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33 iconic rom-coms everyone should see at least once

33 iconic rom-coms everyone should see at least once

Romantic comedies hold a special place in our hearts, weaving tales of love, laughter, and unexpected twists. They inspire us to believe in the magic of romance, delivered through charming characters and memorable stories. Here, we present 33 iconic rom-coms that capture the essence of love and humor, inviting you to enjoy timeless classics and modern favorites.

1. When Harry Met Sally

When Harry Met Sally
© YouTube

“I’ll have what she’s having.” This memorable line from “When Harry Met Sally” encapsulates its witty essence. Following Harry and Sally’s evolving friendship through the decades, the film asks: can men and women ever be just friends? Each reunion explores life’s humor, heartbreak, and hope. Billy Crystal and Meg Ryan shine, with Ryan’s famous deli scene becoming cinematic legend. The film, directed by Rob Reiner, offers a clever and heartfelt narrative that continues to resonate with audiences today. Its exploration of friendship, love, and timing makes it a timeless classic in the rom-com genre.

2. Pretty Woman

Pretty Woman
© Reddit

“Pretty Woman” transforms the Cinderella story into a modern fairy tale set against the backdrop of Los Angeles. Julia Roberts stars as Vivian, a spirited prostitute, whose chance encounter with Richard Gere’s Edward, a wealthy businessman, leads to an unexpected love story. Their chemistry is electric, drawing viewers into a world where love transcends social boundaries. Roberts’ iconic red dress and Gere’s suave demeanor create unforgettable moments. The film’s charm lies in its blend of romance, humor, and transformation, making it a quintessential example of the rom-com genre.

3. Notting Hill

Notting Hill
© Tatler

In the heart of London, “Notting Hill” explores the serendipitous romance between an ordinary bookseller, Hugh Grant’s endearing William Thacker, and a world-famous actress, played by Julia Roberts. Their love story unfolds amidst the vibrant streets of Notting Hill, capturing the magic of unexpected connections. The film’s humor, charm, and poignant moments highlight the power of love to bridge different worlds. Its iconic line, “I’m just a girl, standing in front of a boy, asking him to love her,” remains etched in rom-com history, enchanting audiences worldwide.

4. 10 Things I Hate About You

10 Things I Hate About You
© The Herald-Mail

Set in a modern high school, “10 Things I Hate About You” reimagines Shakespeare’s “The Taming of the Shrew.” Heath Ledger and Julia Stiles lead this witty teen romance, showcasing sharp humor and heartfelt moments. Stiles’ Kat Stratford is the fierce, independent heroine, while Ledger’s Patrick sings his way into her heart on the bleachers. With clever dialogue and vibrant performances, the film captures the highs and lows of teenage love. Its timeless themes of identity, acceptance, and heart make it a standout in the realm of teen rom-coms.

5. Bridget Jones’s Diary

Bridget Jones's Diary
© MUBI

Renee Zellweger’s portrayal of the lovable, self-deprecating Bridget Jones endeared audiences worldwide. Navigating life’s chaos, Bridget chronicles her misadventures in love and career in her diary. With Colin Firth’s dashing yet awkward Mark Darcy and Hugh Grant’s charming yet caddish Daniel Cleaver, the film balances comedy and romance perfectly. Its relatable themes of self-acceptance, love, and friendship, combined with a quirky, humorous perspective, create a film that resonates with anyone who’s ever felt like a singleton in a couple’s world.

6. The Princess Bride

The Princess Bride
© Christ and Pop Culture

“The Princess Bride” is a fairy tale like no other, blending romance, adventure, and humor in a story that captivates all ages. Cary Elwes and Robin Wright lead the cast as Westley and Buttercup, star-crossed lovers separated by fate. Alongside them are memorable characters like Inigo Montoya and Fezzik, adding layers of charm and wit. The film is renowned for its quotable lines and whimsical narrative, making it both a romantic and comedic masterpiece. Its timeless appeal lies in its ability to enchant, amuse, and inspire love beyond once upon a time.

