I cried:
Bulbasaur the Ambasador
Mewtwo VS Mew movie
^ Lol, I was 7 at the time and had a deep fondness for Ash. I cried a little when he turned to stone.
For Ho-Oh the Bells Toll
Actually, tears of joy at FINALLY hearing Morty's voice. But I was quite dissapointed that it did not sound like the lead singer of New Order's voice
Gotta Catch Ya Later
Which is why I support Pokeshipping, prefer Misty over May, yadda yadda yadda
Actually, any song with cheesy singing in it makes me cry, but not Pikachu's goodbye. I thought Ash was rather idiotic and I never really liked Pikachu, ever.