On another note, did it strike anyone else as weird that Sasuke wanted Itachi back, then his mother and father, then the clan? I understand he's all soft on Itachi now, but his older brother still killed his parents, and wiped out the rest of his clan, top to bottom. I can't imagine that civilian mothers, grandmothers and children would have presented a threat - Sasuke's own mother included - but Itachi (and Madara) snuffed out their lives anyway.
It's like Sasuke's desperately wanting the impossible, to have Itachi and his parents AND a happy little clan. But if he has Itachi, then he can't have his parents, etc. etc.
I sort of wanted Kakashi to point out to Sasuke that Itachi is gone because he killed him o.O But I think Sasuke purposefully was asking for the impossible because he knows very well that they will never come back. It was sort of meant to be more mocking, I think, than what he actually would expect. The reality of what he was getting at, it seemed, was that nothing would make him stop ever. But Itachi was asked for first because I think Sasuke cared more about Itachi than anyone in the world.
But yeah, I get that impression that Sasuke's only salvation is death. Had he not gone as far as he did, he might have had a chance, but really, I think the kindest thing one could do for him would be to end his miserable existence. He will never be happy, even if he managed to get all his revenge. That is the point being made. Kakashi said it, Sakura said it, Sasuke himself knows it and has accepted it. Naruto and Sakuras love cannot just save the day anymore; he has killed his heart to the point where he wouldn't know what to do with that love. And if he ever did learn to feel such things again, he would be forever haunted by the actions he has taken and thus still be miserable.