Entry 1 sense Webster, 1913 Witless /wĭt'-ləs/ · Wit·less · IPA /wˈɪtləs/ 01 a. Destitute of wit or understanding; wanting thought; hence, indiscreet; not under the guidance of judgment. 1. Destitute of wit or understanding; wanting thought; hence, indiscreet; not under the guidance of judgment. “A witty mother! witless else her son.” — Shak. “Witless pity breedeth fruitless love.” — Fairfax.