So, I was thinking about what to do with my Pokemon stories and this idea just popped up. I couldn't help myself! I just HAD to write it down before it was lost to my mind forever! I just hope you guys like the idea!

*I don't own How To Train Your Dragon or Pokemon!*

"Jangmo-o, the Scaly Pokemon." = Normal Speech

'Jangmo-o, the Scaly Pokemon.' = Thoughts

"Jangmo-o, the Scaly Pokemon." = Yelling

"Jangmo-o, the Scaly Pokemon." = Pokedex Text

Prologue: Leaving Opelucid City!

Walking down the streets of Opelucid City in the Unova Region was a young, scrawny boy named Hiccup Horrendous Haddock the Third. Great name, I know. But his family is descended from Vikings, and they believed that having a horrible name would ward off gnomes and trolls. And in the words of an old blacksmith…

Trolls exist! They steal your socks! But only the left ones. What's with that?

Anyway, Hiccup is very scrawny for his age (did I mention that he's fourteen?), almost making him seem like a fishbone. He has auburn brown hair, green eyes and pale skin with a light dusting of freckles on his face. He wears a green T-shirt, black pants and is wearing a single strap backpack that is black with a blue symbol for the dragon type Pokemon.

And you see, he's felt absolutely worthless since he was very young. You see, his dad, Stoick "the vast" Haddock, is the leader of the Opelucid City Gym, but he's always seen Hiccup as someone who is not worthy of being his heir. As a result, he tends to ignore and neglect Hiccup, preferring to focus on the Gym and training Hiccup's arrogant cousin, Snotlout Jorgenson, to become the next Gym Leader for Opelucid City.

Not that Hiccup really cared.

He's only ever wanted to become a Dragon Master, a Pokemon Trainer who specialized is Dragon Type and dragonesque Pokemon. Pokemon like the Pseudo Legendary, Dragonite, or the final evolution of the Kanto fire starter, Charizard.

Of course, just because he wants to become a Dragon Master doesn't mean that Hiccup is going to solely catch and battle using Dragon Types. He knows that every trainer needs to have a diverse grasp of Pokemon Typing. If any other kind of Pokemon out there are ones he wants to catch that aren't dragon types, they'd be a Starly from the Sinnoh region, and maybe a Vulpix or a Sandshrew from the tropical region of Alola.

But even so, Hiccup has been harassed and pranked relentlessly by his cousin Snotlout and the twins, Tuffnut and Ruffnut. Fishlegs and Astrid weren't considered bullies to him, but they aren't friends either.

That title goes to a special girl who he's meeting at Professor Juniper's laboratory. It's why he's leaving Opelucid City now.

As Hiccup neared the exit to Opelucid City, he turned around to look at it one last time. True, the people of Opelucid City were willing to look out for him, at least, but it was never enough. Hiccup craved the love and affection of a true family. Something he may never get here.

"Well, no turning back now." Hiccup said to himself. "Next stop, Professor Juniper's lab."

Hiccup turned to leave when...

"You were planning to leave without saying goodbye?" said a deep and gruff sounding voice.

He froze mid step and slowly turned around to see his father, Stoick, standing a few feet away from him. The man was a giant at seven feet tall, and was heavily muscular. Heck, he could probably give a Pokemon like a Machoke a run for its money in a straight up fist fight. His own ginger hair and huge bushy beard were done up in braids that kept it out of the way, and his own custom made Viking style armor would intimidate even an experienced trainer.

The man's gaze was stern, but you could tell there was a slight trace of parental worry in his eyes. But it didn't make Hiccup waver. This was his one chance to prove to his father that he's not useless and not a horrible trainer, and he's NOT backing down! Not this time!

"Yeah, I was going to. Not like anyone around here would miss me, anyway." Hiccup said.

"Where will you go?" Stoick asked.

"First to Professor Juniper's lab. There, I'll register as a trainer and get my first Pokemon. After that, I'll probably challenge one of the leagues and begin my quest to become a Dragon Master. I hear Kanto's lovely this time of year." Hiccup replied.

Stoick could tell that this was none of his boy's usual sarcastic humor that he uses to mask his pain. Hiccup was dead serious about becoming a trainer and a Dragon Master. But he does know, at least, that his son won't focus on just Dragon Types. No, Hiccup is far too smart to do something as foolhardy as that.

It's something Stoick acknowledges that his son has an edge over him in. While he prefers to simply power on through a battle, Hiccup prefers to combine brute force with strategic thinking. A delicate balance that he could never maintain.

Stoick found himself grinning as he reached into his bag and pulled something out. Something that surprised Hiccup greatly.

It was a Pokemon Egg inside of an Incubator! The Egg itself was a light blue color with bright white spots on it. It was a little bigger than a football, and even from this distance, Hiccup could sense the new life growing within it.

"If you're gonna accomplish that, you still need to pass the right of passage in our family." Stoick said. "Carry this egg with you, and raise the Pokemon inside. When it hatches, show it to me on a video call and prove to me that you are worthy of the title Dragon Master!"

Stoick handed Hiccup the egg, and the boy nodded, determined not to let down his father. Even if the man neglected him most of his life, Hiccup doesn't hate him. And so, he turned around and began walking off for Professor Juniper's lab! His spirit was high as he moved to become the Dragon Master he knows he can be!

*To Be Continued…*

Yeah, so basically Hiccup is going to be going on a journey to become a Dragon Master of his own variety. But as not to cause problems here, he will be nicknaming his Pokemon after the Dragons in the How To Train Your Dragon franchise. Toothless, Hookfang, Meatlug, Barf and Belch, Stormfly, etc. I hope you enjoy it, because I want to focus on this story now.