Hello and Howdy everyone and welcome to my attempt at a Supernatural/Undertale crossover. Before you begin reading my labor of love, I'd like to lay down some history for this story. Firstly, this world of Supernatural is an AU. Were, instead of nothing but fucked up stuff happening to the boys in seasons 4/5, in this dimension they finally catch a break and things go their way.

Chuck got off his unproductive, godly ass and started the process of reconciling with his children, Lucifer's bitchy ass included, resurrected Gabriel, freed little Adam from being Michael's replacement suit, gave Castiel his due as well as a raise in power and began operation "teach my clingy first children Free will and how to live without Daddy around 24/7." Mind you its still a work in progress, especially with his two eldest being the biggest pair of drama queens in all of Heaven or Hell but hey their getting there. There's also a few other little details here and there that I'm not currently addressing but considering the main story they're not overly important right now.

Secondly, Crowley, our fabulously Scottish Crossroads King is indeed the new and current King of Hell, now that Lucifer's been reinstated as a holy avatar instead of ya know, Satan. He also graciously returned Bobby's soul just like he promised instead of trying to douche it away, and no its not because God/Chuck "sorta" being on the Winchester boys side has anything to do with it. Oh noo, if anything its because he finds Robert "fascinating", so much so that he appears in the older hunter's house constantly, much to the chagrin of Bobby Singer.

Thirdly, in my head cannon Chara is not an evil child, nor is Frisk, if anything both are innocent victims of something far more sinister when it comes to the Genocide route. For us Gamers, WE are that evil. The Player forcing our will on Chara, pushing our LOVE and EXP on them, corrupting whatever "good" was left while systematically locking Frisk's Freewill away and high-jacking their body and moving it like our own personal marionette. Its my belief that the True Pacifist Route is the only instance in which either Frisk or Chara are truly the ones in control. Both of them wishing, wanting, HoPeing to save their friends, family, Asriel; to bring them peace and freedom from the mountain and its long history of despair. Because as much as I agree with the notion of Chara hating humanity enough to eradicate it completely. I just can't fathom a child who would willingly slaughter an entire race of people including their loving mother, father and brother, simply because they felt "betrayed." No, I imagine waking up from the disorientating sensation of death to find your ghostly self-attached to a dark-skinned doppelganger would breed far more confusing emotions than simple betrayal or the twisted desire to hunt down and murder your adoptive family. That's what I believe anyway.

Whew, still with me? Yes? Good. Awesome, then I only have one final thing to say, this is going to be a Part 1 of a very long series (I hope), there's just so much to explore in a world of freed monsters in a dimension filled with horrible creatures far more deserving of the title. As well as finding new ways to invite later season characters to the "verse", like Benny or Charlie without upsetting the current universes' platform. If you know what I mean. But that's neither here nor there, after all, the boys must first make it out of the Underground. So, without further ado, please enjoy the first chapter of UnNaturaltale. (You deserve it if you read through all that fan-girl world building, my fingers hurt just from typing it!)


Long ago, two races ruled over Earth; Humans and Monsters

One day, war broke out between the two races.

After a long battle, the humans were victorious.

They sealed the monsters underground with a magic spell.

Many years later…

Mt. Ebott

20XX (i)

The crunching of fallen foliage were the only sounds to be heard as two lone figures trekked their way through the wilderness. Both were male with the first being shorter than the second with a slightly more muscular build, dark blonde hair cut ivy-league short and the brightest pair of green eyes that many would kill for. His companion on the other hand was tall, incredibly tall, with soft brown eyes, brown hair down to his neck, and, although he too had a decent amount of muscle, his height helped to distribute it better.

"Dude, seriously, why couldn't we have asked Cas to drop us off at the top of this stupid, freaking mountain?" Groused the first, his mouth turned down in an irritated scowl.

The other man sighed, as if the others attitude was a common occurrence (which it was.) "Come on Dean you know why, Chucks got him and Gabriel dealing with angel politics upstairs while HE deals with the big threes "daddy issues." Walking up the side of a mountain is a small price to pay for an apocalypse stopping, family therapy hour."

