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Keanu Reeves’ Romantic Side: 8 Best Movies about Love You May Not Know He Played In

Keanu Reeves | Source: Getty Images
Keanu Reeves | Source: Getty Images
  • Keanu Reeves, best known for his action-packed roles, has a lesser-known talent for portraying romance on screen.

  • As he approaches his 60th birthday, we delve into eight romantic films that highlight his softer side.

  • These hidden gems reveal a different aspect of the actor, offering heartfelt performances often overshadowed by his more intense roles.

 

Keanu Reeves has always been a man of contrasts. He is known for his stoic, action-packed performances. But he’s equally capable of delivering nuanced, tender portrayals in romantic films. This aspect of his talent often gets overshadowed.

 

Keanu Reeves on the set of "John Wick 2" on November 18, 2015 | Source: Getty Images
Keanu Reeves on the set of “John Wick 2” on November 18, 2015 | Source: Getty Images

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As he reaches a new milestone in his life, it’s fascinating to look back at the roles that show a different side of him. His roles in love films highlight his versatility as an actor and reflect his love life marked by profound loss and eventual healing.

 

Keanu Reeves photographed on February 8, 2017 | Source: Getty Images
Keanu Reeves photographed on February 8, 2017 | Source: Getty Images

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Keanu Reeves: The Man Behind the Action

Born September 2, 1964, Reeves has been in some of the most iconic action movies in cinema history. He is best recognized as Neo in “The Matrix” series and the relentless assassin in the “John Wick” franchise. With these and more roles, Reeves has established himself as a master of high-octane, adrenaline-pumping films. Yet, his journey to becoming a Hollywood star was marked by more than just his on-screen success.

Reeves started acting professionally at 15, and over the years, he built a reputation for his acting skills and enigmatic personality. Known for being intensely private, Reeves rarely shares details about his personal life. However, when he does, the glimpses into his world reveal a man who has faced profound heartbreak and loss.

In the late 1990s, Reeves was in a relationship with Jennifer Syme, and the couple was expecting their first child. Tragically, their daughter, Ava Archer Syme-Reeves, was stillborn just eight months into the pregnancy.

The grief from this loss led to the couple’s breakup, and just two years later, Syme died in a car accident. The back-to-back tragedies left Reeves devastated, with reports indicating that he struggled to cope with the overwhelming grief.

This loss left a lasting impact on Reeves, shaping his views on love and life. He has since spoken about the lasting nature of grief, describing it as something that never truly goes away. Despite these hardships, Reeves continued to work and eventually found peace.

Keanu Reeves at The Metrograph on July 11, 2018 in New York City | Source: Getty Images
Keanu Reeves at The Metrograph on July 11, 2018 in New York City | Source: Getty Images

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In the years that followed, Reeves found love again with artist Alexandra Grant, who has been a positive influence in his life. Their relationship, which began as a professional collaboration, blossomed into a partnership filled with mutual respect and affection.

Alexandra Grant and Keanu Reeves on November 2, 2019, in Los Angeles, California | Source: Getty Images
Alexandra Grant and Keanu Reeves on November 2, 2019, in Los Angeles, California | Source: Getty Images

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Reeves’ journey from a man alone to one who found love later in life adds a poignant layer to his romantic roles, where he often portrays characters who, like himself, have known both love and loss.

 

Keanu Reeves and Alexandra Grant attend Saint Laurent's Malibu Fashion Show in June 2019 | Photo: Getty Images
Keanu Reeves and Alexandra Grant attend Saint Laurent’s Malibu Fashion Show in June 2019 | Photo: Getty Images

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Despite being primarily known for his action-packed performances, Reeves has also taken on roles in several romantic films that showcase his ability to convey deep, heartfelt emotions.

 

Keanu Reeves on the set of "The Matrix Resurrections", Berlin, Germany in 2020 | Source: Getty Images
Keanu Reeves on the set of “The Matrix Resurrections”, Berlin, Germany in 2020 | Source: Getty Images

For You: To Watch Movies Here

These movies may not be as well-known as his blockbuster hits, but they offer a glimpse into a different aspect of his talent. Here are eight romantic films where Reeves shines as a leading man in love.

