Recently someone said, Suggest a movie where one or both people love each other but don’t end up together. I’m into someone already in a relationship, so I’d love to cathartically cry along with movies where love/connection isn’t enough to get two people together because circumstances and life and other love get in the way.” Here are the top-voted films.

10. Brief Encounter (1945)

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Brief Encounter is a British romantic drama following an extramarital love affair in England before WWII. It stars Celia Johnson, Trevor Howard, Stanley Holloway, and Joyce Carey.

9. Anna and the King (1999)

anna-and-the-king
Image Credit: 20th Century Fox

Anna and the King is a biographical period drama loosely based on the 1944 novel Anna and the King of Siam. It depicts a fictional account of the diaries of Anna Leonowens. Anna and the King star Jodie Foster and Chow Yun-fat in the titular roles.

8. Blue Valentine (2010)

blue-valentine
Image Credit: The Weinstein Company

Blue Valentine is a romantic drama following a married couple (Michelle Williams and Ryan Gosling), shifting back and forth between their courtship and marriage dissolution several years later.

7. Remains of the Day (1993)

the-remains-of-the-day
Image Credit: Columbia Pictures

The Remains of the Day is a British-American drama film following an English butler (Anthony Hopkins) overlooking his boss (James Fox) Nazi sympathies and growing anti-Semitism. Twenty years later, he seeks out the housekeeper (Emma Thompson)while regretting his loyalty to his former employer (James Fox). It also stars Christopher Reeve, Hugh Grant, Ben Chaplin, and Lena Headey.

6. 500 Days of Summer (2009)

500-days-of-summer
Image Credit: Fox Searchlight Pictures

500 Days of Summer is a romantic comedy-drama film employing a nonlinear narrative structure. It follows a man (Joseph Gordon-Levitt) reflecting on memories of his failed relationship (Zooey Deschanel). 

5. Cast Away (2000)

cast-away
Image Credit: 20th Century Fox

Cast Away is a survival drama film following a man (Tom Hanks) stranded alone on an island after his plane crashes into the Pacific at Christmas time. It also stars Helen Hunt, Nick Searcy, and a Wilson volleyball. 

4. Casablanca (1942)

Casablanca
Image Credit: Warner Bros.

Casablanca is a romantic drama set during World War II. It follows an American expatriate (Humphrey Bogart) choosing between a woman he loves (Ingrid Bergman) or helping her husband (Paul Henreid) escape from Casablanca to continue fighting the Germans. 

3. Lost in Translation  (2003)

lost-in-translation
Image Credit: Focus Features

Lost in Translation is a romantic comedy-drama following a fading Hollywood movie star (Bill Murray) traveling to Tokyo to promote whiskey. He meets and befriends an estranged American and college graduate (Scarlett Johansson). It also stars Giovanni Ribisi and Anna Faris.

2. In the Mood for Love (2000)

in-the-mood-for-love
Image Credit: USA Films

In the Mood for Love is a romantic drama following a man (Tony Leung) and a woman (Maggie Cheung). Their spouses engage in an affair together and slowly develop feelings for each other. 

1. La la Land (2016)

la-la-land
Image Credit: Photo by Dale Robinette Lionsgate

La La Land is a romantic musical comedy-drama starring Ryan Gosling as a struggling jazz pianist and Emma Stone as an aspiring actress. They fall in love while pursuing their dreams in Los Angeles, California. It won seven Golden Globes and six Academy Awards. 

We hope you enjoyed this Reddit picks list of films where people are in love but cannot be together. Check out these ten tragic movies guaranteed to make you ugly-cry.

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