Heartthrobs and Heartbreaks
Roses are Red, Violets are Blue
Rom-Com or Reality?
Cupids Missed Shots
The Bachelor Degree
100

This 90s heartthrob starred in Titanic and still refuses to date women over 25

Leonardo DiCaprio

100

Shakespeare wrote, "Shall I compare thee to" this summer delight.

"a summer’s day"

100

A journalist pretends to date a guy for an article, only to actually fall for him.

rom-com (How to Lose a Guy in 10 Days)

100

She was "Jenny from the Block" before breaking off her engagement to this actor in 2004, only to rekindle their romance nearly 20 years later.

Ben Affleck

100

This famous phrase is said by the host before the final rose is given out.


Ladies, this is the final rose tonight

200

This actor, known for playing Spider-Man, stole hearts with his adorable friendship-turned-romance with Zendaya.

Tom Holland

200

This 1997 hit by Whitney Houston begins with the lyric, "If I should stay, I would only be in your way."

"I Will Always Love You"

200

This football star shocked the internet when he revealed he tried (and failed) to give his phone number to a superstar via a friendship bracelet—only for them to start dating months later.

reality (Travis Kelce)

200

This famous British singer wrote Someone Like You after breaking up with her ex-boyfriend.

Adele

200

This historical figure wrote 600+ love letters to Josephine, despite her often ignoring him.

Napoleon Bonaparte

300

With his perfectly floppy hair, this One Direction member went from boy band heartthrob to Grammy-winning solo artist.

Harry Styles

300

Writing about a "raven" and a "telltale heart," this author had a flair for the dramatic (and the spooky)

Edgar Allan Poe

300

A woman writes letters to all her childhood crushes, and they mysteriously get sent out.

rom-com (To All the Boys I’ve Loved Before)

300

Taylor Swift’s song All Too Well is rumored to be about this Hollywood actor, known for his love of scarves and much younger girlfriends.

Jake Gyllenhaal

300

This Bachelor contestant became infamous for hopping a fence after his chosen woman left the show.

Colton Underwood

400

This 90s heartthrob, known for The Mummy, made an emotional comeback with his Oscar-winning performance in The Whale.

Brendan Fraser

400

This poet wrote, "Two roads diverged in a wood, and I took the one less traveled by."

Robert Frost

400

This fairytale royal wedding felt like something out of a movie when a Hollywood actress married a prince

reality (Meghan Markle and Prince Harry)

400

These two Twilight stars had a highly publicized breakup after one of them was caught kissing a married director.

Kristen Stewart and Robert Pattinson

400

This 28-year-old teaching tennis pro from Royersford, Pennsylvania, was the lead of the 2024 season of The Bachelor.

Joey Graziadei

500

Before making it big in Hollywood, this actor worked as a bricklayer, a coffin polisher, and even competed as an amateur bodybuilder—long before becoming James Bond.

Sean Connery

500

Elizabeth Barrett Browning’s famous love poem asks, "How do I love thee?" before saying this phrase.

Let me count the ways

500

A woman loses her memory every night, and her husband has to make her fall in love with him every day.

rom-com (50 First Dates)

500

This former couple co-starred in Mr. & Mrs. Smith, leading to one of the most famous love triangles in Hollywood.

Brad Pitt, Angelina Jolie, and Jennifer Aniston

500

This ancient civilization is credited with the first recorded love poem, written over 4,000 years ago.

Mesopotamia