Usually means: Attractive man with swagger, maturity.
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We found 3 dictionaries that define the word zaddy:

General (2 matching dictionaries)
  1. Zaddy: Wikipedia, the Free Encyclopedia
  2. zaddy: Wiktionary

Slang (1 matching dictionary)
  1. zaddy: Urban Dictionary

Definitions from Wiktionary (zaddy)

noun:  (originally African-American Vernacular, slang) A handsome, fashionable man, especially an older man.

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