Entry 2 senses Webster, 1913 Cuppy /kŭp'-ē/ · Cup·py · IPA /kˈʌpiː/ 01 a. Hollow; cuplike; also, full of cups, or small depressions. 1. Hollow; cuplike; also, full of cups, or small depressions. 2. Characterized by cup shakes; -- said of timber.