Entry 1 sense Webster, 1913 Cajolery · Ca·jol·er·y · IPA /kəˈd͡ʒoʊ.lə.ɹi/ 01 n. A wheedling to delude; words used in cajoling; flattery. pl. Cajoleries 1. A wheedling to delude; words used in cajoling; flattery.