| Year | Hint | Answer | % Correct |
|---|---|---|---|
| 2008 | Single lady who Jay-Z put a ring on | Beyoncé Knowles | 97%
|
| 2009 | Rapper who interrupted Taylor Swift at the MTV Video Music Awards | Kanye West | 90%
|
| 2006 | Former boy band member who claimed that he was "bringing sexy back" | Justin Timberlake | 84%
|
| 1996 | Rapper who was shot and killed in Las Vegas | Tupac Shakur | 82%
|
| 1994 | Grunge icon who committed suicide | Kurt Cobain | 75%
|
| 2002 | American pop group who added Fergie as their fourth member | The Black Eyed Peas | 75%
|
| 1998 | Girl group which Geri Halliwell left | The Spice Girls | 71%
|
| 2001 | mp3 player which was released to near-universal acclaim | iPod | 64%
|
| 2005 | Cartoon band who released their album "Demon Days" | Gorillaz | 59%
|
| 2000 | Rapper who was shot nine times in Queens, but survived | 50 Cent | 57%
|
| 1991 | Metal band who released their "Black Album" | Metallica | 56%
|
| 1997 | Celebrity whose death Elton John memorialized in an adapted version of "Candle in the Wind" | Princess Diana | 52%
|
| 1995 | Song by Los del Río which became a dance craze at stadium events across America | Macarena | 45%
|
| 1992 | Singer with a shaved head who destroyed a picture of the pope on "Saturday Night Live" | Sinead O'Connor | 43%
|
| 2003 | Rap duo who released their double album, "Speakerboxxx/The Love Below" | Outkast | 37%
|
| 1999 | "Miseducated" singer who won five Grammy awards | Lauryn Hill | 34%
|
| 2007 | Band that released the album "In Rainbows" as a pay-what-you-want download | Radiohead | 33%
|
| 1993 | Swedish group whose album "The Sign" sold over 20 million copies | Ace of Base | 31%
|
| 2004 | Disheveled backup dancer that Britney Spears married | Kevin Federline | 28%
|
| 1990 | Trio of male opera singers who performed together for the first time | The Three Tenors | 27%
|