The goal of this paper is to explore one of the functions of everyday expressions of likelihood; more specifically, to propose that they play an important role in negotiating not only likelihood but also perspective. It will examine examples of such expressions in the context of conversational interactions, identifying the roles of such expressions along with partner responses to them. These analyses will be integrated with previous models from laboratory research on the production and comprehension of expressions of quantity and frequency (e.g., Moxey and Sanford 2000). Findings will also be interpreted in the context of ongoing discussions on the nature and role of perspective-taking (e.g., Duran, Dale, and Kreuz 2011).