Usually means: Cautious or wary of something.
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We found 16 dictionaries that define the word Leary:

General (13 matching dictionaries)
  1. leary: Merriam-Webster.com
  2. leary: Collins English Dictionary
  3. Leary: Vocabulary.com
  4. Leary, leary: Wordnik
  5. Leary, leary: Wiktionary
  6. leary: Webster's New World College Dictionary, 4th Ed.
  7. leary: Infoplease Dictionary
  8. leary: Dictionary.com
  9. Leary (surname), Leary: Wikipedia, the Free Encyclopedia
  10. Leary: Rhymezone
  11. leary: Free Dictionary
  12. leary: Mnemonic Dictionary
  13. leary: Dictionary/thesaurus

Miscellaneous (1 matching dictionary)
  1. baby names list (No longer online)

Slang (2 matching dictionaries)
  1. leary, leary: Green’s Dictionary of Slang
  2. Leary: Urban Dictionary

(Note: See learys as well.)

Definitions from Wiktionary (Leary)

noun:  A surname from Irish, an alternate anglicization of Ó Laoghaire (literally “descendant of Leary”) (O'Leary).
noun:  A male given name from Irish Laoghaire, from Old Irish Lóegaire (literally “calf-herder”).
noun:  A male or female given name transferred from the surname, of modern usage.
noun:  A city in Georgia, United States.
noun:  A city in Texas, United States.
adjective:  Alternative spelling of leery [Cautious, suspicious, wary, hesitant, or nervous about something; having reservations or concerns.]

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