rakish

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English

Etymology

rake (man habituated to immoral conduct) +‎ -ish.

Pronunciation

Adjective

rakish (comparative more rakish, superlative most rakish)

  1. Dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance.
    Synonym: raffish
    • 1889, Jerome K. Jerome, chapter 18, in Three Men in a Boat :
      I did not catch what was going on at first, and was, therefore, extremely surprised at noticing George hurriedly smooth out his trousers, ruffle up his hair, and stick his cap on in a rakish manner at the back of his head, and then, assuming an expression of mingled affability and sadness, sit down in a graceful attitude, and try to hide his feet.
    • 1904 March 26, A[rthur] Conan Doyle, “The Adventure of Charles Augustus Milverton”, in The Return of Sherlock Holmes, New York, N.Y.: McClure, Phillips & Co., published February 1905, →OCLC:
      A little later a rakish young workman, with a goatee beard and a swagger, lit his clay pipe at the lamp before descending into the street.
    • 1908 June, L[ucy] M[aud] Montgomery, Anne of Green Gables, Boston, Mass.: L[ouis] C[oues] Page & Company, published August 1909 (11th printing), →OCLC:
      [] Anne, who had dropped into her seat, gasping for breath, with a forgotten lily wreath hanging askew over one ear and giving her a particularly rakish and disheveled appearance.
    • 2007 June 8, Houston Chronicle:
      [] the rakish Dennis Quaid, a Houston native who is moving to Texas in a couple of years and wants it to become "the new Hollywood."
    • 2009 August 4, Dan Martin, “Jarvis Cocker writes songs for Russell Brand”, in The Guardian:
      Jarvis Cocker and Russell Brand have both found fame as rakish British iconoclasts.
    • 2020 August 28, Thomas Vinciguerra, “Comfort Viewing: 3 Reasons I Love ‘The Sting’”, in The New York Times, →ISSN:
      Harold Gould as Kid Twist (with a great mustache) wore the best Homburg in recent memory, and Redford always kept his fedora atilt at just the right, rakish angle.
  2. (dated) Like a rake; dissolute; profligate.

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