102 Romantic Movie Trivia Questions That Will Have You Swooning

In which country is Slumdog Millionaire set?

Who is the name of Woody Allen’s character in ‘Annie Hall’?

What tattoo does Justin Timberlake have that Mila Kunis wears a similar looking necklace of in ‘Friends with Benefits’?

Slumdog Millionaire features which gameshow?

What does Nicolas Cage vow to share with Bridget Fonda in the movie ‘It Could Happen to You’?

Which song does Patrick (Heath Ledger) serenade Kat (Julia Stiles) with in “10 Things I Hate About You”?

Michael Douglas played what fictional president in ‘The American President’?

What singer played Jamie Sullivan in ‘A Walk to Remember’?

Who wrote the novel that is the basis for the 1954 movie ‘From Here to Eternity’?

Who is Kathy Selden on stage with at the end of ‘Singin’ in the Rain’?

What Republican presidential hopeful tries to smear Sydney Ellen Wade in ‘The American President’?

What’s the name of Rob’s record store in ‘High Fidelity’?

What is the fruity name of Kate Winslets character in Eternal Sunshine of the Spotless Mind?

Who had to wear a fat suit for their performance in ‘Love Actually’?

Little Manhattan set in which city?

Who directed the 2004 romance Before Sunset?

Who played Humphrey Bogart’s brother who competes for Audrey Hepburn’s affections in ‘Sabrina’?

Who eventually ends up with Meg Ryan in ‘Sleepless in Seattle’?

Who played Donna Reed’s husband in ‘It’s a Wonderful Life’?

Who was the role of Princess Ann originally written for in the movie ‘Roman Holiday’?

Who shoots and kills Tony at the end of ‘West Side Story’?

What medium does Sam Wheat use to communicate with Molly in ‘Ghost’?

What clique does Rizzo belong to in ‘Grease’?

Who does Rick at the end of Casablanca, ‘I think this is the beginning of a beautiful friendship’?

Tom Hanks and Meg Ryan starred together in what romantic comedy?

What massive cliff does Westley climb while chasing Vizzini and his men who have Buttercup in ‘The Princess Bride’?

What appropriate opera does Richard Gere take his beloved to see in ‘Pretty Woman’?

What WWF wrestler had a role in ‘The Princess Bride’?

What is the name of the character with whom both Owen Wilson and Vince Vaughn fall for in Wedding Crashers?

What evil prince does Buttercup agree to marry after believing Westley is dead in ‘The Princess Bride’?

The split screen scenes in ‘When Harry Met Sally…’ are an homage to what classic romance movie?

Ryan Gosling and Rachel McAdams play the lead roles in which 2004 Romance?

What terrifying word does Sam the ghost type on Carl’s computer in ‘Ghost’?

Scarlett first encounters Rhett at a party at what plantation in ‘Gone with the Wind’?

Richard Dreyfuss won a Best Actor Oscar for his performance in what romantic movie?

What is the room number where Benjamin meets Mrs. Robinson in the hotel in ‘The Graduate’?

Who tells Scarlett O’Hara ‘Frankly, my dear, I don’t give a damn’ in ‘Gone with the Wind’?

Complete the title of the 2004 movie ’50 First……’?

Who played Keith in the 2008 film of the same name?

What movie do Sam and Greg pretend to cry over in the movie ‘Sleepless in Seattle’?

Complete the title of the 2004 Romance ‘Before…’?

Who plays club owner Harold Zidler in the 2001 romantic musical Moulin Rouge?

Steve Martin’s ‘Roxanne’ is a modern retelling of what classic romantic character?

Where do Meg Ryan and Tom Hanks finally meet in person in ‘Sleepless in Seattle’?

How does Rob reorganize his record collection by in ‘High Fidelity’?

Where do Nickie Ferrante and Terry McKay agree to meet in ‘An Affair to Remember’?

What ‘Star Wars’ star also had a role in the romantic movie ‘When Harry Met Sally…’?

Who falls in love with Diane Keaton in ‘Annie Hall’?

