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100

This Disney Channel character show featured a recurring smaller, cartoon version of its main character

What is is Lizzie McGuire?

100

Make sure to put Tom in your top 8 on this social website

What is MySpace?

100

"My baby don't mess around
Because she loves me so
And this I know fo' sho'"

What is Hey Ya! by OutKast?

100

This collectible toy was abbreviated "LPS"

What is Littlest Pet Shop?
100

Catch us wearing these boots no matter what season

What are Uggs?

200

This Cartoon Network comedy series featured the Grim Reaper as a main character

What is The Grim Adventures of Billy and Mandy?

200

This website required the real-life purchase of a plush toy to gain access to your secret "adoption code"

What is Webkinz?

200

"Too high, can't come down
Losing my head, spinnin' 'round and 'round"

What is Toxic by Britney Spears?

200

This iconic virtual pet featured an egg shaped home that was intended to resemble a pocket watch

What is Tamagotchi?

200

Britney Spears and Justin Timberlake made headlines at the 2001 American Music Awards for wearing outfits entirely made out of this material 

What is denim?

300

This Hannah Montana character owned and ran a surf shop named after himself

Who is Rico Suave?

300

In the original version of Club Penguin, it cost 400 coins to adopt this pet

What is a Puffle?

300

"Lay back, it's all been done before"

What is Complicated by Avril Lavigne?

300

He played Ken in the 2023 Barbie Movie

Who is Ryan Gosling?

300

With layering being a popular trend in the 2000's, often times we'd put one of these underneath a longsleeve shirt 

What is a cami/camisole?

400

In a season 2 episode of Drake and Josh, this character quits in a rage after Josh complains about a loose cupholder, which grants Josh his new job

Who is Crazy Steve?

400

If you don't want to spend 99 cents for your song on iTunes, head to this massively popular peer-to-peer file sharing website to download it instead (but don't get caught!)

What is LimeWire?

400

"Here's the thing, we started out friends
It was cool, but it was all pretend"

What is Since U Been Gone by Kelly Clarkson?

400

"Let it Rip" was the slogan for these battling spinning tops

What are BeyBlades?

400

This brand was known for its staple tracksuits, often sported by celebrities like Paris Hilton, Jennifer Lopez, and even Kim Kardashian 

What is Juicy Couture?

500

The 2-part pilot episode of this drama series remains one of the most expensive pilot episodes of a TV show ever created

What is Lost?

500

This website launched in 2009 as a text-only chat room, soon to be ruined in 2010 when its video feature was introduced, connecting you to random penises around the globe

What is Omegle? 

500

"You can't see shiny cars
And that's when you need me there
With you, I'll always share"

What is Umbrella by Rihanna?

500

Some millennials might say that Polly pocket clothes look fun to do this to (maybe they shouldn't make them so colorful and shiny)

What is chew on?

500

This store was easily recognizable by its moose branding and 'fierce' smell

What is Abercrombie and Fitch?

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