#1 rakish s. [dapper, dashing, jaunty, natty, raffish, spiffy, snappy, spruce] marked by up-to-dateness in dress and manners; "a dapper young man"; "a jaunty red hat". wn
#2 rakish s. [devil-may-care, raffish] marked by a carefree unconventionality or disreputableness; "a cocktail party given by some...raffish bachelors"- Crary Moore. wn
vizzz