There probably is. Fanfiction writers often come up with creative and unexpected pairings. To find it, you could also look for Pokemon - related fanfiction communities on social media platforms and ask there. They might be able to point you in the right direction.
One common theme is horror. Since it's set in Silent Hill, there are often elements of fear, like the strange creatures and the eerie atmosphere. For example, Cynthia might be constantly in a state of panic as she encounters these terrifying things.
Yes, there are likely some out there. You can start by looking on popular fanfiction websites like FanFiction.net or Archive of Our Own. Just search for 'Ash x Cynthia kiss' and you'll probably find a variety of stories. However, the quality may vary, so it might take some time to sift through and find the ones that really appeal to you.
In 'Ash x Cynthia kiss fanfiction', a common theme could be the power of love. Their kiss might be shown as something that gives them strength or helps them face difficult challenges. Another theme could be the discovery of new feelings. Ash and Cynthia might be surprised by the intensity of their emotions for each other, and the kiss is a manifestation of that discovery. Additionally, some fanfictions might explore the theme of a secret relationship. They keep their feelings and the kisses they share a secret from the rest of the Pokémon world for various reasons.
Maybe Ash is on a journey to a new region and there he meets Cynthia. They team up to solve a mystery involving some rare Pokemon. Along the way, they get to know each other better and their relationship deepens, leading to a kiss. For example, they might discover a secret about an ancient Pokemon that is causing trouble in the region, and their shared adventure brings them closer.
A fanfic like 'Cynthia's Silent Hill Adventure' might be interesting. It may detail how Cynthia gets drawn into the nightmarish realm of Silent Hill and how she tries to survive, with elements of her backstory being interwoven into the events in the town.
Cynthia is likely a person who has a very challenging life due to her weight. She might be someone who has been through a lot of emotional and physical hardships because of being overweight. In the context of 'my 600 lb life', she is probably a participant in the program trying to lose weight and regain her health. She could have different personal stories, like her relationship with food, family support or lack of it, and her own motivation to start this difficult journey.
It could be a jealous fellow trainer. There are always those in the Pokémon world who envy the skills and achievements of others. This trainer might see Ash and Cynthia as obstacles to their own glory and decide to betray them to get ahead.
In the fanfiction, Cynthia could face a personal crisis related to the lemon - aspect. Maybe she has an allergic reaction to something lemon - related, which makes her question her ability to continue her Pokemon journey. Through this, she can develop resilience and find alternative ways to interact with the lemon - related elements in the Pokemon world.