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This paper discusses selected poems by three generations of Malay writers in Singapore from the first generation poets who received their vernacular education during British colonial period, before Malayan Independence in 1957; to second generation writers who received Malay education when Singapore was part of Malaysia (1957–1965) who established their poems in 1970s; and the third generation writers who received bilingual education after Singapore become a Republic in the 1980s. These iconic poems embody the aesthetic as well as the cultural and political values of Malay society. It is an early attempt to define and search for the canon of Singapore Malay poetry.