Summary
Of all movie genres,rom-comscan often be accused of repeating themselves, but occasionally, unconventional and unique movies come along that shake things up. While the well-worn story beats of two people coming together only to face some unsurmountable challenge to their love have been done time and time again, other movies found interesting ways to play with this premise and bring something new to the table. This could be through non-linear story structure, fascinating sci-fi premises, or just clever writing that breaks from previously established conventions.
Thebest rom-coms everhold a special place in viewers' hearts as they found humanity at the heart of their stories and made audiences actively root for true love to prevail in the end. Unconventional rom-coms sometimes go down a different route, but the goal to engage and entertain viewers has always remained. Watchinga rom-com can often be the most enjoyable way to unwind and enjoy a relaxing evening, and those looking for something more unique than the average love story should be sure to check out these releases.

Love Wedding Repeat
Cast
Love Wedding Repeat is a romantic comedy directed by Dean Craig, starring Sam Claflin and Olivia Munn. The film follows Jack as he attempts to ensure his sister’s wedding day goes smoothly, navigating through various chaotic and humorous situations, including ex-girlfriends, jealous lovers, and misplaced sleeping pills. The unpredictable events unfold in alternate versions of the same day, exploring the impact of chance and choices.
There’s nothing unconventional about weddings and rom-coms, although director Dean Craig’sNetflix filmLove Wedding Repeatmanaged to pull off something unique using this well-worn setting. With an enjoyable ensemble cast packed with talented British actors,Love Wedding Repeatdelivered outrageous farce as it showcased different versions of the same wedding day, where slight seating alterations led to disastrous results. With bubbling romances and jealous ex-lovers, the wedding party was a hotbed for every type of hilarious misfortune as guests were poisoned, some were locked away, and one even fell from the balcony.

Love Wedding Repeatwas a remake of the French filmPlan de Tableand received mixed reviews as the performances were praised while the premise was criticized as tedious. However, this isthe perfect Netflix moviefor an evening at home, as it was hilarious to watch small misunderstandings lead to complete mayhem amid what was supposed to be the perfect day. WhileLove Wedding Repeatcould have been truly great with a better script, it still enjoyably shook up the conventions of the average rom-com to create something new.
Ruby Sparks
A novelist struggling with writer’s block finds romance in a most unusual way: by creating a female character he thinks will love him, then willing her into existence.
Ruby Sparksstarted with a premise that was as conventional as a rom-com could be with a love-lost singleton pining for romance, although this quickly changed as its unique narrative began to unveil itself. Paul Dano played the successful author Calvin Weir-Fields, who, after dreaming of a woman, started to write about her and named her Ruby Sparks. Before long, Calvin became infatuated with this fictional creation, and after writing that she had fallen in love with him, he was stunned to discover Ruby standing in his kitchen.

This moment of manifested magic was everything Calvin could have ever dreamed of, but the wish-fulfillment concept soon turned dark as the author realized he could change aspects of Ruby by continuing to write about her.The sinister influence that Calvin held over Ruby’s very nature madeRuby Sparksa thought-provoking rom-comthat addressed themes of creativity, controlling behavior, insecurity, and male fragility. As a character study packed with charm and wit,Ruby Sparkswas one of the most interesting and intelligentrom-coms of the 2010s.
Scott Pilgrim vs. the World
Based on Lee O’Malley’s Scott Pilgrim series of graphic novels, Scott Pilgrim vs. the World follows the titular slacker musician (Michael Cera) as he strives to earn a record deal by winning the Battle of the Bands organized by music mogul Gideon Graves (Jason Schwartzman). After meeting and falling in love with Ramona Flowers (Mary Elizabeth Winstead), Scott learns that he must also defeat her seven evil exes. Chris Evans, Aubrey Plaza, Brandon Routh, Kieran Culkin, Anna Kendrick, and Brie Larson round out the film’s star-studded and quirky ensemble.
The cult favoriteScott Pilgrim vs. the Worldbombed at the box office when it was first released but has since gained a passionate and devoted audience due to its unconventional charm. As the story of a slacker musician named Scott who must battle the seven evil exes of his new girlfriend Ramona Flowers,Scott Pilgrimtook influence from action, comics, superhero movies, and even video games to form its unique aesthetic. As a perfect adaptation of the graphic novel series by Bryan Lee O’Malley,Scott Pilgrim’svisual style and humor made it stand out in the rom-com genre.

