I don't support any shipping with Ash, because according to one of the former producers of the anime, romance has no place in it, as it'll interfere with Ash's bond with Pikachu, which is the main theme of the series. As soon as July's CoroCoro leaks arrive, we will see if Ash will leave or not. I doubt he will, considering how much backlash Digimon had when they replaced Tai and co. with different casts every new series up until the most recent one.