SLYLY

Set to 8 different clues across 11 published puzzles, most often “With cunning” — The New York Times, Tuesday, 18 September 2007.

5 letters

Every clue on record, most used first

With cunning3 times
The New York Times — Tuesday, 18 September 2007
With subterfuge2 times
The New York Times — Tuesday, 12 October 1999
With deviousnessonce
The New York Times — Sunday, 19 June 2011
How an April fool may be doneonce
The New York Times — Wednesday, 16 December 2009
In a foxy fashiononce
The New York Times — Tuesday, 19 May 2009
On the quietonce
The New York Times — Sunday, 11 December 2005
How to cheatonce
The New York Times — Saturday, 3 September 2005
How to palm a cardonce
The New York Times — Sunday, 17 October 2004