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- Dashingly, carelessly, or sportingly unconventional or stylish; jaunty; characterized by a devil-may-care unconventionality; having a somewhat disreputable quality or appearance.
- ... 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." (Houston Chronicle, 6/8/2007)
- (dated) Like a rake; dissolute; profligate.
- The arduous task of converting a rakish lover.