Romance Movies
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99 free Romance Movies trivia questions with answers — entertainment quiz, new questions added Oct 2026.
50 free romance movie trivia questions with answers. This romance movie trivia quiz splits its time between the great love stories and the great rom-coms. On the drama side: Casablanca, Gone with the Wind, An Affair to Remember, Love Story, Ghost, Titanic, The Notebook, Brokeback Mountain and Call Me by Your Name. On the comedy side: It Happened One Night, When Harry Met Sally, Pretty Woman, Sleepless in Seattle, Four Weddings, Notting Hill, Bridget Jones, Clueless, 10 Things I Hate About You, The Proposal, Crazy Rich Asians and Anyone but You, plus the directors who defined the genre. The first questions are date-night easy; the last will stretch people who know their Auden from their Alexander Pope. Every question is multiple choice with a short explanation after you answer. Every answer has been checked against a primary source, and each question links to the page that confirms it.
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Q 01Which famous line is closely associated with Casablanca but never actually spoken in it?
Play it again, Sam
'Play it again, Sam' is a misquote: Ilsa says 'Play it, Sam. Play As Time Goes By', and Rick later snaps, 'You played it for her, you can play it for me.'
Q 02Which 1934 screwball comedy was first to win the 'Big Five' Oscars?
It Happened One Night
It Happened One Night took Picture, Director, Actor, Actress and Screenplay, a sweep not repeated until 1975. Claudette Colbert had only signed on for double her usual fee and a four-week shoot.
Q 03Hattie McDaniel became the first African American to win an Oscar for which 1939 film?
Gone with the Wind
Gone with the Wind won her Best Supporting Actress as Mammy, yet she sat at a small table against the far wall: the hotel had a no-blacks policy and admitted her only as a favour to the producer.
Q 04Audrey Hepburn won her Best Actress Oscar for playing a runaway princess in which 1953 film?
Roman Holiday
Roman Holiday's story Oscar went to Ian McLellan Hunter, a front for the blacklisted Dalton Trumbo. The Academy finally presented the award to Trumbo's widow in 1993.
Q 05In An Affair to Remember, which star waits in vain atop the Empire State Building for Deborah Kerr?
Cary Grant
Cary Grant's playboy waits for hours, unaware that she has been hit by a car on her way to meet him. Director Leo McCarey was remaking his own 1939 film, Love Affair.
Q 06Which composer wrote the music for Breakfast at Tiffany's, including 'Moon River'?
Henry Mancini
Henry Mancini wrote 'Moon River' to suit Audrey Hepburn's narrow vocal range. When a Paramount executive wanted it cut after a preview, she is said to have answered, 'Over my dead body.'
Q 07Which star of The Way We Were also sang its chart-topping title song?
Barbra Streisand
Barbra Streisand's recording was Billboard's top single of 1974. Writer Arthur Laurents said he based her character, Katie, on a campus radical he knew at Cornell.
Q 08Which 1970 tearjerker gave the world the line 'never having to say you're sorry'?
Love Story
Love Story's line was sent up two years later in the comedy What's Up, Doc?, where Ryan O'Neal, Love Story's own leading man, hears it and calls it the dumbest thing he ever heard.
Q 09Dirty Dancing is set at a resort in which region during the summer of 1963?
The Borscht Belt
The Borscht Belt was the nickname for the Jewish summer resorts of New York's Catskills, though the film itself was shot at a mountain hotel in Virginia and at Lake Lure, North Carolina.
Q 10Which Dirty Dancing song won the Oscar for Best Original Song?
(I've Had) The Time of My Life
(I've Had) The Time of My Life nearly lost its singer: Bill Medley turned it down for months because his wife was about to give birth, and said yes once Jennifer Warnes agreed to the duet.
Q 11Which 1955 song, sung by the Righteous Brothers, became inseparable from Ghost's pottery-wheel scene?
Unchained Melody
Unchained Melody takes its odd title from Unchained, the prison film it was written for. Ghost sent the Righteous Brothers' 1965 recording back into the charts a quarter of a century later.
Q 12Which Julia Roberts hit began as a bleak script titled 3000?
Pretty Woman
Pretty Woman began as 3000, the fee Vivian agrees for the week, and that gritty draft had no happy ending: it closed with Vivian and her friend Kit on a bus to Disneyland.
Q 13Who delivers the line 'I'll have what she's having' in When Harry Met Sally?
Rob Reiner's mother
Q 21Which Wet Wet Wet cover from Four Weddings and a Funeral spent fifteen weeks at UK number one?
Love Is All Around
Love Is All Around was one week short of the UK chart record when the band had it withdrawn from sale. Richard Curtis later had Billy Mack butcher it as 'Christmas Is All Around' in Love Actually.
