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What does rakish mean?

Looking for the meaning or definition of the word rakish? Here's what it means.

Adjective
  1. Dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance.
  2. (dated) Like a rake; dissolute; profligate.
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Examples
Cory shook his head at her, his blond fringe falling over his dark eyes, giving him the rakish look.
Instead of a cloak, the thin man wore a short blue cape, which was currently flipped over one shoulder in a rakish fashion.
The lad was an Adonis, and with rakish good looks and a devilmay-care smile, he seemed to hold the world by a string.
His rakish good looks were captivating, though there was no warmth in his eyes.
Placards not yet on duty are held at a slope, at rakish angles over shoulders.
He propelled me to my brothers and left with a bow and a rakish grin towards me.

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