1 Who took “If You Had My Love” to No.1 on the Billboard charts for 5 weeks in 1999? Britney Spears, Mariah Carey, Jennifer Lopez, Brandy Jennifer Lopez
2 Who tore up a picture of the Pope on US Television in 1992? Elton John, Sinead O Connor, Michael Jackson, Madonna Sinead O Connor
3 Who wanted to “Fly Away” in 1999? Michael Jackson, Ricky Martin, R Kelly, Lenny Kravitz Lenny Kravitz
4 Who was “Getting Jiggy With It” in 1999? Jay-Z, Usher, Puff Daddy, Will Smith Will Smith
5 Who was “Sittin Up In My Room” in 1996? Madonna, Toni Braxton, Brandy, Monica Brandy
6 Who was the first Hip Hop act to reach No.1 in the Us Billboard chart? Vanilla Ice, Outkast, Wycliffe Jean, Run DMC Vanilla Ice
7 Who was the lead singer of the band No Doubt? Gwen Stefani, Sheryl Crow, Alanis Morrisette, Shania Twain Gwen Stefani
8 Who were “Diggin on You” in 1996? TLC, Spice Girls, Destiny’s Child, All Saints TLC
9 Who were top of the charts with “Thinking About You” in 1991? Roxette, Londonbeat, Surface, Sweet Sensation Londonbeat
10 Who won the 1994 Grammy for Record of the Year for “All I Wanna Do”? Madonna, Shania Twain, Sheryl Crow, Celine Dion Sheryl Crow
11 Who won the 1998 Grammy Award for Record of the Year with the song “My Heart Will Go On” Mariah Carey, Madonna, Celine Dion, Shania Twain Celine Dion
12 Who won the Grammy Award for Album of the Year in 1999 for “Supernatural”? Eric Clapton, Bob Dylan, Santana, Celine Dion Santana
13 Who won the Grammy Award for best album for her the soundtrack to The Bodyguard? Whitney Houston, Dionne Warwick, Celine Dion, Mariah Carey Whitney Houston
14 Who wrote the 1990 Worldwide Smash “Nothing Compares to U”? Prince, Elton John, Michael Jackson, John Lennon Prince
15 Wild Wood was an album released in 1993 by whom? James Brown, Joe Strummer, Paul Weller, Prince Paul Weller
16 Will Smith had a hit in 1999 with “Wild Wild…”? South, North, West, East West
17 Will Smith sang about what city in 1999? Rome, Miami, Vegas, Paris Miami
18 Wilson Phillips had how many No.1 songs in 1990? 4, 2, 3, 1 2
19 With whom did Faith Evans had a No. 1 hit in 1997 with the song “I’ll Be Missing You”? Puff Daddy, Will Smith, Usher, Jon B Puff Daddy
20 Wyclef Jean and Lauryn Hill were members of which 1990s group? Black Eyed Peas, The Fugees, Eternal, Nsync The Fugees