Some People Want to Fill the World with Silly Love Songs
What’s Romance without a Little Comedy?
Power Couples
Stupid Cupid
My Funny Valentine
100

This 1967 hit included the lyrics, “They say our love won't pay the rent / Before it's earned, our money's all been spent.”

What is “I Got You, Babe”?

100

This 1989 romantic comedy classic, based on the premise that men and women can never be friends, features a couple meeting multiple times over a decade before finally becoming friends, then falling in love. It also features some truly fabulous cable-knit sweaters.

What is “When Harry Met Sally”?

100

Though Paul Hollywood finds it perplexing, this sweet and savory sandwich combination is a classic for a reason.

What is peanut butter & jelly?

100

Cupid is often shown riding this aquatic mammal, whose name means “a fish of the womb.”

What is a dolphin?

100

On February 14, 2005, this video sharing site was launched by a bunch of college students.

What is YouTube?

200

Nobody puts Baby in the corner, but she and Johnny can definitely dance out of it to the tune of this 1987 ballad.

What is “I’ve Had the Time of My Life”?

200

In this 2020 holiday romantic comedy, Kristen Stuart’s Abby is invited to her girlfriend’s family for Christmas, only to discover that her girlfriend’s ex, played by Aubrey Plaza, is a much better prospect. She ultimately stays with the girlfriend, though.

What is “Happiest Season”?

200

Said to have been brought to America from France by Thomas Jefferson, though it was his enslaved chef James Hemings who actually made this pasta dish.

What is macaroni and cheese?

200

Cupid is often depicted with these because lovers are flighty and likely to change their minds.

What are wings?

200

On February 14, 1924, the Computing-Tabulating-Recording Company changed its name to International Business Machines Corporation. It’s now known by this initialism.

What is IBM?

300

One British Invasion band asked us “Will you still need me? Will you still feed me?” in this 1967 pop hit.

What is “When I’m 64”?

300

This 1938 screwball comedy, remade in 1972 as “What’s Up, Doc?” features a couple chasing after a leopard and Cary Grant jumping around in a marabou-trimmed robe.

What is “Bringing Up Baby”?

300

Love and marriage are said to go together like this old-fashioned conveyance.

What is a horse and carriage?

300

Cupid is often depicted with this stylish accessory, also favored by Lady Justice.

What is a blindfold?

300

On February 14, 1876, one of these men applied for a patent for their brand new machine that allowed you to talk to people over long distances.

Who is Alexander Graham Bell or Elisha Gray?

400

Dolly Parton wrote this sweeping love ballad on the same day she wrote “Jolene.”

What is “I Will Always Love You”?

400

This 1990 Cinderella retelling features Julia Roberts and Richard Gere attending a performance of Verdi's "La Traviata," which was a little on the nose.

What is “Pretty Woman”?

400

If you want to eat that steak, you’d better have a set of these.

What is a knife and fork?

400

While it’s an easy mistake to make, make sure not to mix up Cupid with this cute baby angel. They have very different jobs.

What is a cherub?

400

On February 14, 1859, this state was admitted as the 33rd state in the U.S.

What is Oregon?

500

This classic song about rushing in where angels fear to tread, first recorded for the Elvis film “Blue Hawaii,” was later re-recorded by the A-Teens for “Disney’s Lilo & Stitch.”

What is “Can’t Help Falling in Love”?

500

This 2022 retelling of “Pride and Prejudice” featured Bowen Yang as a Jane Bennet/Charlotte Lucas hybrid and Margaret Cho as a Mr. and Mrs. Bennet combo.

What is “Fire Island”?

500

While it’s a bit bitter for some tastes, this cocktail was said to be the key to the late Queen Elizabeth II’s freakish longevity.

What is a gin & tonic?

500

When Cupid was injured attempting to steal this insect secretion, his mother Venus laughed.

What is honey?

500

On February 14, 1779, this naval captain was killed by Native Hawaiians near Kealakekua on the Island of Hawaii as he attempted to kidnap Kalaniʻōpuʻu, the ruling chief of the island of Hawaii.

Who is Captain James Cook?