Usually means: Attractive male with refined features.
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We found 9 dictionaries that define the word pretty boy:

General (7 matching dictionaries)
  1. pretty boy: Merriam-Webster
  2. pretty boy: Oxford Learner's Dictionaries
  3. pretty boy: Collins English Dictionary
  4. pretty-boy: Wordnik
  5. pretty boy: Wiktionary
  6. pretty-boy, pretty boy: Dictionary.com
  7. Pretty Boy (comics), Pretty Boy (short story), Pretty Boy, Pretty boy: Wikipedia, the Free Encyclopedia

Slang (2 matching dictionaries)
  1. pretty-boy: English slang and colloquialisms used in the United Kingdom
  2. pretty-boy: Urban Dictionary

Definitions from Wiktionary (pretty boy)

noun:  (mildly derogatory, disapproving, often endearing, slang) A young man whose physical attractiveness is considered rather effeminate and who may be vain about his appearance.
noun:  (slang, usually used by women) A good-looking young man, especially whose good looks are rather feminine than masculine.

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