The ‘Portuguese’ community in British Hong Kong, also known as the Macanese, has long been a part of the colony’s history. Existing records often describe them as the ‘administrative backbone’ of the government and of British enterprises during the nineteenth century. By the twentieth, J.P. Braga and Leo d’Almada e Castro entered the Legislative Council as unofficial members, marking a new breakthrough in the political involvement of the Macanese in British Hong Kong. This study reexamines this change from racial lens and uses the cases of three Macanese figures (J.P. Braga, Leo d’Almada e Castro and J.M. Braga), who represented three different eras, to analyse the factor of ‘being’ and ‘not being’ Eurasian in the shaping of the political roles of the Macanese in twentieth-century British Hong Kong.