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100

He was impeached shortly after his affair.

Who is Bill Clinton?

100

This song by Elton John topped the Billboard Hot 100 for 14 weeks. It is the best-selling single in the chart's history.

What is Candle in the Wind?

100

These happened in 1992 when Rodney King was beaten by four LA police officers. 

What are the LA Riots?

100

This movie didn't sink at the box office, unlike the ship it was based off. 

What is Titanic? 

100

She confessed to have nine affairs with former president Bill Clinton

Who is Monica Lewinsky?

200

This country welcomed it's first female prime minister in 1993. 

What is Canada?

200

Though the name of this song is a figure of speech, there is only one true example in the song. 

What is Ironic: Alanis Morrisette?

200

The Hubble Space Telescope was first launched on this spaceship. 

What is Discovery?

200

This movie was about a man who's life was completely staged and made into a TV show without him ever knowing. 

What is The Truman Show?

200

NSFNET laid the foundation for this thing's explosive worldwide growth in the 1990s.

What is the internet?

300

This war was fought by coalition forces from 35 nations led by the United States against Iraq in response to Iraq's invasion and annexation of Kuwait.

What is the Persian Gulf War?

300

This song says "a guy that thinks he's fly, and is also known as a busta"

What is No Scrubs by TLC?

300

This person's  al-Qaeda assisted jihadis financially, and sometimes militarily, in Algeria, Egypt, and Afghanistan.

Who is Osama Bin Laden?

300

This classic Christmas story featuring a The Wet Bandits was released in 1990.  

What is Home Alone?

300

He was the first Democrat to serve two full terms as vice president since John Nance Garner.

Who is Al Gore?

400

He navigated the final years of the Cold War and played a key role in the reunification of Germany.

Who is George H.W. Bush?

400

They sing the iconic song Kiss Me, which is played in the iconic movie She's All That. 

What is Sixpence None the Richer?

400

Lots of people worried about turning over the clocks on New Years during this

What is Y2K?

400

"As, if!" we would forget this movie, where the lead was played by icon Alicia Silverstone.

What is Clueless?

400

This actress was able to successfully evolve her career from being a child actress in the 80s with movies like Scream and The Wedding Singer. 

Who is Drew Barrymore?

500

This is a phrase spoken by American presidential candidate George H. W. Bush at the 1988 Republican National Convention as he accepted the nomination on August 18. Written by speechwriter Peggy Noonan, the line was the most prominent sound bite from the speech.

What is "read my lips, no new taxes?"

500

He was known for promoting clean hip-hop songs that everyone could enjoy.

Who is Will Smith

500

This was a school shooting and attempted bombing that occurred on April 20, 1999, where twelve students and one teacher were murdered. 

What is the Columbine High School massacre?

500

This movie about tornado chasers was remade in 2024, though in 2024 Glen Powell played the lead. 

What is Twister?

500

He began his acting career in the early 1990s, and was an original cast member of Nickelodeon's sketch comedy series All That (1994–2005), where he often collaborated with co-star Kel Mitchell. Today, he is a cast member on SNL, as he has been since 2003. 

Who is Keenan Thompson?

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