- Tear Jerker: Ino's catatonic state in Chapter 62.
- In retrospect, how tired Shikako seems when Naruto confronts her about killing their enemies who have already been defeated. "Then find a better way Naruto. Because I dont know what it is."
- Shikako flashing back to her time in Tsukiyomi. Seeing how much the events of the story have damaged her really pulls on the heartstrings.
- Shikako and Shikamaru's fight in chapter 98.
- It's implied in chapter 16 of Sunshine Sidestories that Kakashi feels really guilty about Shikako getting kidnapped.
- The loss of Shikamaru's arm. Pretty much all of Chapter 114 really.
- The entire Hospital Arc is Shikako and Sasuke trying to save their sensei, from a medical condition from his Sharingan, despite the fact he has given up on life.
- Aoba being sacrificed to Jashin during the Land of Hot Spring's Arc.
Tearjerker / Dreaming of Sunshine