Art education has celebrated pluralism and cultural diversity to bring a more profound understanding between people from different backgrounds. However, since the spread of COVID-19, horrendous discriminatory crimes have increased, such as the 2021 Atlanta massacre, a shooting that targeted Asian American-owned massage parlors. These alarming events, among others, have brought attention to systemic racism and racial disparities in the United States. Being an Asian American, one of the authors was deeply concerned by how these unsettling circumstances might impact my teenage daughter, Emilie, the other author, who was 16 at that time. After a few conversations over dinner, they both agreed to have open dialogues critical for challenging and opposing the status quo of the racial divide. Their conversations became a journey filled with narratives of shared identity and reflective arts-based experiences. Each dialogue functioned as a gateway, inviting to question, explore, affirm, unlock, and discover their positions through research about history and literature; their organic, spontaneous, and somewhat unpredictable process shaped new understanding and new growth. In this article, they intend to highlight the fluidic nature of an arts-based approach, where dialogues and narratives are interwoven to empower transformative art practices.