rakish
[ rey-kish ]
marked by a carefree unconventionality or disreputableness
USE 1
He has a rakish air about him, confidently careless and informal, which makes him stand out in any formal gathering.
USE 2
Josh’s rakish personality leads him to believe it is okay to have six girlfriends at one time, showcasing his carefree attitude towards relationships.
USE 3
He caught her sharp intake of breath and gave her a rakish smile as she blushed, his charm evident in the playful gesture.
