Background/Context: The popularity surrounding culturally sustaining pedagogy (CSP) is notable primarily within language and literacy content areas but is also making its rounds in other disciplines. Because of its assumed objectivity and status, the mathematics discipline has long been a site of disrupting or perpetuating inequity and thus warrants our focus in thinking about how any pedagogical framework influences the success of Black students. We question whether the ideology undergirding CSP is beneficial to the ways in which we seek to educate Black mathematics learners through a philosophy of mathematics education that prioritizes language, and Black English more specifically. Purpose/Objective: The objective of this theoretical paper is to take a closer look at the shift in education research that has drawn attention away from asset-based frameworks, like culturally relevant pedagogy (CRP) or culturally responsive teaching, to focus on CSP. We seek to address how Black children may be positioned by the ideologies proposed in CSP, particularly in the way that culture, and Blackness in itself, is performed. Our goal is to highlight potential oversights in this framework and to discuss whether CSP represents a viable solution for Black students, particularly in regard to their mathematics education. Research Design: We elucidate the genesis of CSP and establish its roots as in tension with a Black ontology by tracing the theoretical origins of two scholars known best for its conceptualization. Findings/Results: Conceptualizers of CSP build on Ben Rampton’s work using the concept of “language crossing” and “styling the other,” to level critiques at CSP based on their studies of ritual insults in battle rap and use of African American Language in schools with multiethnic youth. Although it is true that people engage in language-crossing processes quite often, we question whether these actions of language crossing support claims about the eradication of cultural ownership, and at what cost Black people lose these aspects of culture. Conclusions/Recommendations: There are valuable lessons learned from Paris’s undertaking, but what Ladson-Billings provided in her theory of CRP was a more powerful conceptualization of improving education for Black students across multiple content areas because of the ways in which it forgoes the often conservative stance on language proffered in the theoretical ideologies of CSP. Discourse and language are inherently significant aspects of mathematics teaching and learning, and Black English is one possible entry into culturally relevant mathematics.