A new trainer, let's say a girl named Lily, who has a natural talent for basketball and discovers a group of Pokemon that love the sport as much as she does. Her main Pokemon could be a Bulbasaur, and they work together to improve their basketball skills and compete in local Pokemon - basketball events.
Definitely Simba and Pikachu. Simba as the rightful king of the Pride Lands represents leadership and courage. Pikachu, being one of the most popular Pokemon, is full of energy and has a strong sense of loyalty. They could form an unlikely but strong friendship in the crossover.
The main characters would be Sly Cooper and a Pokemon like Eevee. Eevee has the ability to evolve into different forms, which could add an interesting element to the story. Sly Cooper could befriend Eevee and together they face various challenges. There might also be some secondary characters like Sly Cooper's gang members and other Pokemon trainers or Pokemon that they encounter during their adventures in the crossover world.
Obviously, Ash is one of the main characters. Since it's about him being a legendary Pokemon in this fanfiction, he's central to the story.
Another option could be a new character. A young girl who has always been fascinated by both Pokémon and Digimon. She could be the bridge between the two worlds. She might start with a simple Pokémon like a Pidgey and a rookie Digimon like a Guilmon. As the story progresses, she helps both Pokémon and Digimon understand each other better and faces challenges that come with the crossover, like dealing with different rules of evolution and battle in each world.
Obviously, Nyssa is a main character. She is likely to be the central focus of the story, driving the plot forward with her actions and decisions. Another main character could be her first Pokemon, which she has a special bond with. This Pokemon might be her constant companion throughout her adventures.
There might be other trainers in the fanfiction. They could be friends or rivals to Elaine. A rival trainer could constantly challenge Elaine to battles, pushing her to improve. And her friends could join her on adventures and offer support when she faces difficulties.
Obviously, Sawyer is a main character. But there could also be his Pokemon as important characters. Depending on the story, other trainers he meets during his journey might also be main characters. For example, if it's a story about a big tournament, the opponents he faces could be main characters too.
Obviously, Nate is a main character. His Pokemon are also important characters in the fanfiction. Depending on the story, there might be other trainers that Nate meets during his journey, like a rival trainer who constantly challenges him.
Well, obviously Fennel is one of the main characters. She is often the center of the story due to her role as a researcher. Sometimes, the main character from the Pokemon games might also be a main character in the fanfiction, interacting with Fennel and helping her with her research or getting help from her in their own Pokemon journey.
I'm not sure specifically as it depends on the particular fanfiction. It could be a young trainer with a special dragon - type Pokemon like a Charizard or Dragonite.