Animated Characters
Fashion
Celebrity Scandals
Tech Trends
Movies
100

Boots, Swiper, Tico are characters in this show

What is Dora the Explorer?

100

The most popular denim trend in the Y2K era

What is low-rise jeans?

100

In 2007, this pop star shocked the world when she shaved her head and attacked a car with an umbrella.

Who is Britney Spears?

100

This video-sharing platform launched in 2005 with the first video titled “Me at the Zoo."

What is YouTube?

100

"What, like it's hard?" is a famous quote from this movie

What is Legally Blonde?

200

Trixie, Mr. Crocker, The Crimson Chin are characters in this show

What is The Fairly Odd Parents

200

In the early 2000s, these winter boots became a global fashion staple

What are Uggs

200

Interrupting the VMAs in 2009, this rapper declared Beyoncé’s video the best of all time.

Who is Kanye west?

200

This software company released Windows XP in 2001, replacing Windows ME.

What is Microsoft?

200

This movie franchise, based on a popular book series, famously divided fans into teams depending on which male romantic lead they preferred

What is the Twilight saga?

300

Iroh, Aang, Cabbage merchant are characters in this show

What is Avatar The Last Air Bender

300

This California clothing brand made a statement with their line of velour tracksuits

What is Juicy Couture?

300

After being sentenced to jail in 2004, this TV personality made a comeback and frequently appears with snoop dogg.

Who is Martha Stewart?

300

Before iPhones, this cellphone brand was famous for its indestructible design.

What is Nokia

300

This movie was an instant hit, becoming the most successful Disney Channel Original Movie at the time and launching a massive franchise, including two sequels in 2007 and 2008

What is High School Musical?

400

Bloom, Flora, Stella are characters in this show

What is Winx Club

400

These bags gained mainstream, widespread popularity in the early 2000s, defined by the logo mania era, the Signature "C" canvas, and a focus on "accessible luxury" 

What is Coach bags?

400

In December 2001, this actress was arrested for stealing roughly $5,500 worth of designer clothing and accessories from Saks Fifth Avenue in Beverly Hills

Who is Winona Ryder?

400

Apple's first iPod, released in 2001, promised this many songs in your pocket.

What is 1000?

400

This satirical horror movie, inspired by a novel written by a gay man, critiques hypermasculinity and superficiality

What is American Psycho?

500

Martin, Chris, Aviva are characters in this show

What is Wild Kratts

500

This style is a Y2K-era, "trashy chic" fashion aesthetic defined by bold, rebellious, and customized streetwear, popularized by celebrities like Britney Spears and Paris Hilton 

What is Von Dutch style?

500

Now serving time at the Butner Medium Security prison. This former artist probably doesn't believe they can fly anymore.

Who is R. Kelly?

500

The first ever iPhone was released in this year

What is 2007?

500

Kate Hudson wore the iconic yellow backless dress in this 2003 rom-com

What is How to Lose a Guy in 10 Days?