7. Sleepless in Seattle

Sleepless in Seattle
© Collider

Weaves the magic of destiny with a cross-country love story. Tom Hanks and Meg Ryan charm as Sam and Annie, whose lives intertwine through a radio call-in show. The film’s magic lies in its belief in love’s ability to bridge distances. With the city’s iconic landmarks as a backdrop, their story unfolds amid hope and longing. Nora Ephron’s direction and the film’s heartfelt narrative make it a standout, capturing the essence of love against all odds. The Empire State Building’s role adds a romantic allure that resonates with dreamers everywhere.

8. Clueless

Clueless
© Yahoo

“Clueless,” a modern twist on Jane Austen’s “Emma,” offers a delightful glimpse into Beverly Hills teen culture. Alicia Silverstone stars as Cher Horowitz, the fashion-forward matchmaker with a heart of gold. Cher’s journey from self-absorption to self-awareness unfolds with humor and charm. The film’s iconic fashion moments and witty dialogue have left an indelible mark on pop culture. With its blend of satire, romance, and vibrant characters, “Clueless” remains a beloved classic, providing both laughs and a mirror to the superficial yet sincere pursuit of love and friendship.

9. Love Actually

Love Actually
© BBC

A tapestry of interconnected love stories set during the festive holiday season. Richard Curtis weaves romance, humor, and poignancy through an ensemble cast, including Hugh Grant, Emma Thompson, and Alan Rickman. From unrequited love to rekindled romance, each narrative explores different facets of love, resonating with a wide audience. The film’s memorable moments, like Grant’s dance number and Thompson’s heartfelt performance, highlight its emotional depth. Its celebration of love in its myriad forms, against the backdrop of Christmas, continues to captivate hearts worldwide.

10. You’ve Got Mail

You've Got Mail
© Vogue

“You’ve Got Mail” captures the charm of romance in the digital age. Tom Hanks and Meg Ryan star as rival bookstore owners who unknowingly fall in love through email exchanges. The film explores themes of change, connection, and the enduring power of love. Set against New York City’s picturesque backdrop, their witty correspondence and evolving relationship create a heartwarming narrative. Ephron’s clever script and the chemistry between Hanks and Ryan make it a timeless romantic comedy. Its reflection on love and technology remains relevant, resonating with audiences of all ages.

11. My Best Friend’s Wedding

My Best Friend's Wedding
© Lakshmi Prakash – Medium

Cleverly upends traditional rom-com tropes with unexpected twists. Julia Roberts shines as Julianne, who realizes she’s in love with her best friend, Michael, just days before his wedding. Her comedic quest to win him back is both chaotic and heartfelt. Cameron Diaz and Dermot Mulroney bring charm to the mix, while Rupert Everett steals scenes as George, Julianne’s witty confidant. The film’s humor, irony, and unexpected ending make it stand out in the romantic comedy landscape, leaving audiences to ponder the complexities of love and friendship.

12. Crazy Rich Asians

Crazy Rich Asians
© USA Today

“Crazy Rich Asians” swept audiences away with its opulent portrayal of love amid cultural expectations and family dynamics. Constance Wu and Henry Golding star as Rachel and Nick, whose romance faces scrutiny from family and society. The film’s richness in visual storytelling, cultural depth, and humor offers a fresh take on modern romance. Singapore’s stunning landscapes and luxurious settings serve as a backdrop for this heartfelt story. Its emphasis on family, identity, and love’s resilience resonates widely, making it a modern classic in the rom-com genre.

13. Four Weddings and a Funeral

Four Weddings and a Funeral
© Into Film

Intertwines humor and heart, following the romantic ups and downs of a close-knit group of friends. Hugh Grant leads as Charles, charming and bumbling, whose encounters at weddings and a funeral shape his love life. The film’s wit, romantic entanglements, and poignant moments create a well-rounded narrative. With its memorable characters and engaging plot, it captures the joys and sorrows of love and friendship. The film’s exploration of commitment, timing, and the unpredictability of life continues to resonate, making it a timeless rom-com.

