Usually means: Overly formal, pompous, and outdated.
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We found 20 dictionaries that define the word stuffed shirt:

General (18 matching dictionaries)
  1. stuffed shirt: Longman Dictionary of Contemporary English
  2. stuffed shirt: Merriam-Webster
  3. stuffed shirt: Oxford Learner's Dictionaries
  4. stuffed shirt: American Heritage Dictionary of the English Language
  5. stuffed shirt: Collins English Dictionary
  6. stuffed shirt: Vocabulary.com
  7. stuffed-shirt: Wordnik
  8. stuffed shirt: Cambridge Advanced Learner's Dictionary
  9. stuffed-shirt, stuffed shirt: Wiktionary
  10. stuffed shirt: The Wordsmyth English Dictionary-Thesaurus
  11. stuffed shirt: Infoplease Dictionary
  12. stuffed shirt: Dictionary.com
  13. stuffed shirt: Rhymezone
  14. stuffed shirt: FreeDictionary.org
  15. stuffed shirt: Mnemonic Dictionary
  16. stuffed shirt: TheFreeDictionary.com

Slang (2 matching dictionaries)
  1. stuffed shirt, stuffed shirt: Green’s Dictionary of Slang
  2. stuffed shirt: Urban Dictionary

(Note: See stuffed_shirts as well.)

Definitions from Wiktionary (stuffed shirt)

noun:  (idiomatic, informal) One who is pompous or self-important, especially one who is either officious or punctilious in a position of authority.

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