| 2026-08-09 | Foxlike |
| 2026-07-18 | Shrewd |
| 2026-05-28 | Machiavellian, in a way |
| 2026-05-13 | Guileful |
| 2026-05-01 | Foxy |
| 2026-04-30 | Vulpine |
| 2026-04-05 | Foxy |
| 2026-02-17 | Furtive |
| 2025-12-03 | Sneakily clever |
| 2025-11-21 | Calculating |
| 2025-03-30 | Furtive |
| 2025-03-26 | Like a fox |
| 2025-03-16 | ___ dog |
| 2025-01-23 | Vulpine |
| 2024-12-26 | Roguish |
| 2024-10-04 | Apt letters missing from _ _ ipper _ |
| 2024-08-16 | Arch |
| 2024-06-23 | Canny |
| 2024-01-31 | Scheming |
| 2023-11-20 | Cunning |
| 2023-09-11 | Foxy |
| 2023-05-14 | Tricksy |
| 2023-04-25 | ___ and the Family Stone (pioneering funk band) |
| 2023-04-04 | Furtive and crafty |
| 2023-02-27 | Like a fox |
| 2023-02-01 | On the ___ |
| 2023-01-26 | Foxy |
| 2023-01-22 | Shifty |
| 2023-01-06 | Guileful |
| 2022-11-25 | Artful |
| 2022-11-22 | Crafty |
| 2022-10-28 | Tricksy |
| 2022-09-26 | Crafty |
| 2022-06-18 | Crafty |
| 2022-06-12 | Guileful |
| 2022-04-13 | Foxy |
| 2022-04-07 | Calculating |
| 2022-03-28 | Sneaky |
| 2022-03-20 | On the ___ |
| 2022-03-16 | Strategically evasive |
| 2022-02-27 | Designing |
| 2022-02-03 | Foxy |
| 2022-01-25 | Foxy |
| 2021-12-04 | Artful |
| 2021-10-20 | Crafty |
| 2021-07-31 | Having designs |
| 2021-07-02 | Word that becomes its own synonym if you change its first letter to WI |
| 2021-06-15 | Foxy |
| 2021-05-24 | Apt letters missing from "_tea_th_" |
| 2021-03-01 | Sneaky |
| 2021-01-19 | Like a wink or a nudge, maybe |
| 2020-10-22 | Word that becomes its own synonym if you change its first letter to "WI" |
| 2020-09-30 | Foxlike |
| 2020-09-20 | Like a fox |
| 2020-09-06 | Surreptitious |
| 2020-08-15 | Sharp |
| 2020-06-22 | Wily |
| 2020-05-12 | On the ___ (sneakily) |
| 2020-04-30 | Artful |
| 2020-03-25 | Crafty |
| 2020-03-16 | ___ as a fox |
| 2020-01-14 | Sneakily clever |
| 2019-12-16 | Cunning |
| 2019-11-11 | Wily |
| 2019-11-07 | Roguish |
| 2019-10-02 | On the ___ |
| 2019-09-10 | Foxy |
| 2019-09-01 | Crafty |
| 2019-08-11 | Machiavellian |
| 2019-07-30 | Cunning |
| 2019-03-23 | Artful |
| 2019-03-05 | Like a fox |
| 2019-02-15 | Machiavellian |
| 2018-12-13 | Furtive |
| 2018-11-27 | Foxlike |
| 2018-09-12 | Slick |
| 2018-07-10 | Crafty |
| 2018-06-20 | Devious |
| 2018-06-14 | Skilled at deception |
| 2018-02-05 | Underhanded |
| 2018-01-29 | Cunning |
| 2018-01-01 | Crafty |
| 2017-12-11 | Crafty |
| 2017-12-10 | Like some winks |
| 2017-11-21 | Foxy |
| 2017-11-17 | Arch |
| 2017-11-02 | Arch |
| 2017-09-04 | Foxy |
| 2017-08-28 | Foxy |
| 2017-08-06 | Roguish |
| 2017-07-04 | Cunning |
| 2017-05-11 | Not straight |
| 2017-01-26 | Foxy |
| 2016-09-14 | Like a fox |
| 2016-08-14 | Not obvious to most |
| 2016-07-20 | Like some winks and grins |
| 2016-05-30 | Foxy |
| 2016-03-14 | Furtive |
| 2016-03-07 | Crafty |
| 2016-03-06 | Christopher ___, tippler in "The Taming of the Shrew" |
| 2016-01-26 | Like some winks |
| 2015-10-28 | Like a 14-Down |
| 2015-10-21 | Like some grins |
| 2015-08-24 | Devious |
| 2015-08-02 | Sneaky |
| 2015-05-27 | Like some grins |
| 2015-05-20 | Cunning |
| 2015-05-16 | Expert in calculating |
| 2015-03-18 | Conniving |
| 2014-11-16 | Like some grins |
| 2014-09-08 | Cunning |
| 2014-08-17 | Roguish |
| 2014-08-11 | Cagey |
| 2014-07-20 | Underhanded |
| 2014-07-18 | Like innuendo |
| 2014-07-11 | Designing |
| 2014-07-06 | Winking, maybe |
| 2014-05-07 | Like some winks |
| 2014-04-13 | Foxy |
| 2014-02-14 | Scheming |
| 2013-07-28 | Furtive |
| 2013-03-19 | Done with a wink |
| 2013-03-02 | Arch |
| 2013-02-05 | Cunning |
| 2012-11-10 | Feline |
| 2012-11-02 | Apt to artifice |
