roguishly

With playful cunning

Roguishly describes doing something with playful mischief or charming dishonesty—the manner of someone who bends rules but remains likeable.

A roguish grin suggests knowing amusement, perhaps at getting away with something: He smiled roguishly and pocketed the extra cookie.

The word carries affection rather than condemnation.

daring

boldly

With fearless confidence

adventurously · recklessly · fearlessly · brashly · intrepidly · daringly · venturesome · pluckily · gallantly · cheekily

mischievous

impish

Playfully mischievous in manner

naughty · prankish · teasing · trickster · pixieish · puckish · elvish · waggish · scampish · rascally

charming

rakish

Dashingly unconventional in style

flirtatious · gallant · smooth · charismatic · seductive · alluring · captivating · enticing · beguiling · disarming

playful

teasing

Playful, mild ridicule

witty · jaunty · lighthearted · whimsical · sportive · merry · jovial · sprightly · irreverent · flippant

Opposites
sincerity and earnestness

roguishlysincerely

With genuine feeling

earnestly · genuinely · honestly · straightforwardly · candidly

moral conduct

roguishlyhonestly

In a truthful manner

honorably · virtuously · uprightly · innocently · faithfully

demeanor and charm

roguishlyprimly

With affected formality

seriously · solemnly · properly · staidly · decorously

Family

roguish, roguishness

Familiarity
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Used worldwide · Timeless · Abstract · Positive · Everyday, not technical · Rated G