Usually means: Most appealing, trendy, and desirable.
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We found 15 dictionaries that define the word coolest:

General (10 matching dictionaries)
  1. coolest: Merriam-Webster
  2. coolest: Collins English Dictionary
  3. coolest: Vocabulary.com
  4. Coolest, coolest: Wordnik
  5. coolest: Cambridge Advanced Learner's Dictionary
  6. coolest: Wiktionary
  7. Coolest, coolest: Dictionary.com
  8. coolest: Cambridge Essential American English Dictionary
  9. coolest: FreeDictionary.org
  10. coolest: TheFreeDictionary.com

Business (1 matching dictionary)
  1. coolest: Legal dictionary

Computing (1 matching dictionary)
  1. coolest: Encyclopedia

Miscellaneous (2 matching dictionaries)
  1. COOLEST: Acronym Finder
  2. coolest: Idioms

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

(Note: See cool as well.)

Definitions from Wiktionary (Cool)

adjective:  Of a mildly low temperature.
adjective:  Allowing or suggesting heat relief.
adjective:  Of a color, in the range of violet to green.
adjective:  (of a person) Not showing emotion; calm and in control of oneself.
adjective:  Unenthusiastic; lukewarm; skeptical.
adjective:  Calmly audacious.
adjective:  Applied facetiously to a sum of money, commonly as if to give emphasis to the largeness of the amount.
adjective:  (informal, of a person) Knowing what to do and how to behave; behaving with effortless and enviable style and panache; considered popular by others.
adjective:  (informal, originally African-American Vernacular) Fashionable; trendy; hip.
adjective:  (informal) All right; acceptable; good.
adjective:  (informal) Very interesting or exciting.
adjective:  (informal) Followed by with, able to tolerate.
adjective:  (informal) Of a pair of people, Having good relations.
noun:  A moderate or refreshing state of cold; moderate temperature of the air between hot and cold; coolness.
noun:  A calm temperament.
noun:  The property of being cool, popular or in fashion.
verb:  (intransitive, literally) To lose heat, to get colder.
verb:  (transitive, literally) To make cooler, less warm.
verb:  (intransitive, figuratively) To become less intense, e.g. less amicable or passionate.
verb:  (transitive, figuratively) To make less intense, e.g. less amicable or passionate.
verb:  (transitive, slang, dated) To kill, murder.
verb:  (intransitive, African-American Vernacular, slang) To relax, hang out.
noun:  A surname.
noun:  (programming) Initialism of CLIPS Object-Oriented Language.
noun:  Ellipsis of McCool.; A surname from Irish, anglicized form of McCool. [A surname from Irish.]
▸ Also see cool


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