The word 'roguishly' is the adverb form of the adjective
'roguish', meaning 'like a rouge, pertaining to a rouge'. Since a
rouge is a person that is considered either untrustworthy, tricky,
or just mischievous, the word 'roguishly' means something like
mischievous. The word 'roguishly' sometimes also has a connotation
that the person doing the action being described as 'roguishly' is
being done in a clever, creative, or even a charismatic way.