Ancient and medieval Indian history, from a perspective, was a history of monarchical rule. It was quite obvious to the monarchical political establishments that two neighbouring kingdoms were adopting different types of diplomatic strategies to safeguard the kingdoms and also to strengthen the relationship between them. In this context, this article tried to chronologically study and analyse the Manikya Kingdom and Manipuri Kingdom of medieval and colonial Tripura and Manipur, respectively, based upon the diplomatic tool of the matrimonial alliance, followed by both the kingdom and the resultant of it in a broader historical-cultural context.