I will definitely cry.
Despite absolutely hating the past 250 episodes of the Anime (Gen 3 Anime was poor, but not as bad as Battle Frontier/Gen 4 IMO), and it will probably end with me hating it, I will always remember the Original Series (Kanto, Orange Islands, and Johto) as my favorite television show EVER. Pokemon taught me lessons of friendship and kindness, and I even have a bit of a Ash/Misty relationship going on for myself at school (but this one is actually going to work out
).
But what will I cry for, exactly? It all depends on how it ends.
If the original VAs are brought back (little chance) or Misty returns with a significant appearance (decent chance), the chances are that I will be in absolute ecstasy. Oh, and if I see Ash's Pidgeot or Butterfree on my screen I will bow down to the Anime in it's newly attained glory.
If the old fans (like myself) do not get their way and are not pleased by the ending, in that we do not see Misty again, or Pidgeot/Butterfree/Kingler/Tauros never show up again, or the original VAs (at least Veronica Taylor or Rachel Lillis) don't come back, if Team Rocket is not returned to their former humorous glory, if PokeShipping is never touched upon ever again... I will cry tears of anguish and massive disappointment.
It would be the biggest letdown I would ever have. This show formed my childhood. It needs a final ending to the story of our three young heroes: Ash, Misty, and Brock. We also need an ending for James, Jessie, and Meowth. Once (if ever) a proper ending is attained for these characters, I will be content.