Board Thread:Versus Debates/@comment-26090777-20150330194229/@comment-5936871-20150404160642

@Trappedinmygenjutsu Yes, I know that. Itachi has always been better at genjutsu than Sasuke and he has tsukoyomi and Sasuke does not. Jiraiya put a single one of Nagato's Pains in a senjutsu-enhanced sound-based genjutsu, not a visual one, which also didn't effort Nagato or any of the other pains at all. Not to mention he did it mainly with Fukasaku and Shima's help, so it wasn't him doing it alone. Kakashi could have used it against Pain or at least attempted to, but for some reason he did not.

The exact circumstances behind that is unknown and it's possible that he put Isobu in a genjutsu too so that he would be unable to free Yagura. Naruto never had any skill or much knowledge in genjutsu anyway, Kakashi's skill with sharingan and genjutsu pales in comparison to Itachi's, and Kabuto didn't even know Izanami existed and it involved physical contact rather than just eye contact, so of course him preparing failed.

Although B was put in a genjutsu by Itachi, Gyuki quickly broke him out of it, Sasuke might have had EMS but all that does is eliminate the negative drawbacks of previous MS and allow you to use it to the fullest, it doesn't really give you a massive boost in ocular power or anything. Not to mention as I said before, Sasuke's skill in genjutsu was always below Itachi's. Later on both Sasuke and Itachi purposely put each other in a genjutsu to free each other from Kabuto's sound-based genjutsu. Also, it was made obvious that Sasuke's ocular prowess in genjutsu was drastically increased once he got a rinnegan when he put all of the Tailed Beasts in a genjutsu and took control of them with a single glance.