The Three Ladies of Macao (3LM), premièred in December 2016, is a re-write of Robert Wilson’s The Three Ladies of London (ca.1583), an Elizabethan allegorical play. Through a narrative annotation of the process of creation of 3LM, this chapter explores the cultural and socio-historical viability of re-creating an Elizabethan city play in a unique context of a Portuguese Macao in the 1960s. Key issues discussed include ways of re-creating the soundscape of the city and ways of re-contextualizing societal problems such as pandering, eviction, loan sharking and murder. The script of 3LM is included as an appendix in this volume.