Spots 1-20
Spots 21-40
Spots 41-60
Spots 61-80
Historical Milestones
100

What Shaboozey requests someone brings him in the chorus of "A Bar Song (Tipsy)"

What is a double shot of whiskey

100

What Noah Kahan loves in Stick Season

What is Vermont? 

100

If you're listening to "360" by Charli XCX, you probably had this kind of season recently

What is Brat Summer?

100

This rapper is featured on Taylor Swift's song "Fortnight"

Who is Post Malone?

100

Which holiday song has spent the most time in the Billboard Hot 100? (Hint: 65 weeks total!) 

What is All I Want For Christmas Is You by Mariah Carey? 

200

What Lady Gaga and Bruno Mars want you to die with in their latest hit

What is a smile?

200

What band Jimin, whose solo song "Who" is currently 28 on the Billboard Hot 100, is a member of

Who is BTS? 

200

The song Eminem is sampling in his latest hit "Houdini"

What is Abracadabra by Steve Miller Band?

200

According to Charli XCX, this is rotten right to the core

What is an apple?

200

What non-holiday song has spent the most time in the Billboard Hot 100? (Hint: 91 weeks total!) 

What is Heat Waves by Glass Animals? 

300

What Chappell Roan's ex would have to do to stop having feelings for her in "Good Luck, Babe!"

What is stop the world 

300

Where Chappell Roan is going to keep dancing at

What is the Pink Pony Club?

300

The artist whose featured on Charli XCX's "Guess" - the original song didn't chart, but the version with this artist did! 

Who is Billie Eilish?

300

The KID Laroi wants to hold your hand until what happens in "Nights Like This"

What is until we turn to ashes? 

300

This song holds the record for most weeks spent at #1 on the Billboard Hot 100 (19 weeks total)

What is Old Town Road by Lil Nas X?

400

When Sabrina Carpenter wants her boyfriend to stay inside to not embarrass her, she says this is "so nice" compared to fresh air in Please, Please, Please

What is the ceiling fan? 

400

What Taylor Swift has been doing since he left in I Can Do It With A Broken Heart

What is holding her breath? 

400

In "Chevrolet" by Dustin Lynch featuring Jelly Roll, Dustin's girlfriend asks for this band to be played in his car

Who is Brooks & Dunn? 

400

What Ariana Grande takes in her newest song "The Boy is Mine"

What is full accountability? 

400

This song holds the record for most weeks at #2 without ever hitting #1 - it was kept out of the #1 spot for 10 weeks straight by Olivia Newton-John's "Physical"

What is "Waiting for a Girl Like You" by Foreigner? 

500

What Kendrick Lamar whispers at the beginning of Not Like Us 

What is I See Dead People?

500

What SZA thinks isn't as advertised in "Saturn"

What is Nirvana?

500

What Myles Smith loses when he's with his girlfriend in "Stargazing" 

What is his mind? 

500

This child of nepotism has her first solo hit in the top 100 with "I Love You, I'm Sorry" (her dad is a film director) 

Who is Gracie Abrams? 

500

Which song had the biggest jump to #1 in history of the Billboard Hot 100? (Debuted at spot 97 - jumped to #1 the next week)

What is My Life Would Suck Without You by Kelly Clarkson?

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