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Use "smirkingly" in a sentence
"The targets in his smirkingly off-color but ineffectual monologue couldn't have been more obvious and tired: Kim Kardashian, Eddie Murphy, Jodie Foster's Beaver (a roundabout way to insert a Mel Gibson joke), Justin Bieber — and, in what became something of a running gag, women pooping (thanks, Bridesmaids)."
"Lewis and his admirers on the right constantly claim he's had great success in sorting out wayward black boys, so it was no surprise that he smirkingly chose a young black man called John for Harrison to handle."
"Michael Bakkensen makes for a smirkingly unfunny Parolles, the coward awash in vanity who works for Bertram."