Alexandra Grant and Keanu Reeves at the 2019 LACMA Art + Film Gala on November 2, 2019 | Photo: Getty Images
Alexandra Grant and Keanu Reeves at the 2019 LACMA Art + Film Gala on November 2, 2019 | Photo: Getty Images

A Walk in the Clouds (1995)

In “A Walk in the Clouds,” Reeves plays Paul Sutton, a WWII soldier who returns home to find himself at a crossroads. He meets a young woman, Victoria, played by Aitana Sanchez-Gijon, on a bus ride to Napa Valley, and they form a connection.

Keanu Reeves stars with Aitana Sanchez-Gijon in the film, "A Walk in the Clouds," in 1995 | Source: Getty Images
Keanu Reeves stars with Aitana Sanchez-Gijon in the film, “A Walk in the Clouds,” in 1995 | Source: Getty Images

 

“Feeling Minnesota” is a quirky, offbeat romantic drama. In this film, he plays Jjaks, a drifter who returns to his hometown for his brother’s wedding. What should be a simple family reunion quickly turns complicated when Jjaks falls in love with his brother’s bride, Freddie, played by Cameron Diaz.

Cameron Diaz sitting on Keanu Reeves' lap in a scene from the film "Feeling Minnesota" in 1996 | Source: Getty Images
Cameron Diaz sitting on Keanu Reeves’ lap in a scene from the film “Feeling Minnesota” in 1996 | Source: Getty Images

Sweet November (2001)

“Sweet November” tells the story of Nelson Moss, a workaholic advertising executive whose life is turned upside down when he meets Sara Deever, played by Charlize Theron.

Keanu Reeves and Charlize Theron on the set of the film, "Sweet November," in 2001 | Source: Getty Images
Keanu Reeves and Charlize Theron on the set of the film, “Sweet November,” in 2001 | Source: Getty Images

Something’s Gotta Give (2003)

In “Something’s Gotta Give,” Reeves plays Julian Mercer, a young and charming doctor who finds himself smitten with an older woman, Erica Barry, played by Diane Keaton.


The Lake House (2006)

In “The Lake House,” Reeves reunites with his “Speed” co-star Sandra Bullock in a love story that defies time. Reeves plays Alex Wyler, an architect living in 2004, who begins a correspondence with Kate Forster, played by Bullock, a doctor living in 2006.

Keanu Reeves poses with co-actor Sandra Bullock pose during a press conference promoting the film, "The Lake House," on September 5, 2006 | Source: Getty Images
Keanu Reeves poses with co-actor Sandra Bullock pose during a press conference promoting the film, “The Lake House,” on September 5, 2006 | Source: Getty Images

The Private Lives of Pippa Lee (2009)

In “The Private Lives of Pippa Lee,” Reeves plays Chris Nadeau, a mysterious and solitary man who forms an unlikely bond with the title character, Pippa Lee, portrayed by Robin Wright.

Keanu Reeves and co-actor Robin Wright Penn attend the "The Private Lives Of Pippa Lee" September 15, 2009 | Source: Getty Images
Keanu Reeves and co-actor Robin Wright Penn attend the “The Private Lives Of Pippa Lee” September 15, 2009 | Source: Getty Images

Destination Wedding (2018)

“Destination Wedding” is a witty, dialogue-driven film that reunites Reeves with his “Dracula” co-star, Winona Ryder. Reeves plays Frank, a cynical and socially awkward man who meets Ryder’s character, Lindsay, on their way to a wedding neither wants to attend.

Keanu Reeves and co-actor Winona Ryder attend a photo call for "Destination Wedding" on August 18, 2018 | Source: Getty Images
Keanu Reeves and co-actor Winona Ryder attend a photo call for “Destination Wedding” on August 18, 2018 | Source: Getty Images

Always Be My Maybe (2019)

In the romantic comedy “Always Be My Maybe,” Reeves plays an exaggerated version of himself in what is arguably one of the film’s most memorable cameos.

Keanu Reeves’ romantic roles show a different side of him, often hidden by his action-hero image. These eight films show his ability to act in love stories—whether dealing with complex feelings, finding unexpected connections, or exploring timeless relationships. Each role shows his skill as an actor and his personal experiences with love and loss.

Keanu Reeves arrives at the "Too Old To Die Young" screening on June 10, 2019, in Los Angeles, California | Source: Getty Images.
Keanu Reeves arrives at the “Too Old To Die Young” screening on June 10, 2019, in Los Angeles, California | Source: Getty Images.

As Reeves turns 60, these films remind us that his talent goes beyond action movies. They show a man who, through his work, continues to explore and express the details of human connection. For fans and newcomers, these movies prove the wide range of Reeves’ career and the quiet strength he brings to each character.