Celebrity Break-Ups
Break-Up Songs
Anti-Valentine's Randomness
Not So Happily Ever After
100

This teen power couple inspired each other's hit songs "The Heart Wants What It Wants" and "Sorry". 

What is Justin Bieber and Selena Gomez? 

100

This 90s boy band sang the song "Bye Bye Bye." 

Who is NSYNC?

100

Over 14 million people will be asked this big question on Valentine's Day.

What is "Will you marry me?"

100

This popular book about two kids with cancer has been turned into a movie starring Shailene Woodley and Anssel Elgort.

What is "The Fault in Our Stars" by John Green?

200

Name two of Taylor Swift's ex-boyfriends.

Who is Joe Jonas, Taylor Lautner, John Mayer, Jake Gyllenhaal, Conor Kennedy, Harry Styles, Calvin Harris, Tom Hiddleston?

Any of those are acceptable

200

Name the song that contains the lyrics, "Truth be told I miss you...and truth be told I'm LYING!"

What is "Gives You Hell" by The All-American Rejects? 

200

This character created Galentine's Day: "Every February 13th, my lady friends and I leave our husbands and our boyfriends at home, and we just come and kick it, breakfast-style. Ladies celebrating ladies. It's like Lilith Fair, minus the angst. Plus frittatas."

Who is Leslie Knope from Parks and Recreation? 

200

In this dystopian series, the main character had to pretend to be in love with a baker's son to avoid being killed by a dictator.

What is The Hunger Games trilogy? 

300

The marriage between NBA star Kris Humphries and this person lasted only 72 days. 

Who is Kim Kardashian?

300

Name the song that contains the lyrics, "Needle and the thread, Gotta get yo uout of my head / Needle and the thread, Gonna wind up dead". 

What is "Stitches" by Shawn Mendes? 

300

This "10 dollar found father" cheated on his wife, and when under financial scrutiny, he published all of the details in a document called "The Reynolds Pamphlet" to clear his name. 

Who is Alexander Hamilton? 

300

Name this book: “Lara Jean Song keeps her love letters in a hatbox her mother gave her. They aren’t love letters that anyone else wrote for her; these are ones she’s written. One for every boy she’s ever loved – five in all. When she writes, she pours out her heart and soul and says all things she would never say in real life, because her letters are for her eyes only. Until the day her secret letters are mailed, and suddenly, Lara Jean’s love life goes from imaginary to out of control.”

What is "To All the Boys I've Loved Before"?

400

This on-again/off-again couple denied they were together for years, made multiple songs together (such as "Work"), and got matching shark tattoos in 2016, but promptly broke up shortly thereafter.

Who are Drake and Rihanna?

400

This person sings "I don't believe, I don't believe it / You left in peace, left me in pieces / Too hard to breath, I'm on my knees right now". 

Who is Selena Gomez? 

400

This much money is spent on chocolate each year on Valentine's Day.

What is 1.6 billion? 

400

The name says it all about this movie starring Vince Vaughn and Jennifer Aniston. As Gary and Brooke’s relationship devolves from cutesy photo montages to cringe-inducing screaming matches, one question reigns supreme: Who gets the condo? Jealousy, bitterness and shallow fighting ensues, all leading up to a not-quite-happy-ending, at least not the one you’d expect from Hollywood.

What is "The Break-Up"? 

500

This country-singer power couple split up in 2015 after four years of marriage. One of her songs is “Crazy Ex-Girlfriend.” One of his songs is “She Don’t Love Me.”

Who are Blake Shelton and Miranda Lambert? 

500

After her break-up from her spouse of 13 years, she sang, "I don't know why I cry / But I think it's 'cause I remembered for the first time / Since I hated you / That I used to love you". 

Who is Gwen Stefani? 

500

Sick of all this Valentine's Day nonsense, a group of Valentine's Day haters established an anti-holiday celebration that targeted the commercialization of this "Hallmark holiday" and celebrating the strength of being alone. This is what the anti-holiday was called.

What is Singles' Awareness Day?

500

Violet and Finch meet at the top of their school’s tower, both contemplating jumping. They come down, become friends, and fall in love with each other. But this book doesn’t end happily ever after, because one of them follows through with their suicide.

What is "All the Bright Places" by Jennifer Niven?