Redeem now - "John Wick" actor Keanu Reeves was recently spotted holding hands with artist Alexandra Grant, leading some to speculate that the two were a couple.
- While neither Reeves nor Grant have spoken publicly about their relationship, a romance between the two would be a big departure for Reeves, who's famously private and hasn't gone public with a relationship in several years.
- The "Matrix" actor was previously linked to model and actress China Chow in 2008.
- And in the late '90s and early 2000s, Reeves lost his longtime girlfriend, Jennifer Syme, as well as their unborn child.
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"Matrix" actor Keanu Reeves was spotted holding hands with visual artist Alexandra Grant at an event in Los Angeles on Saturday, leading many to speculate that the two were a couple.
Although neither Reeves nor Grant have spoken publicly about their relationship, a romance between the actor and the artist would be a big deal for Reeves, who hasn't gone public with a relationship in many years.
The "John Wick" actor is famously private, and lost his longtime girlfriend and their unborn child within the span of a few years in the late '90s and early 2000s.
And while Reeves has been candid about his respect and admiration for costars like Sandra Bullock and Winona Ryder, his last reported romance was in 2008, with model and actress China Chow.
Here's a rundown of Keanu Reeves' heart wrenching romantic history.
In 1998, Reeves began dating Jennifer Syme after meeting her at a record label party.
Syme, who worked as a personal assistant to directors like David Lynch, also had a job at a record label, which is how she met Reeves. The two first encountered one another at a promo party for Reeves' band Dogstar in 1998, and started dating shortly after, according to reports.
Reeves had said in a previous interview that he wanted to settle down and start a family at some point in his life, and in 1999, Syme became pregnant.
Tragically, the couple lost their unborn child in 1999, and shortly thereafter, the two broke up.
Syme reportedly experienced postpartum depression after giving birth to their stillborn daughter, Ava Archer Syme-Reeves, in December 1999, and many believe that the grief the couple experienced due to the loss led them to break up.
Although Reeves and Syme had separated by early 2000, the two remained friends until Syme's death.
In 2001, Syme was killed in a car accident.
She was killed in a car accident after attending a party thrown by Marilyn Manson in Los Angeles, Another Man reported. Reeves was due to begin shooting back-to-back "Matrix" sequels that spring, but took some time to grieve before resuming working.
Following her death, Reeves kept a low profile. In 2008, he was linked to model and actress China Chow, but the two apparently stopped dating shortly thereafter.
Per Us Weekly, Reeves and Chow were spotted topless in the Mediterranean while vacationing in the French Riviera in 2008, although they never confirmed their relationship.
Chow subsequently began dating singer Billy Idol, while Reeves mostly kept out of the spotlight.
In recent months, Reeves has spoken about his unrequited feelings for his "Speed" costar Sandra Bullock.
Bullock admitted to Ellen DeGeneres in December 2018 that she had a crush on Reeves during the filming of "Speed" — and in May, Reeves confirmed the feelings were mutual.
"She obviously didn't know I had a crush on her either," he said to DeGeneres during an appearance on "The Ellen Show."
Reeves went on to say that they didn't date because "we were working." However, he did allude to having relationships with other costars. Reeves reportedly dated "Babes in Toyland" costar Jill Schoelen.
"It was nice to go to work," he added of Bullock. "She's such a wonderful person, a wonderful actress."
While it seems like Reeves and Grant might be dating, the two haven't clarified the nature of their relationship.
Representatives for Reeves and Grant didn't immediately respond to Insider's requests for comment.
- Read more:
- How Keanu Reeves overcame a troubled childhood and heartbreaking losses to become Hollywood's most beloved actor
- Meet Alexandra Grant, the award-winning visual artist who many speculate is Keanu Reeves' new girlfriend
- People are overjoyed for Keanu Reeves now that he apparently has a girlfriend
- Sandra Bullock admitted she had a crush on 'Speed' costar Keanu Reeves, and the actor just confirmed it was mutual
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