Usually means: Honest and straightforward in dealings.
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We found 7 dictionaries that define the word plain dealer:

General (7 matching dictionaries)
  1. Plain-Dealer, plain-dealer, plain dealer: Wordnik
  2. plain dealer: Wiktionary
  3. Plain dealer: Dictionary.com
  4. Plain Dealer, The Plain Dealer (Kadina), The Plain Dealer (play), The Plain Dealer: Wikipedia, the Free Encyclopedia
  5. Plain Dealer: Dictionary of Phrase and Fable (1898)
  6. plain dealer: FreeDictionary.org
  7. Plain dealer: TheFreeDictionary.com

Definitions from Wiktionary (plain dealer)

noun:  Someone who interacts or does business straightforwardly and honestly.

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