Keanu Reeves' history of red carpet dates seems less than romantic at first glance.
But he finally broke his streak of stag appearances in 2019 when he walked hand-in-hand with his
girlfriend Alexandra Grant. But who else has he graced the red carpet with? Let's find
out!
Reeves has endured some tragedies in his life, including a stillborn child and the death
of his former girlfriend Jennifer Syme in a car accident. In 2006, he told Parade Magazine,
"Grief changes shape, but it never ends. People have a misconception that you can deal with
it and say, 'It's gone, and I'm better.' They're wrong. When the people you love are gone,
you're alone."
Thankfully, it looks like Reeves isn't alone anymore. In 2019, he debuted his relationship
with artist Alexandra Grant at the LACMA Art + Film Gala red carpet. According to InStyle,
this was the first time Reeves ever brought an official romantic date as his plus-one,
even if the tabloids would argue that some of the co-stars he's appeared with should
count. After all, it's often tough to tell when celebs are walking the line between colleague
and secret romance.
As for Reeves and Grant, they've been creative partners for a long time, and it's unclear
exactly when their relationship made the jump into romance. She collaborated with him on
his books Ode to Happiness and Shadows, and they also founded a publishing house together
in 2017 called X Artists' Books.
Reeves and Rachel Weisz were on-screen love interests in 1996's Chain Reaction, which
triggered rumors of an off-screen romance. It's hard to blame the tabloids, considering
that she took him to the premiere of her next movie Stealing Beauty, which he wasn't involved
with at all. It's perhaps worth noting that Reeves was hobbling around at the time, as
he had recently broken his ankle in a motorcycle accident.
Nevertheless, Weisz has been adamant that their relationship has always been platonic.
Although, she did appreciate the gifts that fans gave her to pass along to Reeves. In
1996, she told Women's Own,
"A love affair with Keanu? No way. We were chasing round all over the place, trying to
save our skins. It was very intense but there was no time for anything like that. Actually,
it was amazing. Girls would hand me baskets of fruit to give to him and I had to say:
'I'm not seeing him...I can't just turn up at his house.'"
Hard times can bring a family closer or it can tear them apart. For Keanu Reeves and
his sister Kim Reeves, the hardship of a cancer diagnosis helped the pair foster an unbreakable
bond. In 1991, Kim was pursuing a career in Hollywood when she was diagnosed with leukemia
at the age of 25. Though Keanu had four movies coming out that year, he rarely left her side
during treatment.
In 1995, it seemed like the pair were closer than ever. According to a profile in People
Magazine, Keanu didn't have a home at the time. Between filming, he'd either rent a
hotel room or crash with his sister. They liked to ride horses, cook dinner, and watch
VHS tapes. Kim eventually went into remission in 1999, the same year that she accompanied
her brother to the premiere of The Matrix. And that wasn't the only sibling who joined
him that day, as his other sister Karina Miller was also there. Twenty years later, he accompanied
Karina to the premiere of the film Semper Fi, which she produced. When Entertainment
Tonight interviewed the siblings, they had only supportive words for each other. Keanu
noted how awesome it was to be there while Karina noted how protective her brother's
always been of her.
"It's such a great accomplishment. It's a wonderful film, and so it's, uh-"
"And it's my red carpet!"
Keanu Reeves really seems like the kind of guy who nurtures his oldest relationships
despite how famous he is now. It's unlikely that he'd ever force someone he cares about
into an Uber Pool like the obnoxious parody of himself that he played in Always Be My
Maybe. For proof, consider how loyal he is to his childhood friends. In 2000, he took
his old high school bestie Brenda Davis to the Oscars and also brought her along to Vanity
Fair's post-ceremony bash. At the time, Reeves was at the height of his Matrix fame and soon
to appear in The Replacements.
Davis has helped Reeves through a number of hardships, including his sister's cancer diagnosis
and his child's stillbirth. It makes sense that he'd want her by his side for a moment
as big as the Academy Awards. And it turns out that they now may actually be bona fide
family. According to rumors, which are hard to confirm since Reeves is so tight-lipped
in the press, Davis named Reeves the godfather to her daughter.
Charlize Theron and Keanu Reeves haven't officially been in a romantic relationship together,
but that doesn't mean they've never had a good time together. Things can get muddied
up when you play lovers on-screen. It all started back in 2001 when Theron and Reeves
showed undeniable chemistry in the emotional drama Sweet November. That same year, they
embraced each other on the Golden Globes red carpet and were spotted getting cozy at Style
Magazine's after-party.
