rakish

/ˈɹeɪkɪʃ/

IPA: /R EY1 K IH0 SH/

adjective
  1. 1

    Dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance.

  2. 2

    Like a rake; dissolute; profligate.

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Source: https://en.wiktionary.org/wiki/rakish

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