The research covers Sierra Leone’s relations with the Second World through the prism of Sierra Leone’s foreign policy. Two periods of Sierra Leone’s foreign policy are considered: during the Westminster bipartisan model from 1961 to 1970, and when the authoritarian regime led by President Siaka Stevens was established from 1971 to 1985. The central issue of the research is analysis of Sierra Leone’s cooperation with the Soviet Union. The aim of the research is to identify the factors that guided the non-aligned countries within the bipolar confrontation of the second half of the 20th century in building their relations with the socialist bloc. The relevance of the topic is related to the fact that the logic and principles of building relations of small non-aligned countries with both limited power resources and little political and economic ambitions with key world powers are less reflected in studies. The research is based upon comparative and historical-genetic methods as well as case studies. The author makes use of materials from the Sierra Leone Public Archives. The author concludes that Sierra Leone’s relations with the Second World were based on economic pragmatism rather than ideological or political proximity. For Sierra Leone, relations with socialist countries served as a tool for diversifying its foreign policy. This set Sierra Leone apart from its neighboring West African states, which either maintained an orientation towards first-world countries, namely France and the US, or reoriented themselves towards the Soviet Union.