Anti-Valentine's
Day Music
Anti-Valentine's
Day Movies
Famous Break-ups
Avoid this on
Valentine's Day
Anti-Valentine's
Day Randomness
100

This musician sings, "Don't ... with my love, that heart is so cold all over my home / I don't wanna know that babe"

Who is Ed Sheeran?

100

"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." Courtesy of Universal Pictures

What is "The Break-Up?"

100

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

Who are Selena Gomez and Justin Bieber?

100

This is a flower of a particular shrub. Though the most popular color is red, it may also be pink, white, or yellow.

What is a rose?

100

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

What song 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

After a sheltered, home-schooled childhood in Africa, Cady Heron must learn to survive the jungle of "Girl World" at a public high school in suburban Chicago after being accepted by the Plastics, the 3 most popular girls in the junior class.

What is "Mean Girls"?

200

This Hollywood couple, who have starred as Batman and Sydney Bristow from ALIAS, respectively, was married 10 years before their separation in 2015. They have 3 children together - Violet, Seraphina, and Samuel.

Who are Ben Affleck and Jennifer Garner?

200

This can be a piece of paper or thin cardboard, usually folded, with a message and/or pictures inside that is given as a token of admiration.

What is a Valentine's Day card?

200

This "10 dollar founding father" cheated on his wife, Elizabeth Schuyler; 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

This blonde heartbreaker croons these lyrics: "Got a long list of ex-lovers / They'll tell you I'm insane.

What is "Blank Space" by Taylor Swift?

300

After her boyfriend dumps her for not being serious enough, sorority girl Elle Woods gets into Harvard Law School in an attempt to win him back.

What is "Legally Blonde"?

300

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?

300

If you're feeling "meh" about Valentine's Day, you'll want to avoid this chubby cherub and his bow.

Who is Cupid?

300

This fictional character stated, "Valentine's Day is a sham created by card companies to reinforce and exploit gender stereotypes," and that she celebrates "the February 14th birthday of Anna Howard Shaw, famed American suffragette" instead of Valentine's Day.

Who is Liz Lemon from 30 Rock?

400

What song contains the lyrics, "Needle and the thread, Gotta get you out of my head / Needle and the thread, Gonna wind up dead"?

What is "Stitches" by Shawn Mendes?

400

Name this film: "Devastated Peter takes a Hawaiian vacation in order to deal with the recent break-up with his TV star girlfriend, Sarah. Little does he know, Sarah's traveling to the same resort as her ex - and she's bringing along her new boyfriend."

What is "Forgetting Sarah Marshall?"

400

This couple starred together in The Vampire Diaries, and continued to play an on-screen couple after their real-life relationship of 3 years fell apart.

Who are Nina Dobrev and Ian Somerhalder?

400

These small candies come in a variety of colors and are imprinted with a tiny message.

What are conversation hearts?

400

In this play, a character kisses his dead lover, drinks poison, and declares, "Thus, with a kiss, I die." (and then dies)

What is Romeo and Juliet by William Shakespeare?

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

In this dark romantic comedy, Joel finds out that his ex-girlfriend Clementine has undergone a procedure to erase him from her memory.

What is Eternal Sunshine of the Spotless Mind?

500

Who are a Puerto Rican superstar and a Syrian-Swedish artist that first connected on Instagram in 2015 and began dating six months later.  They have four children together.

Who are Ricky Martin and Jwan Yosef?

500

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

What is "Will you marry me?"

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. What was their anti-holiday called?

What is Singles' Awareness Day?

600

What song was sung by Paul Simon and contains the lyrics, "You just slip out the back Jack, Make a new plan Stan, You don’t need to be coy, Roy Just get yourself free, Hop on the bus, Gus You don’t need to discuss much Just drop off the key, Lee And get yourself free"? 

What is 50 Ways To Leave Your Lover?

600

A married man's one-night stand comes back to haunt him when that lover begins to stalk him and his family.

What is Fatal Attraction?

600

What was the most prominent breakup in United States history?

What is American Telephone and Telegraph?  In the early 1980s, American Telephone and Telegraph was broken up into what were known as the “Baby Bells.” The breakup drastically changed the communications industry. 

600

Name an activity that you might do if you were hungry.

What is going out for dinner?  It’s hard to get a table and it’s depressing to watch 20 other couples not having fun too. 

600

What are the official dates for Anti-Valentine's Day?

What are February 13th and 15th?

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