Originally posted by: vasco
I agree Itachi is smart, but it does not mean cool... if you say smart = cool, then the smartest girl ( Sakura) is most cool?
Stop.

You're taking my words too literally.

By saying his actions are not uncool, does not automatically make it cool -- despite the double negative that would suggest otherwise that I have going on there in that statement.

There are shades of grey and happy medians.

Originally posted by: vasco
off topic talk:
but Itachi had said, we at most can make him die with us, something like that, how can you say Jiraiya got off lucky? By the way, Jiraiya said, 'I will finish you 2 right here, right now' (something like that)
Jiraiya knew nothing about Mangekyou when that statement was made. Revisit those scenes again.

When Sasuke fell into his catatonic state from the agony of Tsukiyomi, Jiraiya was dumbfounded. As Gai arrived, he could only explain that Sasuke fell into that state from something Itachi had done. In addition, Jiraiya had no idea what to think of Amaterasu, aside from the fact that it is incredibly strong considering it tore through the toughest portion of the Mountain Toad's stomach without a moment's notice.

So, yes. I meant to type it. It wasn't an error.

Jiraiya got off lucky.

Originally posted by: vasco
Back to topic
If Itachi really so cool, then he should finish Sasuke and Kakashi (yes, i know, it won't happen) by one clean and clear hit, instead of toying their mind (or you told me toying someone mind is cool?)

By the way, Kakashi is not cool neither... he only can act cool when the enemy is weaker then him... When he vs Itachi, how uncool he is...
When you're a villain, toying with your enemy is in the "How to be a Villain Handbook." And, doing so is definitely cool, when you have ample amounts of skill and power like Itachi does. He needs to kill of Sasuke. That's all I'll agree on.

And, Kakashi is definitely cool. He's mellow and more times than naught, very calm and collected.

In his arrival on the scene with Itachi, Kakashi personified cool. He came in with a Kage Bunshin, and a kunai to Itachi's back saying something like, "Yes. It's over .. for you." Gangsta. Granted, Kakashi already knew he was nowhere near Itachi's level, he entered the battlefield ready and willing.