For a moment, I was worried that no one would like this story, but that fear's been put to rest. Now that the prologue for this story's been taken care of, let's move on to the rest of the story, shall we?

*I still don't own How To Train Your Dragon, and I don't own Digimon!*

Dialogue Key

"Gaossmon Digivolve to… GREYMON!"

'Greymon Digivolve to… METALGREYMON!'

"Gaossmon Warp-Digivolve to… ZEKEGREYMON!"

"His name is Kuwagamon! He's an insectoid Digimon, vicious and ruthless. With teeth like knives and Scissor Hands that can chop through anything!" = Digimon Data Entries

Dragons and a Dragon Rider!

Hiccup kept walking through the dense forest of trees that surround the outskirts of Berk as he tried to find a place to, hopefully, get some peace. But something tells him that so long as he's on this island, he'll never truly be at peace. Especially since he's always beaten up and blamed for stuff he didn't do by his arrogant cousin, Snotlout Jorgenson, and the other village boys from the neighboring tribes. And what has his father ever done to help him?

Nothing! Zip! Nada!

He came home beaten bloody, black, and blue one day, and all Stoick does is tell him that he needs to hang around Snotlout more! He is a terrible father!

Finally, Hiccup reached his intended destination. It was a beautiful cove with a few trees, some rocky croppings here and there, and a shallow lake that had a variety of tasty fish swimming around in the deeper parts. He found this place a couple of months ago when Tuffnut and Ruffnut had chased him into the woods hoping he would get mauled by wild boars or wolves. The kid took shelter in a small cave after finding this place, went home in the morning, and surprisingly, Stoick didn't question where he had been all night.

Walking over to his favorite tree, Hiccup sat down and finally began to release all of his pent up feeling the only way he really knew how at the moment. Crying like the small child he is.

Hiccup was tired of it all. Tired of being viewed as a mistake. Tired of being bullied just because he's not like the other vikings. Tired of being ignored and neglected by his father. And most of all, tired of living on an island full of villagers who would rather see him dead rather than have him as their future chief.

The boy was so distraught and distracted by his crying that he didn't notice something land in the cove and walk over to him. Not until he heard a beastly snort and felt a small blast of steam hit him in the head. Hiccup looked up and saw what many in his village have never seen before but he seems to instinctively know what it is.

A Night Fury… the unholy offspring of lightning and death itself.

The dragon certainly is nothing like the ones Hiccup has ever seen. For one thing, it's smaller than most other dragons even though he can tell that it's not full grown. But it's like no dragon Hiccup has ever seen before. The way its body is structured makes it looks sort of like some species of big cat, like a panther or a mountain lion, and its body is coated in jet black scales that easily help it blend in with the night. It also has these two smaller wings beneath its main wings that are probably meant to help it achieve its famous high speed when it flight, along with two fins on its tail. If Hiccup were to wager a guess, those fins are meant to help with directional control while in flight. It also has these six appendages on its head and green eyes.

Hiccup smiled as he knew that his prayers to the gods have finally been answered. He would finally be free of the suffering that he has always been through at the hands of the villagers. Oh sure, there will always be a couple of people he'll miss when he's gone. People like Gobber, Astrid, and even Fishlegs. Maybe even the twins to a degree. When they pranked him, they did it just to get a laugh, not with the intent to hurt or make him miserable.

But he certainly won't miss Snotlout, who took advantage of Ruff and Tuff's low intellect to basically turn them into his henchmen.

Hiccup abruptly stood up, grabbed his dagger from his belt which, he noticed, made the dragon tense, and threw it into the deepest part of the lake where he knew he'd never be able to retrieve it. He then faced the dragon and spread his arms out side to show that he was completely defenseless.

"Well, go on and get it over with, dragon! Kill me and avenge all of your dragon brothers and sisters who have fallen to the blades of my kind!" exclaimed Hiccup.

The Night Fury just tilted his head curiously, much like a cat would. Why would this human boy want to be killed by him? Does he think he's here to do so? Does the human think that dragons eat humans? No thanks! The Night Fury would honestly prefer fish or a nice big slab of beef instead of human meat. Besides, even if he WAS going to eat this human, the little guy's too skinny. And that's not good. He really needs to eat more.

Especially if he's going to eat Icelandic Cod. Those are especially delicious.

Now he's hungry.

"WELL!? WHAT'RE YOU WAITING FOR, HUH!?" Hiccup snapped at the Night Fury. "I'M UNARMED! A PERFECT TARGET FOR YOU! SO WHY DON'T YOU JUST GO AHEAD AND KILL ME ALREADY, YOU USELESS REPTILE! DO IT! I'M THE CHIEF'S SON! THE ONLY CHILD OF THE MAN WHO HAS SLAUGHTERED BILLIONS OF YOUR KIN! SO HURRY IT UP! GO ON! JUST… please… kill me…! End my miserable existence now…!"

No longer having the energy to show any form of anger, Hiccup just collapsed to his knees as tears freely fell down his face. The Night Fury was beside himself with worry. He's never heard any creature sound so broken before, and it scares him. This human child can't be any older than he is, even though he's clearly smaller than he should be and way underfed.

