| 2026-08-03 | ___ bear (cuddly toy) |
| 2025-08-11 | Stereotypical name for a stuffed bear |
| 2024-01-31 | Presidential nickname of the early 20th century |
| 2023-03-29 | Bit of sleepwear |
| 2020-05-05 | One of the Kennedy brothers, familiarly |
| 2019-06-25 | All-in-one undergarment |
| 2018-02-01 | Child's bear |
| 2016-09-11 | Roosevelt of note |
| 2016-08-11 | Purchase in a bear market? |
| 2015-12-14 | Seductive nightwear |
| 2014-04-02 | Victoria's Secret garment |
| 2010-01-12 | Good name for a lingerie salesman? |
| 2008-09-03 | Bit of sleepwear |
| 2007-11-05 | Sexy nightwear |
| 2007-08-02 | Nightwear |
| 2003-12-04 | Lingerie item |
| 2003-07-25 | Lingerie shop purchase |
| 2002-07-25 | Toy named after a politician |
| 2001-02-03 | Commodity in a bear market? |
| 2000-06-04 | Presidential nickname |
| 2000-02-22 | Stuffed bear |
| 1999-11-22 | Classic doll |
| 1999-05-03 | Woman's undergarment |
| 1999-02-10 | Bear that kids bear |
| 1998-01-28 | Cuddly bear |
| 1997-08-13 | With 10-Across, 1957 Elvis song |
| 1997-06-23 | A Roosevelt |
| 1997-05-03 | Lingerie item |
| 1996-02-02 | Victoria's Secret purchase |
| 1994-09-08 | Lingerie item |
| 1993-12-13 | Sleepwear item |