This research critiques the limits of urban mapping tools, arguing that their top-down perspectives fail to capture the layered, socio-cultural, and temporal dimensions of lived urban experience. The formal representations overlook details that exist “between the lines” that create a city’s various edge conditions, resulting in partial understandings of urban dynamics. To address this shortcoming, the paper proposes collective drawing as a participatory and critical methodology, it produces alternative forms of urban documentation that foreground unsaid stories, socio-spatial conditions, and historically embedded traces of the city. It explores and addresses the research question: What are the limitations of urban mapping as learning methods commonly adopted by schools of architecture and urban studies? And, what are the ways in which ethnographic methods such as our proposed, can play a complimentary and critical role in revealing the multi temporal, spatial and narratives of the city? Through case studies in Hong Kong and Khlong San (Bangkok), the research shows that collective drawing produces richer, more nuanced depictions of urban reality. The article argues how the co-creating ethnographic technique can help to expand students’ perception of urban spaces, giving them a kaleidoscope of lens to understand the city.