This is a Moments Page. Therefore, all spoilers are unmarked. You Have Been Warned.
- The "Forgotten Portrait" ending, where Garry sacrifices himself to save Ib, Ib kills Mary, and in the end Ib escapes alive but has forgotten Garry. Although there is a painting of some sleeping man in the art gallery now...
- Also, what Garry says to you when Mary starts tearing off his petals and he realizes he's dying:
"Ib...um... Sorry, but... Could you go ahead? I'm...uh...I'm sorry, I don't really know what to say... I don't want to lie to you... But I...don't want to tell the truth either... If you need help...I'll come running... Go on...ahead..." - Mary having a psychotic breakdown in the brown area was quite depressing.
- Mary's character in general is quite tragic, as her case of Become a Real Boy gives her major sympathy points despite or perhaps because of her instability caused by extreme loneliness from being trapped in a painting and being unable to enjoy the outside world.
- If you compare and contrast the two characters - Mary and Guertena - and their creations - the Sketchbook and the Gallery respectively - you'll discover some quite tragic irony: Guertena made all sorts of weird and scary stuff while presumably having a mostly normal existence (the books scattered throughout the Gallery mention him having girlfriends, painting for magazines, taking his grandson to the circus, and being an heir to a large fortune). Mary, however, has lived her entire life among all sorts of weird and scary stuff, yet the Sketchbook area she has drawn is all mundane and cozy - little cottage houses, flowers, a stuffed rabbit, a grandfather's clock, a bookcase full of storybooks. She Just Wanted To Be Normal.
- The "A Painting's Demise" ending is as tragic as it is terrifying, as poor Mary gets confused and frightened by the nightmarish things the Gallery turns into when she finds she can't escape. First, she tries to find a way out, then, she draws her palette knife for self-defense, then finally, she cries about how it's nothing like what she expected of the outside world and begs for help from anyone, ending with a whimper for her father. Alone in the darkness. If you weren't feeling sorry for this character already, you WILL after getting this ending.
- The two endings added in version 1.04 (A Painting's Demise and Welcome to the World of Guertena) are both triggered by Garry becoming unable to regain his wits after being horribly traumatized by the Doll Room, and poor Ib is so distraught by this that she becomes unable to continue her escape from the Gallery. Poor girl. In these endings, Mary tries to convince Ib to escape with her, but to no avail, because Ib is in a state of total shock and despair because Garry went completely insane. Mary's attempts to snap Ib back to reality are just heartbreaking, not just because Garry and Ib are both completely broken now, but because Mary thought she'd found a friend only to have her friend completely collapse on her.
- If you chose to burn Mary's painting, you get the opportunity to examine some of the things in the room. One of which is a storybook entitled "How to Make Friends." If he is still alive, Garry looks at the book very somberly, as it reveals Mary's underlying feelings of being alone. Another book talks about Mary's thoughts, and how she wants to leave the gallery even though it was fun staying there. Even examining her remains will make him feel conflicted that she wasn't human, but the guilt of killing someone still weighed on his mind.
- In the Liar's Hallway, one of the paintings tries to help Ib while the others all try to get her killed. If she follows the advice of the helpful one, she can proceed. Awful nice of him, right? His companions get angry and murder him while Ib is in the other room. As of 1.04, if you return to that room with Garry in your party, Garry will be visibly upset by the sight of it.
- The simple fact that none of the endings are entirely perfect, and there is no ending where Ib, Garry, and Mary all escape the gallery together. Even in "Promise of Reunion", Mary has to die. Mitigated by the fact that Mary wasn't a human but a live painting, but this is where What Measure Is a Non-Human? kicks in, full force.
- Even in the relatively good Memory's Crannies, in which Mary is killed and Ib and Garry make it out alive, but neither of them remember anything about the story or about each other. To go through that much danger and terror and reality-breaking madness, forming true companionship along the way, and not being able to remember a single moment of it...
- On the bright side, losing all memory of the event would probably prevent years of nightmares.
- Well, it IS said that the subconscious remembers everything. Years of the same nightmare, being constantly creeped out by simple things like a painting, a mannequin or even a red dress, and never having anyone you can relate to except for paranoia addled conspiracy theorists or people who have some sort or PTSD relating to paintings and dresses.
- On the bright side, losing all memory of the event would probably prevent years of nightmares.
- The mannequins start following you around if you destroy any of them outside of the one you have to break to complete a puzzle. The more mannequins you harm, the more you will see. Until the toy box, though, none of them ever actually try to harm you. They just stare at you. Some of them are crying. It's like they're sorrowful that you could be so awful to one of them.
- When you learn in the endings "A Painting's Demise" and "Welcome to the World of Guertena" that the artworks basically treat each other like family for the most part, it makes scenes such as the murder of the truth-teller in the Liar's Room and the part where Mary stabs a mannequin for simply being in the way a lot more upsetting than they already are.
- Kicking over the doll that stalks Garry. She didn't seem to mean him any harm, she just wanted to play, and her pained reaction if he harms her is just....upsetting.
- During Mary's breakdown in the brown area, Mary at one point asks Ib why adults are so tall and if she'll be tall like Garry when she grows up. Considering you just learned she's a painting and probably can't grow up, among other things, it makes this little moment heartbreaking.
- The part in the Bonus Dungeon where Garry yells at Ib for wandering off by herself after he'd asked her not to. Not only did it sound a little harsh coming from him, but Ib looks so very sorrowful and contrite about it too... and if you chose the "I'm sorry" answer, Garry will feel guilty for yelling at her as well.
- If anyone's keeping track of the endings, they'll get another one of these: Ib states at one point that she'd sacrifice herself to let Mary and Garry get out. There are two endings where Ib and Garry get out, one where Ib and Mary get out — there's even two endings for just one person getting out (one for Ib and another for Mary (for a certain definition of "getting out")), and a couple for no-one (although it can't be considered a happy ending unless two people escape). But... there's no ending where Mary and Garry escape together. Pretty sad by itself, but then you remember that Ib is the Player Character and she has control over your ending. So no matter what happens, Ib will have to condemn one of her friends to be trapped in the gallery forever, whether she stays with them or not.
- If you check out the "Tryst after Death" sculpture in the Bonus Dungeon, Garry will remark that the skeleton's coat is ragged, much like the coat of someone else we know. Add to that the fact that the woman in the painting looks a lot like Lady in Red, whom Ib resembles...
- The part where you can make Ib sleep in a diamond-shaped bed. It's a literal deathbed. If you constantly choose to "continue sleeping" every time there are multiple-choices, not only will you get a Non-Standard Game Over, but the lines accompanying it are heartwarming turned into tearjerking when you realize it's Ib having a Dying Dream.
