Can Sasuke break tsukuyomi?
Like Obito said, Itachi was holding back during his fight against Sasuke, but by how much? That we don't know. So far i thought that Sasuke countered Itachi's tsukuyomi during that meeting. It's indeed true that he did, but i think Itachi let it happen. The reason why i think so is that if i remember correctly, it's said that Itachi can manipulate space and time in his genjutsu to the point that even a 72hours in the tsukuyomi world could only 1second in the real world.
But what happened against Sasuke? This is where Itachi activated tsukuyomi:
After that, all the even happens in the tsukuyomi world, but there is something i noticed. In fact, there is a case where we see Black and White Zetsu during the tsukuyomi actually wondering what happens:
And later, we continue with the illusion. What does this mean? It means that during the tsukuyomi illusion, Zetsu actually had time to notice something, which means the tsukuyomi illusion lasted more than 1seconds, probably some few seconds
That's why i think that Itachi created a tsukuyomi that last longer than 1second probably to give more time to Sasuke to find a way to break it
Because of this, i don't think Hebi Sasuke would have been able to break Itachi's tsukuyomi if he was serious. I don't know about the current Sasuke, but Hebi Sasuke definitely not, but what do you think?