Scott Pilgrimwas unconventional in the way that it adapted the graphic novel style of its original source material without losing any of its innate charming essence. As a truly inventive film, and with keen attention to detail from director Edgar Wright,Scott Pilgrimnot only felt like it was trying something new in the rom-com genre but was also consistently funny and engaging throughout. It’s no surprise thatScott Pilgrimhas remained popular in the years since its release, even gaining an anime adaptation with the main cast returning in 2023 titledScott Pilgrim Takes Off.
Punch-Drunk Love
Punch-Drunk Love is a 2002 rom-com starring Adam Sandler, Emily Watson, and Philip Seymour Hoffman. Sandler stars as Barry Egan, the only boy in a group of eight siblings who his sisters always pick on. Despite being successful in life, Barry is lonely and decides to call a phone-sex hotline. But that makes things complicated with his sister’s friend Lena who he thinks has a crush on him.
Punch-Drunk Lovestood not only as one of Paul Thomas Anderson’s most underrated movies but also as the launchpad for Adam Sandler to pursue more dramatic and unconventional film roles. In one of Sandler’s greatest performances, he starred as Barry Egan, an entrepreneur with social anxiety who fell in love with his sister’s co-worker. AlthoughPunch-Drunk Loveunderperformed the box office, its reputation has only grown in the years since its release, as this odd, tender, and touching look at love was filled with mesmerizing hidden depth.

While Anderson made a name for himself making grand, flashy movies likeBoogie NightsandMagnolia,Punch-Drunk Lovetraded all this for a slow-paced but swift rom-com that runs at just 95 minutes. Instead of Anderson’s usual soundtracks of 1970s and 1980s classics, he utilizedShelley Duvall’s ethereal rendition of “He Needs Me” fromPopeyethroughout the film to great effect. There was something truly spellbinding aboutPunch-Drunk Love,which made it a fantastic rom-com that’s unlike anything else.
Forgetting Sarah Marshall
Forgetting Sarah Marshall follows Peter Bretter, a musician who, following a bad breakup with his girlfriend, Sarah Marshall, goes on a vacation to a Hawaiian resort only to discover that Sarah is also at the resort with her new boyfriend. Jason Segel stars as Peter, alongside Kristen Bell, Mila Kunis, and Russell Brand.
Often, rom-coms present their protagonists as clean slates without any messy baggage weighing them down throughout the film. However,Forgetting Sarah Marshalldid not go down this route and made Peter Bretter’s (Jason Segal) heartache the entire premise for the movie, as it began with his girlfriend of five years hilariously splitting up with him while he stood devastated and naked. Hoping to overcome his broken heart, Peter took a vacation to Hawaii, only to discover that his ex and her new rock star boyfriend were staying at the same resort.

Forgetting Sarah Marshallwas a clever rom-com that was made even better by strong performances from not just Segal but also Kristen Bell, Russell Brand, Mila Kunis, and Jonah Hill. With just the right mix of heartfelt vulnerability and raunchy humor,Forgetting Sarah Marshallwas one of the best Judd Apatow-produced comedies of the 2000s. As a film that addressed the complexity of relationships and themes of heartache, recovery, and self-discovery,Forgetting Sarah Marshallhad much more to offer than the average rom-com.
Groundhog Day
In Groundhog Day, the arrogant weatherman Phil Connors (Bill Murray) finds himself living the exact same day over and over for what feels like an eternity. To cope with his curse, he learns a variety of skills in the town of Punxsutawney, Pennsylvania, and tries to earn the heart of his colleague Rita Hanson (Andie MacDowell) while he adapts to the time loop.
It’s truly hard to underestimate the ripple effect thatGroundhog Dayhas had on the rom-com genre, as its time-loop concept has been utilized continually in subsequent releases likePalm Springsor the Netflix seriesRussain Doll. While time-loop stories had long been seen in sci-fi prior toGroundhog Day, this Bill Murray film proved that blending that concept with romance stories was a recipe for success. As the cynical weatherman Phil Connors was forced to relive the same day endlessly, it was through repetition he was able to discover the true meaning of life and love.

While Bill Murray had previously been known for playing more wacky, off-the-wall characters, his performance inGroundhog Dayshowcased a more nuanced side to him that was further explored in films likeLost in Translation.Groundhog Daynot only had a major effect on the rom-com genre, but it’s also become imbued into popular culture as the film’s title has been shorthand for monotonous, unpleasant, and repetitive situations.Groundhog Daywas a true rom-com classic, as its hilarious story was packed with fascinating existential and philosophical ideas.
About Time
When Tim Lake learns that he, like all the men in his family, has the ability to travel back in time, he decides to use this ability to help him find love and improve his and his loved ones' lives.
Writer and directorRichard Curtis has been involved in some of the greatest British rom-coms ever made, as films likeFour Weddings and a FuneralandLove, Actuallyhave become beloved classics.About Timewas Curtis’ time travel rom-com where Tim Lake’s (Domhnall Gleeson) life was changed forever when he learned he was part of a family whose men could travel back in time to change the past. As Tim’s unconventional love story with Mary (Rachel McAdams) was explored, the devastating implications of messing with time’s natural order came to the forefront.

