It is little appreciated that curiosity is disorienting. Overwhelmingly, discourse on curiosity offers it as an orientation. Ask more questions! Gain more knowledge! The curious process, however, is also a disintegrative one. It necessarily involves an undoing of how things are typically or presently thought. This essay proposes two disorientations (or failed orientations) that are essential to curiosity—disorientations that are obscured by the overly simplistic ways curiosity gets theorized today. First, it is a truism that curiosity is a desire to know or to acquire and contribute to knowledge. It is argued here that curiosity is also an act of disknowledge (Eggert, 2015) or of refusing existing structures of “knowledge.” Second, curiosity is typically understood as an epistemological virtue. It is argued here that curiosity is also a disepistemological practice (Ben-Moshe, 2018), one trained on not-knowing and not-knowing-how. By attuning to curiosity as an act of disknowledge and a disepistemological practice, this essay is able to palpate the essential disorientations of this disorienting thing we call curiosity.