** All the more heartbreaking when, before her [[spoiler: kidnapping and murder]] she actually ''tells'' you that she had a dream about being [[spoiler: separated from you or dying]] and the only way you can prevent the latter is by sending her away, even as she she pleads and begs to stay with you. And worse, if you're Malkavian, you use [[PowerBornOfMadness Dementation]] to wipe her memories of you, [[Series/DoctorWho Donna-Noble-style]].
--> [[spoiler: "Oh Heather...I'm so sorry...I'll avenge you!!"]]
* Trying to coax V.V. on the subject of her past as a human - specifically, by calling her [[spoiler:Susan]] - will result in you being given the saddest, gentlest brush-off, even if she's in love with your character by this point. It also gives some hints of DarkAndTroubledPast for her:
** What's worse is that when you confront him, he seems to only be trying to scare you off and doesn't attack directly. Once you reach him, he opens by telling you to leave because he has no conflict with you. He then explains his backstory and implies he plans to continue his "justice" on other criminals. You can choose to either kill him, leave him or persuade him away from his ways. The persuasion check is very high (level 8 of a maximum 10), however, and if you're not playing as a socially inclined character, you're unlikely to be able to get it without cheats. Which means generally, you have to choose between killing someone [[spoiler: who only wanted proper justice for his family and then lost himself to the beast]], or letting a violent and masquerade-violating killer go loose to horrifically murder whoever else he deems "deserving".
* The second meeting with [[WhiteDwarfStarlet Ash Rivers]], after he's been captured and tortured by the [[KnightTemplar Society of Leopold]]; he's clearly both disfigured and traumatised, mumbling "No fire... no more fire... they always come back, and it always burns." Even if you set him free, he's little better, resolving to retreat into the shadows and never be seen again- something he'd been trying so hard to avoid earlier in the game.
* The Serial Killer has an unexpectedly sad backstory: [[spoiler: His entire family had been murdered in a botched robbery, and the men that were responsible got off with very little punishment on manslaughter charges. He ends up becoming a serial killer in order to get vigilante justice.]]
* The Serial Killer has an unexpectedly sad backstory: [[spoiler: His entire family had been murdered in a botched robbery, and the men that were responsible got off with very little punishment on manslaughter charges. He ends up becoming a
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