One challenge could be distance. Since Ash is often on his journey traveling from region to region, being away from Alola Lily for long periods might put a strain on their relationship. For example, he might miss important events in her life or she might feel lonely without him.
One challenge could be living in Ash's shadow. Since Ash is so well - known in the Pokémon world, it might be hard for the character to be recognized for their own achievements. Another challenge could be dealing with Ash's impulsive nature. If the character is more cautious, they might constantly have to balance Ash's eagerness to jump into things. Also, they might face challenges from other trainers who assume they are just like Ash or are trying to use them to get to Ash.
One challenge could be that Larvitar might be very stubborn at first. It's a strong - willed Pokémon, and it might not want to follow Ash's commands right away. Another challenge could be that Larvitar might be targeted by other trainers or Pokémon hunters because it's a relatively rare Pokémon. Ash would have to protect it.
One challenge could be the difference in their personalities. Tigress is more reserved and serious, while Po is outgoing and carefree. This might lead to misunderstandings at times. For instance, Po might make a joke that Tigress takes the wrong way.
One challenge could be wild Pokémon that guard the berry patches. They might not want Ash to take their food source. Another is that some berries may be in hard - to - reach places, like on top of cliffs or deep in thickets.
Another challenge could be jealousy. Ash has many friends in the Pokémon world, and Trip might feel a bit left out or jealous if Ash keeps talking about his other friends. Also, if they meet other trainers who are interested in either Ash or Trip, it could create some tension.
One challenge could be financial. They might need to figure out how to afford things like baby clothes, a crib, and medical expenses. Another might be emotional stress. Lily could have mood swings during pregnancy, and James might struggle to keep up with her changing emotions.
In the fanfiction, Alola Lily could be a Pokémon researcher. Ash visits her research center and they start working on a project together, like studying the evolution of a certain Alola Pokémon. As they spend long hours observing and documenting, they start to have deeper conversations. They discover they both have a passion for understanding Pokémon better, and this common ground leads to a romantic relationship. Their love might be tested when Ash has to leave for another region for a Pokémon tournament, but they find ways to stay connected.
One challenge could be self - doubt. She might think she is not worthy of love because of the scar, which can prevent her from fully opening up to potential partners. For example, she may reject someone's advances before they even get to know her better.
One challenge could be creating believable chemistry with her co - star. If the on - screen relationship doesn't seem genuine, the whole love story falls flat. Another is dealing with the emotional range required. Love stories often involve complex emotions like passion, heartbreak, and longing, and she has to convey these convincingly.
One challenge could be Ash's constant Pokemon journey. He is always on the move, traveling to different regions. This would make it hard to have a stable relationship as he might not be able to spend much time with his secret girlfriend.