I think Bulbasaur would be a good match. Naruto has a strong connection to nature in his own world, and Bulbasaur is a nature - based Pokemon. Naruto could use his knowledge of plants from his ninja training to help Bulbasaur grow stronger.
I think Mewtwo would be the most fascinating for Naruto to talk to. Mewtwo is a very intelligent and powerful Pokemon. It has complex thoughts about its existence and purpose. Naruto, with his own struggles and growth in the ninja world, could have deep philosophical discussions with Mewtwo. They could exchange ideas about power, identity, and what it means to be different in their respective worlds.
Naruto himself would be a great addition. His determination and ability to never give up would translate well into being a Pokemon trainer. He could bond quickly with his Pokemon. Also, Kakashi would be good. His intelligence and strategic thinking would help in planning battles. And then there's Shikamaru. His lazy - but - brilliant mind could come up with unique battle strategies using the Pokemon's abilities.
His Rinnegan might allow Naruto to have a psychic connection with Pokemon. He could use this to soothe wild Pokemon or even tame them without using pokeballs in some cases. When it comes to battles, his ability to use multiple jutsus could be translated into strategic moves with his Pokemon. For example, he could combine a water - type Pokemon's move with his own wind - style jutsu to create a more powerful attack.
Maybe a powerful and corrupted Pokemon that has gained sentience and wants to rule both the Pokemon world and Naruto's world. It sees Naruto as an obstacle because of his godlike powers. This Pokemon could have the ability to control other Pokemon and use them to attack Naruto and those who oppose it. It would be a major antagonist as Naruto has to find a way to defeat it and restore peace to both worlds.
Naruto's outgoing and determined personality would make him a great Pokemon trainer. He is not afraid to face challenges, which is crucial in the Pokemon world. His friendly nature would also help him befriend many different Pokemon easily.
Naruto's powers would have a huge impact. His ability to create countless shadow clones could revolutionize Pokemon battles. Trainers could use this strategy to overwhelm opponents. Also, his chakra, which is a powerful energy source, might be able to heal or strengthen Pokemon in ways not known before. His speed and strength would make him a formidable force in the Pokemon world. He could easily traverse difficult terrains, like mountains and forests, much faster than normal trainers, allowing him to reach rare Pokemon habitats more quickly.
Naruto would probably choose a Pikachu first. Pikachu is energetic and has a lot of spunk, just like Naruto. They would both be full of enthusiasm and would make a great team right from the start.
Naruto would probably be really curious about Pokemon. He might try to use his ninja skills to catch them in a really acrobatic way. And with the Nine - Tails' power, he could potentially sense the strength of different Pokemon. He'd likely befriend the more friendly - looking ones first and might even try to ride on some of the bigger Pokemon like a Charizard or a Gyarados if he could manage it.
Well, Naruto is the central character for sure. But we could also expect to see some well - known Pokemon characters. The Pokemon Professor in the region where Naruto starts his journey could be an important character. He would provide Naruto with his first Pokemon and give him advice on how to be a good trainer. Also, some powerful Gym Leaders or Elite Four members would be main characters as Naruto has to battle them on his path to becoming a Pokemon master.
Obviously Naruto would be one of the main characters since he is the guardian. And there would probably be some Pokémon characters like Pikachu or Charizard that he interacts with.