100+ Rom Com Trivia Questions

Embark on a whimsical journey of rom com trivia, where your love for romantic movies meets clever questions that test your rom-com knowledge. Dive into a world of charming plot twists, delightful humor, and heartwarming moments, celebrating your favorite movies with genuine rom-com expertise and endless fun for every cinephile!


Rom Com Trivia

Did you know these fun facts?

  • The famous “I’ll have what she’s having” line in When Harry Met Sally was entirely unscripted, adding an extra layer of authenticity to its iconic diner scene.
  • In Jerry Maguire, Tom Cruise’s impassioned “Show me the money!” not only became a catchphrase but also reshaped sports agent portrayals in film.
  • Pretty Woman’s fairy-tale makeover of a modern romance blended unexpected humor with lavish style, redefining the rom-com genre for a generation.

Rom Com Trivia Questions and Answers

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QuestionAnswer
Which iconic rom-com features Richard Gere as a suave businessman who falls for a spirited prostitute?Pretty Woman
Which 1997 rom-com stars Julia Roberts as the woman who schemes to win over her best friend on his wedding day?My Best Friend’s Wedding
In which film do two seemingly mismatched characters discover they’re the perfect pair, proving that opposites really do attract?10 Things I Hate About You
Which film follows a passionate sports agent on a heartfelt journey, famously shouting, “Show me the money!”?Jerry Maguire
Which 2008 rom-com finds a heartbroken musician on a Hawaiian vacation after a painful breakup with Sarah Marshall?Forgetting Sarah Marshall
Which rom-com immortalized the famous line, “I’ll have what she’s having,” in a bustling New York diner?When Harry Met Sally
Which 1989 rom‐com features the iconic “I’ll have what she’s having” diner scene?When Harry Met Sally
In which film does Julia Roberts play a Hollywood prostitute who wins over a wealthy businessman?Pretty Woman
Which movie stars Hugh Grant as a charming bookstore owner who falls in love with a famous actress?Notting Hill
Which film follows Bridget Jones as she navigates love and life through her personal diary?Bridget Jones’s Diary
Which cult classic blends adventure, romance, and humor in a fairy-tale setting?The Princess Bride
In which rom‐com do Tom Hanks and Meg Ryan reconnect through email, sparking unexpected love?You’ve Got Mail
Which film tells the story of a widowed father and a journalist connecting over a late-night radio call?Sleepless in Seattle
Which modern retelling of Shakespeare’s work features a rebellious teen romance set in high school?10 Things I Hate About You
In which movie does Sandra Bullock’s character force her quirky Canadian assistant into a fake engagement?The Proposal
Which film follows a magazine writer’s challenge to make a man fall in love with her in just 10 days?How to Lose a Guy in 10 Days
Which rom‐com centers on a talented wedding planner whose life is turned upside down by love?The Wedding Planner
In which film does a girl disguise herself as a boy to join a boys’ soccer team—and discover romance along the way?She’s the Man
Which movie features Will Smith as a smooth “dating consultant” who finds his own heart unexpectedly?Hitch
Which film interweaves multiple relationships and witty banter as a man tries to piece together his past romances?Crazy, Stupid, Love
Which holiday-themed rom‐com pairs two strangers from opposite worlds during a winter escape?The Holiday
In which film does Amy Adams travel to Ireland on Leap Day, only to encounter an unexpected romance?Leap Year
Which movie follows two best friends over decades as their long-held feelings for each other slowly surface?Love, Rosie
Which film features a teenager who creates an imaginary “perfect man” to help fix her mom’s love life?The Perfect Man
Which non‐linear rom‐com chronicles the highs and lows of a relationship over 500 days?500 Days of Summer
Which film combines time travel with romance as a man relives moments to win over his beloved?About Time
Which rom‐com pits two best friends—one played by Anne Hathaway and the other by Kate Hudson—against each other during wedding planning?Bride Wars
Which classic film centers on a cunning con artist who falls in love with a wealthy man after assuming a false identity?The Lady Eve
Which movie follows the evolving relationship of two strangers who meet by chance and reconnect over the years?A Lot Like Love
Which rom‐com depicts the true story of a comedian’s relationship challenged by cultural differences and sudden illness?The Big Sick
In which film does a man return to his hometown and reconnect with his high school crush, sparking old flames?Just Friends
Which modern rom‐com revolves around a legal firm and a dating website, leading to an unexpected connection?Love, Guaranteed
Which movie tells the story of a man who realizes his best friend is the love of his life just as she’s about to get married?Made of Honor
