Well, aside from the obvious ones like Ash himself, Professor Oak could be an interesting addition. He could be a visiting lecturer at the high school, sharing his vast knowledge of Pokémon. Another character could be May. She might be a transfer student from another region, bringing in new Pokémon training techniques. And don't forget Dawn. She could be part of the school's Pokémon performance club, adding a new dimension to the fanfiction with her skills in Pokémon contests.
Definitely Pikachu. Pikachu is Ash's loyal partner and can add a lot of cute and funny moments in the high school setting. Another interesting character could be Misty. She could be the tough girl who has her own ideas about Pokémon training and often clashes with Ash in a friendly way. Gary Oak is also great. His rivalry with Ash can be taken to a new level in high school, competing not just in Pokémon battles but also in academics or popularity.
Definitely Annabeth. In a high school setting, she could be the super - smart girl who helps Fem Percy with her studies while also being involved in the demigod stuff. Her strategic mind would be great for solving high school mysteries too.
Ash himself is of course very interesting as he can be portrayed in different ways in fanfictions. Sometimes he has a more mature and strategic side, while in other stories he might struggle with new challenges in a more vulnerable way. Brock is also an interesting character. In some fanfictions, he might have his own Pokemon - related goals separate from Ash, like opening a Pokemon - themed restaurant or finding a rare Pokemon for his collection. Also, the villains in these fanfictions can be really engaging, like a new evil team with unique motives and Pokemon.
I think Tiana from 'The Princess and the Frog' would be a great character. She could be the hard - working student who is always trying to save up for college by working part - time jobs at the school cafeteria or library. She might also be part of a cooking club and compete in school - wide cooking contests. Another interesting character would be Hercules. He could be the star athlete in high school, but also a bit of a dork when it comes to academics. He would constantly be trying to balance his sports achievements with his need to study and fit in with the smart kids. And Maleficent could be the mysterious, feared teacher who has her own hidden agenda for the school.
Lizzie could be a popular cheerleader - type character. She's always trying to get Ciel's attention and is really good at sports. But she also has a bit of a temper when it comes to other girls getting too close to Ciel. And then there could be a new character, a shy transfer student who gets caught up in the drama between Ciel and the other students, and she has her own special abilities that she's not aware of at first.
Well, in some Ash Ketchum high school fanfictions, there's a plotline where Ash is given the task of training a group of beginner Pokémon trainers in the school. He has to use his own experiences to teach them, which is not easy as they all have different personalities. Also, there could be a plot where Ash is framed for something he didn't do in the Pokémon - related incidents at school, and he has to prove his innocence while still focusing on his Pokémon training and studies.
Ash would first have to adapt to the different species and power levels. In Pokémon, he's used to battling Pokémon, but in High School DxD, he'd be facing devils, angels, and fallen angels. He'd likely use his quick - thinking skills from his Pokémon battles to assess new situations. For example, when facing a devil's magic attack, he might quickly analyze its pattern and try to find a way to counter it, just like he does with Pokémon moves.
The plot could involve Ash making new friends in the High School DxD setting. He might befriend some of the devils like Rias Gremory. His kind-hearted nature from the Pokémon world could be a contrast to the more complex and often self - interested characters in High School DxD. He could introduce them to Pokémon and they could in turn teach him about their magic and powers.
Brock can be a great character for side stories. He's Ash's friend and can offer advice on relationships. He might also have his own mini - adventures related to Ash and Dawn's love story. May could also be good. She can bring a different perspective as a female friend, and her own experiences can add depth to the side stories. And then there's Pikachu. Even though it's a Pokémon, it can have cute interactions that enhance the side stories, like getting in the middle of Ash and Dawn's cute moments.
Pikachu is definitely one of the most popular. Since it's Ash's main Pokémon, it often plays a crucial role in fanfiction. It could be portrayed with enhanced abilities or have some emotional moments with Ash.
Lillie is really interesting. She starts off as a shy girl but grows a lot in her confidence when it comes to Pokemon. Her relationship with her family and their connection to the Aether Foundation adds depth to her character. Then there's Kiawe, who is very proud of his Alola heritage and his strong fire - type Pokemon. His no - nonsense attitude and his eagerness to prove himself make him stand out. And Sophocles, the tech - savvy kid, is always coming up with cool gadgets to help in Pokemon battles or exploration, which is super fun.