
itachi is a destructive evil brutal psychopath. he'd brtually torture YOU just as he did to his own innocent brother and comrades. hes the last person id want watching my back given hes a genocidal monsterItachi , reason why, genjutsu tsukiyomi perfect to infiltrate villages
would kill you while laughing about itNagato
given itachi is an evil monster who mindrapes people its likely he will just make you watch your parents die over and over and put you in a coma just as he did to innocent people, rather than protect you.Jiraiya And Itachi: Why? because they're polar opposites when it comes to personality and it would be fun + they can cover each others weakness like jiraiya not being as adept at genjutsu (w/o Ma n Pa) and itachi's Stamina not being able to keep up in longer fights.