Their relationship could start off as adversarial since Cassidy is from Team Rocket. But as they encounter various challenges, like rescuing Pokemon from a natural disaster, they might start to see each other in a different light. Ash could see that Cassidy has some redeeming qualities, and Cassidy could be impressed by Ash's determination.
It could develop in a rather unexpected way. Imagine that Cassidy is sent on a mission by Team Rocket to steal one of Ash's most powerful Pokemon. But during the attempt, she gets injured. Ash, instead of taking advantage of her situation, helps her. This act of kindness makes Cassidy question her loyalty to Team Rocket. From then on, she starts to interact more with Ash. They might have some arguments at first because of their different views on Pokemon training and capturing. However, over time, through more interactions like helping each other's Pokemon get better when they are sick or training together to improve their skills, their relationship gradually changes from enemies to friends, and who knows, maybe more than friends in the long run.
Their relationship could start with mutual respect. Ash respects Lusamine's knowledge of Pokemon and her role in the Aether Foundation, while Lusamine is intrigued by Ash's unique connection with Pokemon. As they work together on various Pokemon - related tasks, like rescuing captured Pokemon or exploring new areas, they grow closer.
Their relationship could start with mutual suspicion. Ash has had experiences with powerful Pokemon before, and the female Mewtwo is cautious of humans. But as they face challenges together, like battles against other strong Pokemon or escaping from poachers, they start to trust each other. Eventually, they become friends and rely on each other in tough situations.
Their relationship could start with mutual respect for each other's skills with Pokemon. Ash is known for his battling prowess and Gardenia for her knowledge of Grass - type Pokemon. They might begin by exchanging tips on training and caring for Pokemon. Then, as they spend more time together, they could develop a friendship based on shared adventures. For example, going on a quest to find a rare herb that can heal sick Pokemon.
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 develop through shared battles. For example, when they fight together against a strong opponent, they start to respect each other's skills more.
Their relationship could start as a friendship based on their shared love for Pokemon. As they go on adventures together, they start to rely on each other more and more, and it gradually turns into a deeper friendship with mutual respect.
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.
Well, at first, their relationship might start with Ash training Blaziken. As they go through battles together, they start to trust each other more. For example, Blaziken learns to rely on Ash's strategies in tough fights.
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.
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.