- Emily's letter, which you read in an Alternate Dimension:
Corvo, I am very sad. They say that you are dead like Mother, but I'm going to put this note in a bottle and throw it into the river because I do not believe them. Living here is very strange. I do not like it, so please come for me if you can.
- Not to mention the pose Corvo finds Emily in - caught in the act by the Pendleton twins.
- The Heart makes an observation about Callista, who is teaching Emily how to be a lady.
She dreams of freedom, and the decks of whaling ships fast after the beasts of sea. But alas, she is a woman.
- If you go to Callista's room in the tower while Emily is in there, you get to see her as a traumatized child.
- The Heart's Despair Event Horizon.
The Heart: Such misery! Such corruption! Please, don't make me look at it any longer.
"Why have you brought me here? Am I to forgive this man for what he has done?"
- And the Fridge Horror implied by what happens when you use it on Daud, head of the assassins
- Not only is The Empress dead, but her spirit is bound inside her OWN HEART, which The Outsider then gave to her lover as a magical "artifact" to carry around with him.
- When it's initially implied Havelock had the entirety of the Hound's Pit staff murdered.
- And then you find their bodies, wrapped in rough cloth and lying in the dirt with blood pooled under them. And then, just to twist the knife, you can find a note on Wallace's body from Pendleton, telling Wallace that he and the rest of the staff are going to be rewarded for their loyal service.
- In the sewers after you break out of prison, there are two plague corpses off to one side, hugging each other, with a journal that indicates that they couldn't afford enough elixir, and decided to just wait it out in each other's arms, hoping their fire would keep the rats away.
- Another pair of, this time men, is found at the end of Daud's base. They seem to be good friends. One of them has gone blind from the plague and thinks he is in a dark basement. He tells his buddy that others survived the plague to which he responds that it's "one in a thousand, ten thousand probably". The man replies that that's still a chance and goes on to say all the things he will do when he recovers. The entire time he is disparately trying to convince himself that he will live, though it is obvious that he is one step away from being a weeper. The entire time, his buddy knows that he is also infected and is just cradling him in his arms. Then the blind one dies and his buddy asks you why you're here if you're not contaminated... If you leave and come back to him a little later, you'll see that he dragged himself and his dead friend to beds and started sleeping.
- Both High Chaos endings. If you spared him, Samuel is swept away by a giant wave. If you didn't, Corvo spends a quiet - possibly remorseful - moment at his graveside. Emily and Corvo cannot prevent Dunwall's ruination - if Emily survived. Her death only speeds Dunwall's complete and total collapse.
- Daud's speech to Corvo when Corvo confronts him in a Low Chaos Pacifist Run, culminating in Daud's words to Corvo if Corvo sheathes his weapons and steps back, silently granting Daud his life. Daud's almost awed tone just makes it all the more powerful.
Daud: And you choose mercy. Extraordinary... Unexpected.
- Let that last word sink in just a little bit. He fully expected Corvo to kill him for his crimes.
- More than half of The Heart's lines fall under this heading, especially when the sheer misery of the setting's inhabitants begins filtering through. In these lines, almost every single unnamed NPC ends up getting painted as The Woobie: male survivors have lost everything to the flood and the plague, are forced to perform backbreaking work that their superiors will never be satisfied with and driven to steal from their fellow workers just to get by; female survivors have to starve themselves just to make sure their children are fed, and are often driven to alcoholism; the servants are horribly mistreated, deep in debt, worried that the other servants don't like them, and likely to be killed by weepers; the prostitutes are little more than slaves, taken from broken homes, shipped into the Golden Cat under the belief that they'd be working in a factory, terrorized by the Madame and in danger of catching the plague from their clients... even brutal enemies like the members of the Bottle Street Gang and the City Watch have a few lines that make them genuinely pitiable. The Weepers aren't much better, since they fell to the plague. The Heart will mention that one of them may have gotten the plague while attending to their children, for example. Most saddening of all is the fact that many NPCs are revealed to be contemplating suicide in some way - and for good reason.
- In the Flooded District quest you come across a plague-ridden woman in an apartment. Every noise she makes is subtitled, so enjoy "hacking cough" and "weeping" flashing across your screen every five seconds. Then you get to her dialogue, where she'll give you advice on getting into the city and, if you hang around, mockingly accuse you of wanting to save her. Finally, point the Heart at her. Her children were desperate to hide her, but she deliberately handed herself in to protect them from the Watch and so she wouldn't waste their food. Now, she's just waiting for death.
- In Knife Of Dunwall Billie Lurk's death in Low Chaos is an absolute heart-breaker. She smiles at him. Daud actually holds her hand.
- If you thought Daud deserved his fate at the end of the main game, your opinion will be changed after playing Brigmore Witches on Low Chaos. Almost every moment during the lengthy ending is a tear jerker for Daud.
- In the epilogue of the main game (at least in the Low Chaos ending), the Outsider says that when you die decades later, Emily lays you to rest in Jessamine's tomb, the implication being that she was the true love of Corvo's life. And he lost her tragically young.
- Everything Cecelia says. Not only is the text itself extremely sad, what with her saying that she fully expect to be the first one to be eliminated or fired when the Conspiracy disband, but it's her resigned tone that makes it truly tear jerking.
- If you fail to save Captain Curnow, Callista will comment about how much she will miss her uncle, noting that he was good man, better than her own father. Later, you get to listen to her reminiscing about their family (all dead except the two of them) and how much of a hero he was to them. Considering that Curnow is one of the few uncorrupted men who joined the Watch to help people, not saving him is a choice not many make during their playthroughs.
- Despite his betrayal, Teague Martin's last words before committing suicide are still pretty depressing.
Martin: "I was born into nothing, and it's nothing I'll return to."
- During a low chaos play through, some of Cecilia's dialogue implies that Martin and Pendleton felt guilty and remorseful about having the other residents of the Hounds Pitt Pub executed.
Cecilia: "Pendleton kept apologizing. Martin was drinking and seemed sad."