Dual enrollment is a place between high school and college that is neither exclusively one nor the other. Dual enrollment inhabits a space where larger questions about higher education--the cultural practices, norms, institutional relationships and interactions, and the overall "business" of learning--are grappled with on a daily basis. To the metaphors around college transition, such as the "gap" or "continuum," the authors add another: the liminal space. Unlike the clearly-articulated path of a continuum or the simple bridging of a gap, dual enrollment as a "liminal space" conveys the concomitant unease of dissolved boundaries and creates a productive tension that requires secondary and postsecondary institutions to articulate together their expectations for "college-ready students" and "college-level work." This article addresses some of the tensions inherent to dual enrollment and relates them to larger challenges in higher education.