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Word: winningest (lookup in dictionary) (lookup stats)
Dates: during 1940-1949
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Usage:

...more than the usual ring of authority. Nobody had to look far to find the favorites in this week's 72nd Kentucky Derby.* They were two-Lord Boswell and Knockdown -and both belong to fluttery Cosmeti-queen Elizabeth Arden Graham, whose Maine Chance Farm Stable has the winningest ways in U.S. turfdom. Early this week, they were prohibitive favorites...

Author: /time Magazine | Title: Sport: Lady's Day in Louisville | 5/6/1946 | See Source »

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