About Timewas thebest time travel romance movieas it explored destiny, love, and the need to accept life’s pain and grievances in a complex and unabashedly sentimental story. As the extraordinary story of an ordinary man’s life,About Timecaptured the fragility of tampering with romance in a way that felt both funny and heartwarming. With plenty of twists throughout,About Timekept viewers guessing right to the end as its unique and non-linear narrative unfolded.
500 Days of Summer
Starring Joseph Gordon-Levitt and Zooey Deschanel, 500 Days of Summer follows Tom Hansen, an employee at a greeting card company who meets and falls in love with Summer Finn at work, beginning a fraught relationship with her that lasts for 500 days. The film’s story is mostly told in flashbacks, with Tom telling his friends and his young sister about his relationship with Summer in the present. Chloë Grace Moretz, Matthew Gray Gubler, and Minka Kelly make up the supporting cast.
(500) Days of Summerwas an unconventional rom-com that utilized a non-linear narrative to jump between the various days of Tom Hansen’s (Joseph Gordon-Levitt) and Summer Finn’s (Zooey Deschanel) relationship. This unique concept meant that audiences knew from the beginning that their relationship would come to an end, and as Tom told the audience about it retrospectively, he was able to present just his side of the story. While this led the audience to sympathize with Tom, the unique nature of the story meant that, by its conclusion, it left viewers questioning his perception of the relationship.

As a challenging and unique movie,(500) Days of Summerwas one of those rare original rom-coms that truly added something new to the genre. While Gordon-Levitt played a likable protagonist, it also showed how, despite having good intentions, it’s easy to project romantic fantasies on others or have relationship expectations that are not always fair. As a thought-provoking and insightful rom-com,(500) Days of Summerdealt not just with the excitement of falling in love but also the messy and seemingly inconsequential moments that make a relationship.
Annie Hall
Annie Hall, directed by Woody Allen, stars Allen as comedian Alvy Singer and Diane Keaton as the titular character. The film explores the complexities of relationships through Alvy’s reflections on his romance with Annie, blending comedy and introspective drama. It won multiple Academy Awards, including Best Picture, and is noted for its innovative narrative techniques and sharp dialogue.
Woody Allen’sAnnie Hallcontroversially beatStar Warswhen it received Best Picture at the Academy Awards, ushering in an entirely new style of rom-com. Before this, rom-coms followed a rigid structure, but Allen threw all of that out the window with his philosophical introspection, breaking of the fourth wall, and a realistic showcase of the ups and downs of a modern relationship. With this, the influence ofAnnie Hallcan be felt in practically every rom-com made today.

Annie Hallwas unique in that instead of starring a charismatic leading man, it was led by an unconventional and neurotic protagonist played by Allen.Annie Halldepicted the more absurd and irrational aspects of romance and felt like a breath of fresh air, showcasing love and sexuality in a way never before seen on screen. As a contemplative look at the disparity between mental projections and reality,Annie Hallfelt like the very first psychoanalytical rom-com.
Her
In a near future, a lonely writer develops an unlikely relationship with an operating system designed to meet his every need.
More so than any other modern rom-com, Spike Jonze’sHerreflected the future as it depicted a man named Theodore Twombly’s (Joaquin Phoenix) relationship with an artificial virtual assistant named Samantha (voiced by Scarlett Johansson.) This may have felt like an interesting thought experiment around the potential of AI whenHerwas released in 2013, but in the years since, this idea has increasingly become more believable. As AI has improved and become more commonplace in everyday life,the emotional attachment Theodore felt for Samantha seems like it will inevitably become a part of modern romance.
Herwas not just a unique and intelligent rom-com but also one of the best sci-fi films of the 21st century, as it took its technology-based concept and showcased the vulnerable humanity behind its use. Phoenix gave a powerful performance as a lonely man who reflected the isolating nature of trying to find love amid the hectic lifestyle expectations and challenges of modernity. Johansson’s performance should also be praised, as she ironically brought heartfelt humanity to her robotic role with just her voice alone.