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100

Gen X: When the Fresh Price lived in Philadelphia, where did he spend most of his days?

On the playground

100

Gen Z: This console attracted young and old alike with casual fitness and sports games along with its nunchuk style controllers. 

Nintendo Wii

100

Millennial: Name the theme song, sung by Celine Dion, for James Cameron's movie Titanic.

"My Heart Will Go On"

100

Millennial: 2.5 billion people tuned in to watch this person's funeral in 1997. 

Princess Diana

100

Gen X: What did it mean "to diss" someone?

To be insulting or disrespectful

200

Gen Z: What was the name of the British animated series that followed a family of pigs in their daily lives?

Peppa Pig

200
Boomer: One of the top selling children's toys of all time, it was invented by accident by scientists developing synthetic rubber.

Silly Putty

200

Gen Z: This song was Gotye's most successful and signature song based on his experiences in past relationships.

"Somebody that I Used to Know"

200

Gen Z: On April 20, 2011, who said their vows in Westminster Abbey before an estimated television audience of two billion people worldwide? 

Prince William and Kate Middleton

200

Gen Z: What did LMK mean?

Let Me Know

300

Millennial: This future A-list actor got his start playing Dr. Doug Ross on ER. 

George Clooney

300

Millennial: What was "like having 1,000 songs in your pocket"?

The iPod

300

Gen X: Who became "The Artist Formerly Known As" due to a contract dispute with Warner Brothers?

Prince

300

Boomer: What synthetic material invented in 1958 was first marketed as Lycra?

Spandex

300

Boomer: What did it mean to be called a "wet rag"?

You dampened the fun

400

Gen X: Name the three original daughters on the hit show Little House on the Prairie. 

Mary, Laura, Carrie

400

Gen Z: In the Japanese racing game MarioKart, what was commonly considered to be the most difficult course?

Rainbow Road

400

Gen X: What song by Rob Base and DJ E-Z Rock was a smash hit in 1988?

"It Takes Two"

400

Gen X: In 1980, what became the world's first 24-hour news network?

CNN

400

Gen Z: What did the phrase "secure the bag" mean?

Get money any way possible

500

Boomer: What popular TV show featured the character Samantha who twitched her nose and magic happened?

Bewitched

500

Boomer: What 1950's invention was a must-have in order to organize contacts and addresses on removable cards?

Rolodex

500

Boomer: What was the name of Buddy Holly's group?

The Crickets

500

Millennial: What was the nickname of the 1996 women's gymnastics team that won the U.S.'s first ever gold medal in the team event?

The Magnificent Seven

500

Millennial: What famous phrase was often said by the Teenage Mutant Ninja Turtles' Michelangelo as an exclamation of awesomeness? 

"Cowabunga, dude!"

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