According to Osho, his words seem puzzling because he speaks to all kinds of people, mirrors their present needs rather than any fixed doctrine, and uses language whose meaning shifts with context. The same question may receive opposite replies on different days. Since words grow vaguer at higher consciousness, he prefers silence; until then, his living responses inevitably appear inconsistent.
He talks differently to different people and moments, and because words are imperfect, it can sound confusing.