/ Dictionary / Index P penniless: Meaning and Definition of Find definitions for: pen•ni•less Pronunciation: (pen'i-lis), [key] — adj. without any money whatsoever; totally impoverished; destitute. Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. See also: penniless (Thesaurus) Pennie Pennine Alps Related Content Daily Word Quiz: miscreant Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language