| 2012-07-30 | Foxlike |
| 2012-05-09 | Tricky |
| 2012-03-17 | Sharp |
| 2011-08-01 | Crafty |
| 2011-02-15 | Cunning |
| 2011-01-23 | Like some winks |
| 2010-12-14 | On the ___ (furtively) |
| 2010-12-03 | Rocky, really |
| 2010-09-12 | Like a three-card monte player |
| 2010-09-07 | Like a fox |
| 2010-06-12 | Sneaking |
| 2010-05-17 | Foxy |
| 2010-04-06 | Tricky |
| 2009-12-25 | On the ___ |
| 2009-12-12 | Roguish |
| 2009-11-24 | Not easily tricked |
| 2009-10-04 | Foxlike |
| 2009-07-30 | On the ___ |
| 2009-06-11 | Hugger-mugger |
| 2009-04-06 | Cunning |
| 2009-02-14 | Apt to trick |
| 2009-01-26 | Wily |
| 2009-01-13 | Stallone's nickname |
| 2009-01-12 | Cunning |
| 2008-12-29 | Wily |
| 2008-12-18 | Sneaking |
| 2008-12-17 | Tricky |
| 2008-10-29 | Like some grins |
| 2008-07-22 | Like some winks |
| 2008-07-01 | Done with a wink |
| 2008-06-20 | Using devices |
| 2008-06-02 | Stealthy |
| 2008-05-25 | Sneaky |
| 2008-01-28 | Crafty |
| 2007-10-30 | Crafty |
| 2007-10-26 | Sharp |
| 2007-10-12 | ___ dog |
| 2007-08-13 | Using trickery |
| 2007-07-04 | Cunning |
| 2007-05-31 | Designing |
| 2007-03-31 | Scheming |
| 2007-03-10 | Designing |
| 2007-02-02 | Underhanded |
| 2007-01-30 | Surreptitious |
| 2006-11-20 | Foxlike |
| 2006-11-14 | Crafty |
| 2006-10-14 | Like some devils |
| 2006-07-27 | Not open |
| 2006-05-21 | Slippery |
| 2006-05-17 | Operating with ulterior motives |
| 2006-04-28 | Underhanded |
| 2006-04-11 | Foxy |
| 2006-04-08 | Like Fagin |
| 2005-11-06 | Furtive |
| 2005-10-17 | Underhanded |
| 2005-05-31 | Foxy |
| 2005-03-16 | Like some grins |
| 2004-09-27 | Tricky |
| 2004-09-11 | Sneaking |
| 2004-05-03 | Foxy |
| 2004-04-29 | Slippery |
| 2004-04-24 | Sharp |
| 2004-03-28 | Disingenuous |
| 2004-02-27 | Canny |
| 2003-12-18 | Sneaky |
| 2003-11-04 | Like some winks |
| 2003-10-19 | Stone of rock |
| 2003-09-14 | Guileful |
| 2003-08-21 | Wily |
| 2003-03-13 | Arch |
| 2002-12-25 | Done with a wink |
| 2002-06-02 | Slippery |
| 2002-05-11 | On the ___ |
| 2002-04-08 | Foxy |
| 2002-03-17 | Insidious |
| 2002-03-13 | Winking, maybe |
| 2002-02-13 | Like Reynard |
| 2002-02-02 | Backstairs |
| 2002-01-23 | Tricky |
| 2001-11-30 | Artful |
| 2001-11-16 | Canny |
| 2001-11-14 | Devious |
| 2001-11-07 | Insidious |
| 2001-10-24 | Surreptitious |
| 2001-05-28 | Underhanded |
| 2001-03-06 | Stallone, to pals |
| 2001-03-05 | Foxy |
| 2001-01-11 | Cunning |
| 2000-10-09 | Not-to-be-trusted |
| 2000-09-18 | Guileful |
| 2000-08-02 | Weaselly |
| 2000-06-12 | Underhanded |
| 2000-05-18 | Arch |
| 2000-04-25 | Like some glances |
| 2000-03-12 | Roguish |
| 1999-12-13 | Foxy |
| 1999-10-25 | Foxy |
| 1999-07-21 | Vulpine |
| 1999-05-28 | Kind of dog |
| 1999-04-09 | Like some digs |
| 1999-04-06 | Cagy |
| 1999-04-04 | Underhanded |
| 1999-03-22 | Underhanded |
| 1999-02-12 | On the ___ |
| 1999-01-25 | Foxy |
| 1998-11-25 | Done with a wink, maybe |
| 1998-10-14 | Cunning |
| 1998-10-05 | Wily |
| 1998-09-01 | Like a fox |
| 1998-04-08 | Scheming |
| 1998-01-18 | Sharp |
| 1997-09-09 | Like Wile E. Coyote |
| 1997-06-27 | Rocky, really |
| 1997-06-23 | Crafty |
| 1997-03-01 | Roguish |
| 1997-02-27 | He's had a Rocky career |
| 1996-09-25 | Devious |
| 1996-09-19 | Foxy |
| 1996-08-22 | Underhanded |
| 1996-06-12 | Roguish |
| 1996-05-13 | Foxlike |
| 1996-03-21 | Artful |
| 1996-03-04 | Foxlike |
| 1995-12-25 | Wily |
| 1995-05-18 | Elusive |
| 1995-04-19 | Artful |
| 1995-03-15 | Wily |
| 1995-02-27 | On the _____ (furtively) |
| 1995-01-13 | Cunning |
| 1994-11-15 | Foxy |
| 1994-10-26 | Stone or Stallone |
| 1994-09-25 | Vulpine |
| 1994-09-04 | Shifty |
| 1994-07-12 | Wily |