At first, they might be a bit cautious around each other. But as they spend more time together, they start to respect each other's skills. Ash would come to admire May's Contest skills and May would be in awe of Ash's battle prowess. They could become like a team, always having each other's backs, whether it's in a battle or a Contest.
Ash and May's relationship might develop as they help each other out with their respective goals. May could help Ash understand the more artistic side of Pokemon, like in contests. In return, Ash could teach May about battle strategies. As they exchange knowledge and experiences, they would become closer friends. They may start to rely on each other more and more, and this mutual reliance would be the foundation of a strong relationship.
At first, Ash might be in awe of Mew. He has heard so much about this rare and powerful Pokémon. Mew, on the other hand, would be curious about Ash's determination and his bond with his Pokémon. As they spend time together, Ash would start to learn from Mew's unique abilities and wisdom. Mew might show Ash how to communicate better with his Pokémon on a deeper level. Their relationship could develop into a sort of mentorship, with Mew guiding Ash in his Pokémon training journey.
At first, Ash and Grace might be a bit hesitant around each other. But as they encounter different Pokemon and face various challenges like difficult terrains or strong wild Pokemon, they would start to communicate better. They would learn about each other's dreams and goals regarding Pokemon. This understanding would deepen their relationship, and they could end up being like family, always looking out for one another.
At first, Zoroark might see Ash as just another human who could potentially be a threat. However, if Ash saves Zoroark from a hunter's trap, that would be a turning point. Zoroark would then be curious about Ash. As they spend more time together, Zoroark would start to imitate Ash's behaviors in a playful way, which shows that it's getting closer to him. Eventually, they would develop a deep friendship where Zoroark would be very protective of Ash and Ash would consider Zoroark as one of his most special Pokemon friends.
Their relationship could become more competitive in high school. With both of them having their own goals in the Pokemon world. They'd constantly try to outdo each other in various school - related Pokemon activities. But this competition would also make them respect each other more in the long run. Ash might learn new strategies from May's contest - based approach, and May could pick up some battle - hardiness from Ash.
In a fanfiction, their relationship might develop romantically. They could have shared experiences like saving each other's lives. One time, Ash could be in a dangerous battle and Elesa comes to his rescue. This act of heroism makes Ash see Elesa in a new light. They then start spending more time together outside of Pokemon battles, going for walks, sharing stories about their pasts. As they get to know each other better, feelings of love might start to blossom.
Their relationship could become stronger as they rely on each other during the challenges of time travel. They might face dangerous situations where they have to protect one another, which would deepen their bond.
Ash would likely become more chivalrous. His sense of justice would be more in line with the medieval code of honor. May, on the other hand, would become more self - reliant. For example, she might learn to fend for herself in a more dangerous medieval world without relying too much on others. Their relationship would also evolve, perhaps from just friends to more of a comrades - in - arms situation.
At first, their relationship might be filled with tension. Ash is always eager to prove himself in the Pokemon world, and Ursula may see him as a competitor. But as they encounter difficult situations, like facing a powerful villain team that threatens their Pokemon, they start to rely on each other. This mutual reliance could turn into respect, and then slowly, love could bloom as they see the good in each other.
Their relationship would likely become stronger. They would rely on each other during their Alolan adventures.