This article deals with the issue of the Lithuanian conversion to Christianity in the 14th century by focusing on the art of politics of the Lithuanian rulers Gediminas (1316–1341), Algirdas (1345–1377) and Kęstutis (1381–1382) with regard to their Christian neighbours. The topic of intentional deception has been contextualised and given special attention in an attempt to highlight that the accession to Christendom was not a self-evident priority for Lithuanian rulers as long as they were beholden to a pagan-warrior lifestyle and were content with the inherited political situation vis-à-vis their Christian and Tatar neighbours.