Teenage Mutant Ninja Turtles/Tear Jerker

The Mirage Comics
 * Splinter accepting April as his daughter at the end of City at War.
 * Cold, Cold Ice is a depressing revenge attempt that humanizes the Foot.
 * Gabrielle's death during childbirth. Casey was just starting to re-build his life without the anger and insanity that previously plagued him only to have it shattered in one blow. The silver lining is that he got Shadow out of it.
 * Dark Shadows. Full stop. It's set in a Bad Future with Casey Jones' adopted daughter Shadow as a scarred, hardened warrior on a flooded earth. She seeks out Raphael, her apparent ninjutsu instructor, in an attempt to unleash her rage on him and almost kill him, and Raphael expounds that what ultimately drove the family apart was something SHADOW did to Donatello (it isn't explained what), and she takes out his eye before choosing to spare him.
 * Sons of the Silent Age, full stop. It takes place shortly after the Shredder's death, with the Turtles feeling restless and aimless, not to mention having the Foot swearing revenge against them, which would continue to haunt them for some time. While on a rafting trip down a river with Casey and April, . The End.
 * And that's not even mentioning the comparison the story draws between the four remaining humanoids, and the Turtles, both doomed to extinction.
 * And that's not even mentioning the comparison the story draws between the four remaining humanoids, and the Turtles, both doomed to extinction.

The Films "The Shredder: ...Ah! The rat! So it has a name... (evil smirk) It had a name.
 * Raph's reaction to coming home and finding the lair in shambles, and Splinter gone.
 * Donatello falls to his knees in pure, broken, sorrow.
 * The fate of Master Splinters' owner Yoshi, poor sap.
 * The live-action movie Shredder really likes to twist the knife in the wound whenever he gets an opportunity. It don't matter who, as long as he gets the chance.

Leo: YOU LIE!

The Shredder: ...Do I?"


 * Seeing the guy's cry after getting a meassage via Astral Projection from Splinter.