29 Best Enemies-to-Lovers Movies and Shows

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In a world where hatred and animosity often dominate the headlines, there is an alternate universe that exists on the silver screen—where the most implacable foes find themselves entangled in a web of undeniable passion.

From the prestigious hall of Maxton Hall to the enchanting Regency-era of Bridgerton, this curated list will have something for everyone to scratch that enemies-to-lovers itch. We’ll delve into the witty banter and unexpected romance of Pride and Prejudice and You’ve Got Mail and unravel the timeless threads of love in the fairytale realm of Once Upon A Time and the golden age of Hollywood’s It Happened One Night.

So, get ready to immerse yourself in a world where love triumphs over hatred, where the sparks of animosity ignite the flames of passion, and where the most unforgettable enemies-to-lovers stories are waiting to be discovered.


Pride and Prejudice (2005)

Pride and Prejudice (2005) is an OG when it comes to the enemies-to-lovers trope. In this beautifully reimagined adaptation of Jane Austen’s classic novel, Elizabeth Bennett and Mr. Darcy clash in their beliefs and misjudge each other’s character. Elizabeth, fiercely independent and quick-witted, sees Mr. Darcy as an arrogant and prideful gentleman. And in his initially aloof demeanor, Mr. Darcy perceives Elizabeth as beneath his class and unworthy of his attention. Through chance encounters, misunderstandings, and, ultimately, emotional turmoil, the walls between Elizabeth and Mr. Darcy slowly crumble.


The Proposal (2009)

Sandra Bullock and Ryan Reynolds take the stage in The Proposal, a highly hilarious and entertaining movie with the enemies-to-lovers trope. When Margaret Tate, a high-powered book editor, faces deportation, she blackmails her assistant Andrew into agreeing to marry her to secure her stay in the U.S. While their initial agreement is purely business, it doesn’t take long for sparks to fly. As the unlikely couple navigates a weekend trip to Andrew’s family home in Alaska, their animosity slowly gives way to a deeper understanding and unexpected attraction.


Anyone But You (2023)

Sydney Sweeney and Glen Powell portray the characters of Bea and Ben respectively, two individuals who experience an instantaneous attraction during their first date. Unfortunately, things take a turn for the worse after that. However, their paths cross again when Bea’s sister and her fiancé, who happens to be Ben’s best friend, introduce them. As they say, fate has a way of bringing people together.


You’ve Got Mail (1998)

You’ve Got Mail follows Kathleen Kelly (Meg Ryan) and Joe Fox (Tom Hanks), two business rivals who unknowingly forge a bond through their anonymous online conversations. As they engage in witty banter and passionate debates about life and love, their virtual animosity starts to crumble, revealing a shared understanding and genuine interest in one another.


Bridgerton (2020-Current)

Season 2 of Bridgerton follows Anthony Bridgerton (Jonathan Bailey), a dashing and brooding gentleman known for his rakish ways. Kate Sheffield (Simone Ashley), on the other hand, is a fiercely independent and quick-witted young woman, determined to protect her younger sister from the perils of London’s high society. When Anthony and Kate find themselves constantly at odds, their fiery exchanges and sharp banter ignite a simmering tension that sparks an unexpected love story.


10 Things I Hate About You (1999)

10 Things I Hate About You (1999) is a teen flick that effortlessly weaves elements of comedy, romance and teenage angst. From secret admirers and mischievous siblings to Shakespearean plotlines and unexpected alliances, 10 Things I Hate About You is an unmissable enemies-to-lovers watch.


Buffy the Vampire Slayer (1997-2003)

Vampires, demons, and supernatural beings run rampant in the cult classic Buffy the Vampire Slayer. Armed with her quick wit, impressive combat skills, and a trusted group of friends, Buffy embarks on a mission to protect the world from darkness. Amidst the chaos and danger, Buffy discovers a love that defies all odds with a vampire that drives her crazy from the start. Buffy and Spike, two characters initially driven by hatred and animosity, become entangled in a complex dynamic that ignites a fiery chemistry between them.


What Happened In Vegas (2008)

In this romantic comedy, Joy McNally (Cameron Diaz) and Jack Fuller (Ashton Kutcher), a seemingly incompatible duo, wake up after a wild night in Sin City married to one another. 

Joy is a successful Wall Street trader driven by her ambition and determination while Jack is a carefree slacker devoid of any real responsibilities or aspirations. From the outset, their different outlooks on life and contrasting personalities create a volatile mix, setting the stage for a rollercoaster ride of emotions.


