| 2025-12-03 | TV's Griffith, Kaufman or Samberg |
| 2025-09-21 | TV host Cohen |
| 2025-05-12 | Boy's name … or how you might describe 17-, 34-, 42- or 59-Across? |
| 2024-02-20 | "Toy Story" boy |
| 2024-01-27 | Boy's name consisting of an English word followed by its Spanish equivalent |
| 2023-12-12 | Raggedy ___ |
| 2023-08-02 | College attendee in "Toy Story 3" |
| 2023-01-07 | Bell of the synth-pop duo Erasure |
| 2022-12-15 | "Toy Story" boy |
| 2022-09-02 | Samberg of "Brooklyn Nine-Nine" |
| 2022-04-19 | Name on Woody's shoe in "Toy Story" |
| 2021-06-10 | Comedian Richter |
| 2021-06-02 | ___ Murray, two-time Wimbledon champ |
| 2021-05-13 | Woody and Buzz's owner in "Toy Story" |
| 2021-04-30 | ___ Dwyer, role for Chris Pratt on "Parks and Recreation" |
| 2020-11-23 | Tennis's Murray or Roddick |
| 2020-09-29 | "Toy Story" boy |
| 2020-03-27 | Guitarist Summers of the Police |
| 2020-03-04 | Coach Reid of the 2020 Super Bowl-winning Chiefs |
| 2019-12-29 | Artist Warhol |
| 2019-12-02 | Tennis great Roddick |
| 2019-06-26 | "Toy Story" boy |
| 2019-04-29 | "Toy Story" boy |
| 2019-03-06 | Funny Samberg |
| 2018-11-15 | First name in pop art |
| 2018-10-29 | Samberg of "Brooklyn Nine-Nine" |
| 2018-10-28 | Talk show host Cohen |
| 2018-09-12 | Capp of classic comics |
| 2018-03-05 | Soup can painter Warhol |
| 2017-12-13 | Boy who owns Buzz Lightyear and Woody |
| 2017-09-25 | Roddick or Rooney |
| 2017-08-07 | Tennis's Murray |
| 2017-06-27 | Artist Warhol |
| 2017-02-26 | With 41-Down, first tennis player to win two Olympic singles gold medals |
| 2016-11-07 | Artist Warhol |
| 2016-07-20 | Garcia of "Ocean's ..." movies |
| 2015-12-17 | Roddick who won the 2003 U.S. Open |
| 2015-09-28 | "Toy Story" boy ... or, with the circled letters, a hint to 20-, 39- and 53-Across |
| 2015-05-13 | Crooner Williams |
| 2015-04-06 | Samberg formerly of "S.N.L." |
| 2015-02-25 | Samberg formerly of "S.N.L." |
| 2014-08-23 | Murray who's highly raked |
| 2013-12-25 | Humorist Rooney |
| 2013-11-11 | Handy-___ |
| 2012-06-18 | "Amos 'n' ___" |
| 2009-12-25 | "The ___ Williams Christmas Album" |
| 2009-11-08 | Handy ___ |
| 2009-08-02 | Red's pal in "The Shawshank Redemption" |
| 2009-05-31 | Tennis's Roddick |
| 2008-12-05 | British royal, informally |
| 2008-11-11 | Artist Warhol |
| 2008-10-05 | Roy Rogers sidekick Devine |
| 2008-01-31 | Granatelli of auto racing |
| 2007-08-21 | Pop artist Warhol |
| 2007-07-21 | He's a doll |
| 2007-03-07 | "Handy" one |
| 2006-09-30 | Auto racer Granatelli |
| 2006-06-07 | Kaufman or Rooney |
| 2005-02-02 | With 28-Down, noted 20th-century American artist, informally |
| 2005-01-27 | Williams of song |
| 2004-07-11 | Tennis champion Roddick |
| 2004-01-09 | "Only the Paranoid Survive" author ___ Grove |
| 2003-11-18 | Mayberry man |
| 2003-10-29 | Capp of comics |
| 2003-06-30 | Artist Warhol |
| 2003-06-03 | Raggedy fellow |
| 2002-05-01 | "Handy" one |
| 2002-03-11 | Rooney of "60 Minutes" |
| 2001-08-08 | Rag doll's name |
| 2001-06-27 | Artist Warhol |
| 2000-06-24 | "Show Boat" cap'n |
| 2000-03-24 | Cap'n ___ of "Show Boat" |
| 1998-10-28 | Gump of the comics |
| 1998-03-08 | Cap'n Hawks of "Show Boat" |
| 1997-06-30 | Raggedy Ann's friend |
| 1997-06-09 | Rooney of "60 Minutes" |
| 1997-06-08 | Capp of the comics |
| 1997-05-27 | "Handy" man |
| 1997-05-18 | British royal, informally |
| 1997-03-25 | Amos's partner |
| 1996-11-21 | Capp of the comics |
| 1996-10-16 | Hardy boy |
| 1996-07-04 | Gump of the comics |
| 1996-07-01 | Artist Warhol |
| 1996-05-14 | First name on "60 Minutes" |
| 1996-02-26 | Rooney of "60 Minutes" |
| 1995-09-07 | Opie's dad, on 60's TV |
| 1995-07-06 | Hardy boy |
| 1995-05-29 | English prince's nickname |
| 1995-03-02 | Auto racer Granatelli |
| 1995-01-20 | One of the Gibb brothers |
| 1994-08-01 | Crooner Williams |
| 1994-05-08 | Humorist Rooney |