| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| In 1994 this pop singer appeared on David Letterman's show & was bleeped more than 10 times for profanity | Madonna | $1,200 | DJ | POP CULTURE | 2013-12-27 | #6740 | |
| Lourdes Maria Ciccone Leon was born to this woman October 14, 1996 | Madonna | $100 | J | KIDS IN THE NEWS | 1997-02-11 | #2872 | |
| MTV rejected her "Justify My Love" video as too hot to handle | Madonna | $100 | J | NAMES IN THE NEWS | 1991-04-11 | #1534 |