Entry 1 sense Webster, 1913 Discouraging /dĭs-kẽr'-əj-ĭng/ · Dis·cour·a·ging · IPA /dɪsˈkɝ.ɪ.d͡ʒɪŋ/ 01 a. Causing or indicating discouragement. 1. Causing or indicating discouragement.