Deaths in Bleach (Could be spoiler)

[HimiTama]

OK, I have a thread like this in the Naruto section, and it's pretty interesting what some of you people are saying so I figured I'd make one for Bleach, as I said before, if there is already a thread like this outthere, I appoligize, I didn't know xP
So, for you who don't know what this is about, it's basically stating what you people think were the worse, most effective, pathetic, whatever you want to call it, deaths in the series Bleach, for me there's quite a few, but I'd have to say...
1) Shiba Kaien - That was so horrible, plus it's left Rukia will guilt for all these years...
2) Kurosaki Masaki - Well this one is mostly like the above point just instead of affecting Rukia, it was Ichigo, living with something like that on your shoulder must be hard

So, now your turn...
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GO!!!
XDDDD:p

[BleachHime]

1. Masaki Kurosaki - this was a very sad and tragic death and it affected Ichigo in many ways. he blamed himself all those years for his mother's death and it wasn't his fault. it was hard on the whole family
2. Sora Inoue - this was a very sad and somehow ironic death for Orihime because he died the day they had that fight about the hairpins. she felt guilty because she never got to apologize for the fight and never got to tell him to "have a nice day." then, when he came back as a hollow, that was really sad too...
3. Hisana Kuchiki - this event made the whole Rukia execution situation very hard for Byakuya because he felt that he had to obey the law, even though Rukia was his sister. since he "betrayed" and disappointed his family of nobles by marrying Hisana, he felt he could not do such a thing as to betray them again by saving Rukia. it is sad because he loved Hisana so much, and it just killed him on the inside to see her get sick and die...