The article deals with marital agreements that had a bearing on Bulgarian¬Serbian foreign policy relations between the 1280s and the beginning of the 1320s. There are five such agreements. Three are connected with the Bulgarian capital of Turnovo: the marriage of Milutin and Anna, the daughter of Tsar Georgi I Terter; the marriage of Theodora, the daughter of King Smilets (1292–1298) and Stefan, future King Stefan Dečanski, the son of Milutin; and the marriage project between the widow of Smilets and Milutin himself. The other two are the result of Serbia’s relations with the north¬western Bulgarian city of Vidin: the marriage of Shishman with the daughter of Dragoš, the grand župan of Milutin and the marriage of Mihail Shishman with Anna/Neda, Milutin’s daughter.