20 best enemies to lovers movies you should watch once: The Proposal to Sweet Home Alabama

From rom-coms like The Princess Diaries 2 to sci-fi hits like Avatar, some movies feature enemies-to-lovers relationships that fans adore.

By Khushi Srivastava

Updated on Jul 01, 2023 | 01:29 PM IST | 2.5M

best enemies to lovers movies

Get ready for a rollercoaster of emotions with enemies-to-lovers movies! These films, known for their witty banter and sizzling chemistry, have captivated audiences. While some adaptations fall flat, there are gems that shine bright. These best enemies-to-lovers movies take you on a journey from animosity to true love, delivering unforgettable moments. Teen romance movies often explore this trope, adding a youthful charm to the mix. From fake dating to fake marriages, print romances have set the bar high. Though not all make it to the big screen, those that do can blow you away with their compelling characters, gripping storylines, and genuine chemistry. Get reading to fall in love with the enemies-turned-lovers' magic!

1. The Hating Game (2021)

Genre: Rom-com
Star Cast: Lucy Hale, Austin Stowell, Damon Daunno, Sakina Jaffrey, Corbin Bernsen, Yasha Jackson, Sean Cullen, Nance Williamson.
Director: Peter Hutchings
Writer: Christina Mengert
Run time: 1h 42m
Year of release: 2021
OTT Platform: Amazon Prime
IMDb rating: 6.2/10

Lucy Hutton and Joshua Templeman find themselves as executive assistants after their publishing companies merge. As they compete for the same promotion, their rivalry intensifies. Determined to succeed and escape her miserable job, Lucy enters war mode to defeat Joshua. However, a heated elevator ride leaves her questioning their relationship. Based on Sally Thorne's novel, The Hating Game is a captivating book-to-film adaptation. Perfect for the holiday season, the movie showcases incredible chemistry between the two talented stars, brimming with endless possibilities.

2. Sweet Home Alabama (2002)

Genre: Romance/Comedy
Star Cast: Reese Witherspoon, Josh Lucas, Patrick Dempsey, Candice Bergen, Mary Kay Place, Fred Ward, Jean Smart, Ethan Embry.
Director: Andy Tennant
Writer: C. Jay Cox
Run time: 1h 48m
Year of release: 2002
OTT Platform: Youtube
IMDb rating: 6.2/10

In the heartwarming film Sweet Home Alabama, Reese Witherspoon shines as Melanie, a woman torn between her childhood sweetheart, Jake (played by Josh Lucas), and her upcoming wedding. Determined to finalize their divorce, she embarks on a journey back to her hometown. As old wounds heal, their animosity transforms into an irresistible love that refuses to fade away. Witherspoon delivers a captivating performance, effortlessly embodying her character. The undeniable chemistry between her and Lucas adds an extra layer of magic to this remarkable movie. What sets 'Sweet Home Alabama' apart is the unique twist of a married couple reigniting their once lost love.

3. How to Lose a Guy in 10 Days (2003)

Genre: Romance/Comedy
Star Cast: Kate Hudson, Matthew McConaughey, Kathryn Hahn, Annie Parisse, Adam Goldberg, Thomas Lennon, Michael Michele, Shalom Harlow.
Director: Donald Petrie
Writer: Donald Petrie
Run time: 1h 56m
Year of release: 2003
OTT Platform: Amazon Prime
IMDb rating: 6.4/10

In How to Lose a Guy in 10 Days, Andy Anderson (Kate Hudson) and Benjamin Berry (Matthew McConaughey) start off as targets for their career goals. She must make him regret everything, while he aims to make her fall in love.

Their plans crumble when love takes control. Once the truth is revealed, hatred replaces heartbreak. They temporarily lose each other but realize they never want to be apart again. With deception as the game, the movie becomes a thrilling and enjoyable ride, fueled by the incredible chemistry between Hudson and McConaughey.

