| 2026-08-26 | Acrimonious, as a breakup |
| 2026-02-18 | Like some buns and bedrooms |
| 2025-06-17 | Like many dorm rooms |
| 2025-05-27 | Like some desks and divorces |
| 2024-11-30 | Complicated |
| 2024-09-12 | Like some bad breakups |
| 2024-02-01 | Overly involved |
| 2023-05-15 | Like some breakups and dorm rooms |
| 2022-08-01 | Like a kindergarten room, often |
| 2022-01-22 | Like a breakup gone bad |
| 2021-06-27 | Complicated, as a relationship |
| 2021-03-08 | Complicated, as a divorce |
| 2020-11-25 | Jumbled |
| 2020-10-29 | Like some breakups |
| 2020-01-16 | Like a desk that's a sign of genius, it's said |
| 2019-10-23 | Complicated, as a breakup |
| 2018-12-14 | Difficult to sort out |
| 2018-01-11 | Stylike |
| 2017-09-18 | Antonym of 64-Across |
| 2017-07-28 | Like some divorces |
| 2017-01-06 | Chaotic |
| 2016-02-17 | Not neat |
| 2015-03-28 | Tough to resolve |
| 2014-11-30 | Overly involved |
| 2014-10-16 | Convoluted |
| 2013-07-28 | Unkempt |
| 2012-11-30 | Like rats' nests |
| 2012-08-21 | Like drawn-out divorces |
| 2012-08-18 | Sordid |
| 2012-04-11 | Like dorm rooms, often |
| 2011-05-22 | Piggish |
| 2010-12-25 | Embarrassing |
| 2010-06-08 | Piglike |
| 2010-05-17 | Not tidy |
| 2009-11-02 | Sloppy |
| 2009-10-17 | Tough to resolve |
| 2008-12-13 | Tough to sort out |
| 2008-11-11 | Complicated, as a divorce |
| 2008-08-04 | Like dorm rooms, often |
| 2008-07-19 | Poorly organized |
| 2008-07-05 | Unpleasant |
| 2008-02-28 | Chaotic |
| 2006-11-09 | Fraught with complications |
| 2005-12-03 | Hard to settle |
| 2005-11-26 | Having entanglements |
| 2004-12-23 | Tangled |
| 2003-09-28 | Piglike |
| 2003-08-29 | Like some divorces |
| 2003-07-09 | Unkempt |
| 2002-09-14 | Unpleasant |
| 2002-07-25 | Having entanglements |
| 2002-04-14 | Chaotic |
| 2002-02-12 | Disorganized |
| 2002-01-26 | Chaotic |
| 2001-12-03 | Neat's opposite |
| 2001-10-02 | Hard to resolve |
| 2001-01-08 | Not neat |
| 2000-06-08 | Like some divorces |
| 2000-06-02 | Not well-groomed |
| 2000-05-15 | Stylike |
| 2000-04-12 | Slovenly |
| 2000-01-02 | Tangled |
| 1999-07-17 | Not well-groomed |
| 1998-02-17 | Cluttered |
| 1997-07-13 | Rather awkward |
| 1996-06-23 | Chaotic |
| 1996-01-28 | Disheveled |
| 1996-01-14 | Disheveled |
| 1996-01-02 | Unkempt |
| 1995-09-26 | Not neat |
| 1993-12-29 | Topsy-turvy |