rakish \ ˈrā-kish \ adjective
1. marked by up-to-dateness in dress and manners
2. marked by a carefree unconventionality or disreputableness
The word rakish has appeared in 15 articles on NYTimes.com in the past year, including on Aug. 28 in “Comfort Viewing: 3 Reasons I Love ‘The Sting’” by Thomas Vinciguerra:
Frankly, I didn’t understand “The Sting” when it opened in 1973 and I was 10. What with the movie’s manifold tricks and streetwise double-crossings, I grasped only the basics. In 1930s gangland Chicago, two handsome, sneaky crooks (Paul Newman and Robert Redford) were swindling another handsome, far more sinister crook (Robert Shaw). This they do by trying to fleece him of half a million dollars in a bogus betting parlor, populated by a mob of their associates. What I liked most were the mustaches.
… “The Sting” won seven Academy Awards, including best picture, director (George Roy Hill) and original screenplay (David S. Ward).
Another Oscar went to Edith Head for costume design, and she deserved it. I can’t recall the last time I saw so many sharp, three-piece suits or equally classy men’s hats. Harold Gould as Kid Twist (with a great mustache) wore the best Homburg in recent memory, and Redford always kept his fedora atilt at just the right, rakish angle.