Who is Scarlett’s first husband who died in the Civil War in ‘Gone with the Wind’?

Who played the grandfather that reads the story of ‘The Princess Bride’ to his sick grandson in ‘The Princess Bride’?

What year saw the release of Love Actually?

If you went to the website FreeOlive.com, you would be taken to what movie’s website?

Who played the older version of Rose in the movie ‘Titanic’?

Who directed the 1970 movie ‘Love Story’?

What is the name of the girl that Dick falls in love with in ‘High Fidelity’?

Who directed the 2002 romance Punch Drunk Love?

The movie ‘High Fidelity’ is based on a book by what author?

What is the name of the group that Danny belongs to in ‘Grease’?

What baseball player does Annie mention in her letter to Sam in the movie ‘Sleepless in Seattle’?

Who does Richard Gere fall for in ‘Pretty Woman’?

Who played Elizabeth Bennet in the 2005 remake of ‘Pride & Prejudice’?

The 1939 movie ‘Wuthering Heights’ is based on a book by what author?

What is the first name of Oscar Nominated Amelie actress Mrs. Tatou?

What is the name of the record label that Rob creates after hearing the shoplifters’ tape in ‘High Fidelity’?

What song does Rick ask Sam to play on the piano in ‘Casablanca’?

Who played a ghost in ‘Ghost’?

Who’s mother says the line ‘I’ll have what she’s having’ in the diner scene in ‘When Harry Met Sally…’?

The Princess Bride’ is based on a book by what author?

Who starred in the romantic movie ‘An Affair to Remember’?

Who played the lead role in the 2006 romantic movie ‘Priceless’?

Who carries Debra Winger out of the plant at the end of ‘An Officer & A Gentleman’?

Who has six fingers on one hand in ‘The Princess Bride’?

Who does Meryl Streep fall in love with in ‘Out of Africa’?

What kind of poison does Westley challenge Vizzini to drink in a battle of wits in ‘The Princess Bride’?

Who was the role of Lucy originally for in the movie ‘While You Were Sleeping’?

What New York deli points out the seat where they shot Meg Ryan ‘faking it’ in ‘When Harry Met Sally…’?

A picture of what pop star sits on Jenna’s vanity table in her room in ’13 Going on 30′?

What does Cher say after she slaps Nicolas Cage in ‘Moonstruck’?

In which city is Love Actually mainly set?

Who directed the 2003 Romance, Lost in Translation?

Who does Viola disguise herself as to audition for Shakespeare’s play in ‘Shakespeare in Love’?

In which Romantic film doe Kate Winslet and Cameron Diaz swap homes and find love?

The Von Trapp family house in ‘The Sound of Music’ was owned in the real world by what movie star?

In the Oscar Nominated Romantic movie Amelie, what is Amelie’s occupation?

Who has a cameo in a Blockbuster store in ‘The Holiday’?

Who starred with Orlando Bloom in ‘Elizabethtown’?

Who played Yuri in ‘Doctor Zhivago’?

Lost in Translation is set in which city?

Who played Professor Henry Higgins in the film version of ‘My Fair Lady’?

The movie ‘My Fair Lady’ is a retelling of what classic George Bernard Shaw play?

Who played Annie’s psychotic brother Duane in ‘Annie Hall’?

What romantic movie takes place on a doomed cruise ship?

Kate Winslet was reunited with which actor in the 2009 romance Revolutionary Road?

Who played Capt. Louis Renault in ‘Casablanca’?

What song does Barry’s band play at the record release party at the end of ‘High Fidelity’?

Who does Laura move in with after he breaks up with Rob in ‘High Fidelity’?

Director M. Night Shyamalan claimed that he ghostwrote the script for what romantic movie?

What is the name of Jonah’s babysitter in ‘Sleepless in Seattle’?

Who played Rob’s ideal ex Charlie Nicholson in ‘High Fidelity’?

Who went on a Roman holiday in ‘Roman Holiday’?

What NFL team does Cuba Gooding Jr.’s character play for in ‘Jerry Maguire’?

Who played Cora Smith in ‘The Postman Always Rings Twice’?