1. the quality of having a carefree, slightly disreputable, or unconventional charm
2. the quality of being stylishly unconventional or having a dashing appearance

Examples

• His rakishness made him popular at parties but worried his parents.
• The actor’s natural rakishness made him perfect for the role of the charming rogue.
• She admired the rakishness of his tilted hat and casual swagger.
• The old mansion retained a certain rakishness despite its faded grandeur.
• His rakishness was evident in the way he wore his tie loosened and his jacket unbuttoned.
• The character’s rakishness appealed to readers who enjoyed stories about lovable scoundrels.