Here is what I think will happen. (Not what I WANT TO HAPPEN)
Ash will have his turtwig evolve ONCE like Bayleaf. Staravia will evolve. Aipom will and give up on contests upon evolution. Pikachu will be a little pipsqueak bastard for the rest of eternity. Ash will catch a Gible which will evolve twice. Ash will catch a water type (I don't really know which). He will WIn the league and get stomped to smithereens by all elite four members.
Ash will have his turtwig evolve ONCE like Bayleaf. Staravia will evolve. Aipom will and give up on contests upon evolution. Pikachu will be a little pipsqueak bastard for the rest of eternity. Ash will catch a Gible which will evolve twice. Ash will catch a water type (I don't really know which). He will WIn the league and get stomped to smithereens by all elite four members.