Who wouldn't be sad for Asuma? He never got to see his child, or lover, ever again. To top it off, he was revived, and died AGAIN! (sealed.)
9. Hidan
I wouldn't say you had to love his character, and felt sad when he died. Just the fact that he could have been great, though, made you sad, (And he's buried underground)
8. Chiyo
Giving up her own life force to revive one of Naruto's biggest jerk, Gaara. Ouch.
7. Sasori
This explains itself. No parents, and having to control puppets for battling. Sad.
6. Third Hokage
This was really sad. Although you didn't get to know him for long, it truly broke your heart when he died
5. Konan
This was just sad. Killed by Madara just so he could get Nagato's Rinnegan. I will hate you forever, Madara.
4. Deidara.
Had so much more to give, and what did he do? He blew himself up, and failed, too.
3. Nagato.
All he wanted was peace. Sure, he used extreme measures to get there, but he still wanted peace.
2. Minato
I don't want to even talk about this, it was so damn sad when you saw it.
1. Itachi/Episode 138 of Shippuden
Don't even have to prove how sad this is. You just wanted to go in there and choke Sasuke to death. And it didn't help that Madara chose to tell Sasuke the truth about Itachi AFTER the battle
10. Asuma
Who wouldn't be sad for Asuma? He never got to see his child, or lover, ever again. To top it off, he was revived, and died AGAIN! (sealed.)
9. Hidan
I wouldn't say you had to love his character, and felt sad when he died. Just the fact that he could have been great, though, made you sad, (And he's buried underground)
8. Chiyo
Giving up her own life force to revive one of Naruto's biggest jerk, Gaara. Ouch.
7. Sasori
This explains itself. No parents, and having to control puppets for battling. Sad.
6. Third Hokage
This was really sad. Although you didn't get to know him for long, it truly broke your heart when he died
5. Konan
This was just sad. Killed by Madara just so he could get Nagato's Rinnegan. I will hate you forever, Madara.
4. Deidara.
Had so much more to give, and what did he do? He blew himself up, and failed, too.
3. Nagato.
All he wanted was peace. Sure, he used extreme measures to get there, but he still wanted peace.
2. Minato
I don't want to even talk about this, it was so damn sad when you saw it.
1. Itachi/Episode 138 of Shippuden
Don't even have to prove how sad this is. You just wanted to go in there and choke Sasuke to death. And it didn't help that Madara chose to tell Sasuke the truth about Itachi AFTER the battle
-Runner ups-
Obito
Jiraiya (just didn't have room)
Haku
Zabuza
Uchiha clan, specifically Mikoto