Shino Vs Kankuro
-Kankuro surrendered, Shino wins by default. However had they fought it would've been a draw. Shinos insects/Kankuros poison lead to a draw.
Shino beat kankuro when they fought so shino probably wins this one
Naruto Vs. Sasuke
-Sasuke would win.
never kno its not like it would of been super crzy fight to death since sasuke wouldn't have the 2nd seal and naruto wouldnt of taken out the 1st tail
so it would be sasuke 1st curse seal vs naruto kyubii chakra
or sasuke might not of released the 1st curse seal at all and would of gotten his but kiked
The only reason Naruto beat Gaara was because of the strength ge gained when he was trying to protect everyone. A fight with Sasuke would've been different. Sasuke had Chidori and Naruto still didn't know Rasengan. At this point I doubt Sasuke would've pissed off Naruto so much that he would've done Kuchiyose no jutsu.
Naruto did have the rasengan during the chunin exams didnt he? I dunno cant remember that far back