This essay explores the evolving challenges to freedom of expression and freedom of the press in both historical and contemporary contexts. Starting with the clandestine origins of the Brazilian press in 1808, it examines the persistent tension between media censorship and the right to free speech, particularly during authoritarian regimes like Brazil's 1964–1984 military dictatorship. The discussion transitions to the digital age, highlighting the 2016 controversy where Facebook censored a Pulitzer-winning Vietnam War photo, sparking international outrage and raising questions about corporate control over public discourse. The author argues that while private platforms like Facebook wield immense power, society must actively defend freedom of expression through open debate and legal recourse. The piece concludes with a strong endorsement of democratic values, affirming the necessity of protecting the right to speak freely, even in the face of powerful interests.