4. The Proposal (2009)

Genre: Romance/Comedy
Star Cast: Sandra Bullock, Ryan Reynolds, Mary Steenburgen, Craig T. Nelson, Betty White, Denis O'Hare, Malin Akerman, Oscar Nuñez.
Director: Anne Fletcher
Writer: Peter Chiarelli
Run time: 1h 48m
Year of release: 2009
OTT Platform: Youtube
IMDb rating: 6.7/10

Andrew Paxton (Ryan Reynolds) despises his boss Margaret Tate (Sandra Bullock) for her appalling treatment of employees, especially himself. Margaret faces an impending visa expiration, forcing her to leave the country, but she persuades Andrew to marry her. They journey to Alaska to meet his family and tie the knot, but surprising revelations lead to the expected but delightful happily ever after. The film's impeccable comedy captivates viewers, leaving them wanting to snuggle up and indulge in its everlasting charm. Among Sandra Bullock's finest works known for their uproarious and heartwarming nature, The Proposal stands out as a brilliantly crafted and brilliantly performed gem.

5. You’ve Got Mail (1998)

Genre: Romance/Comedy
Star Cast: Tom Hanks, Meg Ryan, Greg Kinnear, Parker Posey, Jean Stapleton
Director: Nora Ephron
Writer: Delia Ephron
Run time: 1h 59m
Year of release: 1998
OTT Platform: Amazon Prime
IMDb rating: 6.7/10

Kathleen Kelly, played by Meg Ryan, owns a charming bookshop facing a threat when Joe Fox (Tom Hanks) opens a massive book emporium nearby. Their rivalry escalates until Joe discovers that Kathleen is his beloved online confidant. This realization transforms his perspective, leading to a captivating love story. "You've Got Mail" brilliantly captures the enemies-to-lovers theme, reminding us of the remarkable power of love.

6. In Time (2011)

Genre: Sci-fi/Action
Star Cast: Justin Timberlake, Olivia Wilde, Shyloh Oostwald, Johnny Galecki, Colin McGurk, Will Harris, Michael William Freeman, Jesse Lee Soffer.
Director: Andrew Niccol
Writer: Andrew Niccol
Run time: 1h 49m
Year of release: 2011
OTT Platform: Amazon Prime
IMDb rating: 6.7/10

In the futuristic world of 2169 portrayed in "In Time," humans stop ageing at 25 thanks to advanced technology, marked by timers on their forearms. However, the rich live virtually forever, while the poor struggle for extra hours to survive. When Dayton, 28, forcibly takes Sylvia, 27, across zones, their complex relationship begins. Sylvia's exposure to poverty profoundly alters her perspective, unraveling the film's thought-provoking exploration of class divisions and societal inequality. This visionary sci-fi film, ahead of its time, deftly combines a captivating storyline with sharp social commentary.

7. Clueless (1995)

Genre: Comedy/Romance
Star Cast: Alicia Silverstone, Stacey Dash, Brittany Murphy, Paul Rudd, Donald Faison, Elisa Donovan, Breckin Meyer, Jeremy Sisto.
Director: Amy Heckerling
Writer: Amy Heckerling
Run time: 1h 37m
Year of release: 1995
OTT Platform: Netflix
IMDb rating: 6.9/10

Cher Horowitz (Alicia Silverstone) and her ex-stepbrother Josh Lucas (Paul Rudd) can't stand each other. He thinks she's shallow and spacey, while she sees him as a freeloading brown-noser. Their rivalry intensifies as the movie unfolds, revealing their cluelessness. But when Josh defends Cher, their feelings spark, and they embark on a whirlwind romance. Amid Cher's iconic makeover journey, their chemistry shines, leading to a sweet ending. Clueless became a career highlight for Rudd and one of Silverstone's best films.

