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I’m Baby, I’m Old
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Adulting Is Ghetto
You Had to Be There
100

Which artist sang the 2002 hit “Complicated” and made the necktie-over-a-tank-top look iconic?

Who is Avril Lavigne?

100

This early 2000s website was famous for customizable profiles, Top 8 friends, and choosing a song that automatically played when someone visited your page.

What is MySpace?

100

This viral phrase is used when someone is clearly lying, usually accompanied by the phrase, “be so for real.”

What is “cap”? / “That’s cap”

100

This magical little device is responsible for taking money directly out of your account every month without asking you how you're doing first.

What is autopay

100

In 2007, this singer had a very public meltdown that included shaving her head and attacking a paparazzi vehicle with an umbrella.

Who is Britney Spears?

200

Before becoming a solo artist, this singer was the lead vocalist of No Doubt

Who is Gwen Stefani?

200

This Disney Channel movie introduced us to Troy Bolton and Gabriella Montez.

What is High School Musical? 

200

This phrase is used when someone does something so embarrassing or awkward that you physically feel embarrassed for them.

What is “cringe”?

200

This dreaded adulting term describes the amount of money you must pay out of pocket for covered health care before your insurance begins paying its share.

What is a deductible?

200

This 2009 MTV Video Music Awards moment became infamous when Kanye West interrupted her acceptance speech to say, “I’ma let you finish…”

Who is Taylor Swift?

300

This singer's 2006 hit “Promiscuous” featured Timbaland and asked, “Are you a freak?”

Who is Nelly Furtado?

300

This Nickelodeon show followed three boarding-school students, including Zoey Brooks, who attended Pacific Coast Academy.


What is Zoey 101?

300

On TikTok and social media, “FYP” stands for this.

What is For You Page?

300

When your employer offers to contribute money to your retirement account based on what you contribute, it's called this.

What is an employer match?

300

This 2004 incident at the Super Bowl halftime show became one of the most controversial live television moments of the decade.

What is the Janet Jackson wardrobe malfunction?

400

This 2006 hit by Gnarls Barkley spent nine weeks at No. 1 in the UK and asks one very important question in its title.

What is “Crazy”?

400

In Hey Arnold!, what is the name of Helga’s quiet, shy, intelligent best friend, who often went along with Helga’s schemes?

Who is Phoebe Heyerdahl?

400

The phrase “very demure, very mindful” went viral in 2024 thanks to this TikTok creator.

Who is Jools Lebron?

400

This financial term describes the money you borrow, plus the additional amount charged for borrowing it.

What is principal and interest?

400

In 2016, a viral internet trend had people freezing in place while the song “Black Beatles” played in the background. What was this challenge called?

What is the Mannequin Challenge?

500

This 2007 pop hit begins with the lyric, “I’m only gonna break, break your heart…” and was performed by a singer who later became known for her Las Vegas residency and TV appearances.

What is “Hot N Cold” by Katy Perry?

500

Before Netflix became the streaming giant we know today, this subscription service sent movies directly to your home in its iconic red envelopes.

What is Netflix?

500

The viral phrase “What are those?!” originated from this social media platform.

What is Vine?

500

This credit score factor refers to how much of your available revolving credit you are currently using.

What is credit utilization?

500

In 2016, this mobile game had people walking around parks and neighborhoods trying to catch virtual creatures.

What is Pokémon GO