Usually means: Disastrous situation, completely out of control.
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We found 7 dictionaries that define the word trainwreck:

General (5 matching dictionaries)
  1. trainwreck: Merriam-Webster
  2. trainwreck: Longman Dictionary of Contemporary English
  3. Trainwreck, trainwreck: Wordnik
  4. trainwreck: Wiktionary
  5. Trainwreck (Banks song), Trainwreck (album), Trainwreck (band), Trainwreck (film), Trainwreck: Wikipedia, the Free Encyclopedia

Medicine (1 matching dictionary)
  1. Trainwreck: Medical dictionary

Slang (1 matching dictionary)
  1. TRAINWRECK, Trainwreck: Urban Dictionary

Definitions from Wiktionary (Trainwreck)

noun:  Alternative spelling of train wreck [The aftermath of a train crash.]
verb:  Alternative form of train wreck [To ruin utterly and catastrophically, to cause to end in disaster.]

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