The present study aims to examine the prevalent notion that people entrain to the vocabulary of a dialogue system. Although previous research shows that people will replace their choice of words with simple substitutes, studies using more challenging substitutions are sparse. In this paper, we investigate whether people adapt their speech to the vocabulary of a dialogue system when the system’s suggested words are not direct synonyms. 32 participants played a geography-themed game with a remote-controlled agent and were primed by referencing strategies (rather than individual terms) introduced in follow-up questions. Our results suggest that context-appropriate substitutes support convergence and that the convergence has a lasting effect within a dialogue session if the system’s wording is more consistent with the norms of the domain than the original wording of the speaker.