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• s  cheerfully irresponsible
• s  marked by a carefree unconventionality or disreputableness

• That devil-may-care charm, plus what director Lasse Hallstrom calls "those eyes and that physicality," twigged the antennae of Amy Pascal, head of Columbia Pictures, who took him .
• A handful of haute couturiers put French craftsmanship on display this week, with a nod to 1930s glamour, minimalist white, and a devil-may-care attitude about the global economic .
• Eventually the club grew to most states and 30 or more countries, fueled by the alluring imagery of devil-may-care outlaws making their own rules.

• carefree
• freewheeling
• happy-go-lucky
• harum-scarum
• slaphappy
• raffish
• rakish

News & Articles

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• Ryanair's O'Leary lives up to reputation in Air Show appearance
  Michael O’Leary, the devil-may-care head of Ireland-based European budget airline Ryanair, made a rare Air Show appearance in Paris Wednesday and lived up to his reputation for colorful language and unmediated disrespect for legacy flag carriers and government bureaucrats. O’Leary came t
  June 20, 2013 - Seattle Times
• Artist worked for Playboy, Sun-Times
  Back when Playboy magazine was so new that the covers featured women with their clothes on, artist Norman “Norm” Harris was struck by the devil-may-care insouciance of publisher Hugh Hefner. “Everyone on the staff would be working, and Hugh Hefner would come in at 2 in the afternoon,” Mr. Harris’ daughter, Rochelle, remembers him telling her. As Playboy’s associate art director from 1955 to 1958 ...
  June 20, 2013 - Chicago Sun-Times

Quotes

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• Rob Lowe in San Diego Union Tribune
  I thought it would be fun to try a show that had a higher element of devil-may-care entertainment,Lowe said. "This is not HBO, not groundbreaking. That's not what I'm trying to do. ...... 'dr. vegas' is a guilty pleasure without the guilt...
• Richard Stallman in Mashable (blog)
  In an essay on SaaS, Stallman writes, "The real meaning of 'cloud computing' is to suggest a devil-may-care approach towards your computing. It says, 'Don't ask questions, just trust every business without hesitation. Don't worry about who controls...