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Adjective: raffish  ra-fish
  1. Marked by up-to-dateness in dress and manners
    "a raffish young man";
    - dapper, dashing, jaunty, natty, rakish, spiffy, snappy, spruce, pert
     
  2. Marked by a carefree unconventionality or disreputableness
    "a cocktail party given by some...raffish bachelors";
    - devil-may-care, rakish

See also: fashionable, happening, stylish, unconventional