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100
This orange-hued cheese originated in England and is one of the most widely consumed cheeses in the world.
What is Cheddar?
100
Set largely in a New York bookstore, this movie pairs a children’s bookshop owner with her secret email rival.
What is You’ve Got Mail?
100
This pop star and NFL tight end became one of the most talked-about couples of 2023–2024.
Who are Taylor Swift and Travis Kelce?
100
About 20% of online daters have used each of these apps — the ones people download when they say, “I’m actually looking for something serious."
What are OkCupid, eHarmony, or Hinge?
100
In dating slang, this term describes someone who keeps their options open; in sports, it means an athlete not currently signed to a team.
What is Free agent?
100
Who is Valentine's Day named after?
Who is St. Valentine?
200
This soft, bloomy-rind cheese from France is known for its creamy interior.
What is Brie?
200
A bet about making a woman fall in love drives the plot of this modern adaptation of The Taming of the Shrew.
What is 10 Things I Hate About You?
200
Before their high-profile divorce, this actress and singer were known as “Bennifer 2.0” after rekindling their romance years later.
Who are Jennifer Lopez and Ben Affleck?
200
What trait do most daters claim is #1 in a relationship?
What is chemistry?
200
This basketball legend shares his nickname with someone who dominates both the game and the group chat.
Who is Michael Jordan?
200
Today, this flower has become the most iconic Valentine’s gift because its red color symbolizes passionate love.
What is a red rose?
300
Often used in Greek cuisine, this crumbly cheese is traditionally made from sheep’s milk.
What is Feta?
300
A journalist investigates why women break up with one man in this rom-com starring Matthew McConaughey.
What is How to Lose a Guy in 10 Days?
300
This music-industry power couple surprised fans with a secret wedding and later released a joint album, Everything Is Love.
Who are Beyoncé and Jay-Z?
300
This dating aps motto may as well be “City folks just don’t get it!” for lovers of livestock and rural charm.
What is Farmers Only?
300
In this sport, Valentine’s Day trades are often jokingly called ‘breakups’ by fans.
What is Major League Baseball?
300
Which English king declared Valentine’s Day a holiday in 1537?
Who is King Henry VIII?
400
This Dutch cheese ranges from young and mild to aged and caramel-like in flavor.
What is Gouda?
400
A greeting-card writer and a free-spirited woman reconnect over five pivotal events in this nonlinear rom-com.
What is (500) Days of Summer?
400
This pop star and comedian became engaged just weeks after starting to date, inspiring tattoos and tabloid chaos.
Who are Ariana Grande and Pete Davidson?
400
What is the average amount spent per month on dating? (within $10)
What is $213 a month on dating?
400
This term refers to a professional athlete who changes teams often — and a dater who never sticks around past three dates.
What is Journeyman?
400
Which TV show is credited with starting the Galentine’s Day tradition?
What is Parks and Recreation?
500
This nutty, firm Swiss cheese is commonly used in fondue and French onion soup.
What is Gruyère?
500
This 2009 romantic comedy from New Zealand centers on a lonely man who repeatedly rewinds time to win over a woman.
What is Time Traveler's Wife?
500
This Oscar-winning actress was once engaged to a rock star known for hits like “Fly Away” and “Are You Gonna Go My Way.”
Who are Nicole Kidman and Lenny Kravitz?
500
Sizzl is a dating app that matches people based on their love of what food?
What is bacon — crispy? chewy? pick your pork!
500
This NHL franchise officially adopted its iconic name on Valentine’s Day in 1927.
Who are the Toronto Maple Leafs?
500
What year did Hallmark first start selling Valentine’s Day cards? (Within 10 years)
What is 1913?