1. the quality of being unconventional and slightly disreputable in an attractive or appealing way

Examples

• The old jazz club had a certain raffishness that attracted artists and bohemians.
• His raffishness made him popular at parties despite his questionable reputation.
• The neighborhood’s raffishness was part of its charm for young professionals.
• She was drawn to his raffishness and devil-may-care attitude.
• The bar’s raffishness contrasted sharply with the upscale restaurants nearby.
• There was an undeniable raffishness about the traveling theater troupe.