devilish, rascally, roguish -- (playful in an appealingly bold way; "a roguish grin")
rascally, roguish, scoundrelly, blackguardly -- (lacking principles or scruples; "the rascally rabble"; "the tyranny of a scoundrelly aristocracy" - W.M. Thackaray; "the captain was set adrift by his roguish crew")