| Date | Grid | Clue | Author | Editor |
| Sat, Jan 07, 2023 | 58A | Urge | Adam Aaronson | Shortz |
| Sat, Jun 25, 2022 | 15A | Soft-soap | Adam Aaronson | Shortz |
| Mon, Mar 21, 2022 | 46D | Cajole | John Ewbank and Jeff Chen | Shortz |
| Mon, Jul 19, 2021 | 11D | Encourage with sweet talk | Stephanie Lesser | Shortz |
| Thu, Dec 10, 2020 | 17D | Wheedle | Jack Murtagh | Shortz |
| Tue, Jul 14, 2020 | 52D | Sweet-talk | Stella Zawistowski | Shortz |
| Fri, Nov 01, 2019 | 18A | Wheedle | Robyn Weintraub | Shortz |
| Thu, Jun 27, 2019 | 61A | Cajole | Hoang-Kim Vu | Shortz |
| Sun, May 12, 2019 | 28A | Employ cajolery on | Victor Barocas | Shortz |
| Thu, Dec 03, 2015 | 23A | Inveigle | Patrick Merrell | Shortz |
| Thu, Sep 03, 2015 | 59A | Goad gently | Merl Reagle (1950-2015) | Shortz |
| Thu, Aug 06, 2015 | 16A | Soft-soap | Gary Cee | Shortz |
| Thu, Oct 23, 2014 | 1D | Sweet-talk | Patrick Blindauer | Shortz |
| Tue, Sep 16, 2014 | 18A | Use friendly persuasion | Gary Cee | Shortz |
| Sat, Jun 21, 2014 | 53D | Soft-soap | Brad Wilber and Byron Walden | Shortz |
| Fri, Jan 04, 2013 | 1A | Inveigle | David J. Kahn | Shortz |
| Mon, Dec 26, 2011 | 2D | Wheedle | Gary Cee | Shortz |
| Tue, Sep 06, 2011 | 66A | Cajole | Susan Gelfand | Shortz |
| Wed, Apr 07, 2010 | 51D | Sweet-talk | Richard Silvestri | Shortz |
| Sun, Apr 04, 2010 | 82A | Bring around | Bob Klahn | Shortz |
| Wed, Sep 23, 2009 | 31D | Say "Pretty please?," say | Jonathan Gersch | Shortz |
| Sat, May 30, 2009 | 39D | Urge | Matt Ginsberg | Shortz |
| Thu, Mar 12, 2009 | 14A | Certain cable, informally | David Chapus | Shortz |
| Sun, Mar 01, 2009 | 7A | Sweet-talk | Robert W. Harris | Shortz |
| Sun, Oct 22, 2006 | 14D | Soft-soap | Harvey Estes | Shortz |
| Thu, Aug 24, 2006 | 54D | Cajole | Gary Steinmehl | Shortz |
| Tue, Sep 06, 2005 | 61D | Try to persuade | Barry C. Silk | Shortz |
| Sun, Mar 27, 2005 | 13D | Cajole | Con Pederson | Shortz |
| Tue, Nov 30, 2004 | 18A | Try to persuade | Joan Yanofsky | Shortz |
| Sat, Jun 12, 2004 | 54D | Wheedle | Henry Hook | Shortz |
| Tue, Mar 30, 2004 | 6D | Sweet-talk | Sarah Keller | Shortz |
| Thu, Oct 09, 2003 | 21D | Gently persuade | Alan Arbesfeld | Shortz |
| Wed, Mar 19, 2003 | 16A | Sweet-talk | Alan Arbesfeld | Shortz |
| Fri, Jul 05, 2002 | 33A | Sweet-talk | Manny Nosowsky | Shortz |
| Mon, Mar 18, 2002 | 16A | Wheedle | John Greenman | Shortz |
| Tue, Jan 08, 2002 | 14A | Wheedle | Janet R. Bender | Shortz |
| Wed, Dec 06, 2000 | 19A | Use low-key persuasion | Mel Taub (and crossword class) | Shortz |
| Sat, Jun 14, 1997 | 33D | Soft-soap | A. J. Santora | Shortz |
| Mon, Jul 01, 1996 | 15A | Cajole | S. Spadaccini | Shortz |
| Fri, Aug 25, 1995 | 57A | Sweet-talk | Rich Norris | Shortz |
| Wed, Apr 27, 1994 | 15A | Persuade cagily | Rich Norris | Shortz |