8. Dirty Dancing (1987)

Genre: Dance/Romance
Star Cast: Patrick Swayze, Jennifer Grey, Jerry Orbach, Cynthia Rhodes, Jack Weston
Director: Emile Ardolino
Writer: Eleanor Bergstein
Run time: 1h 37m
Year of release: 1987
OTT Platform: Amazon Prime
IMDb rating: 7/10

Johnny Castle and Frances "Baby" Houseman have a unique enemies-to-lovers dynamic in Dirty Dancing. Despite the initial hatred, their relationship worsens when they must train together for a dance competition. However, as they get to know each other, they discover a deeper connection beyond their dance skills. Dirty Dancing is a timeless classic with iconic behind-the-scenes facts. Lionsgate is developing a sequel starring Jennifer Grey, but the absence of the late Patrick Swayze leaves a void that will be deeply felt.

9. 'Moonstruck' (1987)

Genre: Romance/Comedy
Star Cast: Cher, Nicolas Cage, Olympia Dukakis, Danny Aiello, Vincent Gardenia.
Director: Norman Jewison
Writer: John Patrick Shanley
Run time: 1h 32m
Year of release: 1987
OTT Platform: Amazon prime
IMDb rating: 7.1/10

Loretta Castorini, played by Cher, is engaged to Ronny's brother, but she feels no connection or sparks with him. Her mother, however, believes it's a good thing because love drives you crazy. Things turn chaotic when Loretta realizes it's actually Ronny, played by Nicolas Cage, who ignites her passion. Despite their love-hate relationship, their undeniable chemistry proves that love can be wild, and stupid, yet beautiful. Moonstruck, one of Nicolas Cage's best works, captivates with its unconventional love story, leaving you swooning for more.

10. 10 Things I Hate About You (1999)

Genre: Romance/Comedy
Star Cast: Heath Ledger, Julia Stiles, Joseph Gordon-Levitt, Larisa Oleynik, David Krumholtz, Andrew Keegan, Susan May Pratt, Gabrielle Union.
Director: Gil Junger
Writer: Karen McCullah, Kirsten Smith
Run time: 1h 37m
Year of release: 1999
OTT Platform: Hotstar
IMDb rating: 7.3/10

Cameron James, played by Joseph Gordon-Levitt, is smitten with Bianca Stratford, portrayed by Larisa Oleynik. However, he faces a hurdle: he must win over her strict father. To overcome this, Cameron devises a plan involving Bianca's older sister, Kat Stratford, played by Julia Stiles. He hires Patrick Verona, played by the phenomenal Heath Ledger, to take Kat on a date. Initially resistant, Kat eventually lets her guard down, only to have her heart broken when the truth is revealed. But Patrick, deeply in love with her, embarks on a mission to win her back, leaving everyone swooning. 10 Things I Hate About You is a beloved teen movie that often slips fans' minds as a loose adaptation of Shakespeare's Taming of the Shrew.

11. Palm Springs (2020)

Genre: Sci-fi/Rom-com
Star Cast: Andy Samberg, Cristin Milioti, J.K. Simmons, Peter Gallagher, Meredith Hagner, Camila Mendes, Tyler Hoechlin, Chris Pang
Director: Max Barbakow
Writer: Andy Siara
Run time: 1h 30m
Year of release: 2020
OTT Platform: Netflix
IMDb rating: 7.4/10

Palm Springs is a refreshingly unique rom-com with a sci-fi twist. Nyles and Sarah, two strangers who meet at a wedding, find themselves trapped in a time loop together. While Sarah is determined to break free from the repetitive cycle, Nyles embraces a nihilistic perspective that frustrates her. As they navigate mind-bending revelations, their budding romance faces challenges. This hilarious film grips viewers with its goofy charm and keeps them invested in the protagonists' love story.

12. Silver Linings Playbook (2012)

Genre: Romance/Drama
Star Cast: Bradley Cooper, Jennifer Lawrence, Robert De Niro, Jacki Weaver, Chris Tucker, Anupam Kher, John Ortiz, Shea Whigham.
Director: David O. Russell
Writer: David O. Russell
Run time: 2h 2m
Year of release: 2012
OTT Platform: Netflix
IMDb rating: 7.7/10

In Silver Linings Playbook, Pat Solitano Jr. (Bradley Cooper) faces a challenging journey to rebuild his life after losing his home, job, and, most importantly, his ex-wife. With his bipolar disorder and recent release from a mental health facility, he crosses paths with the enigmatic and unpredictable Tiffany Maxwell (Jennifer Lawrence). Initially wary of Tiffany's advances, Pat eventually agrees to a deal that could help him win back his ex. Their love story unfolds with humor, depth, and a whirlwind of emotions, showcasing the messy yet vital nature of their relationship for both individuals.

