Usually means: Persistently pessimistic, negative, and morose.
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We found 11 dictionaries that define the word gloomy gus:

General (9 matching dictionaries)
  1. Gloomy Gus, gloomy Gus: Merriam-Webster
  2. gloomy Gus: Vocabulary.com
  3. Gloomy Gus, gloomy Gus: Wiktionary
  4. gloomy gus: Dictionary.com
  5. gloomy gus: Rhymezone
  6. gloomy gus: FreeDictionary.org
  7. gloomy gus: Mnemonic Dictionary
  8. gloomy Gus: TheFreeDictionary.com
  9. Gloomy Gus: Merriam-Webster

Computing (1 matching dictionary)
  1. Gloomy Gus: Encyclopedia

Slang (1 matching dictionary)
  1. gloomy gus: Green’s Dictionary of Slang

Definitions from Wiktionary (Gloomy Gus)

noun:  (informal) A person with a sullen, unhappy appearance or demeanor; a person with a pessimistic outlook.
noun:  Alternative spelling of gloomy Gus [(informal) A person with a sullen, unhappy appearance or demeanor; a person with a pessimistic outlook.]

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