Crazy Awesome: Pinkie Pie, as in canon, though here she also does things like borrow the chapter outline from the author and do things so crazy even the dragon magician is perplexed as to how she's capable of it.
Moral Event Horizon: Sora/Gremlin murdering Harpy, Minotaur, and Hellhound in cold blood after corrupting them himself, then giving a self righteous speech trying to paint himself as a hero. Especially heinous as Hellhound and Minotaur were subdued and no longer a threat at the time.
The Woobie: Applejack in Spells 4-6, particularly when we find out she's so dead set on keeping the farm going because of how much it meant to her deceased parents, particularly when Gnome lights half the farm on fire.
Jerkass Woobie: Gilda turns out to be one when its revealed that Djinn has spent the last six months systematically tearing her life apart and framing her for crimes, and that Rainbow Dash is basically her last hope.