In this article, we take a retrospective look at a workshop where Jasna, a nurse educator, was a participant, and Kathy, a preservice teacher educator, was both a participant and the facilitator of an artful inquiry process she calls "cocreative writing." By putting forward our stories, we share our experiences as well as contribute to ongoing discussions on the value of engaging in cocreative arts-based approaches to enhancing transformative learning. More specifically, we engage in a critical reflective dialogue to illustrate how the process of making art together can create space for transformative learning and thus help to deepen our understanding of our teaching-learning relationships. Particular attention is given to organic collaborative artistic processes and how they support dialogue, encourage critical reflection, nurture authentic relationships, and foster creative and expressive ways of knowing and being, as well as a more holistic orientation toward transformative learning.