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Best Movies About First Love That Will Break Your Heart – TheFantasyTimes

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By Jitin Gambhir

Best Movies About First Love That Will Break Your Heart



Movies and music are two of the most significant influences in pop culture, both with the power to capture the emotional rollercoaster ride of first love. First love is often characterized by its tumultuous and bittersweet nature, making it a favorite subject for Hollywood screenwriters. These films typically focus on the formative teenage years when first love is at its peak, and often depict a doomed relationship with a heart-wrenching outcome. From illnesses to fantasy factors, here are the top movies about first love guaranteed to tug at your heartstrings.

10. Every Day (Orion Pictures)
Every Day is not your typical teen romance movie, as it forces its two protagonists to confront the harsh reality that their love will never withstand the test of time. Based on the novel by David Levithan, the movie follows the story of a being named “A” who wakes up every morning in a different body. “A” leads a monotonous life until he meets Rhiannon, a girl who changes everything. The film closely follows the book’s narrative, allowing for multiple perspectives to be told throughout. Every Day explores the theme of fated yet doomed lovers, pitting them against insurmountable odds.

9. The Spectacular Now (A24)
The Spectacular Now is a beautiful coming-of-age story and one of A24’s best movies of the 2010s. While the ending offers a glimmer of hope, the film is ultimately about first love with the wrong person. Shailene Woodley plays Aimee, who falls for Miles Teller’s character Sutter, a charming and popular student with a growing alcohol addiction that ultimately affects his relationships.

8. Blue Is the Warmest Color (Wild Bunch)
Blue Is the Warmest Color is a critically acclaimed French film that features one of Lea Seydoux’s best performances. The movie perfectly captures the emotional and physical bond between two women over a ten-year period. Although the two share a deep connection, they eventually come to the realization that they are no longer in love with each other, leading to an amicable yet heart-wrenching goodbye.

7. The Fault in Our Stars (20th Century Fox)
Based on the bestselling novel by John Green, The Fault in Our Stars tells the story of two teenagers with terminal cancer who fall in love with each other despite their limited time together. The male lead Augustus (Ansel Elgort) offers a beacon of hope to his girlfriend Hazel (Shailene Woodley) with his optimistic outlook on life and his illness. The film is one of the saddest teen romances to date, but its message about life’s inevitable grief offers much food for thought.

6. Atonement (StudioCanal & Universal Pictures)
Atonement is one of the saddest romance movies of all time, centered around young couple Robbie (James McAvoy) and Cecilia (Keira Knightley) who are torn apart by a fabrication brought on by Cecilia’s youngest sister Briony. After getting thrown into prison for a crime he didn’t commit, Robbie experiences the horrors of war. Atonement tells a story of what could have been, masterfully crafted by Briony out of guilt for the true story.

5. A Walk to Remember (Warner Bros. Pictures)
A Walk to Remember is one of the many Nicholas Sparks adaptations that came out of the 2000s. Shane West plays Landon, a “bad boy” who is on a path to prison until he meets Jamie (Mandy Moore). The two share an unbreakable bond, but their budding romance is destined to end in grief when Landon discovers that Jamie has been battling cancer. The film is a heartbreaking gut punch that reveals that Jamie’s cancer is untreatable, forcing Landon to come to terms with the fact that he will lose Jamie forever.

4. Call Me By Your Name (Sony Pictures Classics)
Call Me By Your Name tells the story of grad student Oliver (Armie Hammer) and 17-year-old Elio (Timothee Chalamet) who embark on a fleeting summer romance in Italy. After the relationship turns physical, the two realize the true love that they have together. However, Oliver returns to the States engaged to a woman he has been seeing, deeply hurting Elio. The movie is a poignant LGBTQ+ love story of the 2010s that is sure to break your heart.

3. One Day (Random House Films)
One Day is a movie that perfectly encapsulates the phrase “right person, wrong time.” Anne Hathaway plays Emma and Jim Sturgess plays Dexter, who are each other’s first unrealized loves. Dexter, a notorious playboy, fails for years to see the love that is right in front of him. It isn’t until he almost loses Emma to another man that he finally sees the light. However, their time together is tragically cut short when Emma is killed in a car accident, leaving Dexter to spiral out of control. One Day is a heartbreaking film about two people who share a deep love and friendship, whose time is cut too short.

2. My Girl (Columbia Pictures)
My Girl is a poignant story of two outcasts who share a friendship unlike any other, destined to be each other’s first loves. However, Thomas’ (Macaulay Culkin) premature death sparks grief for young Vada (Anna Chlumsky), forcing her to learn to cope with all of the loss she has encountered.

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1. The Curious Case of Benjamin Button (Warner Bros. Pictures)
The Curious Case of Benjamin Button is a film adapted from an F. Scott Fitzgerald novel, in which Brad Pitt plays a man who ages in reverse. Alongside Cate Blanchett as Daisy, the two create an unforgettable masterpiece and one of the saddest films about someone’s first or only love. The story, intertwined with life’s nuances, shares a melancholic connection with all of the great loves that were meant to fall apart. Despite the special effects being done practically with makeup, the movie is a testament to the power of storytelling and the human experience.

Movies and music are the two tangible forces in pop culture that have the ability to perfectly encapsulate the rollercoaster experience of one’s first love. Tumultuous, sweet, and sometimes amicable, first love is the inspiration for dozens of scripts in Hollywood. Usually set during the formative teenage years of youth, these films often feature a doomed love and a guy wrenching outcome. From fate trodden sickness to fantasy factors, here are the best movies about first love guaranteed to break your heart.