Dean sighed, "Yeah, yeah, doesn't mean I have to like it Sammy."

"Your just upset that the Big Guy Upstairs stole your angel's attention, and its Sam." The taller didn't even bother to hide his smug, smirk from Dean as the shorter man spluttered in indignation.

"Dude! Cas is not my angel, why does everyone insist on saying it like that!?"

"Oh, I don't know, maybe it has something to do with your shared (ii)"profound bond" or that weird staring thing you both do when the two of you think no one's paying attention."

Dean released a choked sound, "We don't stare at each other, besides what about you and that candy eating douche nozzle huh? The two of you have been awfully chummy since the no-go apocalypse went down!"

Sam shot his older brother an unimpressed look, "So what? I'm allowed to have friends Dean and (iii)Gabe is my friend, you know I wasn't comfortable killing him back when he was just the Trickster, heck it even bothered you and I quote "I like your style." Sides, kinda hard to hate someone who defended us from the freaken Devil and died for it ya know?"

Scoffing the older man shrugged, "Oh, so its Gabe now? Did you forget that that asshat killed me a dozen hundred times!?"

Sam's eyes darkened, his whole demeanor shifting from slightly annoyed to completely pissed. (iv)"Trust me Dean, I haven't forgotten, nor did I say that I've forgiven him. Now, can we drop this before I do something I regret like punching you in the face."

"Fine!" The other snapped, both men now walking in tense silence through the thick underbrush; barely managing to avoid tripping on the many vines poking out through the dirt. The tense atmosphere lasted several minutes more before the older brother sighed loudly.

"Ugh! Look Sam, that was…"

"Dickish? Insensitive? Really, really uncalled for?"

"Damn you sure know how to kick a guy where it hurts dontcha Sammy."

"Learned it from you, and you were saying?"

"Tch, yeah it was all those words and more, I shouldn't have brought that up, it wasn't right and I'm sorry. And yeah, Gabriel's alright when he's not doing douchey things like turning my (v)Baby pink or leaving every candy wrapper known to man around Bobby's house. So, let's just, start this over alright?"

Sam nodded, "Sure Dean, and for the record I except your apology."

"Great, awesome, now if we could just drop this chick-flick moment right here I'd be eternally grateful."

Sam just barely contained a giggle, "Whatever you say Dean, you wanna talk about the hunt instead?"

"Yeah sounds good, we even sure the kid made it this far? I mean, according to what Bobby told us and what the locals keep saying this place is literally no-mans-land. Why climb a mountain nobody's ever come back from?"

Sam sent his brother a sad frown, "Maybe that was the point Dean, you read the reports on Frisk just like I did, can you really say the theory is unlikely? No one ever wanted her before, so, why should it matter if she never comes back."

Dean gritted his teeth, "Trust me Sam there's a special place in hell for people like (vi)Frisk's "parents." The "I would know", went unspoken. "Sometimes I wonder what's worse, the monsters we hunt or people. Somedays the lines to damn blurred to tell the difference."

"People definitely, one of the reports for (vii)Brandon Holt who went missing on Mt. Ebott in the 80's had depictions of potential child abuse as the motivator to him leaving."

Dean snarled lightly, "Start'n to see a trend here, what about the other kids? Didn't you say in the motel that all the ones who went missing up here were between the ages 8-12? Were all of them victims of abuse?"

(viii)"No, fortunately in this case only Frisk and Brandon had mentions of abuse, the others disappeared on the mountain most likely on accident. Heck some of the disappearances are centuries apart from the others. (ix)Lidia Whilton age 10 in 1863 during a family outing on the mountain, (x)Sunny Rogers, the oldest at 12, in 1888, he was the youngest in a family of ten children; seems he left to lift some of the financial burden. (xi)Nastya Petrov a Russian immigrant in 1915, on tour with several other children for a ballet performance here in America, she was 11. (xii)Yoshiko Tajiri age 9 in 1943, its believed her parents sent her to the mountain so that she'd be safe from the Japanese Internment and finally (xiii)Mateo García who was the only son of a Spanish-American couple who ran a restaurant in Ebott Village in 1961, apparently he went to explore despite both his parents telling him not to, he was 9 as well."