What has this child suffered at the hands of the monsters who dare call themselves his parents!? The Night Fury had to do something to save this boy from his depression. But what could he do? Being in the presence of this human child certainly made him realize something important.

They really are a lot alike. They were both alone in the world. They didn't fit in with their respective tribes, they harbored feelings of great destruction and they both seemed to be somewhat emotionally damaged. So, thinking back to his time as a hatchling, the Night Fury walked up to the boy and did something that his Egg Mother used to do for him.

He got up on his hind legs, walked over to the crying child, and wrapped his forelegs and wings around the boy, bringing him into a hug.

When Hiccup heard the Night Fury walking closer to him, he internally celebrated. Maybe the dragon had actually been paying attention and was going to finally end his misery. But rather than outright kill him or even eat him, the dragon did something that surprised Hiccup greatly.

It hugged him.

Hiccup couldn't even remember the last time he's been hugged by anyone in his life. Not since his mother, Valka, was killed by a dragon during a raid when he was a baby.

He felt something wet falling on top of his head and looked up to see that there were tears falling from the eyes of the Night Fury. Sorrow was present in the dragon's eyes, and that sorrow was directed towards… Hiccup?

Why though? Why would a Night Fury, the unholy offspring of lightning and death itself, cry over someone as worthless and useless as Hiccup (thinks he) is. The dragon sadly cooed as he hoped that showing Hiccup some much needed kindness might help to ease the pain.

Fully realizing now that the dragon was sad for him, Hiccup did the one thing he never thought he'd do in his life. He hugged the dragon back.

He felt happy. Happy that someone cared enough about him to actually try and comfort him in his time of sorrow. Even if it was his sworn enemy.

'No,' he thought. 'Not my enemy. Berk and every other viking in that wretched village are enemies to dragons. But I'm not one of them. And I never will be!'

Looking up at the Night Fury, Hiccup managed a true smile through his still teary eyes. A smile that the dragon found fascinating and tried to mimic, showing to Hiccup that there were gums in his mouth rather than teeth.

Hiccup didn't understand why this dragon doesn't have teeth when he clearly had them during the beginning of his emotional rant, but right now, he doesn't care. He felt safe and content in the wings of his friend.

The boy yawned as the emotional and physical exhaustion began to take its toll.

"Thank you for being there… Toothless." Hiccup yawned before drifting off to sleep.

The dragon felt confused by what this boy had just called him. Toothless? Was that supposed to be a name the boy wanted to call him? If it was, he found himself liking it, strangely enough. Toothless the Night Fury. A perfect name for a mighty creature of the night such as he.

Toothless yawned as he too was beginning to get tired. He used up a lot of energy during his flight to the island from that accursed nest and needed to rest and regain his lost power. So, being mindful of his new friend, Toothless settled down on the soft grass of the cove and went to sleep. Thoughts of adventure and flight taking hold in his mind.

Oh, if only he knew just how right he was about there being adventure in his and Hiccup's future.

In another part of the world, another dragon is also flying towards Berk in search of its purpose in life. Or rather her purpose. That's right, this dragon is a female. And she actually looks mostly the same as Toothless, but with a lot of key differences.

She is shown to have blue eyes and white scales with glittering textures. She has a single, long spine running down her back rather than individual curved spines, a pair of big ear-like adapters on the top of her head, and two smaller ones on the side. She also has triangular wing flukes and tail flukes that are glittery white in coloration. Her wings are glittery white with glittery pink stripes running down her wings.

The Viking's don't know it yet, but this dragon is what's known as a Light Fury. A brighter and even more reclusive subspecies of the Night Fury family tree. And she is on a mission of great importance. One that she has given to herself.

Her parents always told her of a world beyond their own. A world of bipedal ape-like creatures known as humans. Her father and mother told her that while this world is beautiful, it is also a dangerous one where dragons and humans are at constant war with one another and that she must never go there.

But it got her to thinking: are all humans bad?

Surely not all of them are dragon killers like her parents told her. After all, she knows from personal experience that there are good dragons and there are bad dragons. So why can't the same principle apply to humans? And so, she made her most daring move she's ever made in her young life.

She left the safety of the Hidden World to go human hunting.

Now, please don't misunderstand. She doesn't intend to harm any humans. She wants to find that one ideal human who will be her partner and friend. Someone who will watch her back just as she would theirs. And she has a feeling that the human she's looking for is somewhere in this direction.

Let's just be glad that Berk isn't in the middle of a raid right now so she can easily infiltrate the surrounding area to find her rider.

*To Be Continued…*

Okay, so as you all have just seen, I've decided to include the Light Fury in this story and she will have a human partner. You'll find out who in the next one. But now for the questions.

1.) I've decided that Astrid will be a Digidestined. What Digimon do you guys want her to have as her partner and why?

2.) What kind of Digivice should I give Hiccup and Astrid? (G1 Digivice, D-ARK, Data Squad, Fusion Loaders, etcetera)

3.) What dragons do you want Tai and the others to train? (Please be specific. Give species name, gender, and color ideas if you have any.)

4.) And finally, would you guys like me to do a Watching series for this story? (Not sure how well I'll do, but I'll try.)

Thanks a bunch for watching, and I'll see you all next chapter. Adios!