% replaces any number of letters (la% - lake, lamp)_ replaces one letter (ca_ - car, cat)
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The Crossword Solver found 12 answers for The New York Times crossword clue winning game after game. The answers have between 3 and 13 letters.

AnswerClue
ONATEARwinning game after game
THEPLAYcal’s game-winning kickoff return against Stanford in 1982, familiarly
TWENTYONEcard game whose winning hands can be found hidden in 17-, 27-, 42- and 54-Across
STAYSALIVEwins the Hunger Games, e.g.
ROYALFLUSH123-Across?s holding that wins this puzzle?s game
WARgame with the objective of winning all the cards
MUSICALCHAIRSgame you can’t stand to win?
RISKclassic board game invented by an Oscar-winning French filmmaker
UNOgame whose name must be said to win
KENOgame whose name comes from French for “five winning numbers”
OTTOkristin ___, first woman to win six gold medals at a single Olympic games
UCLAholder of the longest winning streak in N.C.A.A. men’s basketball history (88 games)

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