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100

This is Greek god of love is known as Cupid's counterpart, who is the Roman god of love.

Who is Eros?

100

Based on recent 2026 Spotify and industry data, this song remains the most-played song on Valentine's Day.

What is John Legend's "All of Me"?

100

The late Heath Ledger stole our hearts in this late-’90s teen comedy.

What is 10 Things I Hate About You?

100

Approximately 250 million of these flowers are produced and sent annually for Valentine's Day.

What are roses?

100

This couple, known for playfully trolling each other on social media, met on the set of Green Lantern.

Who are Ryan Reynolds and Blake Lively?

200

This delectable gift was introduced for Valentine's Day in 1868, designed to be kept as keepsakes for storing mementos like love letters and lockets after enjoying the treats inside.

What are chocolate heart boxes?

200

This artist is the original singer, songwriter, and recorder of "I Will Always Love You," releasing the country ballad in 1974.

Who is Dolly Parton?

200

Freddie Prinze Jr. plays Zack Siler in this '90s rom-com.

What is She's All That?
200

Commonly used at the end of letters or text messages, this abbreviation represents “hugs and kisses.”

What is XOXO?

200

This couple were both working at a law firm in Chicago before eventually becoming one of the most famous couples in history.

Who are Barack and Michelle Obama?

300

This TV show is credited with starting the Galentine’s Day tradition.

What is Parks and Recreation?

300

This artist sang "My Heart Will Go On" for the Titanic Soundtrack.

Who is Celine Dion?

300

In this film, a teenager's wish to become an adult comes true.

What is 13 Going On 30?

300

This candy is the most popular candy sold on Valentine's Day, with over 36 million sold annually.

What are chocolate heart boxes?

300

After a failed connection and a friendship bracelet, this couple reconnected later in 2023 and quickly became a "Love Story" that couldn't be ignored; even by the Dads, Brads, and Chads.

Who are Travis Kelce and Taylor Swift?

400

This tradition that takes place in Verona, Italy, involves thousands of people worldwide writing letters seeking advice on love, heartbreak, and relationships.

What is Letters to Juliet?

400

This Elvis Presley song starts with "Wise men say only fools rush in."

What is "Can't Help Falling in Love"?

400

"If you're a bird, I'm a bird" is a famous romantic quote from this 2004 film.

What is The Notebook?

400

Two of these birds together traditionally symbolize eternal love, fidelity, friendship, and peace

What are doves?

400

This couple gained massive popularity with HGTV's Fixer Upper in 2013. 

Who are Chip and Joanna Gaines?

500

This company began selling Valentine's Day postcards in 1910, but the company officially printed and sold its first, and largely recognized, line of Valentine's Day greeting cards in 1913

What is Hallmark?

500

This legendary American male vocal group sang the famous song "My Girl" that was released in 1964.

Who are The Temptations?

500

In this 2007 film, a grieving woman receives posthumous messages from her husband, all ending with this affectionate sign-off.

What is P.S. I Love You?

500

Valentine’s Day is the second largest card-sending holiday of the year behind this holiday.

What is Christmas?

500

This iconic couple met on a street corner in New York City in 2004. After gay marriage was legalized in New York in 2010, this famous couple formally announced their engagement and got married in 2014.

Who are Neil Patrick Harris and David Burtka?

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