* [[spoiler: Longtail]]'s death in ''Fading Echoes''. [[spoiler: Briarlight being crippled]], too.
* Anything related to Graystripe that isn't Firestar. His first mate dies, his second mate gets horrifically ill, his children die (Feathertail), run away (Stormfur), get crippled (Briarlight), or perform {{Face Heel Turn}}s. He himself not only goes through this, but gets kidnapped and returns to find everyone migrated away and his old home destroyed.
* That last line in ''Sign of the Moon'', [[spoiler:"I will wait for you forever, Jay's Wing!"]]
* [[spoiler:Firestar]]'s death at the very end of ''The Last Hope''.