You're joking right? Itachi has no way of dealing with most of these Pain bodies, never mind all at once. Do remember it took Sage Naruto's very specific jutsu & skills, 3 Giant Toads, Konoha, Hinata AND the Kyuubi to defeat all of the Pains, and even then- it was BARELY.
+Also is genjutsu like tsukiyomi even going to work on Pain? They're dead corpses.
CONCLUSION: Itachi's brains get raped.
Itachi had a deadly sickness for most of the series
Healthy or not Itachi still loses.
Can he win if his chakra levels are higher? Let's say he has Tsunade level chakra reserves.
Nah. Pain still has counters to his main MS moves: Amaterasu (Preta or S/T), Tsukuyomi (They're dead bodies so it won't affect them), Susanoo (Chibaku Tensei)
Well he can use the Susanoo in the whole fight. This means he can attack continously with the Totsuka sword. I know it's not that simple, but he clearly has better chances with this restriction.
Just because he has more chakra doesn't mean he can use a V4 Susanoo the whole fight. MS techs still deteriorate the eyes along with taking up chakra.
And so does the medical ninjutsu, let alone the Byakugou, or healing the civilians continously.
If the Totsuka sword is really that fast, Itachi can win.
What are you talking about? I'm talking about how MS techs deteriorate the eyes.
Trying to hit multiple, small targets with Totsuka is a horrible tactic. It only worked on Oro cause he is a large target and because Nagato was immobile. Its not impossible but it isn't certain.
You're joking right? Itachi has no way of dealing with most of these Pain bodies, never mind all at once. Do remember it took Sage Naruto's very specific jutsu & skills, 3 Giant Toads, Konoha, Hinata AND the Kyuubi to defeat all of the Pains, and even then- it was BARELY.
+Also is genjutsu like tsukiyomi even going to work on Pain? They're dead corpses.
CONCLUSION: Itachi's brains get raped.