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Definition of winning:

  1. A new opening.
  2. Attracting; adapted to gain favor; charming; as, a winning address.
  3. The act of obtaining something, as in a contest or by competition.
  4. The money, etc., gained by success in competition or contest, esp, in gambling; - usually in the plural.
  5. The portion of a coal field out for working.

Synonyms:

sweet, tempting, endearing, behind, appealing, good-natured, disarming, lovely, insinuating, blue-ribbon, harming, loving, nice-looking, beguiling, lovable, pleasing, prize-winning, winsome, fetching, champion, adorable, dear, attractive, charming, fascinating, ugly, enchanting, stunning, gratifying, adrift, taking, triumphant, gentle, benignant, like, award-winning, engaging, undone, winningest, delightful, pleasant, acceptable, triumphal, cute, nip and tuck, precious, victorious, successful, leading, lovesome, repulsive, darling, prepossessing, captivating, bewitching, courteous, agreeable, rival, pretty, eye-catching, kind, enticing, amiable, glamorous.

Usage examples: