/ Dictionary / Index W wagon boss: Meaning and Definition of Find definitions for: wag'on boss" Pronunciation: [key] a man in charge of a wagon train. Also called Random House Unabridged Dictionary, Copyright © 1997, by Random House, Inc., on Infoplease. wagonage wagoner Related Content Daily Word Quiz: banshee Analogy of the Day: Today’s Analogy Spelling Bee: Today’s Spelling Bee Frequently Misspelled Words Frequently Mispronounced Words Easily Confused Words Writing & Language