Major Events
Culture
Media
Music
100

The day of the week that January 1, 2000 was on

When is Saturday?

100

The phrase "juicy" could often be found on the back of these

What are sweatpants?

100

Popular game show that had contestants perform terrifying or gross stunts

What is Fear Factor?

100

The remaining words that come after “You are my fire, the one desire, ____ ____ ____ ____, ____ ____ ____ ____ ____”

What is “Believe when I say, I want it that way”?

200

Fireworks were launched from here to celebrate NYE 1999 in Toronto

Where is CN Tower?

200

Famous series about magic released its third book

What is Harry Potter?

200

A movie about a hacker named Neo

What is The Matrix?

200

“Baby One More Time” was sung by this artist

Who is Britney Spears?

Bonus points if you can sing a stanza of this song!

300

On December 31, 1999 this notable figure became the president of Russia

Who is Vladimir Putin?

300

The term Y2K commonly used to refer to this concern

What is the widespread computer programming shortcut that was expected to cause extensive havoc as the year changed from 1999 to 2000?

300

The Japanese media franchise that was increasing in popularity

What is Digimon?

300

The song "You'll be in my heart" was featured in this popular movie

What is Tarzan?

400

Famous hockey player that retired in 1999

Who is Wayne Gretzky?

Bonus points if you know his Jersey number!

400

A popular online peer-to-peer file sharing service that launched

What is the Napster?

400

The name of the Backstreet Boys album released in 1999

What is Millennium?

400

The following sentence that comes after “Somebody once told me the world is gonna roll me, I ain't the sharpest tool in the shed, ______________________”

What is “She was looking kind of dumb with her finger and her thumb, In the shape of an "L" on her forehead”?

500

This happened in Nunavut in 1999

What is that it became a territory of Canada?

500

Top baby names (female and male) of the United States in 1999

What are Emily and Jacob?

500

Name two popular TV shows that debuted in 1999

What can include Family Guy, Sponge Bob Square pants, Law & Order: Special Victims Unit, One Piece, Futurama, Digimon, Family Feud, or Who Wants to Be a Millionaire?

500

This song was the top of the Billboard Year-End Hot Singles list of 1999

What is “Believe” by Cher?

M
e
n
u