Iconic Quotes
Matchmaker
Meet-Cute
Leading Roles
Quirky Jobs
&
Sidekicks
100

"I’m also just a girl, standing in front of a boy, asking him to love her." 

A. Love Actually

B. Notting Hill

C. When Harry Met Sally 

Notting Hill

After a complicated romance and a painful rejection earlier in the film, Anna comes back to William to ask for a second chance. William hesitates and turns her down, pointing out the vast gap in their lives and fame ("I live in Notting Hill, you live in Beverly Hills"). Stripping away her celebrity status and vulnerability armor, Anna delivers her emotional plea: "Don't forget, I'm also just a girl, standing in front of a boy, asking him to love her."

100

This 2003 film features an ensemble cast navigating love in London during the weeks leading up to Christmas. 

A. 500 Days of Summer

B. Love Actually

C. Emily in Paris 

Love Actually 

Ten separate stories intertwine over the final five weeks before Christmas to explore the ups and downs of human relationships in London.

100

In 10 Things I Hate About You, Patrick is paid to take Kat out, but they truly bond when she rescues him during this messy, colorful outdoor activity. 

A. Paintballing

B. Art Class

C. Obstacle Run 

Paintballing 

After Patrick gets pinned down during the game, Kat flanks the opposition to save him. The scene famously concludes with the two of them playfully rolling around in a pile of hay, leading to their first real romantic breakthrough and their first kiss.

100

She cemented her Rom-Com Queen status starring in Pretty Woman, My Best Friend's Wedding, and Runaway Bride. 

A. Jennifer Lopez

B. Julia Roberts

C. Cameron Diaz 

Julia Roberts 

100

In 13 Going on 30, Jenna Rink miraculously wakes up as a 30-year-old working as an editor for this type of company. 

A. A News Paper

B. A Radio Station

C. A Fashion Magazine 

A Fashion Magazine 

In 13 Going on 30, Jenna Rink works as an editor for a fashion magazine named Poise. 

200

"You want the moon? Just say the word and I'll throw a lasso around it and pull it down." 

A. It's a Wonderful Life

B. The Proposal

C. 27 Dresses

It's a Wonderful Life

That famous line comes from the classic 1946 film It's a Wonderful Life, directed by Frank Capra. George tries to win Mary's affection with a grand, rambling promise to give her the moon, even suggesting she could swallow it so moonbeams would shoot out of her fingers, toes, and hair.

200

In this film, a magazine columnist tries to drive a guy away in a week and a half, while he bets he can make her fall in love with him. 

A. 10 Things I hate About You

B. How to Lose a Guy in 10 Days

C. The Proposal


How to Lose a Guy in 10 Days

Andie is assigned to write an article about all the classic mistakes women make that drive men away in 10 days. At the same time, Ben makes a high-stakes bet with his boss/coworkers that he can make a woman fall in love with him in those same 10 days to win a lucrative diamond account.

200

In You've Got Mail, Tom Hanks and Meg Ryan's characters are business rivals in person, but unknowingly falling in love over this specific 1990s internet platform. What is that platform?

A. Yahoo

B. Hotmail

C. AOL


AOL

The specific 1990s internet platform featured in You've Got Mail is AOL (America Online), where Joe Fox (using the screen name NY152) and Kathleen Kelly (using Shopgirl) communicate via dial-up email and chatrooms. 

200

This actor charmed audiences across the 90s and 2000s in Four Weddings and a Funeral, Notting Hill, and Bridget Jones's Diary. 

A. Hugh Grant

B. Tom Hanks

C. Tom Cruz 

Hugh Grant


200

Judy Greer plays the ultimate, witty best friend companion to Jennifer Garner in 13 Going on 30 and to Katherine Heigl in this dress-heavy film. 

A. 21 Dresses

B. 25 Dresses

C. 27 Dresses 

27 Dresses

300

"Shut up, you had me at hello." 

A. You've Got Mail

B. 10 Things I Hate About You

C. Jerry Maguire 

Jerry Maguire 

Jerry gives a long, vulnerable speech to Dorothy and a room full of people, saying, "I love you. You complete me." Dorothy interrupts him, saying, "Shut up, just shut up. You had me at hello." The line became a major pop culture catchphrase and one of the most famous romantic movie quotes of the 1990s.

300

Katherine Heigl plays a perpetual bridesmaid who copes with her sister marrying the man she secretly loves. 

