The years of the Second World War (1939-1945), a period known as The Emergency in Ireland, were pivotal for the development of the nation. Immediately after the outburst of the war in the continent, the Fianna Fáil cabinet led by Éamon de Valera declared the state of emergency and adopted a neutrality policy. Brian O'Nolan (1911-1966), better known as Flann O'Brien or Myles na gCopaleen, wrote a comic and satirical column in "The Irish Times" entitled "Cruiskeen Lawn" (1940-1966). In his column, O'Brien commented on varied problems affecting Dublin and Ireland as a whole. One of the many topics he began discussing was precisely Ireland's neutral position in the war. Therefore, this paper aims at examining Ireland's neutral position in the war as seen through a selection of columns from "Cruiskeen Lawn," devoting special attention to the oppression of censorship and the distracting measures developed by de Valera's government.