14. The Holiday

The Holiday
© iHateGreenBeans

“The Holiday” enchants with its story of two women, played by Kate Winslet and Cameron Diaz, swapping homes during Christmas to escape heartbreak. Their adventures in England and Los Angeles lead to unexpected romances with Jude Law and Jack Black, respectively. The film’s warmth and humor are underscored by themes of self-discovery and new beginnings. Its cozy settings, charming performances, and festive spirit make it a holiday favorite. Love, friendship, and the magic of second chances shine through, offering a delightful escape into the world of romance and holiday cheer.

15. The Proposal

The Proposal
© Screen Rant

Pairs Sandra Bullock and Ryan Reynolds in a sharp, comedic tale of unexpected love. Bullock stars as Margaret, a high-powered editor facing deportation, who convinces her assistant Andrew to marry her to stay in the U.S. Their fake engagement leads to hilarious situations and unexpected chemistry. Set against the picturesque backdrop of Alaska, the film balances humor with heartfelt moments. As Margaret and Andrew navigate family dynamics and personal revelations, “The Proposal” delivers a fresh take on the opposites-attract trope, leaving audiences charmed and entertained.

16. How to Lose a Guy in 10 Days

How to Lose a Guy in 10 Days
© IndieWire

“How to Lose a Guy in 10 Days” offers a playful twist on dating and deception. Kate Hudson and Matthew McConaughey shine as Andie, a writer crafting an article on what not to do in relationships, and Ben, an ad executive betting he can win her heart. Their antics escalate into a comedic battle of wits, with genuine feelings emerging amid the chaos. The film’s engaging plot, witty dialogue, and undeniable chemistry create a rollercoaster of romance and laughter. Its unique premise and vibrant energy make it a beloved staple in the rom-com genre.

17. 50 First Dates

50 First Dates
© Collider

Blends humor and heart, exploring the challenges of love and memory. Adam Sandler stars as Henry, a bachelor who falls for Lucy, played by Drew Barrymore, only to discover she suffers from short-term memory loss. Every day, their love story begins anew, creating a touching narrative of patience and perseverance. The Hawaiian setting adds a lush, romantic backdrop to their journey. With its blend of comedy and tender moments, “50 First Dates” offers a poignant take on the power of love to overcome unique obstacles, leaving a lasting impression.

18. 13 Going on 30

13 Going on 30
© Netflix

“13 Going on 30” captures the essence of youthful dreams and adult realities with charm and humor. Jennifer Garner stars as Jenna, a 13-year-old who magically becomes 30 overnight. Her journey through adulthood teaches lessons on friendship, love, and staying true to oneself. The film’s nostalgia and whimsy resonate with audiences, offering laughs and heartfelt moments. Mark Ruffalo’s portrayal of Matty, Jenna’s childhood friend, adds depth to the story. “13 Going on 30” remains a delightful reminder of childhood dreams, capturing the magic of discovering who you really are.

19. Silver Linings Playbook

Silver Linings Playbook
© Tribeca Film Festival

Explores love and redemption against the backdrop of personal challenges. Bradley Cooper and Jennifer Lawrence deliver captivating performances as Pat and Tiffany, two individuals navigating life’s complexities. Their journey from turmoil to connection unfolds through dance, humor, and shared struggles. The film’s candid portrayal of mental health, combined with its poignant love story, resonates deeply with viewers. Its balance of drama and comedy creates an engaging narrative, celebrating hope and the power of human connection. “Silver Linings Playbook” offers a fresh perspective on finding love amid chaos.

20. 500 Days of Summer

500 Days of Summer
© Set-Jetter

Presents a non-linear exploration of love and heartbreak. Joseph Gordon-Levitt and Zooey Deschanel star as Tom and Summer, whose relationship unfolds through a series of vignettes. The film’s unique narrative structure, blending romance and reality, offers a refreshing take on the rom-com genre. Its honest portrayal of love’s unpredictability and emotional depth resonates with those who’ve experienced the complexities of relationships. With its indie soundtrack and relatable characters, “500 Days of Summer” captures the bittersweet essence of love and loss, leaving audiences reflecting on their own experiences.

