A trainer from the Pokemon world who has a full team of Legendary Pokemon could also be very powerful. But in the context of HTTYD, they might not be used to the different environment and the presence of dragons. So, it's really hard to say for sure who would be the most powerful. It could depend on the situation, the location of the battle, and how well each character or creature can adapt to the new elements of the fanfic world.
It could be Hiccup if he manages to form a strong bond with a really powerful Pokemon like Mewtwo. Mewtwo has incredible psychic powers, and if combined with Hiccup's strategic mind and his ability to understand and work with Toothless, they could be an unbeatable team.
Arceus might be the most powerful. As the god - like Pokemon, it has control over all types of elements in the Pokemon world. In a Street Fighter - style fanfic, it could use these elemental powers in combat. For example, it could summon lightning like Blanka, or create fireballs like Ken. Its sheer power and versatility would make it very difficult for any other character, whether from the Pokemon or Street Fighter side, to defeat.
Arceus from Pokemon and Omnimon from Digimon are both extremely powerful. Arceus is like a god in the Pokemon world, creating everything. Omnimon is a powerful Digimon formed by the fusion of WarGreymon and MetalGarurumon. If they were in a crossover, it's really hard to say who would be more powerful. It might depend on the situation and how their powers interact.
Another possibility could be Chara. In undertale, Chara has a complex and somewhat malevolent nature. If they were in a pokemon crossover, they might find a way to manipulate pokemon or use their determination - related powers in a way that makes them extremely powerful. They could potentially form alliances with dark - type pokemon or use their knowledge of the undertale world to outwit opponents in the pokemon world.
Another candidate could be Dialga from Pokemon. Dialga has the power to control time. In a crossover, if it could use its time - control abilities effectively against the Dragonball Z characters, it could be very powerful. For example, it could freeze time and then attack its opponents without them being able to react. But again, Goku has shown the ability to break through all kinds of limitations, so he might still find a way to defeat Dialga in the end.
Probably Natsu. Natsu has his own dragon - slayer magic which is already very strong. If he were to bond with a legendary Pokemon like Rayquaza, he could become almost unbeatable. Rayquaza's flying and powerful attack abilities, along with Natsu's fire - based attacks, would create a terrifying combination in battles.
I think Weiss might be the most powerful. Given her intelligence and magical abilities in RWBY, she could easily understand the complex mechanics of Pokemon training and battles. Also, she could potentially use her Glyphs in creative ways to enhance her Pokemon's performance in battles.
Definitely Naruto himself. He has an unwavering will and determination. If he had a Pokemon like Charizard, their combined strength would be incredible. Naruto's ability to make friends and form strong bonds could also make his relationship with his Pokemon very deep. He could use his ninjutsu in combination with his Pokemon's attacks, for example, using his Rasengan while his Pokemon distracts the enemy.
Yami Yugi from Yu - Gi - Oh is also a strong contender. His Millennium Puzzle gives him access to powerful magic and ancient knowledge. In a crossover, he could use his skills to outwit Pokemon trainers. He might be able to predict their moves and use his cards in ways that would give him an advantage against the Pokemon. He could also form a bond with some of the more intelligent Pokemon and use their powers to enhance his dueling abilities.
It's hard to say, but Goku would be a top contender. His ability to constantly increase his power level and learn new techniques would make him a force to be reckoned with, even in a world with Pokemon. He could potentially use his Ki to enhance the abilities of any Pokemon he teams up with.
In a fanfiction that combines these two universes, it really depends on how the powers are combined. If we consider pure raw power, perhaps a fusion between Goku and a Legendary Pokemon like Dialga would be the most powerful. Dialga can control time, and Goku has his Super Saiyan forms and vast combat experience. But if we look at strategic power, a trainer like Cynthia who has a deep understanding of Pokemon and somehow acquires the ability to use Ki could be extremely dangerous. She could outwit her opponents and use her Pokemon's and her own newfound powers to dominate in battles.