Maxton Hall (2024)

2024 is off to a wonderful start with the release of Maxton Hall, a TV adaptation of the popular series from Mona Kasten. The show follows Ruby Bell, a scholarship student at an elite and highly prestigious academy who finds herself at odds with Maxton Hall royalty, James Beaufort, after unwittingly walking in on something that could wreck the Beaufort name. With off-the-charts chemistry and witty banter, Maxton Hall is an absolute must-watch for anyone obsessed with the enemies-to-lovers trope. I, for one, am waiting with bated breath for the second season.


How to Lose a Guy in 10 Days (2003)

Love and deceit go hand in hand in the comedic flick How to Lose a Guy in 10 Days (2003). This modern classic embarks on a wild ride that follows the unconventional love story of Andie Anderson and Benjamin Barry. Andie, a journalist, and Benjamin, an advertising executive, find themselves caught in a unique bet that will put their budding relationship to the ultimate test.


Once Upon A Time (2011-2018)

Once Upon A Time is a modern-day fairy tale that weaves together the worlds of fantasy and reality in a spellbinding way. Set in a small town where fairy tale characters find themselves trapped without their memories, the show centers around Emma Swan, a strong-willed woman who has grown accustomed to a life devoid of happy endings. But everything changes when the son she gave up for adoption years ago, Henry, shows up at her door, claiming that she is the daughter of Snow White and Prince Charming, and that she alone holds the power to break the curse that plagues their town.


It Happened One Night (1934)

It Happened One Night (1934) is a classic film that proves that sometimes love can bloom even in the most unexpected circumstances. This timeless tale follows the whirlwind journey of Ellie Andrews, a young heiress escaping from her controlling father, and Peter Warne, a witty newspaper reporter looking for a big story. As fate brings them together on a bus trip, their initial animosity soon gives way to a captivating connection.


The Sound of Music (1965)

The Sound of Music (1965) follows the story of Maria, a free-spirited and compassionate young woman who becomes the governess for the seven children of Captain Georg von Trapp, a strict and disciplined military man. Initially at odds with one another, Maria’s exuberance and zest for life begin to melt the Captain’s icy exterior, gradually transforming their relationship.


Red, White & Royal Blue (2023)

Red, White & Royal Blue (2023) is a movie adaptation of Casey McQuisten’s popular novel of the same name. The story revolves around Alex Claremont-Diaz, the first son of the United States, who falls in love with his long-time rival, Prince Henry.


The Hating Game (2021)

Set in a lively corporate environment, The Hating Game (2021) centers around Lucy and Joshua, two colleagues who constantly clash, each vying for a promotion that would secure their professional success. 


Avatar (2009)

Avatar (2009) is a prime example of an enemies-turned-lovers narrative in the realm of fantastical worlds and riveting adventures. Directed by James Cameron, this visually stunning film takes us to the lush planet of Pandora, where humans and the indigenous Na’vi people grapple with their differences and conflicting interests.

At the heart of this captivating story is the protagonist, Jake Sully, a former Marine who finds himself torn between his loyalty to humanity and his growing fascination with the Na’vi culture. Initially sent to infiltrate the Na’vi and gain intelligence for the human corporation exploiting Pandora’s resources, Jake’s encounters with Neytiri, a fierce Na’vi warrior, slowly unravel his preconceived notions.


Silver Linings Playbook (2012)

Silver Linings Playbook (2012) introduces us to Pat Solitano (Bradley Cooper), a man struggling with bipolar disorder and the aftermath of a devastating personal loss. Pat’s journey toward recovery and self-discovery takes an unexpected turn when he crosses paths with Tiffany Maxwell (Jennifer Lawrence), a fiery and complex woman dealing with her own demons.


When Harry Met Sally (1989)

Harry and Sally, played by Billy Crystal and Meg Ryan, first meet as recent graduates, but their initial encounter is less than pleasant. Their clashing personalities create an instant dislike, and they part ways, assuming they will never cross paths again. However, as fate would have it, their lives intersect over the years, leading to unexpected encounters and conversations that challenge their preconceived notions about each other.


The Princess Diaries 2: Royal Engagement (2004)

In The Princess Diaries 2, we reunite with Mia Thermopolis, who has now become the Princess of Genovia. As she navigates her newfound responsibilities and the pressure to find a suitable husband to ascend the throne, Mia finds herself at odds with Nicholas Devereaux, an arrogant and charming fellow noble. Their initial encounters are fraught with tension and disdain, as they clash over their differing views on duty and tradition. However, as the story unfolds, their initial animosity evolves into respect, admiration, and ultimately, an undeniable chemistry that cannot be ignored.


