This paper presents an ethnodrama that explores the school experiences of one transboy. To do this, the author weaves a series of life-history interviews into a single performance script that may create unique opportunities for examining different learning environments and support structures while offering insights into the school experiences of one transboy. The manuscript includes a performance script that invites the reader to engage in the participant's story as he navigated school. Drawing from the potential of dramatic performance, the playscript may offer possibility for affective and actionable reader responses.