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- (500) Days of Summer. Joseph Gordon-Levitt, Zooey Deschanel, Geoffrey Arend. 600 votes. This quirky romantic comedy-drama features Joseph Gordon-Levitt as Tom Hansen, an aspiring architect turned greeting card writer who falls for his co-worker Summer Finn (played by Zooey Deschanel).
- Pretty in Pink. Molly Ringwald, Jon Cryer, Andrew McCarthy. 209 votes. Another John Hughes classic, this 80s teen drama follows Andie Walsh (Molly Ringwald), a working-class girl who falls for wealthy Blane McDonough (Andrew McCarthy).
- My Best Friend's Wedding. Julia Roberts, Dermot Mulroney, Cameron Diaz. 279 votes. This romantic comedy stars Julia Roberts as Julianne Potter, a woman who realizes she is in love with her best friend Michael O'Neal (Dermot Mulroney) just days before his wedding to another woman.
- Edward Scissorhands. Johnny Depp, Winona Ryder, Dianne Wiest. 306 votes. In Tim Burton's dark fairy tale, Johnny Depp stars as Edward Scissorhands, a gentle yet misunderstood being with scissors for hands who falls in love with Kim Boggs (Winona Ryder).
- Marta Djordjevic
- In the Mood for Love. Wong Kar-wai may be one of the most celebrated filmmakers in the world who masterfully portrays stories of unrequited love. He's been called a "fetishist of romance" by publications such as IndieWire, and the director's cinematic superpower is his ability to hone in on the minute.
- 500 Days of Summer. Upon starting, "500 Days of Summer" immediately declares to its viewer that what they're watching is not a love story. It's a clear warning, sure, but it's one that audiences very quickly forget about — a regretful decision to make by the end of the film's 95-minute runtime.
- Her. The plot of Spike Jonze's "Her" seems almost laughable when summarized, but it's nearly impossible not to be charmed by this bizarre, sci-fi-inflected love story.
- La La Land. Similar to how "500 Days of Summer" looked at the concept of someone's expectations versus reality in a romantic relationship, 2016's "La La Land" explored the difference between one's professional dreams and the struggling reality of success.
- The Breaker Upperers
- John Tucker Must Die
- There’S Something About Mary
Stream on Netflix
This movie is about the exact opposite of matchmakers, which are more common in romantic comedies. Cynical after their past breakups, best friends Jen (Jackie van Beek) and Mel (Madeleine Sami) establish an agency designed to break couples up in unsuspecting ways. However, their hilariously over-the-top schemes are more of a reflection of their own personal problems and histories. They once dated the same guy, and one of them is still nursing feelings for him despite it being years earlier. W...
Stream on Hulu
Jesse Metcalfe is the titular John Tucker, a teenage boy who finds himself the target of a revenge plot when he dates three girls at the same time without telling him. Sophia Bush, Arielle Kebbel, and Ashanti team up with the new girl in school, Brittany Snow, to make him fall for her just so they can break his heart. While each of the girls want to hurt him, they also all clearly want him back, and each have moments of considering reconnecting with him. Snow's character emulates the best tra...
Stream on Starz
In the late 1990s, Cameron Diaz starred in two iconic movies about unrequited love. There’s Something About Mary is the raunchier of those two comedies. Diaz stars as Mary,an orthopedic surgeon who finds herself pursued by several different men. One of them is her high school prom date who couldn’t end up going with her but hires a private investigator to find her years later when he’s still in love with her. Another is the private investigator. Yet another is someone who pretends to be her f...
- Amanda Bruce
- City Lights (1931) Charlie Chaplin‘s masterpiece is among the greatest films of all time, with a closing shot that still moves audiences to tears all those years gone by.
- Amelie (2001) One of the great French films by Jean-Pierre Jeunet, ‘Amelie’ represents everything innovative about cinema. While dealing with the central motif of loneliness, the film humanely ventures into the troubled life of contemporary Parisians.
- Chungking Express (1994) The magic of Wong Kar-wai‘s cinema lies in his ability to observe life happening around the streets or in the city and turn it into a visual feast. ‘
- Two Lovers (2008) Leonard Kraditor is emotionally distraught after his split from his fiancé when they discover that they can never have healthy children.
- A Short Film About Love (1988) Polish auteur Krysztof Kieślowski (The Three Colors Trilogy) was firing on all cylinders with A Short Film About Love – the sixth part of his ten-part anthology, Decalogue – the achingly sweet tale of a young postal worker, Tomek (Olaf Lubaszenko), smitten with an unattainable older woman, Magda (Grazyna Szapolowska).
- The Remains of the Day (1993) Director James Ivory’s tale of obsession and repression stars Anthony Hopkins as James Stevens, a fanatically devoted butler who falls for housekeeper Miss Kenton (Emma Thompson, delightful) in this lovely adaptation of the Kazuo Ishiguro prize-winning novel.
- The Fly (1986) The sweet romance that begins to blossom early on between eccentric scientist Seth Brundle (Jeff Goldblum) and eager investigative journalist Veronica Quaife (Geena Davis) in David Cronenberg’s The Fly is destined to die prematurely, and painfully, too.
- Broadcast News (1987) This insightful, rich, and rewarding dramedy directed, produced and written by James L. Brooks (Terms of Endearment) may be set in the dog-eat-dog world of television news reporting, but at its center beats the heart of unanswered love between cantankerous news reporter Aaron Altman (Albert Brooks, wonderful) and his bound, determine, and neurotic producer Jane Craig (Holly Hunter, brilliant).
Mar 10, 2024 · Explore the heartbreak of unrequited love in ten memorable films, including "Eternal Sunshine of the Spotless Mind" (2004), "Sense and Sensibility" (1995), and "Crazy, Stupid, Love" (2011).
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Apr 26, 2023 · Real love may not be like movie love, but since so many people experience the highs and lows of romance, let’s take a look at some of the best movies about unrequited love.
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