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Tear Jerker: Legend of Galactic Heroes
It's practically IMPOSSIBLE not to cry in this series: its kill 'em all nature and extensive character development results in characters we have followed for hundreds of episodes, whom we have shared joys and sorrows with, to break our heart when they die.
The death of Kircheis.
The sad silence that falls following Yang getting news of Jessica Eduards death.
Reinhard fulfills his dream: his sister is saved, he now commands the Neue Reich, and manages to be a great leader. But the only two people he wanted to share it with are dead and not talking to him. And of course Reinhard not dying under equally thrilling circumstances, but instead a mere disease.
Even his beginnings weren't awesome. Born to poor nobles, he saw Annerose as a mother figure all because his mother got run over by a high noble and said high noble's family refused to apologize, making his father Sebastian resort to alcohol. Fortunately, he earned a friend in Kircheis, only for his life to get worse thanks to Kaiser Friedrich IV offering money to Sebastian so that he can claim Annerose, and claim Annerose he did. Yeesh, it sucks to be Reinhard.
Lt. Commander Jean Robert Lap clutching his fiances handkerchief as he lays dying an utterly avoidable death.
Schönkopf finally remembering the name of his daughter's mother as he dies looking down on his own carnage and the enemy soldiers cowering in front of him.
Admiral Bucock: "A toast to democracy."
Yang doesn't die in a great battle, isn't outsmarted in tactics, or even killed by a named character. He bleeds to death. Worse, he does so all alone, and flagellating himself for all the people he's known who died in battle.
So does Reuenthal, out of his own free will.
Mecklinger delivering the sad news of Kempf's demise to his family.