The first amongst all is obviously Misty. This is made clear by some unequivocal scenes from episodes and movies. Also in the original version of this episode, in the final, Misty wants to go see Ash in Hoenn. Melody is one of the protagonists of the second movie. It is not clear if she actually had a crush on Ash, but judging from some of her behaviours towards him, it probably could be. Therefore, it is also possible that some of them could fall in love with a human.

The Misty Mermaid-a Pokemon movie



Misty (anime) - Bulbapedia, the community-driven Pokémon encyclopedia
Not much is known about Brock's early childhood. Prior to joining Ash at the end of Showdown in Pewter City , Flint left the family home to pursue his own ventures. As a result, Brock assumed the responsibility of running the Pewter Gym while also taking care of his nine younger siblings on his own. Flint took on the responsibilities of the Pewter Gym and his family, leaving Brock free to journey with Ash and Misty. Brock was also able to meet and make advances towards the many beautiful women he met. At first, he was more casual about approaching women, such as Officer Jenny in The Water Flowers of Cerulean City , and more modest as well, such as when he met Melanie in Bulbasaur and the Hidden Village. However, he became more open and passionate towards almost all single young women as time progressed.


PokéShipping
Um, I think this article needs some cleanup. After a hot battle with another Challenger of the Contest she won. No one knows where Seaking is now, though it is assumed that all the trainers released them. Her Luvdisc knows watergun!



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