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roguish (adj.)

1570s, from rogue + -ish. Related: Roguishly; roguishness.

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Definitions of roguish from WordNet

roguish (adj.)
playful in an appealingly bold way;
a roguish grin
Synonyms: devilish / rascally
roguish (adj.)
lacking principles or scruples; "the tyranny of a scoundrelly aristocracy" - W.M. Thackaray;
the captain was set adrift by his roguish crew
Synonyms: rascally / scoundrelly / blackguardly
From wordnet.princeton.edu