| 2026-08-13 | ___ Roy, "Succession" role for which Kieran Culkin won an Emmy |
| 2026-03-15 | ___ Empire |
| 2024-11-24 | Like Hadrian's Wall in northern England |
| 2024-05-07 | Caesar or Cicero |
| 2023-08-29 | Like Venus, but not Aphrodite |
| 2023-05-22 | Like the numerals I, V, X, L, etc. |
| 2021-08-16 | Like I, for one? |
| 2020-01-13 | Zeus : Greek :: Jupiter : ___ |
| 2019-12-29 | Not italicized |
| 2019-10-13 | Like DC and MI |
| 2019-07-26 | Kind of type |
| 2019-05-29 | Times New ___ (popular typeface) |
| 2017-09-02 | With 38-Down, Diana, e.g. |
| 2017-02-12 | Like most "Quo Vadis" characters |
| 2016-11-26 | Like 38-Down |
| 2016-07-27 | Type of type |
| 2016-03-28 | Like the numerals I, V, X and L |
| 2016-01-12 | Like the numerals V and I |
| 2015-06-25 | Like M, L or XL, but not S |
| 2015-01-29 | Upright type |
| 2014-01-06 | ___ numerals (what the initial letters of the answers to the five starred clues all are) |
| 2013-09-20 | ___ Empire |
| 2013-06-16 | Type type |
| 2012-11-09 | Like X, XX or XXX |
| 2012-06-25 | Cicero or Caesar |
| 2011-11-06 | Circus Maximus patron |
| 2011-10-23 | Times ___ |
| 2010-07-06 | Director Polanski |
| 2009-09-14 | Not italic |
| 2009-06-23 | Tacitus or Tiberius |
| 2009-02-16 | Like Jupiter, but not Zeus |
| 2008-09-29 | Caesar or Cicero |
| 2008-04-19 | Like M, L or XL |
| 2007-05-09 | Not italic |
| 2005-09-08 | Pontius Pilate, e.g. |
| 2005-07-16 | St. Paul, for one |
| 2005-03-20 | Appian Way traveler |
| 2003-10-21 | Like some numerals |
| 2003-05-21 | Eternal City dweller |
| 2003-04-13 | Unitalicized |
| 2003-01-07 | Like some noses and numerals |
| 2001-07-02 | Livy or Pliny |
| 2000-08-31 | Like 7-Down |
| 2000-05-15 | Kind of candle |
| 1996-09-18 | Cato, e.g. |
| 1996-07-23 | Dweller on the Tiber |
| 1996-04-16 | Kind of candle |
| 1995-07-23 | Type of type |
| 1995-05-22 | Nero, e.g. |
| 1994-10-23 | Non-italic |
| 1994-03-30 | Style of type |
| 1994-02-22 | Type type |
| 1994-02-01 | Type style |