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

See also: fashionable, hip [informal], stylish, unconventional