* The entire game. This troper always gets a slight feeling of depression when she plays it.
* Brown's fate should bring tears to the eyes of anybody with a heart.
* The Good ending. You shouldn't be able to feel so sorry for the person responsible for almost everything bad that happened during the game.
* There is a scene that is very easily missed in the opening. Remember the moment where Diana, Meg and Eleanor are shown hammering the coffin? Well right before that there is a moment showing them [[spoiler: hammering a bag in the attic.]] By the end of the game we know that [[spoiler: Wendy and the rest of the aristocrats killed Brown.]] We're never told how they do this in the game itself and we are lead to assume that, because of the cut scene that's shows [[spoiler: the imps (the darkest form the rest of the orphans take in Jennifer's head) sweeping a non-bagged Brown]] and the fact that [[spoiler: Brown had previously been seen by both Jennifer and player as a full grown animal (that would have been hard to put in a bag while still living) up to that point in the game,]] [[spoiler: Brown was put into the bag after his killing.]] However we are shown during the true ending that [[spoiler: Brown was actually a puppy when the events took place. (Similarly how Jennifer was actually a young girl.]] That brief moment in the opening then gains some meaning. This means, under the orders of [[spoiler: Wendy]], Diana, Meg and Eleanor [[spoiler: kidnapped a defenseless puppy, shoved it in a bag, took it to the attic, and hit it to death with hammers.]] The fact that three girls can be fooled into [[spoiler: killing a puppy]] is both incredibly disturbing and utterly heart wrenching at the same time.
* If the player examines a window during the "Once Upon A Time" chapter, Jennifer will bask in the sunlight streaming through it. The scene is a brief moment of happiness made all the more poignant by the hell she is walking through. Cue TearsOfJoy.
-->''The nights were lonely and cold, but [[CanineCompanion you'd]] always greet me in the morning...Only you greeted me warmly. Thank you so.''