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A Look Inside Keanu Reeves’ Dating History: Every Woman the Super Private Actor Has Dated

Keanu Reeves is a Canadian actor. Born on September 2, 1964 in Beirut, Lebanon and raised in Toronto.

Reeves began acting in theatre productions and in television films before making his feature film debut in Youngblood (1986).

He had his breakthrough role in the science fiction comedy Bill & Ted’s Excellent Adventure (1989).

After starring in so many movies that are integral to our pop culture today, we must ask: Who is Keanu Reeves dating?

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Keanu Reeves
Keanu Reeves Girlfriend: A Look Inside Keanu Reeves’ Dating History

When Reeves stepped onto the red carpet on Nov. 2, 2019, for the LACMA Art + Film Gala in Los Angeles with his rumored girlfriend, artist Alexandra Grant, it sent fans into a tizzy.

But the outing wasn’t particularly shocking to Grant’s friend, actress Jennifer Tilly, who told Page Six in February 2020 that the couple had been dating for much longer than fans realized.

The John Wick actor hasn’t spoken publicly about his relationship with Grant or the A-list stars he’s previously dated. However, in December 2021, Reeves offered his perspective on love on The Drew Barrymore Show after host Drew Barrymore said she was “not a fighter” but rather a “lover.”

Reeves replied, “No, no, because if you’re a lover, you gotta be a fighter. … Because if you don’t fight for your love, what kind of love do you have.”

He then got out of his seat and laughed, joking that Barrymore got him “philosophical” about love.

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Here’s a look back at Keanu Reeves dating history.

Who has Keanu Reeves dated?

Keanu Reeves’ dating history includes:

Jill Schoelen

Keanu Reeves
PHOTO: Courtesy Everett Collection

The pair met when they were filming one of Reeves’ first films, Babes in Toyland (1986), and were rumored to have dated for almost three years.

Directly after their split in 1989, Schoelen began dating another rising star, Brad Pitt, after she met him on the set of Cutting Class.

Sofia Coppola

Keanu Reeves

Reeves dated the then-up-and-coming director after meeting her on the set of Bram Stoker’s Dracula, directed by Sofia’s father, Francis Ford Coppola. The pair reportedly dated briefly before splitting up in 1992.

Winona Ryder

Keanu Reeves

The former costars never dated, but they may be technically married! Ryder told Entertainment Weekly that, while on the set of the 1992 film Bram Stoker’s Dracula, the pair may have accidentally been wed for real by a Romanian priest.

Ryder explained, “In that scene, Francis [Ford Coppola] used a real Romanian priest. We shot the master, and he did the whole thing. So I think we’re married.”

The pair laughed about the revelation in the interview, which they did while promoting their 2018 rom-com Destination Wedding.

Amanda de Cadenet

Keanu Reeves

Reeves was linked to the ’90s personality, but it reportedly didn’t last long, if at all. De Cadenet revealed in the 2017 book It’s Messy: Essays on Boys, Boobs and Badass Women that there was a mutual attraction between them.

“We met when I was two months pregnant, 19 years old and married to another man [John Taylor of Duran Duran],” de Cadenet wrote. “Within minutes of first laying eyes on [Reeves], I remember thinking, ‘I wonder how many pregnant women have affairs?’ I was surprised by my strong attraction to a man I had just met.”

De Cadenet wrote that Reeves, “a man with hardcore ethics,” didn’t get involved with her then but did go on a date with her after she divorced Taylor in 1997.

Jennifer Syme

Keanu Reeves

 

Reeves and Syme began dating in 1999; soon after, the pair announced they were expecting their first child. Tragically, their daughter, Ava, was stillborn at 8 months in January 2000.

According to reporting from PEOPLE at the time, their relationship could not withstand the grief of losing their child, and they decided to split up weeks later but remained on good terms.

Tragedy struck again when, on April 2, 2001, just one day after seeing Reeves for lunch, Syme lost control of her car and died in an accident.

Claire Forlani

Keanu Reeves

The Matrix actor was linked to Forlani from 2004 to 2006, though he laughed off the rumors that the pair were engaged to the New York Daily News in 2006. “We’re good friends,” he said at the time.

Alexandra Grant

Keanu Reeves
Keanu Reeves and Alexandra Grant

Keanu Reeves is currently dating artist Alexandra Grant. The two were friends before things turned romantic. She helped Keanu write his grown-up picture book Ode to Happiness. “No one can move the way he can. He’s a really extreme performer,” Grant said of Reeves at an L.A. gallery viewing, per the Los Angeles Times.

On March 29, 2023, Reeves offered a rare insight into his relationship with Grant. When asked when his last moment of bliss was by People, he answered, “A couple of days ago with my honey. We were in bed. We were connected. We were smiling and laughing and giggling. Feeling great. It was just really nice to be together.”

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Simon Kabutey
Simon Kabutey
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