Crossword clues for the word: HEARTBREAKER The word HEARTBREAKER has appeared as an answer to at least 5 crossword clues on different crossword puzzles. Crossword clues for HEARTBREAKER Showing 1 to 5 of 5 results Clue(s) "Narrow defeat, e.g." "Pat Benatar song George Steinbrenner sings on a ""Seinfeld"" episode" 1999 Mariah Carey song featuring Jay-Z that was her final #1 of the decade Overtime loss Overtime loss in the playoffs, for example