21. La La Land

La La Land
© Vulture

“La La Land” is a love letter to dreams, music, and Los Angeles. Emma Stone and Ryan Gosling star as aspiring actress Mia and musician Sebastian, whose love story unfolds amid the vibrant backdrop of the city. Their journey navigates ambition, sacrifice, and the pursuit of dreams. The film’s mesmerizing musical numbers and visual style pay homage to classic Hollywood. Its blend of romance, fantasy, and realism creates a captivating narrative. “La La Land” resonates with dreamers everywhere, offering a poignant reflection on love, life, and the choices that shape our paths.

22. Mamma Mia!

Mamma Mia!
© Movie Mondays with Gina – Substack

“Mamma Mia!” celebrates love, family, and ABBA’s timeless music. Set on a picturesque Greek island, the film follows Sophie, played by Amanda Seyfried, as she invites three men to her wedding, hoping to discover her father’s identity. Meryl Streep leads the ensemble cast as Sophie’s mother, Donna, infusing humor and heart into the story. The film’s lively musical numbers and beautiful setting create a joyful atmosphere that captivates audiences. Its themes of family, self-discovery, and love’s unpredictability make “Mamma Mia!” a feel-good rom-com that continues to enchant viewers globally.

23. The Wedding Singer

The Wedding Singer
© VICE

Captures the spirit of the 1980s with humor and heart. Adam Sandler and Drew Barrymore star as Robbie and Julia, whose budding romance unfolds amid quirky wedding antics. The film’s nostalgic soundtrack, vibrant costumes, and comedic charm create a delightful retro experience. Robbie’s journey from heartbreak to love, set against a backdrop of unforgettable music, resonates with audiences. Its blend of romance and comedy, along with memorable performances, makes “The Wedding Singer” a beloved tribute to the era and the enduring power of love to inspire change.

24. The Notebook

The Notebook
© Yahoo

“The Notebook” is a sweeping tale of enduring love, adapted from Nicholas Sparks’ novel. Ryan Gosling and Rachel McAdams star as Noah and Allie, whose romance faces challenges of class and time. Set in the 1940s, their story unfolds through a series of poignant flashbacks. The film’s emotional depth and iconic scenes, like the rain-soaked kiss, have become hallmarks of romantic storytelling. Its exploration of love, memory, and resilience resonates with viewers, evoking tears and smiles. “The Notebook” remains a timeless classic, celebrating the transformative power of love to endure against all odds.

25. There’s Something About Mary

There's Something About Mary
© Screen Rant

Redefines the rom-com with its blend of outrageous humor and genuine heart. Ben Stiller stars as Ted, who tries to reconnect with his high school crush, Mary, years after a prom night disaster. Cameron Diaz shines as Mary, whose irresistible charm creates a whirlwind of comedic chaos. The film’s bold, quirky humor and memorable scenes, like the infamous ‘hair gel’ moment, have made it a cult classic. Its balance of slapstick and sentimentality, along with standout performances, offers a fresh take on finding love amid life’s unexpected twists.

26. Hitch

Hitch
© The Movie Buff

“Hitch” offers a comedic exploration of dating and the art of romance. Will Smith stars as Alex ‘Hitch’ Hitchens, a dating consultant who helps men win the hearts of their dream women. His own romantic entanglement with Eva Mendes’ Sara provides a humorous twist, showcasing the unpredictability of love. The film’s witty dialogue and charming performances create a refreshing take on modern romance. By blending humor with heartfelt moments, “Hitch” highlights the universal quest for love and connection, making it a standout in the genre. Its lively setting and engaging narrative continue to delight audiences.

