Entry 5 senses · 2 variants Webster, 1913 Caitiff · Cai·tiff · IPA /ˈkeɪtɪf/ a. n. 01 a. Captive; wretched; unfortunate. 1. Captive; wretched; unfortunate.[Obs.] 2. Base; wicked and mean; cowardly; despicable. “Arnold had sped his caitiff flight.” — W. Irving. 02 n. A captive; a prisoner. 1. A captive; a prisoner.[Obs.] “Avarice doth tyrannize over her caitiff and slave.” — Holland. 2. A wretched or unfortunate man.[Obs.] 3. A mean, despicable person; one whose character meanness and wickedness meet.