Technology
TV/Film
Gossip & Scandal
Music
Fashion
100

Rising in popularity in the 90s and 2000s, this digital platform became synonymous with online communication, famously alerting users to new email with its distinctive audible greeting. 

What is AOL Instant Messenger (AIM)?

100

Premiered in 2007, this TV series was known for its portrayal of the scandalous lives of Manhattan's elite, quickly becoming a phenomenon and style inspiration for many.

What is "Gossip Girl"?

100

In 2005, this Hollywood couple became a media sensation after the actor began a public relationship with his co-star, shortly following his highly publicized divorce from another major actress. 

Who are Brad Pitt and Angelina Jolie?

100

This artist’s debut single "Pon de Replay," released in 2005, was a commercial success and marked the beginning of her career.

Who is Rihanna?

100

This fashion trend, famously worn by Britney Spears and Justin Timberlake at the 2001 American Music Awards, involves wearing a denim jacket with denim jeans.

What is double denim / Canadian tuxedo?

200

Launched in the late '90s, this innovative Japanese electronic accessory captivated a global audience, offering a pocket-sized virtual creature that demanded regular care and attention. 

What is Tamagotchi?

200

Premiered in 2004, this popular reality TV show, which was hosted by a famous German supermodel, made the catchphrase "Auf Wiedersehen" famous each time a contestant was eliminated. 

What is "Project Runway"?

200

Leonardo DiCaprio dated this Brazilian supermodel from 1999 to 2005, a relationship that frequently caught the attention of magazine headlines. Naturally, he dropped her when she turned 25 in 2005. 

Who is Gisele Bündchen?

200

This 2000 NSYNC album, featuring hits like "Bye Bye Bye" and "It's Gonna Be Me," sold over 2.4 million copies in its first week.

"No Strings Attached"?

200

Often sported by celebrities like Aaliyah, Tupac, and Hillary Duff in Lizzie McGuire , this accessory worn on the head became a staple of hip-hop fashion.

What is a bandana?

300

The next edition of this Sony console set a new standard in the gaming industry, achieving remarkable sales and laying the groundwork for modern online gaming communities at the turn of the century. 

What is the PlayStation 2?

300

From shelves to screen in 2008, this fantasy teen drama series follows a young girl and her encounters with vampires in a small town, sparking a major cultural phenomenon.

What is "Twilight"?

300

This young Disney star faced backlash and risked her wholesome image when risqué photos of her were leaked online, sparking a media frenzy and a public apology from the star.

Who is Vanessa Hudgens?

300

This artist won the Grammy for Best New Artist in 2002, known for her hit song "I’m Like a Bird."

Who is Nelly Furtado?


300

This brand became famous in the early 2000s for its velour tracksuits, often worn by celebrities like Paris Hilton and Kim Kardashian.

What is Juicy Couture?

400

First unveiled by Amazon in 2007, this gadget transformed traditional reading habits by enabling users to electronically access, peruse, and manage an extensive collection of literary works. 

What is the Kindle?

400

This 2006 musical drama explores the vibrant lives of several characters during the rise of Motown in the early 1960s, featuring a star-studded cast and memorable performances.

What is "Dreamgirls"?

400

This boy band reunited in 2012 for an international tour, featuring all original members including Nick Carter and Brian Littrell, igniting nostalgia among fans who grew up in the 90s.

Who are the Backstreet Boys?

400

This artist's 2002 hit "Dilemma" featuring Kelly Rowland was a number one hit in over ten countries.

Who is Nelly?

400

This fashion trend of the early 2000s, characterized by pants sitting well below the hips, was popularized by stars like Britney Spears and Christina Aguilera.

What are low rise jeans? 

500

This automated house appliance, introduced in the early 2000s, brought robotics into everyday home life, navigating living spaces independently to maintain cleanliness. 

What is the Roomba?

500

This 2007 Australian mockumentary series features a comedian playing three different characters at a public school. If you swam with Lauren, you'll remember saying plenty of catchphrases from the show. 

What is "Summer Heights High"?

500

In 2006, this "Grey's Anatomy" star was publicly criticized and eventually dismissed from the show after making derogatory comments about a co-star, sparking a major controversy and debate about tolerance in Hollywood.

Who is Isaiah Washington?

500

In 2008, this single by Britney Spears became her first number one on the Billboard Hot 100 in nearly ten years.

What is "Womanizer"?

500

Often seen in the late 90s and early 2000s, this top is for warm weather, leaving the shoulders bare and hanging around the neck.

What is a halter top?

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