Dean shuddered in disgust, "Jesus, I really fucking hate it when kids are involved."

Sam hummed in agreement, "It never gets any easier that's for sure."

"Think it was a (xiv)Wendigo?"

"Not likely, why wait so long between each kill? Wendigo's need to feed periodically like any other wild animal, if they were responsible than another hunter would have burned them by now."

"What about a (xv)Lamia? There into eating little kids, right?"

"Well some of the lore says that but most say Lamia's steal children out of some form of misguided vengeance. To be honest my mind keeps going back to that village legend Officer Miller told us."

"Oh yeah, the one with the weird goat, demon, thing."

"Yes Dean, the one with the goat." The older brother huffed at the youngers deadpan voice.

"Look man I wasn't all that interested in that assholes version of story time, its like the whole entire town of Ebott is filled with uncaring dickbags. Miller even said, all they did was patrol the base of the mountain and nowhere else. They were practically screaming, "better that orphan kid than me", freaking pisses me off."

"I know that Dean, it made me furious too, but we still had a job to do so I listened. Now, do you want to hear it or should I just let you brood in silence until we make it to the top?"

Sticking his tongue out childishly Dean responded with, "Screw you bitch."

"I'll take that as a yes, jerk." Grinning Sam continued, "(xvi)The story goes that some time in the early (xvii)1700's a tall, white furred, goat demon dressed in royal garbs descended from the mountain caring the body of a young girl. Believing the demon was responsible for her death the towns people attacked. The creature, wounded, stole away the child's body and ran up the mountain, never to be seen again."

"That's…a complete pile of bull. Seriously, it just ran away? Pretty sure demons don't run from pissed off townsfolk. And what about the girl? Why bring her down in the first place?"

"Maybe it wanted to gloat, or you know lord it over them to stroke some kind of overly inflated ego? Crowley does it all the time."

"Yeah but he does it to ensure his royal ass stays at the top, the goat wouldn't need to do that around a couple of humans. Not to mention the weird detail of taking the body back up the mountain when it high tailed it out of there. Why do that? The kid was already dead, not much more they could offer in that state."

"Your guess is as good as mine Dean, now that I think about it why was the girls name removed from the legend? You'd think with a town that's dead set on avoiding this whole area and toting a story like this one around they'd want to use her name as some sort of example or at least drive home the idea that she existed. But instead its never mentioned once, really strange…"

"This whole damn town is strange and so is this damn mountain which, by the way, we are still no where near the top of!"

*Back to that already huh..wait..what is that?* "Dean stop!" The older Winchester paused, gun already in hand.

"What?"

"Look, there to the left, I-I think it's a cave! Maybe Frisk went in there, it seems more likely than an eight-year-old climbing their way to the very top of an actual mountain."

"Dude, could you not shout like a lunatic next time, seriously do you want me to shoot you!?"

Ignoring his brother's bitchiness entirely, Sam veered to the left, the sound of Dean's disgruntled mutterings not far behind. It only took about ten minutes to reach the mouth of the cave, just like on the ground, (xviii)thick vines too covered the outside entrance only a gap large enough for a child was visible. Reaching inside the waist band of his jeans Sam fished out a narrow, silver blade. Dean followed suit pulling out his own from the inside pocket of his leather jacket.

"You take the left and I'll take the right, between the two of us we should be able to carve a decent sized passage, man I love these things, (xix)Angel Blades are awesome. Even if they do look about as dangerous as a toothpick."

"Yeah a toothpick that can fry your atoms on multiple different levels."

"Eh, semantics Sammy!"

Chuckling the younger Winchester went to work on his half of the overgrown vines, soon enough the two brothers had successfully managed to carve out enough to pass through. Although Sam did half to duck slightly.