A. 27 Dresses

B. My Best Friend's Wedding

C. The Wedding Singer 

27 Dresses

Jane Nichols has served as a bridesmaid 27 times and secretly loves her boss, George. Her life gets complicated when her younger sister, Tess, charms George, gets engaged to him, and asks Jane to help plan their wedding.

300

In Serendipity, Jonathan and Sara meet at Bloomingdale's while both trying to buy the very last pair of these winter accessories. 

A. Cashmere Gloves

B. Earrings 

C. Leather Jacket 


Cashmere Gloves


300

This actress played the lovable, accident-prone title character in Bridget Jones's Diary. 

A. Meg Ryan

B. Drew Barrymore

C. Renee Zellweger 

Renee Zellweger 


300

In * Hitch*, Will Smith plays Alex Hitchens, who works secretly as a professional one... 

A. Date Doctor 

B. Police Officer

C. Comedian

Date Doctor 

Will Smith plays a dating consultant (or "date doctor" / matchmaker) in the 2005 romantic comedy Hitch.

400

"When you realize you want to spend the rest of your life with somebody, you want the rest of your life to start as soon as possible." 

A. When Harry Met Sally

B. My Best Friend's Wedding

C. Love Actually

When Harry Met Sally

During a New Year's Eve party, Harry rushes to confess his love, detailing the endearing, specific quirks that make Sally unique to him. The monologue set a new benchmark for romantic cinema by focusing on everyday habits rather than grand gestures.

400

A cynical greeting card writer falls head-over-heels for a woman who doesn't believe in true love in this non-linear story. 

A. Anyone butYou

B. Definitely, Maybe 

C. 500 Days of Summer

500 Days of Summer 

 The story jumps back and forth across the 500 days of their relationship, contrasting the euphoric highs of their romance with the painful, confusing reality of its breakdown. 

400

In The Wedding Singer, Robbie and Julia share their first real spark when he helps her practice this specific wedding tradition on an empty dance floor. 

A. The First Dance

B. Cake Cutting

C. Tossing the Bouquet 

Cake Cutting

While they are at a banquet hall, Julia mentions her anxiety about making mistakes on her big day, prompting Robbie to walk her through the mechanics of holding the knife together, feeding each other a piece of imaginary cake, and wiping away a stray crumb—a moment that quickly turns charged and romantic.

400

This duo made audiences swoon by co-starring together in three massive hits: Joe Versus the Volcano, Sleepless in Seattle, and You've Got Mail. 

A. Tom Hanks and Meg Ryan 

B. Billy Crystal and Meg Ryan

C. Emma Stone and Ryan Gosling 

Tom Hanks and meg Ryan

400

In My Big Fat Greek Wedding, Toula's father fiercely believes that this household cleaning product can cure any ailment, from acne to psoriasis. What is the product?

A. Windex

B. Vinager

C. Soap

Windex 

Gus Portokalos believes that Windex can cure any skin condition or ailment, from acne and warts to psoriasis and poison ivy. 

500

"I would rather share one lifetime with you than face all the ages of this world alone."

A. Crazy in Love

B. The Lord of the Rings

C. The Ugly Truth

The Lord of the Rings 

An unconventional rom-com moment, but a legendary quote! Arwen reaffirms her love and her choice to forsake the immortal life of the Elves, choosing a mortal existence with Aragorn instead. 

500

Sandra Bullock plays a high-powered book editor who forces her assistant (Ryan Reynolds) to marry her to avoid deportation to Canada. 

A. Lake House

B. The Proposal

C. Always Be My Maybe

The Proposal 

Overbearing New York City book editor Margaret Tate faces deportation back to Canada after a visa violation. To save her career, she blackmails her long-suffering assistant, Andrew Paxton, into a fake engagement and marriage. The arrangement leads them to Alaska to visit his eccentric family while dodging a suspicious immigration officer.

500

In Crazy Rich Asians, Rachel Chu finds out her boyfriend Nick is incredibly wealthy right before boarding a flight to this country. 

A. Singapore

B. Korea

C. Australia 

Singapore 


500

In How to Lose a Guy in 10 Days (2003), which actress plays advice columnist Andie Anderson? 

A. Alicia Silverstone

B. Kate Hudson

C. Rebel Wilson

Kate Hudson


500

In Sweet Home Alabama, Melanie's childhood friend Bobby Ray helps hide her past by pretending to be a wealthy southern planter, but his actual hobby is creating art using this explosive weather phenomenon. 

A. Rain

B. Hail

C. Lightning 

Lightning