| Hint | Answer | % Correct |
|---|---|---|
| Her first number #1 hit | Like a {Virgin} | 99%
|
| She was heavily influenced by this 1950s actress | Marilyn Monroe | 91%
|
| One of her most iconic hits. Also one of her nicknames. | {Material} Girl | 91%
|
| She starred in this movie about the first lady of Argentina | Evita | 85%
|
| This song was condemned by the Vatican | Like a {Prayer} | 82%
|
| "Mystic River" star she married in 1985 | Sean Penn | 81%
|
| Song title that rhymes with "Perish" | Cherish | 78%
|
| This song mentions celebrities like Grace Kelly, Jean Harlow, and Rita Hayworth | Vogue | 75%
|
| Singers who she kissed at the 2003 VMA music awards (name either) | Britney Spears / Christina Aguilera | 73%
|
| English filmmaker she married in 2000 | Guy Ritchie | 71%
|
| Fill in the song title. "Get ___ ___ _____ / Boy you've got to prove / Your love to me" | Into the Groove | 58%
|
| Her last name | Ciccone | 53%
|
| Madonna practices this type of Jewish mysticism | Kabbalah | 53%
|
| She starred in this detective movie | Dick Tracy | 48%
|
| Her first greatest hits album | The {Immaculate} Collection | 47%
|
| Weird Al's parody of the above | Like a {Surgeon} | 46%
|
| Madonna sang the theme song to this 2002 James Bond movie | Die Another Day | 40%
|
| Coffee table book of erotic pictures produced by Madonna | Sex | 38%
|
| Amount of time that Madonna has to save the world - in this song featuring Justin Timberlake and Timbaland | 4 Minutes | 36%
|
| This 2005 song features a sample from ABBA's "Gimme! Gimme! Gimme!" | Hung Up | 33%
|