The report will address some fragments of the life of Natalia Obrenović, (Наталија Обреновић 1859 – 1941), born Keshko, through the prism of her social-political activity as Queen of Serbia. In our view, the matrimonial relationship between the Bessarabian Natalia Keshko and Milan Obrenović (1854–1901) had ambitious plans and perspective for the dynastic merger and consolidation of the Romanian-Serbian aristocracy in the Balkans. It was an agreement between the two cousins, Ecaterina Moruzzi and Elena Maria Catargiu, who developed a matrimonial geostrategy based solely on political interest. All the newly created Balkan states – Greece, Bulgaria, Romania – were related to representatives of the monarchical houses of Europe: Wittelsbach, Schleswig-Holstein-Sonderburg-Glücksburg, Battenberg, Saxe-Coburg, Hohenzollern, etc. Natalia Obrenović’s active involvement in the political life of Serbia gave rise to family conflicts, in particular due to differences in political views with her husband. Natalia’s desire to dominate and rule the country played a tragic role in the breakdown of the family. In particular, the issue of her personal perception of family events and her political ambitions, as well as the reasons for her conversion from the Orthodox faith to Catholicism, will be examined. The main sources of the research are documents from Russian archival funds – documents of the time, letters, newspaper articles, memoirs, illustrative material.