Test your knowledge! From Grunge to TRL: VMAs of the '90s and Early 2000s

MILWAUKEE (CBS 58) -- While tuning into MTV to catch the latest music videos may be a relic of the past, the MTV Video Music Awards are still very much alive!

In fact, watching this year is easier than ever, as the 2025 VMAs will be airing here on CBS 58 LIVE on Sunday, Sept. 7.

To get in the spirit, we are testing everyone's knowledge about VMA history. Last week, we looked at the earliest years of the celebration, but this week is time for Gen X and elder millennials to shine.

We'll be digging into even more recent years ahead of the big show. Stay tuned!

  1. Which newly married celebrity couple shocked the world with an open-mouthed onstage kiss to kick off the 1994 VMAs?
  2. Which rocker disrupted a live post-show interview with Madonna at the 1995 VMAs by hurling makeup compacts at her from offstage?
  3. Which artist performed a 15-minute medley of his hits, including a guitar cameo from Slash, at the 1995 VMAs?
  4. TLC’s socially conscious smash "Waterfalls" earned the trio major trophies at the 1995 VMAs. How many Moonmen did TLC win that night?
  5. Which hard rock band’s original lineup reunited onstage at the 1996 VMAs, complete with their long-departed lead singer, only to later reveal the reunion wouldn’t last?
  6. During Oasis’s performance at the 1996 VMAs, lead singer Liam Gallagher made headlines. What did he do?
  7. Tupac Shakur made his final public appearance at the 1996 VMAs. Which is true about that night?
  8. The Spice Girls honored a recently passed icon at the 1997 VMAs by wearing black armbands on their left arms. Whose death were they marking?
  9. "This world is bull****!" declared which Best New Artist during her acceptance speech at the 1997 VMAs?
  10. Pop divas Mariah Carey and Whitney Houston squashed rumors of a rivalry at the 1998 VMAs by doing what onstage together?
  11. The 1999 VMAs saw the first-ever solo hip-hop artist win Video of the Year. Who was it?
  12. Teen pop took over the 1999 VMAs. Which future superstar made her VMA performance debut that year dressed as a schoolgirl and later brought out *NSYNC for a duet?
  13. Which rapper orchestrated an VMA performance in 2000, starting outside Radio City Music Hall with a legion of lookalikes all dressed like him?
  14. Mid-performance at the 2000 VMAs, Britney Spears shed her black suit to reveal a nude-colored, crystal-embellished outfit. Which performance featured this strip-tease moment?
  15. Napster co-founder Shawn Fanning stirred the pot at the 2000 VMAs when he walked onstage to introduce Britney Spears wearing what notable item?
  16. The 2001 VMAs gave us an enduring image of Britney Spears performing with a live albino python draped over her shoulders. Which song was she performing?
  17. During *NSYNC’s 2001 VMA performance of "Pop," which pop legend made a surprise appearance at the end for a cameo?
  18. Mid-show at the 2002 VMAs, Triumph the Insult Comic Dog and Moby got into a spat with which rapper, who then threatened Moby on live TV while accepting an award?
  19. Madonna stole headlines at the 2003 VMAs by sharing a onstage kiss with not 1 but 2 fellow pop stars. We all remember Britney Spears, but who was the other singer Madonna kissed in that performance?
  20. Beyoncé made her solo VMA debut in 2003 in iconic fashion. How did she kick off her performance of "Baby Boy" that year?
Test your knowledge! From Grunge to TRL: VMAs of the '90s and Early 2000s

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