Man, that's a heavy but good question. I find myself drawn to these stories when I'm in a certain mood, even though they wreck me. For sheer, unrelenting tragedy, 'A Farewell Letter' is brutal. It follows a woman with a terminal illness, and it's less about the illness itself and more about the quiet, daily unraveling of her relationships and her own sense of self. The art is stark and beautiful, which somehow makes the emotional blows land harder.
A different kind of sadness comes from 'The Horizon'. It's this short, philosophical post-apocalyptic story about two children wandering through ruins. The tragedy isn't just in the setting; it's in the way their innocence is slowly stripped away, yet they cling to this fragile hope. It left me staring at the ceiling for a good while after finishing. If you want something that feels like a slow, deep ache rather than a sudden shock, that's your pick.