Board Thread:Versus Debates/@comment-26636534-20180205153025/@comment-26107879-20180207105342

Menma has Kamui? I don't recall that. But that might change things. If this is full on, quick kill method and no plot armor protecting anyone, Itachi can swiftly win. But if he can't pull it off, he won't be able to win.

In all likeliness though this would most likely be the scenario.

Scenario: Itachi and Menma would meet on the battlefield with no knowledge of who they were fighting. They know they must kill each other for whatever reasons. Itachi reveals his red hues to Menma and traps him in his Sharingan: Genjutsu. I would like to believe Kurama could help him here, but due to the fact Yagura's Tailed Beast could not help him break free from Genjutsu, and he had complete mastery over it; I don't see how Kurama could help Menma. Especially since Yagura was manipulated by a Genjutsu that controlled him for years and his tailed beast could not do anything to help him. With that in mind, Menma would have to break free on his own. But if Obito was capable of controlling Yagura with it, despite not specializing in Genjutsu, Itachi should have no problems in controlling Menma. If someone can show me a way Menma can break free and explain why Yagura could not do the same, then I'll continue the battle scenario passed this point. Until then, Itachi has the victory.