Artists
TV
Brands
Food
Toys / Games
100

This “Genie in a Bottle” singer helped define late-’90s pop alongside Britney Spears.

Who is Christina Aguilera?

100

This mockumentary sitcom gave us “That’s what she said” from Michael Scott.

What is The Office?

100

This fruity, colorful gum brand promised to let you “Taste the Rainbow.”

What is Skittles?

100

This toaster pastry brand fueled many before-school mornings.

What are Pop-Tarts?

100

This virtual pet required constant feeding and attention on a tiny keychain device.

What is a Tamagotchi?

200

Before going solo with “Cry Me a River,” he was a member of *NSYNC.

Who is Justin Timberlake?

200

On this early-2000s MTV show, Ashton Kutcher pranked celebrities.

What is Punk’d?

200

This phone brand dominated the mid-2000s with models like the Razr.

What is Motorola?

200

This fast-food chain’s Baja Blast soda became a cult favorite.

What is Taco Bell?

200

Players collected 151 original creatures in Red and Blue versions of this Game Boy game.

What is Pokémon?

300

This rapper told us to “Lose Yourself” in 2002 and won an Oscar for it.

Who is Eminem?

300

This 2003 Fox reality show introduced the phrase “You’re fired.”

What is The Apprentice?

300

This once-dominant social network let users rank their Top 8 friends.

What is MySpace?

300

This frozen snack combined pizza and bagels in one convenient after-school bite.

What are Bagel Bites?

300

This popular handheld electronic reflex game where players had to quickly respond to audio commands.

What is Bop It?

400

This emo band released A Fever You Can’t Sweat Out in 2005.

Who is Panic! at the Disco?

400

This sci-fi drama ended in 2010 with a controversial church scene finale.

What is Lost?

400

Before streaming, this red-and-white company mailed DVDs to your house.

What is Netflix?

400

These fruit snacks featured shapes of cartoon characters and came in metallic pouches.

What are Gushers?

400

This 2017 battle royale game from Epic Games became famous for dances like “Floss.”

What is Fortnite?

500

This Grammy-winning artist behind “bad guy” is the youngest person to win the Big Four categories in one night.

Who is Billie Eilish?

500

Zack Morris regularly broke the fourth wall in this Saturday morning teen show.

What is Saved by the Bell?

500

This energy drink brand’s slogan claims it “gives you wings.”

What is Red Bull?

500

These nostalgic 2000s drinks came in twisted plastic bottles and were often frozen for slushy texture.

What are Squeezits?

500

This 2001 life-simulation PC game let you remove the ladder from the pool.

What is The Sims?

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