Usually means: Expression of surprise or excitement.
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We found 7 dictionaries that define the word oh boy:

General (5 matching dictionaries)
  1. oh boy: Longman Dictionary of Contemporary English
  2. oh boy: Oxford Learner's Dictionaries
  3. oh boy: Cambridge Advanced Learner's Dictionary
  4. oh boy: Wiktionary
  5. Oh Boy (Cam'ron song), Oh Boy (Don Cisco album), Oh Boy (Mud song), Oh Boy (The Mood I'm In), Oh Boy (song), Oh Boy: Wikipedia, the Free Encyclopedia

Miscellaneous (1 matching dictionary)
  1. Oh Boy, Oh, boy: Idioms

Slang (1 matching dictionary)
  1. Oh boy, oh boy: Urban Dictionary

Definitions from Wikipedia (Oh Boy)

noun:  "Oh Boy" is a 2002 Grammy-nominated hip hop single by Cam'ron from his album Come Home with Me, and features Juelz Santana.
noun:  "Oh Boy (The Mood I'm In)" is a popular song written by Tony Romeo.
noun:  the second studio album by American rapper Don Cisco, released August 29, 2000 on Thump Street.
noun:  an album released by the Australian band The Paradise Motel in September 2013.
noun:  the third studio album by Austin, Texas based garage rock band Harlem.

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