"Heh, have'n some trouble there Sammy?"

"Eat me." Sam chirped, cheerfully.

"No thank you." Dean easily supplied back as he dug around in another one of his jacket pockets for the heavy-duty flashlight he was accustomed to bringing on hunts. Cell phone lights could only get you so far.

Following suit both brothers now shined their dual beams of light along the cavern floors and walls, Angel Blades clutched at the ready should anything pop out and try to catch them off guard.

The two walked slowly, examining every nook and cranny their lights were able to glimpse for them. Several minutes passed before the two stumbled upon an enormous gaping hole in the center of the floor, a small crack in the stone roof allowed for only the barest of sun rays to spill through; better illuminating the hazardous pit fall.

Dean shined his light down, however that darkness was just too deep to see through. "Damn, I think we've found were all those kids have gone missing." The man gave an involuntary shiver as the image of small bodies and bloody cracked skulls flashed through his mind.

Sam frowned in sympathy, the knowledge not any easier to swallow from his end either. "Look we should probably check first before we assume Frisk fell and died. Its possible somethings been grabbing the kids and dragging them down. There's tons of monsters in the lore that use caves and dark spaces as hunting grounds." Shifting, Sam moved to start the descent only for Dean to roughly pull him back.

"Uh, just what the hell do you think you're doing!?"

Sam scowled, "What does it look like Dean? I'm working the case, what the hell are you doing?"

"Oh, I don't know, stopping you from climbing down the deep, dark, murder whole! Ya, know, without the proper equipment or your common sense! When the hell did you find the time to learn how to spelunk, Sam!? If you think there's a single chance in hell that I'm going to let you go down there, then maybe Lucifer knocked more screws loose than I thought!"

"First of all, fuck you and second "let me"? If you haven't realized by now, after the real shitty couple of years we've had, I'm not a child anymore Dean! Having the biblical Satan ride your ass kind of robs you of it! And what about Frisk huh? We're just gonna abandon her down there like everybody else in this godawful town? I thought we were the good guys Dean!"

"Oh, come off it, you know its not that simple, being a Hunter makes that line so gray it makes our "business relationship" with Crowley look like afternoon tea with the freak'n Queen of England! And I never said we were going to abandon anyone! We're gonna go back down this fucking mountain, we're gonna make our way back to our shitty motel, and we're gonna call Cas!"

"Oh, right, of course, since when couldn't we solve our own cases without an Angel of the Lord at our beck and call. He's not a dog Dean! I thought you'd have more respect for your friend than that, especially when you know how busy he is right now! What part of "important heavenly duties" are you just not getting!?"

"Screw you Sam! I've never treated Cas like a dog you asshole! It's really freak'n wrong when I'm being the sensible one and you're being a confrontational little bitc-(xx)CRRRRAACCKKK!

The sudden, violent burst of sound startled both men, forcing them to cease their arguing. Panic flashing across Dean's face.

"Sh-Shit, what the fuck was that?"

"D-Dean I think-!"

Without warning the ground beneath Sam's feet opened up, neither brother was able to fully process the change before the younger Winchester began to fall.

"DEAN!"

"SAM!" Desperate and wild, Dean tried to latch on to any part of Sam that he could reach, his grip just barely managing to snag onto the youngers clothed arm.

"Whoa, whoa, okay, I gotcha, I gotcha. Jesus, Sasquatch I thought those nasty romaine salads were supposed to make you lighter!"

"Is this really the time for that Dean!? PULL ME UP!"

"You don't think I'm try'n!? You're not exactly Thumbelina here, Sam!"

More deafening cracks reverberated off the stone walls causing both men to pale significantly.

"Aww, fuck me…"

Thus, the earth beneath Dean shattered. "SSSAAAAAMMMM!"

"DEEEEAAANNN!"

Plunging both into the darkness below.

Legends say that those who climb the mountain, never return.

