From Longman Dictionary of Contemporary Englishrakishrak‧ish /ˈreɪkɪʃ/ adjective 1 if a man looks rakish, or wears rakish clothes, he dresses nicely and looks confident and relaxed SYN stylish a rakish uniform2 → at a rakish angle3 old-fashionedSYBAD BEHAVIOUR OR ACTIONS a rakish man has a lot of sexual relationships, wastes money, and drinks too much alcohol —rakishly adverb
Examples from the Corpus
rakish• I don't think I should have risked anything quite so rakish.• A man stood, rakish and upright, and stared at the fences.• A black, felt bowler sits on his head, tilted slightly forward at a rakish angle.• There was Philippa Mannering looking avid in a beautifully cut check suit and a brown beret at a rakish angle.• Saker always has paler crown and is less slender and rakish, but may otherwise be hard to distinguish.• Brothels, bars, gambling, rakish clothes and tough-guy postures became his style.• What a rakish figure did I cut.• a rakish suitOrigin rakish 1. (1800-1900) Probably from rake “to slope backward” ((17-21 centuries)); because of the sloping masts of pirate ships. 2. (1700-1800) → RAKE12