In what way do you think May will confess her love for Ash?
Depends actually. There's a lot of fanfictions which do it quite well with a plot that's actually plausible even for the anime.
I'm actually planning to write my own fanfiction that includes the two things I've wanted to write for quite some time: Ash's Journey (modifed to some degree), and Advanceshipping. The Advanceshipping part will be designed/planned so that the anime could include it (I've got big plans, several of which include convincing the Pokemon company to make Pokemon end Advanceshipping). So I'll just answer the bolded question a bit vaguely (b/c specifics would be spoilers). It includes some soulsearching and quite a bit of adventure/danger. If anyone wants to help me write, I'll give them spoilers (obviously not a bribe lol).
Proud to be an Advanceshipper. If anyone knows how to change a username or/and has a cute Ash and May photo, please PM me.