I think Gwen would be really interesting. She has that edgy, independent personality. In the Pokemon world, she might be drawn to dark - type Pokemon like Umbreon or Absol. Her sarcastic nature would make for some funny interactions with other trainers and Pokemon alike.
Owen would also be great. He's so loveable and clumsy. In the Pokemon world, he'd likely befriend all kinds of Pokemon just by being his goofy self. He might accidentally stumble upon a secret about a Legendary Pokemon while on one of his food - hunting adventures. His positive attitude would bring a different kind of energy to the Pokemon world, and he'd probably form an unlikely but strong team with some underdog Pokemon.
Heather could be a fascinating character. She's used to being in control and manipulative in Total Drama. In the Pokemon world, she'd probably try to get the strongest and rarest Pokemon to assert her dominance. She might have a rivalry with some of the more noble Pokemon trainers, constantly trying to outwit them and get the upper hand in battles and Pokemon - related competitions.
Gwen would also be an interesting character. Given her goth - like nature, she might be drawn to Ghost - type Pokemon such as Gengar or Mimikyu. She could have a complex relationship with her Pokemon, using them not just for battles but also as a source of comfort in the strange new world of Pokemon.
One idea could be that the Total Drama characters are transported to the Pokemon world and have to compete in Pokemon battles instead of their usual challenges. Another could be that they form teams with Pokemon trainers from the Pokemon world and face off against a common enemy. Maybe they also have to deal with the moral dilemmas of Pokemon training, like whether it's right to make Pokemon fight.
In my opinion, Gaara would be the most interesting. Gaara has a dark past and has grown into a more empathetic character. On Total Drama Island, his sand powers would be a huge advantage in the challenges. But his quiet and introspective nature would be a contrast to the loud and over - the - top personalities on the island. He could form unexpected friendships or rivalries, and his journey of self - discovery could continue in this new and strange environment.
Naruto and Owen would be really interesting. Naruto's energetic and positive nature combined with Owen's love for food and fun could lead to some hilarious situations. They could be partners in a challenge where they have to cheer up a whole village using their unique skills.
Well, Sakura and Courtney would be an interesting combination. Sakura is strong - willed and intelligent in the Naruto world, and Courtney is highly competitive and organized in Total Drama Island. They could either become great friends, with Sakura helping Courtney with her physical challenges using some basic ninja training, and Courtney helping Sakura with strategy and planning for whatever tasks they face together, or they could start off as rivals due to their strong personalities.
Gwen from Total Drama and Gray from Fairy Tail. Gwen has that goth - like, moody personality, and Gray is the cool, ice - magic using wizard. They could bond over their somewhat brooding natures. Maybe Gray could teach Gwen some ice magic, and Gwen could introduce Gray to some of the more modern - day things from the Total Drama world, like how to use a camera or something.
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.
One of the most popular characters might be a trainer who has a Pikachu, just like Ash from the original Pokemon series. This character could bring in the charm and popularity of Pikachu and combine it with the unique personality traits from Total Drama. For example, they could be really competitive like some of the Total Drama contestants.
A less obvious but still interesting pairing would be Hinata and Cody. Hinata is shy and kind - hearted, while Cody is a bit of a nerd and also has a good heart. Cody could be really interested in Hinata's gentle and unique ninja abilities, like her Byakugan. And Hinata could be drawn to Cody's friendly and somewhat goofy nature.
Sgt. Johnson from Call of Duty could be really interesting. Imagine him suddenly facing a Pikachu in the middle of a battle. His tough - guy military attitude would contrast greatly with the cute but powerful Pokemon. He might initially be dismissive but then learn to respect the Pokemon's abilities.