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Rakishly
Confident Flair
Use 'rakishly' to describe someone's fashion or behavior that's attractive because of confident, unconventional style. 
Positive Edge
'Rakishly' often carries a positive connotation when discussing appearance, implying swagger and charm. 
Subtle Nonconformity
'Rakishly' can imply a mild degree of nonconformity or rebellion, done in a stylish manner. 