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10 Every Day

EveryDay2018(1)
Orion Pictures

Every Day is far from your typical teen romance, and forces two youths to face the reality that their love will never withstand any test of time. The film is based on the novel by David Levithan, in which a being named “A” wakes up every morning in a new body. “A” is set in their routine and doesn’t seek more from their life, until they meet a girl named Rhiannon. The film follows the book very closely, with the exception of allowing for more than one perspective to be told throughout. Every Day takes the theme of fated, yet doomed, lovers and pins them against absolutely unbeatable odds.

9 The Spectacular Now

Miles Teller and Shailene Woodley in The Spectacular Now
A24

Despite the ending’s somewhat hopeful notion, The Spectacular Now is a film about a first love with the wrong person. The film is beautiful cinematically, and one of A24’s best coming-of-age stories of the 2010s. However, the relationship between Aimee (played by Shailene Woodley) and Sutter (played by Miles Teller) is far from a happy one. Miles is brilliant and has a charm that wins over almost all of his classmates, Aimee included. Yet, Miles’ slow growing alcohol addiction impacts him and the relationships closest to him.

Related: 10 Teen Movies From the 2000s That Will Be Remembered Forever

8 Blue Is the Warmest Color

Blue is the Warmest Color
Wild Bunch

Blue Is the Warmest Color is one of the most highly regarded lesbian films of all time. The French film features one of Lea Seydoux’s best performances, but also perfectly encapsulates the relationship between two women over a ten-year period. The two form a bond both emotionally and physically that changes the course of their lives for what seems like forever. After nearly 179 minutes, the film ends with a heart-wrenching yet amicable goodbye, when the two realize they are not in love with each other like they once were.

7 The Fault in Our Stars

The Fault in Our Stars
20th Century Fox

​​​​​​​The Fault in Our Stars is based on a best-selling novel by John Green, in which two teenagers with terminal cases of cancer fall in love with the little time they have. Ultimately a gut punch from start to finish, the film enlists a great deal of optimism from the male lead Augustus (played by Ansel Elgort). Augustus’ outlook on both life and his illness brings a beacon of hope to his girlfriend Hazel’s (played by Shailene Woodley) life. The film is without a doubt one of the saddest teen romances to date, but the endings message about life’s inevitable grief leaves much food for thought.

6 Atonement

Kiera Knightley as Cecilia and James McAvoy as Robbie
StudioCanal & Universal Pictures

The English drama, Atonementis one of the saddest romance movies of all time. Robbie (played by James McAvoy) and Cecilia (played by Keira Knightley) are a young couple who are torn apart because of a fabrication brought on by Cecilia’s youngest sister Briony (played by Saoirse Ronan, Romola Garai, and Vanessa Redgrave in different time periods). After getting thrown into prison for a crime he didn’t commit, Robbie goes onto experience war. Atonement tells a story of what could have been, craftly articulated by Briony out of guilt for the true story.

5 A Walk to Remember

A Walk to Remember
Warner Bros. Pictures

A Walk to Remember is only of the many Nicholas Sparks movie adaptations to come out of the 2000s. Landon (played by Shane West) is a “bad boy” who is destined for prison, at least on the path that he’s heading down. That is, until he meets Jamie (played by Mandy Moore). The two form an unbreakable bond and share a budding romance that is destined for disaster once Landon finds out that Jamie has been battling cancer. The film is an absolute gut punch because it is revealed that the cancer is untreatable and Landon must grapple with the fact that he will lose Jamie forever.

Related: The 10 Most Profound Movie Love Stories of All Time

4 Call Me By Your Name

Call-Me-By-Your-Name-2017 (2)
Sony Pictures Classics

Upon meeting during a summer in Italy, grad student Oliver (played by Armie Hammer) and 17-year-old, Elio (played by Timothee Chalamet) begin a fleeting romance. What first starts as a friendship, the two become romantically interested but have reservations on where the relationship should go. However, once the relationship turns physical, the two begin to realize the true love that they have together. After returning to the States, Oliver calls Elio to tell him that he is engaged to a woman that he has been seeing, which deeply hurts Elio. Call Me By Your Name is one of the great LGBTQ+ love stories of the 2010s, and is sure to break your heart.

3 One Day

OneDay (1)
Random House Films

If there was every a film to perfectly encapsulate the phrase “right person, wrong time,” it’s One Day. Emma (played by Anne Hathaway) and Dexter (played by Jim Sturgess) are arguably each other’s first unrealized loves. Dexter, a notorious playboy, fails for years to see the love that is right in front of him, and it isn’t until he almost loses Emma to another man does he get it right. However, their time together is limited. Not too long after getting together, Emma gets killed in a car accident, leaving Dexter to spiral out of control. One Day is a heartbreaking film about two people who have a deep love and friendship, whose time is cut too short.

2 My Girl

Macaulay Culkin and Anna Chlumsky in My Girl
Columbia Pictures

My Girls devastating ending is enough to bring a tear to almost anyone’s eye. Two outcasts share a friendship unlike any other and despite their young age, would inevitably be one another’s first loves. However, Thomas’ (played by Macaulay Culkin) premature death sparks grief for young Vada (played by Anna Chlumsky), and she must learn to deal with all of the loss she has encountered.

1 The Curious Case of Benjamin Button

The Curious Case of Benjamin Button
Warner Bros. Pictures

The Curious Case of Benjamin Button is a film loosely adapted from an F. Scott Fittzgerald novel. According to Slash Film, director David Fincher had to wait half a decade to make the film in order to pull off the special effects. Today, filmmakers have the ability to de-age characters with CGI and special effects. However, the process that both Brad Pitt and Cate Blanchett had to go through was done with all practical make-up (via Variety). Pitt, leading the film as Benjamin, and Blanchett, at his side as Daisy, create an unmistakable masterpiece and one of the saddest films about someone’s first love — or only love in this case. The story, interlaced with nuances about life and its quirks, shares a melancholy connection with all of the great loves that were destined to fall apart.

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