Main entry: raffish, rakish, devil-may-care
Definition: marked by a carefree unconventionality or disreputableness
Usage: a cocktail party given by some...raffish bachelors- Crary Moore
Main entry: dapper, dashing, snappy, spiffy, spruce, raffish, rakish, jaunty, natty
Definition: marked by up-to-dateness in dress and manners
Usage: a dapper young man; a jaunty red hat