Usually means: Two simultaneous or consecutive setbacks.
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We found 14 dictionaries that define the word double whammy:

General (13 matching dictionaries)
  1. double whammy: Merriam-Webster
  2. double whammy: Oxford Learner's Dictionaries
  3. double whammy: Collins English Dictionary
  4. Double-Whammy, double-whammy: Wordnik
  5. double whammy: Cambridge Advanced Learner's Dictionary
  6. double-whammy, double whammy: Wiktionary
  7. double whammy: Dictionary.com
  8. Double Whammy (film), Double Whammy (novel), Double Whammy: Wikipedia, the Free Encyclopedia
  9. double whammy: TheFreeDictionary.com
  10. Double whammy: Phrase Finder
  11. double whammy: Longman Dictionary of Contemporary English

Slang (1 matching dictionary)
  1. double whammy: Urban Dictionary

Definitions from Wiktionary (double whammy)

noun:  A series of two events that causes adverse effects; a twofold blow or setback.
noun:  (by extension) A series of two events that causes positive effects; a twofold boon.

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