| Date | Grid | Clue | Author | Editor |
| Sun, Apr 03, 2022 | 106A | ___ Blinken, Biden's secretary of state | Byron Walden | Shortz |
| Sun, Jan 02, 2022 | 40D | Who says "That I did love thee, Caesar, O, 'tis true" | Paolo Pasco | Shortz |
| Tue, Feb 23, 2021 | 27D | Lover of Cleopatra | Kate Hawkins | Shortz |
| Sat, May 19, 2012 | 2D | Second Triumvirate member | Patrick Berry | Shortz |
| Fri, Oct 07, 2011 | 15D | "Friends, Romans, countrymen, lend me your ears" speaker | Kevin G. Der | Shortz |
| Mon, Mar 21, 2011 | 46A | Marc who loved Cleopatra | Patrick Blindauer and Steve Salitan | Shortz |
| Tue, Jul 27, 2010 | 44A | Lover in a Shakespeare title | Mike Torch | Shortz |
| Mon, Dec 18, 2006 | 27A | Cleopatra's lover | Donna Levin | Shortz |
| Sat, Dec 24, 2005 | 41A | "I'm dying, Egypt, dying" speaker | Byron Walden | Shortz |
| Thu, Oct 27, 2005 | 27A | Name in a Shakespearean title | Bonnie L. Gentry | Shortz |
| Fri, Sep 24, 2004 | 7D | Title character from Shakespeare | Patrick Berry | Shortz |
| Tue, Apr 06, 2004 | 24D | Cleopatra's paramour | Tony Orbach | Shortz |
| Fri, Jan 04, 2002 | 7D | B.C. eulogist | David J. Kahn | Shortz |
| Sat, Dec 22, 2001 | 2D | Hero of Dryden's "All for Love" | Trip Payne | Shortz |
| Wed, Aug 02, 2000 | 3D | "I come to bury Caesar, not to praise him" speaker | Elizabeth C. Gorski | Shortz |
| Sun, Dec 19, 1999 | 11D | In Shakespeare, the star in "The star is fall'n" | Frances Hansen | Shortz |
| Tue, Jun 30, 1998 | 46D | "Friends, Romans, countrymen" orator | Arthur S. Verdesca | Shortz |
| Tue, Dec 23, 1997 | 73A | Cleopatra's love | Fred Piscop | Shortz |
| Thu, Jan 02, 1997 | 8D | Lover in Dryden's "All for Love" | M. Gaffney | Shortz |
| Sat, Jun 01, 1996 | 19A | Shakespearean eulogist | B. Klahn | Shortz |
| Mon, May 06, 1996 | 5D | Cleopatra's love | N. Steinberg | Shortz |
| Thu, Sep 28, 1995 | 43A | Actium loser | Matt Gaffney | Shortz |