A possible plotline could involve Jessie using her femdom - like influence to reform Team Rocket's goals. She could bring Ash into her plans, making him follow her lead. Ash, initially resistant, might gradually come to see the value in her ideas. This could involve them working together to solve problems in the Pokemon world in a new way, with Jessie always being the one calling the shots. Their relationship could be filled with banter and challenges as Ash tries to assert himself while still following Jessie's lead.
A possible plotline could be that Ash is in a tournament and all his regular Pokémon are unable to compete further. So, he calls upon the strongest Pokémon, say Lugia. Lugia then uses its amazing powers to defeat all the opponents and Ash wins the tournament, which also earns him respect from all the trainers.
Finding a fanfic with such a specific combination of elements can be a challenge. One option is to use advanced search features on fanfic websites. For example, on Archive of Our Own, you can set filters for the Pokemon fandom, include Jessie and Ash as characters, and then skim through the summaries to see if any seem to have elements related to the femdom concept. But keep in mind that not all fanfics will be tagged accurately, so it might take some time and patience.
A plotline could involve a special Pokemon that both Ash and Paul are interested in. They might compete to catch it, which could involve a series of challenges and battles. Or, perhaps there's a new type of Pokemon training technique that one discovers and the other tries to learn from or outdo. This could create an interesting dynamic in the fanfic.
One possible plot could be that Ash and Jessie, instead of being rivals, team up to face a new and powerful threat in the Pokemon world. Maybe a new villain emerges who has the ability to control Legendary Pokemon and is causing chaos. Ash, with his extensive knowledge of Pokemon training, and Jessie, with her cunning and resourcefulness, combine their skills to take on this foe. They start to respect each other's abilities more as they journey together, and along the way, they also discover new Pokemon species and hidden secrets about the Pokemon world.
One plotline could be that Ash uses his ability to speak to Pokemon to solve a mystery. For instance, a group of Pokemon are acting strangely, and by talking to them, he discovers that there is a hidden force affecting them. Another could be that he has to convince a powerful and angry Pokemon not to destroy a village by communicating with it on a deeper level.
A really exciting plotline could be Ash getting a chance to time - travel. He could go back to the past and meet his younger self or even go to the future to see how far he has come as a trainer. Along the way, he would face challenges related to the different time periods and the Pokemon that exist there.
Well, at first they might be really hesitant to work together. But as they face challenges side by side, like battling against powerful and rare Pokemon or dealing with difficult trainers, they would gradually start to respect each other more. They might even become friends in the end, sharing stories about their past Pokemon adventures and dreams for the future. This would be a huge change from their typical rivalry where they were constantly trying to steal each other's Pokemon or get in the way of each other's goals.
One possible plotline could be that Ash is forced into a dress as part of a prank by Team Rocket. They might use some sort of device to make him unable to take it off easily. Another could be in a different region where there's a strange cultural tradition that requires outsiders to wear a dress in a certain situation, and Ash, being unaware, gets caught up in it. Maybe his Pokémon try to help him get out of the situation in comical ways.
One interesting plotline could be Ash encountering a new and extremely rare Pokemon that has unique abilities. This Pokemon might initially be hostile but gradually form a bond with Ash as they overcome various challenges together.
Their relationship could develop uniquely if they were forced to take care of a baby Pokemon together. This shared responsibility would make them see each other in a new light and build a bond.