| 2026-06-27 | Super Bowl X M.V.P. ___ Swann |
| 2026-01-11 | Country singer Loretta |
| 2025-04-13 | Suburb north of Boston |
| 2022-09-14 | Suburb of Boston |
| 2022-08-23 | Suburb of Boston |
| 2022-03-13 | Loretta who sang "You Ain't Woman Enough (To Take My Man)" |
| 2022-02-21 | Country singer Loretta |
| 2020-11-25 | Loretta with the #1 country hit "Coal Miner's Daughter" |
| 2017-12-05 | Loretta who was the subject of "Coal Miner's Daughter" |
| 2016-11-16 | Country singer Loretta |
| 2015-05-19 | City between Boston and Gloucester |
| 2013-07-01 | ___ Swann, Super Bowl X M.V.P. |
| 2012-11-06 | Loretta who sang "Coal Miner's Daughter" |
| 2010-10-06 | Boston suburb |
| 2009-12-17 | "For Better or for Worse" cartoonist Johnston |
| 2009-10-27 | Loretta who sang "Don't Come Home A' Drinkin' (With Lovin' on Your Mind)" |
| 2009-09-28 | One of the Redgrave sisters |
| 2008-03-11 | Boston suburb |
| 2007-09-30 | Footballer-turned-politician Swann |
| 2006-04-29 | Port on Massachusetts Bay |
| 2005-07-21 | Country singer on whom "Coal Miner's Daughter" is based |
| 2005-05-11 | Boston suburb |
| 2004-10-03 | City between Boston and Salem |
| 2003-04-24 | Country singer Anderson |
| 2001-07-04 | Boston suburb |
| 2001-02-02 | Massachusetts city with a harbor |
| 2000-11-02 | Spacek biopic role |
| 1999-09-08 | Figure skater Janet |
| 1999-05-07 | "For Better or for Worse" cartoonist Johnston |
| 1999-02-14 | Boston suburb |
| 1999-01-13 | City between Boston and Salem |
| 1998-11-17 | Boston suburb |
| 1997-12-16 | Newswoman Sherr |
| 1997-03-24 | City northeast of Boston |
| 1997-01-02 | Boston suburb |
| 1996-10-21 | Loretta who sang "You Ain't Woman Enough" |
| 1996-06-23 | Boston suburb |
| 1994-08-31 | Actress Redgrave |
| 1994-06-01 | Boston suburb |
| 1993-12-11 | Boston suburb |