Bridget Jones’s Diary (2004)

Bridget Jones Diary takes a different approach to the enemies-to-lovers trope, offering a refreshing and relatable take on romantic relationships. Renée Zellweger’s portrayal of the lovable Bridget Jones is both endearing and hilarious, instantly capturing the audience’s hearts.

In the midst of Bridget’s journey, we meet Mark Darcy, played by the charming Colin Firth. Mark initially appears as the epitome of everything Bridget dislikes, sparking a lively rivalry between the two. However, as they reluctantly spend more time together, their animosity gradually becomes a genuine connection.


Mr. and Mrs. Smith (2005)

In this gripping movie, John (Brad Pitt) and Jane Smith (Angelina Jolie) are not your typical couple. On the surface, they appear to be living an ordinary suburban life, but beneath the facade lies a secret they both share: they are highly skilled assassins working for rival organizations. Unbeknownst to each other, their mission leads them to cross paths, igniting a dangerous game of cat and mouse.


The Bounty Hunter (2010)

The Bounty Hunter follows the story of Milo Boyd (Gerard Butler), a former police officer turned bounty hunter, who is assigned to track down his ex-wife, Nicole Hurley (Jennifer Aniston), after she skips bail. As the plot unfolds, what starts off as a simple mission quickly turns into a high-stakes game of cat and mouse, as Milo and Nicole find themselves chased by dangerous criminals and entangled in a web of deceit.


The Vampire Diaries (2009-2017)

Now it’s time to venture into the realm of television with Caroline Forbes and Klaus Mikaelson from The Vampire Diaries (2009–2017). This iconic enemies-to-lovers pairing takes the tumultuous rollercoaster of emotions to a whole new level. Caroline Forbes, initially portrayed as the typical popular high school girl, and Klaus Mikaelson, a thousand-year-old vampire with a dark past, couldn’t be more different. Their paths cross in the supernatural town of Mystic Falls, where their initial feelings of animosity and contempt bloom into something much more.


Dirty Dancing (1987)

Dirty Dancing (1987) is a cinematic masterpiece that artfully blends music, romance, rebellion, self-discovery and forbidden love. At the heart of Dirty Dancing lies the tale of Frances “Baby” Houseman, a young woman who finds herself in a whirlwind of emotions when she meets the charismatic dance instructor, Johnny Castle.


In Time (2011)

In Time (2011) takes place in a dystopian future where the ticking countdown of our mortality governs our lives. In this unforgiving reality, an unexpected connection emerges between Will Salas, a man struggling to survive, and Sylvia, the daughter of one of the wealthiest men in society. Initially, their paths cross as adversaries, with Sylvia belonging to the privileged upper class and Will fighting to stay alive in the time-deprived slums. Yet, as their lives intertwine, they defy the boundaries of their predetermined roles.


Moonstruck (1987)

In the realm of enemies-to-lovers movies, Moonstruck is a prime example of how passion can emerge from the unlikeliest beginnings. At the heart of the story is Loretta Castorini (Cher), a woman torn between familial duty and her own desires. Loretta, engaged to the safe and predictable Johnny Cammareri, unexpectedly falls for his estranged younger brother, Ronny (Nicolas Cage). Their initial disdain for each other is palpable, driven by a long-standing family feud. But as fate intervenes, their paths cross again, and their shared animosity transforms into something deeper.


Set It Up (2018)

Set It Up (2018) takes the enemies-to-lovers trope to fresh heights, delivering a heartfelt and charming story that proves even the most unlikely pairings can blossom into something truly remarkable. This Netflix original film introduces us to Harper and Charlie, two overworked and underappreciated assistants who find solace in their shared frustration. As they hatch a plan to set up their demanding bosses, they unwittingly set the stage for their own surprising journey towards love.


Sweet Home Alabama (2002)

Melanie Smooter (Reese Witherspoon) is a successful fashion designer living in New York City. But her seemingly perfect life takes an unexpected twist when her past catches up with her. Enter Jake Perry (Josh Lucas) Melanie’s estranged husband from her southern hometown. As fate would have it, Melanie is forced to confront her roots and face the man she once despised to finalize their long-overdue divorce.


Palm Springs (2020)

Palm Springs (2020), is a modern-day tale of enemies finding unexpected love amidst the twists and turns of a time loop. The story unfolds at a seemingly typical wedding in a picturesque desert town, where we meet Nyles (Andy Samberg). Nyles is a carefree, witty character who seems content to navigate life with minimal effort and maximum enjoyment. Enter Sarah (Cristin Milioti) who attends the wedding as a reluctant maid of honor caught in her web of personal discontent.