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100

This digital audio player played short clips of popular songs on interchangeable cartridges.

What are HitClips.

100

This movie is well known for its one-liner, "Ugh, as if!"

What is Clueless.

100

Who is known for their speech that contains the line, "Mr.Gorbachev, tear down this wall!"

Who is President Ronald Reagan.

100

This person was the first individual to win American Idol.

Who is Kelly Clarkson.

100

Who is the athlete that is banned from figure skating for life for hiring a man to injure her competitor?

Who is Tonya Harding.

200

This handheld digital pet was created in Japan in 1996 and released in the US in 1997.

What is a Tamagotchi.

200

This actor was nominated for an Academy Award, a Golden Globe Award and a Screen Actors Guild Award for his performance in "The Sixth Sense".

Who is Haley Joel Osment.

200

This space shuttle carried Christa McAuliffe, the first teacher in space, and broke apart 73 seconds into the flight killing all 7 crew members.

What is the Challenger.

200

This MTV show, hosted by Carson Daly, counted down the top ten music videos of the day alongside a live studio audience.

What is TRL

200

This person became the youngest player to win the Masters in April of 1997.

Who is Tiger Woods.

300

This phone brand of the 90s and early 2000s was considered to be indestructible.

What is Nokia.

300

This show was a hidden camera, practical joke reality television series hosted by Ashton Kutcher.

What is Punk'd.

300

This 1997 car crash caused the fatal death of which royal family member?

Who is Princess Diana.

300

This music streaming service was used to burn CDs and likely caused a virus on the family computer.

What is LimeWire.

300

The "Bite Fight" took place between these two boxers.

Who is Evander Holyfield and Mike Tyson.

400

Who was the chatbot that used natural language processing to answer questions and provide information via AIM (AOL Instant Messenger)?

Who is SmarterChild.

400

These 4 celebrities were castmates together on "The All-New Mickey Mouse Club".

Who is Britney Spears, Christina Aguilera, Ryan Gosling and Justin Timberlake.

400

Where did the almost two month standoff between federal agents and members of the Branch Davidian religious group take place?

Where is Waco, Texas.

400

This musical group consists of three brothers from Tulsa, Oklahoma. Their music was an (MMM)bop.

Who is Hanson.

400

What NFL team was the first to ever finish a season with a record of 0-16 in 2008?

Who are the Detroit Lions.

500
This gaming console was first released on December 3, 1994 and just recently released its 5th generation model.

What is a PlayStation.

500

This clothing brand was most famously known for their trucker hats in the early 2000s.

What is Von Dutch.

500

What widespread computer programming shortcut was anticipated to cause extensive havoc as the year changed from 1999 to 2000.

What is Y2K.

500

These are the 5 Spice Girls.

Who is Scary Spice, Sporty Spice, Baby Spice, Posh Spice and Ginger Spice.

500

Michael Phelps won his first Olympic Gold Medal at these Olympic Games.

What is Athens, Greece in 2004.