13. Pride and Prejudice (2005)

Genre: Romance/Drama
Star Cast: Keira Knightley, Talulah Riley, Rosamund Pike, Jena Malone, Carey Mulligan, Donald Sutherland, Brenda Blethyn, Claudie Blakley.
Director: Joe Wright
Writer: Deborah Moggach
Run time: 2h 9m
Year of release: 2005
OTT Platform: Netflix
IMDb rating: 7.8/10

Pride and Prejudice centers around Elizabeth Bennett (Keira Knightley), a country gentleman's daughter, and Fitzwilliam Darcy (Matthew Macfadyen), a wealthy aristocratic landowner. Both have excessive pride and prejudice from their first meeting, denying their feelings and chemistry, but eventually find happiness together.

Among numerous adaptations of Austen's enemies-to-lovers tale, the 2005 version stands out for effectively capturing their conflict and banter, making it a beloved favorite among classic literature enthusiasts.

14. Avatar (2009)

Genre: Sci-fi/Action
Star Cast: Sam Worthington, Zoe Saldana, Sigourney Weaver, Michelle Rodriguez, Stephen Lang
Director: James Cameron
Writer: James Cameron
Run time: 2h 42m
Year of release: 2009
OTT Platform: Hotstar
IMDb rating: 7.9/10

Avatar took the world by storm, introducing the mesmerizing world of Pandora. Humans aimed to colonize and exploit the moon, disregarding the Na'vi. Enter Jake Sully, determined to fight, until he meets Neytiri. Their enemies-to-lovers story unfolds amidst war, trust, and community. Jake undergoes a transformative journey, opening his eyes to human greed. Neytiri plays a pivotal role in his awakening. Their love story continues in Avatar: The Way of Water, delving deeper into their relationship and its impact on their fight for home. Premiere: December 16.

15. The Sound of Music (1965)

Genre: Musical/Romance
Star Cast: Julie Andrews, Christopher Plummer, Eleanor Parker, Richard Haydn, Peggy Wood.
Director: Robert Wise
Writer: Ernest Lehman
Run time: 2h 54m
Year of release: 1965
OTT Platform: NA
IMDb rating: 8.1/10

The Sound of Music, a timeless classic, needs no introduction. It tells the story of Maria (Julie Andrews), a spirited woman who leaves her convent to become a governess for Captain von Trapp's (Christopher Plummer) seven children. Maria's unconventional methods of caring for, teaching, and bonding with the kids quickly clash with the captain's beliefs. He even tries to dismiss her when he discovers the children's activities and outfits. However, the beauty of their relationship lies in the captain's transformation, as he learns to embrace joy and happiness, realizing that it is not wrong to have fun.

16. Me Before You (2016)

Genre: Romance/Drama
Star Cast: Sam Claflin, Vanessa Kirby, Emilia Clarke, Eileen Dunwoodie, Pablo Raybould, Gabrielle Downey, Henri Charles, Samantha Spiro.
Director: Thea Sharrock
Writer: Jojo Moyes
Run time: 1h 50m
Year of release: 2016
OTT Platform: Amazon Prime
IMDb rating: 7.4/10

Me Before You is a 2016 film that marked Thea Sharrock's directorial debut. Based on Jojo Moyes' novel of the same name, Moyes also wrote the screenplay. The movie tells the story of Lou, a hard-working young woman who becomes a caregiver to Will, a man paralyzed after an accident.

Their dynamic takes a twist as Will harbors disdain, while Lou is cheerful and optimistic. Determined to show him the beauty of life, Lou embarks on a mission to change Will's perspective. As time passes, their relationship becomes the most significant one in their lives. Starring Emilia Clarke and Sam Claflin, the film also features Janet McTeer, Charles Dance, Steve Peacocke, and Matthew Lewis.

