DISCLAIMER: Undertale is the property of Toby Fox and DKC is the property of Nintendo. This was first drafted during a late-night Skype call with two fellow DKC fanfiction writers.

A/N: Hi! Welcome to the story that started out as an AU we had planned. TwinCats and LittleDixieDoodle are just as to blame here as me. Unlike many of my other stories, the characters are in their actual appearances, with only some minor changes to fit with their roles in the story as we saw fit.

I just wanted to point out before the story begins that the difference between Tails and Kongs are that Tails are any living creature with a tail, like Diddy, and a Kong are any living thing that lacks one. They don't necessarily have to be monkeys specifically, as there will surely be other tailless Nintendo characters to fill in the gaps of what I can't with the available DKC characters.

Also, I dare you guys to guess who is taking the role of the first Fallen Tail. I'll stop talking now I promise.

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Long ago, two races ruled the Earth together: Tails and Kongs. One day, a terrible war broke out between them, with the Monkeys emerging victorious. They sealed the Kongs underground with a strong spell, warning their descendants to come of the dangers that lay waiting beneath the mountain.

Many years later...

Mt. Fox

201X

XxXxXxXxX

The first thing that came to Diddy was the smell of flowers.

Then his vision returned, and he saw he was laying on a bed of marigolds. He stood, trying to let his eyes adjust as he looked above him.

Wow... he was so far down, wasn't he?

He knew there was no way he would be able to reach the top, especially not if he wanted to reach the surface by nightfall. The only other option was forward, so he made sure everything still worked properly before making his way down the shadowy path that lay before him.

It hadn't been much farther before he found an... interesting... sight.

Dancing somewhat happily was a head on a flower stem. It swayed in a nonexistant breeze, a somewhat happy smile on his face. Diddy raised an eyebrow, and the little flower chose this moment to acknowledge his presence.

"Hi!" it greeted happily. "I'm DK! DK the Planty!"

"Uh... hi?" Diddy responded.

"Say! You're new here, aren't ya?" The plant thing stopped for a moment. "I know! I'll teach you how things work around here!"

Diddy felt weird then, and he saw a small red heart emerge from his body.

"That's your soul! It can get stronger if you gain a lot of LOVE!"

"Uh... what's LOVE?" Diddy stammered. The plant grinned.

"Down here, LOVE is shared through little white... 'friendliness pellets'!" As an example, DK spawned several little white dots. "You want some LOVE, don't ya? If so, please don't hesitate to get as many as you can!"

Diddy stepped forward, barely touching one of the bumps. Almost instantly, it exploded against him, and he suddenly found himself on the ground unable to move, a searing pain ripping through his body. The smile on the plant above him turned malevolent, and he found himself reaching for something, anything, that could help him.

"You idiot." The once-friendly abomination stressed the word perhaps a little TOO much. "You don't know what's going on here, do you? DIE!"

The remainder of the litle bullets closed in on the monkey. Diddy knew this was it...

But then he felt revitalized. He peeked up above him, only to see the pellets having disappeared. Instead, the maniacal grin on the plant turned into a look of fear and confusion as he looked to the side.

A breath of fire shot out then, knocking the plant away. Diddy sat up them, assuming it to be safe, but jumping as a new voice rang through the darkness.

"Are you all right young one?"

Above him stood a figure cloaked in a white dress. A strange symbol graced the cloth's chest, and the character above appeared fully. She held out a hand, offering a kind smile as well. Diddy looked from her to the hand before carefully taking it.

"Uh... thank you," Diddy responded as he was pulled to his feet. "What is this place? Who are you?"

"Oh, my dear," the new figure murmured."I am afraid you have fallen beneath the surface world. These here are ruins."

Ruins? Did that mean... did that mean this person is...?

"So... does that mean... you're a Kong?" Diddy whispered, visibly shaking.

He'd heard stories of the Kongs, and the events leading up to the war long ago, and like many had been taught to fear what lay underground. Silently, he hoped this one was nicer than the plant abomination had been, and that the magic she'd used to dispose of it would not find its way to his body.

"Well, yes, I am." The person noticed Diddy's body movements and the sudden fear at this realization. She relaxed some, taking his hand between hers. "But I am afraid I am rather docile than most. I never told you my name, did I?" She smiled warmly, and the tension Diddy felt in his body eased. "My name is Wrinkly. I take care of the Ruins. If I you would like it, I can guide you through."

Diddy was silent for a moment, before nodding.