| # | Clue | Answer As Given | Value | Round | Category | Air Date | Show |
|---|---|---|---|---|---|---|---|
| Madonna sang in this hit, "I know you're going to be upset, 'cause I was always your little girl" | "Papa Don't Preach" | $1,600 | DJ | POP MUSIC | 2021-06-16 | #8423 | |
| "I'm in trouble deep", Madonna tells her dad in this 1986 hit | "Papa Don't Preach" | $400 | DJ | POP MUSIC | 2014-09-16 | #6897 |