17. The Ugly Truth (2009)

Genre: Romance/Comedy
Star Cast: Katherine Heigl, Gerard Butler, Bree Turner, Eric Winter, Nick Searcy
Director: Robert Luketic
Writer: Nicole Eastman, Karen McCullah Lutz and Kirsten Smith
Run time: 1h 36m
Year of release: 2009
OTT Platform: Netflix
IMDb rating: 6.4/10

In the 2009 rom-com The Ugly Truth, starring Katherine Heigl and Gerard Butler, sparks fly as Abby, a love-struck morning TV show producer, clashes with Mike Chadway, a cynical love expert. Abby's desperate to find love while Mike believes it's a lost cause. When their rating plummet, Abby reluctantly teams up with Mike to win her crush's heart. They strike a deal: if Mike succeeds, Abby will treat him better at work, but if he fails, he must leave for good. Will they find love or go their separate ways? It's a battle of hearts and egos!

18. Palm Springs (2020)

Genre: Sci-fi/Rom-com
Star Cast: Andy Samberg, Cristin Milioti, J.K. Simmons, Peter Gallagher, Meredith Hagner, Camila Mendes, Tyler Hoechlin, Chris Pang.
Director: Max Barbakow
Writer: Andy Siara
Run time: 1h 30m
Year of release: 2020
OTT Platform: Netflix
IMDb rating: 7.4/10

Palm Springs is a recent film directed by Max Barbakow in 2020. Starring Andy Samberg and Cristin Milioti as Nyles and Sarah, it revolves around a chance meeting at a wedding in Palm Springs that takes an unexpected turn. Trapped in a time loop, Nyles and Sarah must work together to break free, but it won't be easy. With an impressive ensemble cast including J.K. Simmons, Peter Gallagher, Meredith Hagner, Camila Mendes, and Tyler Hoechlin, this Sundance Film Festival hit received critical acclaim. It even won the Independent Spirit Award for Best First Screenplay.

19. When Harry Met Sally...

Genre: Romance/Comedy
Star Cast: Billy Crystal, Meg Ryan, Carrie Fisher, Bruno Kirby, Steven Ford, Lisa Jane Persky, Michelle Nicastro, Gretchen Palmer.
Director: Rob Reiner
Writer: Nora Ephron
Run time: 1h 36m
Year of release: 1989
OTT Platform: Amazon Prime
IMDb rating: 7.7/10

When Harry Met Sally is a timeless rom-com that debuted in 1989. This iconic film, directed by Rob Reiner and written by Nora Ephron, stars Meg Ryan and Billy Crystal as the unforgivable couple, Harry and Sally. From the moment they meet as college students, their clashing personalities and differing opinions create an entertaining dynamic. As fate would have it, they cross paths multiple times, leading to a gradual realization that they share more common ground than they initially believed.

This charming movie struck a chord with audiences and achieved great success at the box office. Nora Ephron's screenplay received an Academy Award nomination, while Meg Ryan and Billy Crystal were recognized with Golden Globe nominations for their outstanding performances.

20. Beauty And The Beast (1991)

Genre: Musical/Fantasy
Star Cast: Paige O'Hara, Robby Benson, Jesse Corti, Rex Everhart, Angela Lansbury
Director: Gary Trousdale, Kirk Wise
Writer: Linda Woolverton
Run time: 1h 24m
Year of release: 1991
OTT Platform: NA
IMDb rating: 8/10

Beauty and the Beast continued Disney Renaissance's tradition of imparting important lessons. The film emphasized the significance of looking beyond appearances and focusing on a person's true character. Belle and the Beast's love story beautifully showcased this theme.

Belle, after becoming the Beast's prisoner to save her father, positively influences him. As the Beast's personality evolves, Belle no longer sees him as a villain. Their mutual happiness strengthens their bond, ultimately breaking the curse and transforming them from enemies to lovers.

Also read: 10 Super romantic Bollywood movies for couples to watch on Netflix during the lockdown