Love triangles in movies often bring a delightful mix of humor, drama, and romance, making for some of the most memorable cinematic experiences. This curated list dives into the world of romantic comedies where love triangles are not just a plot device but the heart of the story. From classic tales to modern twists, these films offer laughter, tears, and the sweet agony of choosing between two loves. Whether you're in the mood for a light-hearted romp or a deeper exploration of relationships, this collection has something for every romantic comedy enthusiast.

When Harry Met Sally... (1989)
Description: Although primarily a story of friendship turning into love, there are moments where Harry and Sally's relationship is complicated by other romantic interests, creating a subtle love triangle.
Fact: The famous deli scene where Sally fakes an orgasm was improvised, and the film's writer, Nora Ephron, based the characters on real-life friends.


Clueless (1995)
Description: While primarily a coming-of-age story, it features a love triangle between Cher, her stepbrother Josh, and her ex-boyfriend Elton, adding depth to the romantic subplot.
Fact: The film popularized many slang terms, and Alicia Silverstone's character Cher was based on Emma from Jane Austen's novel.


My Best Friend's Wedding (1997)
Description: Julia Roberts stars as a woman who realizes she's in love with her best friend just as he's about to marry someone else, creating a classic love triangle.
Fact: The film was originally written for a male lead, and Cameron Diaz was cast after Julia Roberts saw her in "The Mask."


Bridget Jones's Diary (2001)
Description: Bridget Jones finds herself caught between her charming boss and a childhood friend, creating a humorous and heartfelt love triangle.
Fact: The film was based on Helen Fielding's novel, which itself was inspired by Jane Austen's "Pride and Prejudice." The famous "fire" scene was not in the book but added for comedic effect.


Love Actually (2003)
Description: This film weaves together multiple love stories, including a classic love triangle involving a Prime Minister, his staff member, and her boyfriend. Its charm lies in the intertwining narratives that explore different facets of love.
Fact: The film features a record-breaking number of British stars, and the famous cue cards scene was improvised by Hugh Grant.


She's The Man (2006)
Description: A modern take on Shakespeare's "Twelfth Night," this film features a love triangle where Viola pretends to be her brother to play soccer, leading to romantic confusion with her crush and his girlfriend.
Fact: The film was originally titled "Just One of the Guys," and Amanda Bynes did many of her own stunts.


The Holiday (2006)
Description: Two women swap homes for the holidays, leading to unexpected romantic entanglements. One of the love triangles involves Iris, her ex, and a charming movie trailer editor.
Fact: The film was shot in both England and Los Angeles, and the cottage used in the movie is a real property that can be rented.


500 Days of Summer (2009)
Description: While not a traditional love triangle, the film explores the protagonist's relationship with Summer and his subsequent interactions with Autumn, creating a unique narrative structure around love and heartbreak.
Fact: The film was inspired by director Marc Webb's own experiences, and the title was changed from "500 Days of Summer" to "(500) Days of Summer" to avoid confusion with a TV show.


The Proposal (2009)
Description: A boss convinces her assistant to marry her to avoid deportation, leading to a love triangle with his ex-girlfriend, creating both comedic and romantic tension.
Fact: Sandra Bullock and Ryan Reynolds had to learn to dance for a scene, and the film was shot in Alaska, where the cold weather was a real challenge for the cast.


Crazy, Stupid, Love (2011)
Description: A recently divorced man tries to navigate the dating scene, leading to a love triangle with his son's crush and her mother. The film balances humor with heartfelt moments, making it a standout in the genre.
Fact: Steve Carell and Ryan Gosling had to learn to dance for a key scene, and the film was originally titled "Untitled Marital Crisis Project."
