Yes, he couldn't see through him.
Although Second Pillar had watched every move Silver Moon Black Robe made, he simply couldn't see through him.
Compared to Kakashi, after observing all of Kakashi's actions, Second Pillar could guess Kakashi's intentions and the meaning behind every move.
At the very least, he could be a Monday-morning quarterback, more or less able to guess Kakashi's line of thought and even learn something from it.
But Silver Moon Black Robe was different. Perhaps because none of his reactions or responses seemed particularly surprising, everything he did appeared proper and conventional. Sasuke couldn't see anything he could absorb from it.
Looking over all of Silver Moon Black Robe's actions—from his simple defense and defensive counterattacks against Asuma, to the series of moves against the coordinated assault of three Jonin—his reactions, responses, and counterattacks had all been formidable. That was undeniable. But that kind of formidable was only formidable in the ordinary sense, the kind that merely made people marvel at how powerful a ninja he was.
Just like Naruto's reaction earlier.
But was Silver Moon Black Robe really only that kind of impressive—impressive enough to make people sigh in admiration?
Second Pillar's mind was never so one-dimensional. If one looked only at Silver Moon Black Robe's reactions and responses, then yes, they were ordinarily impressive.
But what he had faced was the perfect coordination of three Jonin, including Elite Jonin. Yet with responses and reactions that looked merely ordinarily impressive to outsiders, Silver Moon Black Robe had easily evaded them and counterattacked. Could that really be ordinary strength?
Of course not.
And precisely because of that, the ordinary sort of strength Silver Moon Black Robe displayed was filled with a sense of incongruity.
It constantly gave Sasuke the feeling that he couldn't see through him.