Hiccup would likely adapt quickly. His natural curiosity and ability to understand different creatures would serve him well. He'd probably be eager to study Pokemon and figure out how they work. Astrid, on the other hand, would adapt through her determination. She'd see the Pokemon world as a new challenge to conquer. She might start by observing other trainers and then quickly jump into battles to prove herself.
Hiccup might first be a bit cautious in the Pokemon world. But as he realizes the potential of the Pokemon, he would start to adapt. He could use his creativity to come up with new battle strategies. For example, using the environment to his advantage like he did with Toothless. Astrid would adapt by being fearless. She'd explore different regions of the Pokemon world without hesitation, looking for rare and powerful Pokemon. Her relationship with Hiccup would also help, as they could support each other in this new and exciting world.
Maybe Astrid doesn't like the concept of hiccup fanfic. It could be that she has different tastes in literature or fan - created works.
One possibility could be that Hiccup and Astrid find themselves in the Pokemon world. Maybe they start as trainers, with Hiccup having an affinity for Dragon - type Pokemon due to his experience with Toothless. Astrid might be drawn to strong and fierce Pokemon like Arcanine. They could go on adventures together, facing challenges from Team Rocket - like villains in the Pokemon universe.
Their relationship might become more equal in some ways. As dragons, they are both facing a new and strange existence, so they have to rely on each other more. They might develop a new understanding of each other's strengths and weaknesses.
They would probably have to rely more on ground - type Pokemon for transportation. For instance, using Rapidash to run across long distances. Or they might use water - type Pokemon if there are waterways available in the no - fly zone.
In fanfics, Astrid could be mad at Hiccup for various reasons. One reason could be that he breaks a promise to her. For instance, if he promised to help her train a difficult dragon but then backs out because he got distracted by another project. This would make Astrid, who values loyalty and commitment, mad at him. Another reason might be miscommunication. If Hiccup doesn't clearly express his intentions or feelings, it can lead to misunderstandings and Astrid's anger.
She might be obsessed because she's a big fan of the original story and the fanfics allow her to explore more of Hiccup's story.
Naruto would probably be very excited about the Pokemon world. He would be eager to catch as many Pokemon as he could and would quickly make friends with other trainers. His adventurous spirit would lead him to explore all the different regions in search of strong Pokemon.
Astrid might also grow in her leadership skills. By taking the initiative to comfort Hiccup, she shows that she can be a source of support for others. This could translate into her being more confident in leading the group, as she realizes that being there for people is an important part of leadership.
There would be a shift in their dynamic as they prepare for a family. Hiccup, who is used to being adventurous, would have to focus more on home and stability. Astrid, while still strong - willed, would become more nurturing. They would need to find a new balance in their relationship, between their old selves and their new roles as parents - to - be.
It develops gradually. At first, they might be just friends who respect each other's skills. But as they go on more adventures together, they start to notice little things about each other. For example, Hiccup notices how Astrid is always the first to volunteer for dangerous tasks because of her bravery. And Astrid sees how Hiccup's intelligence always gets them out of tough situations.