This contribution’s point of departure is a reading of Wittgenstein defended elsewhere, on which Wittgenstein never engaged with semantic skepticism in his texts. While this reading distances Wittgenstein from Kripke, an intriguing indirect connection between their work remains. Certain concepts like regularity, constancy, and (qualitative) sameness play a significant role in addressing questions in the foundations of semantics for Wittgenstein. I discuss how, if Wittgenstein's appeal to these notions is legitimate, they may also be of use in diffusing (the distinctively metaphysical aspects of) semantic skepticism. Along the way, I contrast the resulting position with its nearest historical antecedent in the work of David Lewis, arguing that Lewis’s appeal to metaphysically distinguished properties in the foundations of semantics is not only superfluous, but counterproductive.