/ Dictionary / Index P playboy: Meaning and Definition of Find definitions for: play•boy Pronunciation: (plā'boi"), [key] — n. a man who pursues a life of pleasure without responsibility or attachments, esp. one who is of comfortable means. Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. See also: playboy (Thesaurus) playbook Playboy of the Western World, The* Related Content Daily Word Quiz: careening Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language