The present paper aims to open a new direction of research into selection of short stories from Zadie Smith’s last collection of short stories entitled “Grand Union” (2019) by highlighting her focus on contemporary young second-generation immigrants’ experience. The paper argues that by placing this generation at the forefront, these stories represent a pivotal moment in Smith’s fiction, namely her concern with the new emergent concepts of identity and community, particularly second-generation immigrants in the context of Britain and the USA’s postcolonial legacy and African American history. By her focus on self-observant young educated women, Smith’s fiction provides a chance to monitor the changing perception of identity and community form first generation to second generation immigrants. While the narrative of first-generation immigrants locates the stories in the terrain of postcolonial history, the life experiences of the young generation locate the stories in the multicultural present in twenty-first century London and New York. My contention will be that far from adopting the old generations approach to community and identity, which highly underlined the prevalence of racial and gender inequalities, these new generation is moving beyond this disabling ideology and is creating new individualistic notions of identity and community that align with cosmopolitan ideals.