybe?"

"Okay, quite frankly, why the hell would Crowley want to turn you into a chick? How does that even benefit him?" Sam's confusion was obviously turning into anger.

"Calm down, Sammy. Jesus, it's not like they killed me or something."

"Look, I'm worried. This is obviously the work of someone who dabbles in some seriously dark magic, so, with all the dangerous spells available to them, why choose to turn you into a girl? There's got to be something more to this."

"Alright, so say there is? Got any ideas?" Dean crossed his arms. "I mean, I know we don't exactly have good luck when it comes to being affected by magic, but what could possibly go wrong when I'm a girl? They didn't even turn me into a monster or something threatening."

"That's EXACTLY what I'm worried about, Dean. If they didn't turn you into something dangerous AND there isn't some secret Pandora's box death trap to this, then what's their hidden agenda?"

"What if that's precisely what they're making you think," Cas shifted in his seat, "and they're really just trying to make you paranoid? All of this could be a mind game."

Sam and Dean turned to each other. "What creature is cruel enough to do something like this, yet isn't Crowley?" Sam hissed.

Dean knew exactly who Sam was talking about. Lucifer.

Dean was trying not to panic, but it wasn't working. If Lucifer was responsible for turning him into a girl, how the hell was he supposed to break the curse? Dean's stomach twisted as he paced holes into the floor of the motel room and stared down at the ugly green carpet. There was no way he could reason with the damned Devil, of all people. He was definitely, absolutely going to be stuck as a girl forever. Oh God, this was the worst day of his life. But before he could panic any further, Sam turned to him.

"I'm trying to think, Dean! You're distracting me with all that pacing!"

"Well excuse me for feeling nervous. It's not like Satan cursed me eternally or anything."

Cas interrupted their arguing before it got any worse. "Perhaps we should discuss this with Bobby. He might know how to undo the curse."

"Anything is good enough at this point." Dean sighed, "Cas, can you fly us th-"

Before Dean could even finish his sentence, he was already on the front porch of Bobby's house. "God, I'll never be able to get used to that," Dean muttered before turning to knock on the door.

The look of confusion on Bobby's face when he opened the door was priceless.

"Cas, Sam, and..." Bobby looked thoroughly stumped for a moment before his eyes suddenly lit up in recognition. "Dean, you complete idjit, what have you done?"

"There isn't much time to explain. Basically, Lucifer changed me into a girl and I have no idea how I'm going to change back. We were hoping you could, you know, offer some advice?"

Bobby covered his face with his hands and sighed. "Alright, give me some time. There's got to be something about this somewhere. In the mean time, you are just going to have to put up with being a girl."

Dean figured as much. Problem was, he actually had no idea what the hell he was doing. He didn't really have much experience with girls, other than Lisa, of course, but that was different. He could talk to girls, that was for sure, but he didn't actually know how to act like one. Bobby noticed how completely dumbfounded Dean looked and rolled his eyes. "You can stay here for a while so that you don't embarrass yourself, Dean," Bobby groaned.

"I'm sure we can find some way to teach you how to act, well, girly," Sam intervened.

Dean let out a hiss of frustration and walked into Bobby's house. This was not going to be fun.

Several hours and some embarrassing Internet searches later, Dean had a better idea of how to be a girl. Cas, much to Dean's bewilderment, had spent some time in a female vessel before, and knew some basic social rules. It wasn't much, but it was good enough to get by. Dean had taken matters into his own hands after Cas had recommended that they go clothes shopping together. The vast number of teenage girls posting make up and fashion tutorials on the Internet would probably be enough to help Dean look less... out of place. Dean didn't really like having to learn how to technically be a genderbender, but if it was Lucifer's intention to embarrass Dean, he was determined to look and act as normal as possible. It was a struggle, however, since Dean and normal weren't even usually used in the same sentence.

Dean stood in front of the mirror and looked at himself. He hadn't really payed attention to how Deanna, as he had decided to nickname his female self, looked before. After all, your overall attractiveness isn't really something you first notice when you wake up in the opposite gender. He was actually pretty good-looking, which was somewhat of a disturbing thing to realise. Though, there was an uncanny resemblance between him and "Deanna". This body still had the same emerald green eyes and light brown hair, which Dean noticed was somehow cut nicely. Deanna's hair was layered and smooth, resting nicely at her shoulders. It was odd not to see it spiky and messy like usual, but Dean didn't mind too much; at least it wouldn't be hard to take care of. He brushed his bangs out of his eyes and shrugged. He didn't look too awful, at least. Dean was about to head back to the kitchen and get a beer, when he heard the faint flutter of wings. Cas appeared holding a few shopping bags. Dean looked at him in confusion. "Cas, what's that you have there?"

Cas held open the bag and dumped out the contents onto the bathroom counter. Make up and clothing. "Cas, it seems like you're enjoying this way too much." Dean rolled his eyes.

"You said yourself, Dean. Lucifer most likely wants you as embarrassed as possible. If you look and act like the woman you seem to be, that won't happen," Cas said and shoved the clothes into Dean's arms. "You should change into these."

"Uhm, alright," Dean said, eyeing the outfit. Oh, thank Christ Cas had picked out something plain for him. Jeans, a black tee-shirt (which was sadly a little too small and left his stomach exposed), and a pair of black boots. The shirt was a little showy, but it would do for now. Dean figured he could worry about the make up later. Just the thought of putting make up on made his stomach clench. Really, it seemed like a huge pain in the ass.

Dean was soon out of his old clothes and heading downstairs in his new outfit to get a sorely needed beer. He still couldn't get used to the weird feeling of being somewhat lighter and more agile. Being a woman sure was strange.

When he reached the kitchen, Sam, Cas, and Bobby were there waiting for him. "Any news?" he asked.

Bobby nodded and held up a book. "I've managed to find the spell Lucifer used on you in this book. It seems like he's joking. A sick, sadistic form of joking, but joking none the less. It says it's supposed to last for a few weeks."

Dean looked furious. "A few weeks doesn't sound very precise, Bobby."

"It's not very clear," Bobby snapped, "and on top of that, it's in a very ancient language. All I know is that it won't last more than a month."

"More than a month?" Dean nearly cracked the bottle of beer he took from the fridge as he clenched his fists.

"I'm sorry, Dean," Bobby said. "There doesn't seem to be a way to break this spell. I guess you're just going to have to wait a month."

"This is a nightmare," Dean spat, "a complete nightmare!"

"Come on, Dean. Why don't you watch some TV and drink your beer. I even bought some pie while you were upstairs," Sam said comfortingly. "It isn't as bad as you think, anyway. It will ware off eventually, and at least Lucifer didn't turn you into something worse."

Dean sighed and allowed himself to be led into the living room. He tried not to focus on the fact that he felt so confused. He'd never truly had no idea what he was doing before. Even when he was hunting something he hadn't encountered previously, he still had his fighting skills and many years of experience to help him get by. Being a woman, however, he had absolutely no knowledge about whatsoever. It then occurred to Dean how much he needed a drink. He finished off his beer in a few gulps, and settled down onto the couch to waste away the night watching Dr. Sexy, M.D. and eating pie. Silently, he hoped this wouldn't turn out to be as bad as he thought.