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winningest

American  
[win-ing-ist] / ˈwɪn ɪŋ ɪst /

adjective

Informal.

  1. winning win winning most often.

    the winningest coach in college basketball.

  2. most winning or charming.

    the winningest smile in town.

Etymology

Origin of winningest

First recorded in 1970–75; winning + -est 1

Definitions and idiom definitions from Dictionary.com Unabridged, based on the Random House Unabridged Dictionary, © Random House, Inc. 2023

Idioms from The American Heritage® Idioms Dictionary copyright © 2002, 2001, 1995 by Houghton Mifflin Harcourt Publishing Company. Published by Houghton Mifflin Harcourt Publishing Company.