Kripkenstein’s challenge is usually described as being essentially about the use of a word in new kinds of cases ‒ the old kinds of cases being commonly considered as non-problematic. I show that this way of conceiving the challenge is neither true to Kripke’s intentions nor philosophically defensible: the Kripkean skeptic can question my answering “125” to the question “What is 68 plus 57?” even if that problem is one I have already encountered and answered. I then argue that once (...) the real nature of Kripkenstein’s challenge is properly appreciated, one extremely popular strategy to try to meet it, what usually goes by the name of “semantic dispositionalism”, loses much of its appeal. Along the way, I also explain that Kripkenstein’s challenge is actually two distinct challenges ‒ one concerning the mental state of meaning, or intending, something by a sign and the other concerning the meaning (referentially conceived) of linguistic expressions. (shrink)