UNDERTALE


(i) First instance of my attempt to mesh these two fandoms together, this year in particular no longer stands for Chara's falling year but Sam, Dean, and Frisk's. This change is to avoid the 201X problem as well as set Chara's history in a world like ours to a more reasonable one where a hatred for humanity would be better fostered and justified.

(ii) This is a two-bit reference to season 7 as well as the running gag in the entirety of the Supernatural fandom that Dean and Castiel are madly in love with each other. I happen to like and have no problem with Destiel so the pairing could always happen somewhere down the road, so ya know if you have a problem with that than I have no idea what to tell ya. ¯\_(ツ)_/¯

(iii) A nod to the idea that Sam deserves his own angel "Profound Bond", and who better than the only other angel who understood and liked both brothers. Besides Gabriel seems to pull Sam's pigtails way more often than Dean. Again, have zero problems with Sabriel.

(iv) Ah, good old Mystery Spot, I'm under the impression its gonna take a whole hellva long time for that bitterness to settle. Lesson or not it was a dick move.

(v) Archangel or not Gabriel is still a Trickster at heart and I feel Dean would be his main source of, eh-hem "entertainment", mainly cause his reactions would be golden.

(vi) Several things here, first, yeah Frisk's female, writing "them, their" all the time is too stressful so deal. Next, this is once again my own brand of world building where I wonder, "Just what would drive a child to climb a mountain no one comes back from!?"Not anything good I would think, plus the option to stay with Toriel or call her Mom for starters, would an unconditionally loved child even consider saying such things or even contemplate answering yes!? Uh, no, the answer is no. Abuse is a serious matter and I'm going to try and treat it with the respect it deserves and the consequences it can leave on the victims.

(vii) Tough Glove=Power Glove, fight me!

(viii) This paragraph is so that everyone remembers, that the human souls, were once living-breathing children, they had dreams, aspirations, desires for safety and adventure. They weren't malevolent beings, they didn't fall with the intention of slaughter, no, they were scared kids forced to make decisions not even grown adults are capable of making.

(ix) Women and girls in that era were all about waiting, especially the aristocratic ones.

(x) The wild west was in no way like the movies, it was harsh and fruitless to the point of even being hellish and it wasn't uncommon for families to have 6+ children just for the off chance 1 might survive it. Also, I thought the name Sunny was both ironic and funny as its bearer would probably be the total opposite of the name.

(xi) Russian dancers are known for their preference for the "pancake" style tutu and that sort of inspired me to think, "Hey, who said all those missing kids hailed directly from Ebott Village?"

(xii) Tajiri is a reference to Satoshi Tajiri the creator of Pokemon, thats good shit. On a more somber note Japanese Internment refers to our nations moment of collective insanity were everyone and their mother thought locking up Japanese-American's in Concentration Camps was a justifiable act. One that broke apart families, destroyed belief of a fair government, and inflicted years of mental and physical trauma on hundreds of Americans'.

(xiii) I LOVE Mexican food, and no Taco Bell is not what I think of as authentic "Mexican." Even stranger I was already kicking around the idea that one of the fallen children should be of Spanish descent and Frisk was kind of first choice but than I thought, ooh, wait, I have sooo many ideas when it comes to the First and Eighth Fallen Childs "true" family lineage in the world of Supernatural. SPOILERSSSSS!

(xiv) Season 1 monster, they eat human flesh.

(xv) She steals kids because someone stole hers.

(xvi) The tragedy of the royal children Asriel and Chara, fuck'n hurts my feels! And, yes, once again Chara is female too. Way less creepy with them playing tether soul with Frisk.

(xvii) See 1700's just vague enough not to give it away and a whole ton of historical and personal reasons Chara could despise her own kind.

(xviii) Years of Flowey abuse no doubt.

(xix) They can and will kill just about anything except an Archangel, side note did you know they have Angel Swords too!? Why the heck didn't they lead with those first!? I mean Cas with a blade is pretty intimidating but a sword!? Talk about first impressions.

(xx) Two grown ass adults, way heavier than any kid could ever be, arguing over a centuries old hole, just what the hell did they think was going to happen!