Q 22Whose poem 'Funeral Blues' is read at the funeral in Four Weddings and a Funeral?
W. H. Auden
W. H. Auden first wrote the poem for a 1936 play, The Ascent of F6, and later recast it as a cabaret song. After the film, a slim volume of ten of his poems sold in the hundreds of thousands.
Q 23Bridget Jones's Diary is a loose modern reworking of which Jane Austen novel?
Pride and Prejudice
Rob Reiner's mother, Estelle, delivers it as a customer at Katz's Delicatessen, where a sign now marks the table: 'Where Harry met Sally... hope you have what she had!'
Q 14Sleepless in Seattle's Annie proposes meeting Sam atop the Empire State Building on which holiday?
Valentine's Day
Valentine's Day, in a letter that borrows its rendezvous from An Affair to Remember. Annie decides against sending it, so her friend Becky posts it behind her back.
Q 15Which film first paired Tom Hanks with Meg Ryan, three years before Sleepless in Seattle?
Joe Versus the Volcano
Joe Versus the Volcano has Hanks agree to leap into a volcano because he believes a 'brain cloud' is killing him. Meg Ryan plays all three women he meets along the way.
Q 16Which writer-director made Sleepless in Seattle and You've Got Mail after writing When Harry Met Sally?
Nora Ephron
Nora Ephron had already turned the collapse of her marriage to Watergate reporter Carl Bernstein into a novel, Heartburn, and then wrote the screenplay for its film version herself.
Q 17Titanic tied which 1959 epic for the record of eleven Academy Awards?
Ben-Hur
Ben-Hur won 11 of its 12 nominations, missing only for its screenplay amid a public row over who deserved the writing credit. Titanic matched the haul in 1998.
Q 18Why did James Horner write Titanic's 'My Heart Will Go On' behind James Cameron's back?
Cameron wanted no songs
Cameron wanted no songs in his film, so Horner carried the demo cassette around for weeks, waiting to catch the director in a good mood before he dared to play it.
Q 19The Notebook is based on a novel by which author?
Nicholas Sparks
Nicholas Sparks took the story from his wife's grandparents, who had been married for more than 60 years when he met them, and wanted to capture a love that lasted that long.
Q 20In Notting Hill, William Thacker's shop is what kind of bookstore?
A travel bookshop
A travel bookshop, and it is there that film star Anna Scott finally makes her plea: 'I'm also just a girl, standing in front of a boy, asking him to love her.'
Pride and Prejudice: Helen Fielding says she simply stole the plot while the BBC's 1995 serial was on air, and that serial's Mr Darcy, Colin Firth, was later cast as Mark Darcy.
Q 2410 Things I Hate About You updates which Shakespeare comedy to a Seattle-area high school?
The Taming of the Shrew
The Taming of the Shrew supplies the scheme: Bianca may not date until her sharp-tongued sister Kat does, so a would-be suitor pays Patrick Verona to win Kat over.
Q 25Clueless is loosely adapted from which Jane Austen novel?
Emma
Emma: Amy Heckerling moved Austen's meddling matchmaker to Beverly Hills as Cher Horowitz, and sat in on classes at Beverly Hills High School to see how real students behaved.
Q 26(500) Days of Summer was the feature directing debut of which future Spider-Man director?
Marc Webb
Marc Webb had spent a decade directing music videos for bands such as Green Day. With only this one feature to his name, Sony hired him to reboot its Spider-Man series with The Amazing Spider-Man.
Q 27La La Land infamously lost Best Picture to which film after the wrong envelope was read?
Moonlight
Moonlight was the real winner: the presenters had been handed the spare envelope for Best Actress, and La La Land's producers were already making their speeches when the mistake came out.
Q 28Which pair were in talks for La La Land's leads before Gosling and Stone were cast?
Miles Teller and Emma Watson
Miles Teller and Emma Watson were first in line. Watson left to make Disney's Beauty and the Beast and Teller moved on as well, which opened the way for Gosling and Stone.
Q 29Before Crazy Rich Asians, which 1993 drama was Hollywood's last studio film with a mostly Asian cast in a modern setting?
The Joy Luck Club
The Joy Luck Club came a quarter of a century earlier. To make sure their film opened in cinemas, Crazy Rich Asians' makers turned down a richer offer from Netflix and went with Warner Bros.
Q 30The 2023 hit Anyone but You, with Sydney Sweeney and Glen Powell, is based on which Shakespeare play?
Much Ado About Nothing
Much Ado About Nothing gives Bea and Ben their names, after Beatrice and Benedick, and its matchmaking plot. This time the pair see through their friends' scheme and fake a romance instead.