Re: VS Thread [With Manga Spoilers!]
I doubt that the sannin would win. Just because they both hate eachother and Kisame and Itachi are a perfect team. I doubt either of them could withstand an Amaterasu attack, or stay awake after resisting Tsukuyomi. I don't think the summons would matter much, who says Itachi can't use his own? Also, Kisame has the sharks, and if he surrounded the entire battlefield with water again and used his Goshokuzame, then I think he could take down at least one of the summons, since his sharks are invincible while underwater unless some kind of power takes them fully out all at once. All of this pales in comparison to the fact that Orochimaru would try and kill Jiraiya during the fight.
Kimimaro and Naruto vs Sasuke??? I dunno but I say Kimimaro (though I hate to admit it) wouldn't have much bearing on the fight since his skill isn't like what Sasuke has now. Still I think Naruto and him would win just because of the Kyuubi tails and his invincibility plus unlimited chakra while in the tailed forms. Sure, Kimimaro would do something during the fight, but not much compared to those two post timeskip. Now, if Kimimaro had a chance to improve over the timeskip, then I say he could probably defeat Naruto at least. This is just based on how easily he handled Naruto pre timeskip, and how without his disease he could have eliminated Gaara and Rock Lee. Also, at that time Gaara>Sasuke, just because Sasuke couldn't withstand his Ryuusa Bakuryu and Sabaku Taiso, or that attack that sent Kimimaro underground. The fact is Kimimaro is just incredibly resilient, and strong enough to force his way out of the desert coffin on pure strength and stamina. Not to mention he was slower in his CS2 form, and he was still able to evade the sand attacks.
When you're pushed, killin's as easy as breathin': John Rambo