with-it

Adjective
  1. In accord with the most fashionable ideas or style (synset 300975821)
    "wears only the latest style"; "the last thing in swimwear"; "cutting-edge technology"; "a with-it boutique"
    similar to: fashionable, stylish - being or in accordance with current social fashions
    same as: cutting-edge, up to date, up-to-date
  2. Having the shrewd resourcefulness needed to survive in an urban environment (synset 300441171)
    similar to: smart - showing mental alertness and calculation and resourcefulness
    same as: street smart, streetwise

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