27. Say Anything…

Say Anything...
© AwardsWatch

Captures the essence of teenage romance and rebellion. John Cusack stars as Lloyd Dobler, an earnest teen who defies convention to win the heart of valedictorian Diane, played by Ione Skye. The iconic boombox scene has become a symbol of grand romantic gestures, resonating across generations. With its relatable characters and authentic dialogue, the film explores themes of love, identity, and personal growth. Its balance of sincerity and humor creates a timeless narrative that continues to inspire dreamers and romantics. “Say Anything…” remains a beloved classic in the world of rom-coms.

28. To All the Boys I’ve Loved Before

To All the Boys I've Loved Before
© Entertainment Weekly

“To All the Boys I’ve Loved Before” offers a heartfelt look at teenage love and self-discovery. Lana Condor stars as Lara Jean, whose secret love letters become public, turning her world upside down. Noah Centineo adds charm as Peter, the unexpected boyfriend in her unfolding story. The film’s tender portrayal of young romance and complex emotions resonates with audiences, celebrating the courage to embrace vulnerability. Its relatable characters and engaging plot create a modern rom-com classic, capturing the essence of adolescent love and the journey to self-acceptance.

29. Always Be My Maybe

Always Be My Maybe
© Eater

Combines humor, heart, and cultural nuances in a delightful tale of rekindled romance. Ali Wong and Randall Park star as childhood friends Sasha and Marcus, whose paths cross again as adults. Their chemistry and comedic timing create an engaging narrative, exploring themes of love, ambition, and the power of second chances. The film’s vibrant setting and authentic portrayal of Asian-American experiences add depth and charm. With its catchy humor and relatable characters, “Always Be My Maybe” offers a refreshing take on modern romance, leaving audiences both entertained and inspired.

30. The Big Sick

The Big Sick
© Variety

“The Big Sick” offers a heartfelt exploration of love across cultures, inspired by Kumail Nanjiani’s real-life romance with Emily V. Gordon. Kumail stars as himself, navigating the challenges of cultural expectations and love, while Zoe Kazan plays Emily. The film’s humor and honesty shine through its portrayal of family, identity, and resilience. Set against the backdrop of Chicago, the narrative unfolds with warmth and wit. “The Big Sick” stands out for its authentic storytelling and emotional depth, celebrating love’s ability to transcend cultural barriers and bring people together.

31. Pride and Prejudice

Pride and Prejudice
© Row House Cinema

A timeless tale of love and societal expectations, adapted from Jane Austen’s classic novel. Keira Knightley and Matthew Macfadyen bring Elizabeth Bennet and Mr. Darcy to life, navigating misunderstandings and societal pressures. The film’s lush visuals and elegant dialogue capture the essence of romance and wit. Its exploration of love, class, and individuality resonates with audiences, offering a captivating narrative that transcends time. “Pride and Prejudice” remains a cherished adaptation, celebrating the enduring power of love to challenge conventions and inspire change.

32. The Five-Year Engagement

The Five-Year Engagement
© FilmWonk

“The Five-Year Engagement” offers a humorous and heartfelt look at the ups and downs of long-term relationships. Jason Segel and Emily Blunt star as Tom and Violet, whose wedding plans are constantly delayed by life’s unexpected turns. The film’s blend of comedy and realism captures the complexities of love, commitment, and personal growth. Its witty dialogue and relatable situations create an engaging narrative, exploring the balance between individual dreams and shared aspirations. “The Five-Year Engagement” resonates with audiences, offering a candid and entertaining portrayal of modern romance.

33. Her

Her
© Los Angeles Magazine

“Her” explores the intersection of technology and love in a thought-provoking narrative. Joaquin Phoenix stars as Theodore, a solitary writer who falls for an advanced AI, voiced by Scarlett Johansson. The film’s unique premise delves into themes of connection, isolation, and the nature of love. Set against a visually stunning backdrop, “Her” captivates with its emotional depth and philosophical insights. Its exploration of human and technological relationships offers a fresh perspective on modern romance. “Her” stands out for its innovative storytelling and poignant reflection on love’s evolving nature.

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