* In ''Legacy of Kain: Defiance'', [[spoiler: Raziel's Death. Made worse by seeing so clearly that Kain, SociopathicHero, {{Magnificent Bastard}} and Raziel's killer, actually cares about him, and is very clearly saddened by his death. Which came as something of a surprise, given how little he seems to care for anyone else.]]
** Well, Kain ''did'' re-order the flow of time. More than once, in fact. And it was implied [[spoiler: that he was doing so, at least in part, to spare Raziel the fate of being absorbed into the Reaver]]. The final cutscene also enters Tearjerker territory.
** Think it's bad enough already? Watch it again with "The Farm" with Road to Perdition playing in the background...becomes a scene right out of a movie at that point.
* YMMV heavily on this, but [[spoiler: Umah's death]] in ''Blood Omen 2'' might count. It was so deliberately cruel and brutal, especially since Kain is not normally prone to unnecessary KickTheDog cruelty. Also, [[spoiler: Umah was the closest thing to a MoralityPet that Kain had, and that deathblow seemed to destroy the last remnant of Kain's humanity: "You have left me alone"]]. Yes, it's a very self-centred form of grief, but it's the closest thing to true emotion that Kain will have for centuries.

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