Which film features a magical transformation where a teenager wakes up as her 30‐year‐old self and discovers love?13 Going on 30
Which rom‐com pairs Sandra Bullock with Hugh Grant in a tale about an overworked attorney and her eccentric boss?Two Weeks Notice
Which movie follows two strangers as they share a magical night filled with music and unexpected connection in New York City?Nick and Norah’s Infinite Playlist
Which film features Emma Stone as a witty high school student whose reputation spirals into unexpected romance?Easy A
Which modern rom‐com centers on a high school student who starts a dating service, only to stumble into genuine love?The Perfect Date
Which movie follows a young woman who discovers an unanswered love letter in Italy and sets out to reunite lost lovers?Letters to Juliet
Which rom‐com centers on two accidental guardians of an orphan, whose daily challenges lead them to find love?Life as We Know It
In which film do a couple get married on a whim in Las Vegas, only to navigate the hilarity of their spontaneous union?What Happens in Vegas
Which movie features Jim Carrey and Cameron Diaz in a story where a magical mask sparks a wildly unexpected romance?The Mask
Which film centers on a master chef whose life is stirred up when a new sous-chef turns his world—and heart—upside down?No Reservations
In which rom‐com does a time-traveling duke from another era fall for a modern woman in New York City?Kate & Leopold
Which movie stars Adam Sandler and Drew Barrymore in a tale of deception and genuine connection born from a fake family setup?Just Go with It
Which film follows two strangers in New York City whose chance encounter leads to a night full of heartfelt conversation?Before We Go
Which rom‐com features Mila Kunis and Justin Timberlake exploring how a no-strings-attached relationship can turn into true love?Friends with Benefits
Which movie pairs Hugh Grant with Drew Barrymore in a charming tale about writing pop hits—and finding romance?Music and Lyrics
Which film centers on cultural clashes and family dynamics as a Greek woman falls in love with a non-Greek man?My Big Fat Greek Wedding
Which classic rom‐com follows two strangers who meet on a train and spend one unforgettable day together in Vienna?Before Sunrise
In which film does a long-distance romance face geographical challenges as a couple strives to bridge the gap?Going the Distance
Which movie features a suburban couple whose ordinary date night spirals into a wild adventure of mistaken identity?Date Night
Which classic film stars Audrey Hepburn as a princess who escapes royal duties to explore Rome and fall in love with an American journalist?Roman Holiday
Which modern rom‐com explores the challenges of single life in New York City as a group of friends navigate the dating scene?How to Be Single
Which movie features a lottery-winning mishap that turns a charming woman’s fortunes—and love life—around?Just My Luck
Which film stars Michelle Pfeiffer and George Clooney as two busy professionals whose chance meeting turns a hectic day into romance?One Fine Day
Which rom‐com features Adam Sandler as a lovable wedding singer who finds romance with a spirited waitress?The Wedding Singer
Which film centers on a wedding planning crisis on a remote island, where a decoy bride helps save the day?The Decoy Bride
Which movie showcases a battle-of-the-sexes dynamic where a cynical TV host’s views on love are challenged by his romantic interest?The Ugly Truth
Which rom‐com features a mother-daughter con artist duo whose schemes are complicated when genuine feelings emerge?Heartbreakers
Which film narrates a man’s recollection of past relationships as he explains the evolution of his current love life?Definitely, Maybe
Which ensemble rom‐com interweaves several love stories set during the festive holiday season in London?Love Actually
Which movie, a modern remake of a 1970s classic, explores the ups and downs of relationships with humor and heart?About Last Night
Which rom‐com follows a commitment-phobic journalist whose chaotic love life is transformed by an unexpected relationship?Trainwreck
Which film features two overworked assistants who conspire to set up their demanding bosses—and end up falling for each other?Set It Up
Which movie blends nostalgia and romance as a screenwriter is mysteriously transported back to 1920s Paris?Midnight in Paris
Which film, adapted from a Nicholas Sparks novel, intertwines a tale of old love letters with a modern-day romance?The Longest Ride
Which rom‐com stars Renée Zellweger as a high-powered consultant who moves to a small town and finds love in unexpected places?New in Town
Which movie follows a talented pie maker whose heartfelt creations pave the way to rediscovering love and self-worth?Waitress
In which film do a bounty hunter and a savvy journalist find their lives hilariously intertwined during a high-stakes chase?The Bounty Hunter
