Well there's a lot of different seasons to watch, but I hope you like whichever episodes you decide to see.
Maybe you should try the D/P anime, since you've played the games.
Well Ash is the main character in the series, May is one of the girls who travels with him for a little while. She's also the female player character in the Ruby and Sapphire games. May gets into Pokemon Contests, and Drew is basically her rival, because he's into Contests as well. Hope I explained it alright.. xD;
Neither of them are in the series anymore, though.. since its into Diamond and Pearl now.
who's drew and may? i know i haven't learned much from pokemon because i only played pokemon pearl, i haven't watched any of the shows yet, when i'm done with the pokemon pearl i might though.