Usually means: Rebellious youth embracing ska culture.
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We found 4 dictionaries that define the word rudeboy:

General (3 matching dictionaries)
  1. Rudeboy: Wordnik
  2. rudeboy: Wiktionary
  3. Rudeboy (Sigma song), Rudeboy: Wikipedia, the Free Encyclopedia

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

Definitions from Wiktionary (rudeboy)

noun:  A male juvenile delinquent, originally in Jamaica in the 1960s.
noun:  A male enthusiast of ska music.

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