Keanu Reeves is one of those few Hollywood stars who prefer to keep their love lives under wraps. Over the years, the John Wick star has jealously guarded details about his personal life, seldom responding to the unending speculation about his dating life.

Naturally, the 57-year-old actor’s desire for privacy has only made details about his love life all the more tantalizing.

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Keanu was thrust into the limelight after starring in the science fiction comedy Bill & Ted’s Excellent Adventure in 1989. Since then, the reclusive actor has been linked to multiple Hollywood stars, including Jill Schoelen, Sofia Coppola, Carie-Ann Moss, Jada Pinkett-Smith, Sandra Bullock, and Claire Forlani.

Despite his seemingly colorful dating history, the nicest guy in Hollywood has never taken the plunge into marriage with anyone. We take a look at why Keanu Reeves has never been married and speculate on whether he might be tying the knot with someone anytime soon.

Why Has Keanu Reeves Never Been Married?

Given his amiable personality and stunning looks, Keanu Reeves must be spoiled for choice when it comes to dating. The Speed star is so well-liked that multiple celebrities have confessed to crushing on him over the years. Nonetheless, Keanu has famously never been married to anyone.

The actor did come close to settling down with someone in 1999 when he dated fellow actress Jennifer Syme. The two seemed destined for a fairytale ending and were even expecting a child together. However, following the tragic loss of their daughter, Ava, who was stillborn at eight months, Reeves and Syme split up. Reeve’s catastrophic loss was compounded a year later when Syme passed away in a road accident. The 57-year-old was understandably devastated by the double tragedy and might have needed time to grieve before settling down with anyone.

Reeves has never publicly commented on these tragic losses. Nonetheless, his grief was evident in a 2019 interview with Stephen Colbert, when he responded, “I know that the ones who love us will miss us," to the question, “What do you think happens when we die?"

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Keanu also disclosed to The Guardian that his experience with grief was instrumental in preparing for the iconic John Wick role. "I love [John Wick's] grief," he shared. "For the character and in life, it’s about the love of the person you’re grieving for, and any time you can keep company with that fire, it is warm. I absolutely relate to that, and I don’t think you ever work through it. Grief and loss, those are things that don’t ever go away. They stay with you.”

Why Keanu Reeves Might Be Married To Winona Ryder

Although Keanu has never tied the knot with anyone in real life, he might have inadvertently married Winona Ryder while filming Dracula.

In a 2018 interview with Entertainment Weekly, Winona revealed, “We actually got married in Dracula. No, I swear to God, I think we’re married in real life. In that scene, [director] Francis [Ford Coppola] used a real Romanian priest. We shot the master, and he did the whole thing. So I think we’re married.” Reeves also quipped about his wedding to Winona while appearing on The Talk. "Once in a while, I will get a text [from Ryder that says], ‘Hello, husband.'"

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Although Keanu and Winona never ventured into a relationship, the two have maintained close contact since filming the highly acclaimed film. In a 2018 interview with Vanity Fair, Winona revealed, “We wrote each other a couple letters, too. [Keanu was] one of two people who were still writing letters when e-mail started to happen. [Keanu] and Daniel Day-Lewis were the only two people whom I get physical letters from. It was so nice. People just don’t do that anymore.”

Is Keanu Reeves Engaged?

Keanu Reeves has been dating prolific artist Alexandra grant since 2019. The two appeared hand in hand at the LACMA Art + Film Gala, sparking dating rumors. After confirming the cute coupling to People, an inside source claimed, “Keanu wants to openly share his life with her. He is extremely happy and grateful to have Alex in his life. [They] started dating earlier this year, but have wanted to keep it quiet.”

Rumors have been swirling that Keanu is on the verge of proposing to Alexandra. Back in April, the Constantine star was spotted in West Hollywood shopping for engagement rings, fueling ongoing speculation. An insider recently shared with US Weekly, “The word among his circle is that a proposal will likely happen at some point. But he’s not in a rush and doesn’t need a piece of paper to know Alexandra is the one for him. They’re soulmates and totally committed to the long term, and after all this time together it just keeps getting sweeter.”

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