Entry 1 sense Webster, 1913 Bewildering /bĭw-ĭl'-dẽr-ĭng/ · Be·wil·der·ing · IPA /bɪˈwɪldəɹɪŋ/ 01 a. Causing bewilderment or great perplexity; as, bewildering difficulties. 1. Causing bewilderment or great perplexity; as, bewildering difficulties.