Which rom‐com features a music producer and a songwriter who rediscover inspiration—in both art and love?Begin Again
Which movie follows three friends as they navigate modern dating challenges and support each other’s romantic pursuits?That Awkward Moment
Which film, set against the picturesque landscapes of Italy, follows a woman’s journey of self-discovery and unexpected love?Under the Tuscan Sun
Which rom‐com tells the story of a high school student whose secret romance blossoms through a series of unexpected encounters?The Kissing Booth
Which film follows a couple who become embroiled in a wild mystery that forces them to confront their relationship in hilarious ways?The Lovebirds
Which movie reunites Julia Roberts and George Clooney as exes who team up for a destination wedding, rekindling old flames?Ticket to Paradise
Which rom‐com follows a screenwriter who rekindles his passion for writing—and for love—after meeting an inspiring teacher?The Rewrite
In which film does Rebel Wilson play a woman who wakes up in a world that feels like a cliché romantic comedy?Isn’t It Romantic
Which movie features a reclusive romance novelist and an adventurous cover model embarking on a chaotic journey together?The Lost City
Which film tells the story of a pop star who impulsively marries a stranger after a viral wedding proposal?Marry Me
Which rom‐com follows a high school senior whose misadventures during a school trip lead to an unexpected, transformative romance?The Art of Getting By
Which movie explores fate when two strangers meet by chance and leave their future love to destiny’s design?Serendipity
Which film features a couple who attempt a no-strings-attached relationship only to discover genuine feelings emerge?No Strings Attached
Which modern retelling of a classic tale stars Drew Barrymore as a spirited version of Cinderella?Ever After
Which rom‐com involves mistaken identity and a humorous exploration of beauty standards as a radio host falls for a woman hiding her true self?The Truth About Cats & Dogs
Which movie follows a Southern belle returning to her roots, where old flames and new beginnings await?Sweet Home Alabama
Which film features a case of mistaken identity on a blind date that turns a woman’s world upside down, leading to unexpected love?Man Up
Which rom‐com tells the story of a former Playboy bunny who, while mentoring a group of quirky sorority girls, finds love herself?The House Bunny
Which film continues the “Before” trilogy by capturing the evolution of a couple’s romance during a summer evening in Greece?Before Midnight
Which movie reunites Adam Sandler and Drew Barrymore as single parents whose family vacation leads to unexpected romance?Blended
Which rom‐com centers on the humorous challenges of blending two very different families when a wedding brings everyone together?Our Family Wedding
Which film follows a woman whose life is thrown into chaos by a botched sperm donor switch, ultimately leading her to unexpected love?The Switch
Which movie follows a financially struggling journalist whose obsession with fashion leads her into an unlikely romance with an entrepreneur?Confessions of a Shopaholic
Which film sees a repressed lawyer rediscover joy and romance when he embarks on unexpected dance lessons?Shall We Dance?
Which rom‐com humorously chronicles the pitfalls and surprises of the first year of marriage?I Give It a Year
Which movie tells the story of a hotel maid whose life changes when she’s mistaken for a socialite by a charming politician?Maid in Manhattan
Which film follows two commitment-phobic individuals whose repeated encounters slowly evolve into a genuine connection?Sleeping with Other People
Which ensemble rom‐com interweaves several love stories that unfold over one eventful day in Los Angeles?Valentine’s Day
Which movie centers on a chance encounter at a famous Thanksgiving Day parade that sparks a heartfelt romance?Love at the Thanksgiving Day Parade
Which rom‐com follows a woman’s unexpected journey of love and self-discovery during a snowstorm on her way to a Christmas wedding?A Christmas Detour
Which made-for-TV rom‐com centers on the humorous mishaps of a cooking class that brings unlikely romance among its participants?Cooking Up Love
Which film follows a young woman who opens an art gallery showcasing mementos of past relationships—and finds unexpected love?The Broken Hearts Gallery
Which movie, set on an Irish farm, weaves a tale of tradition and love between two spirited individuals?Wild Mountain Thyme
Which rom‐com sequel, set in a bustling city, continues the story of a couple navigating love after their first encounter?Love in the Buff
Which film features Ben Stiller as a hapless newlywed whose honeymoon takes an unexpected turn when he falls for someone else?The Heartbreak Kid
Which modern fairy-tale rom‐com follows an American woman as she navigates high-society romance in Singapore?Crazy Rich Asians

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