Pop
R&B/Soul
Rap
Country
Misc
100

This was Britney Spears' first song in 1998

What is "Baby One More Time"

100

5 young brothers from Indiana make this ever iconic Motown group

Who are the Jackson 5

100

This song was a diss track to rapper Jay Z in 2001

What is "Ether" by Nas


100

This band of women share the same name as a paper utensil distribution brand.

Who are the Dixie Chicks

100

Rick James called Charlie and Eddie Murphy this name.

What is Darknesses

200

This artist made the song Riding Solo

Who is Jason Derulo

200

These two R&B vocalists argued over a boy in a 1998 smash hit.

Who are Brandy and Monica

200

The first rap song to win an oscar

What is " Lose Yourself" by Eminem

200

The Country Music Capitol of the World is located in what state

Where is Nashville Tennessee 

200

This rapper can put you in a mansion somewhere in this place.

Where is Wiscansin

300

This boyband said "Don't wanna be a fool for you, just another player in your game for two." in what song.

What is "Bye Bye Bye" by NSYNC

300

What Civil Rights Anthem has lyrics saying 

"Picket lines and picket signs
Don't punish me with brutality
Come on talk to me
So you can see "

What is "What's Going On" by Marvin Gaye

300

This popular rapper went double platinum with no features

Who is J. Cole

300

What famous 2005 song's chorus says... "I took a Louisville slugger to both headlights
I slashed a hole in all four tires "

What is "Before He Cheats" by Carrie Underwood

300

This rapper said "Real Gs move in silence like Lasagna"

Who is Lil Wayne

400

Ariana Grande is an artist who got her start on what platform covering songs?

What is YouTube

400

The Mariah Carey and Boyz II Men song "One Sweet Day" spent how long as #1 on Billboard Hot 100 charts?

What is 16 weeks

400

This 90s rap group popularize the phrase "Cash rules everything around me"

Who are the Wu Tang Clan

400

This song spent 19 weeks atop the Billboard Hot 100 Charts, breaking all previous records.

What is Old Town Road by Lil Nas X

400

This is the current highest selling album of all time.

What is Michael Jackson's Thriller

500

This song by No Doubt won them a "Best Pop Performance by a Group" Grammy in 2004

What is 'Underneath it All" 

500

This popular 1998 song has the lyrics

"Now any other day I would play it cool
But I can't now cause I want you
You see I'm hooked on how you flex your style
And I wanna talk for a little while "

What is "Sweet Lady" by Tyrese
500

This rapper's real name is Lesane Parish Crooks

Who is Tupac Shakur

500

This Dolly Parton song topped Country Charts once in 1974 and a second time in 1982 (this song charted once more when sung by another artist)

What is "I Will Always Love You"

500

This is the best selling Movie Soundtrack of all time.

What is "The Bodyguard"