...Chief's death. After being tortured by Kore, Complains struggles to save him while Ears and Thaco try to defeat the villain. However...he can't stop Chief's bleeding...and...he grasps Complain's face...and dies after getting the -10 thing...you feel like crying as well, just like Complains...
The fact that his last act is to weakly and pathetically reach for Complains, as if begging for comfort in his final moments, easily clinches the tragedy of the moment.
Minmax from reality 98. His reality differs from the protagonists' in that his Kin didn't kill Goblinslayer. So Goblinslayer tracked them down, killed her, and tortured Forgath to death. He gets his revenge by torturing Goblinslayer to death, using every torture technique that Goblinslayer used on his friends. His reason for going into the Maze of Many? To find the Jade Teapot and use it to join his friends in the afterlife.
Minmax dropping through the hole in the maze of many to retrieve all the keys. Especially his line before he jumped: "I just realised almost every moment we've had together has been taken away like it never happened. I don't want this moment taken away"
Minmax, upon realizing the injury that Kin had received from Psi-Minmax begins crying Berserker Tears and Kin gently calms him down, assuring him it's going to be okay.
The backstory of "Sapphire", one of the alternate Kins in the Maze of Many. When she left to seek the Jade Teapot, she brought four of her close friends with her. Dellyn captured them all, and made Kin his slave, but unlike our Kin, he didn't want her for sex. He wanted a personal assassin who couldn't refuse an order. So when his captives started escaping, her friends tried to rescue her, only to be killed by her, unable to stop herself. When she was finally rescued by Minmax and Forgath, out of grief, she got Forgath to apply a magic tattoo to her, which caused her to forget everyone who has died. So even when Minmax and Forgath died in the maze, she forgot about them immediately. She believes nobody she has ever known has died, and that she has never killed anyone.
The look on Minmax's face when he realizes that Forgath is most likely about to be killed by Kore. Made even worse when you stop and realize that he just lost Kin. If something happens to Forgath, Minmax will be completely alone.
After Forgath is trapped outside to die at Kore's hands, Minmax is so utterly broken that neither Big Ears nor Thaco can stomach the idea of Names killing him, considering it to be totally wrong.