Romance rumors about these two have managed to span across a decade. According to the
Daily Mail, the two were spotted "getting touchy-feely" with some kisses and hugs after
leaving a Beverly Hills restaurant in 2010. At the time, Theron had just gotten out of
a nine-year relationship, but that didn't stop her and Reeves from laughing and almost
disrupting other tables by being so loud. They were also reportedly wrapped up in each
other's conversation and just generally having a great time together. We'll probably never
really know for sure what was up with these two. Reeves is a master of subtlety after
all.
"Whoa."
Reeves and another one of his co-stars, Carrie-Anne Moss, have certainly gotten close over the
years. They did, after all, team up to save humanity from enslavement at the hands of
malicious artificial intelligence. Plus, not too many people have been kicking it with
the same co-stars for two decades. As a result, it's not uncommon to see these two together
on the red carpet. Though Reeves typically flies solo, he did escort a pregnant Moss
on the red carpet while promoting The Matrix Reloaded at the 2003 Cannes Film Festival.
Moss and Reeves have an undoubtedly supportive relationship, the kind that can endure through
an awkward love scene or two. In a 2003 interview with The Morning Call, she admitted that he
helped ease her nerves before they got intimate for the cameras while shooting The Matrix
Reloaded. As she put it,
"I was pretty nervous about the love scene but, in the end, Keanu's a good friend of
mine and I trust him. I respect him. I like him."
Sandra Bullock and Keanu Reeves may always be each others' one that got away. The pair,
who attended the 2006 Academy Awards together, have had mutual crushes on each other, but
they've never taken things to the next level. In fact, that's why Bullock believes they've
been able to maintain such a solid friendship.
They first co-starred in the classic 1994 action flick Speed, which was Bullock's first
big break. During production, she immediately found it hard to concentrate around him. In
a 2018 interview with Ellen DeGeneres, she admitted,
"I think about how sweet Keanu Reeves was and how handsome he was. It was hard for me
to really be serious…His job was to just keep my dress, sort of kept flying up, so
I said, 'Whatever you do, just keep my dress down.'…Never dated him. There was just something
about me that I guess he just didn't like."
Except, as it turns out, he did like her. When Reeves sat down with DeGeneres months
later, he admitted that he had no idea Bullock was crushing, as he confessed,
"She obviously didn't know I had a crush on her either."
He cited work as a reason for why things never escalated. He's a professional king, through
and through.
Reeves kept up his tradition of taking non-romantic dates to red carpets when he appeared at the
2013 Toronto International Film Festival with Matrix stutman Tiger Hu Chen. The pair were
there to promote their film Man of Tai Chi, which was Reeves' directorial debut. Reeves
was specifically inspired by Chen when making Man of Tai Chi, and in fact, the whole film
was created for the stuntman. As Reeves explained to The Star,
"We wanted to work together, so over the years we came up with a story about the traditional
aspect of Tiger, he’s a (martial arts) master, but he’s also a modern guy. He grew up in
Chengdu, moved to Beijing and became a big stuntman. So the story was born out of that."
Throughout Keanu Reeves and Winona Ryder's decades-long friendship, the pair have gotten
walking the red carpet together down to a science. They co-starred in 2006's A Scanner
Darkly and 2009's The Private Lives of Pippa Lee, but they first crossed paths in 1992
while working on Bram Stoker's Dracula. While Alexandra Grant remains Reeves' only red carpet
date that he's actually confirmed to be dating, Ryder is his only date that he's actually
married to. Yes, you heard that correctly. In 2018, Ryder admitted that the two '90s
icons accidentally got married while filming Dracula. As she explained it to Entertainment
Weekly,
"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."
As far as an actual romance, that hasn't been in the cards, but Reeves and Ryder did reunite
for a second round of nuptials in 2018's Destination Wedding. This time, though, they were only
guests.
"I meet-cute him all the time. Like every day."
"Every time we see each other, it's a meet-cute."
Rumors of a steamy romance between Keanu Reeves and his John Wick: Chapter 3 co-star Halle
Berry ignited in 2019 during the press cycle for the film. They were spotted smiling on
red carpets and events across the country despite never officially being each other's
plus-one. But of course, you don't need to be a plus-one if you're both already invited.
Alas, these rumors, although fun to think about, are undeniably thin. A source told
Life & Style Magazine that even before they started working together on Wick,
"As soon as they started getting to know each other, they realized there was something there
that was stronger than friendship."
Apparently, Reeves is "totally" Berry's type, though we'd argue that there's not a soul
who wouldn't date Hollywood's reigning nice guy. Gossip Cop later got a hold of a supposed
Berry source who shut down the rumors. Enduring the lengthy press tour for the blockbuster
action flick probably just made these co-stars very comfortable with each other.
If we needed any more evidence that Keanu Reeves is the type of guy you'd want to bring
home to your mother, it's this: he brought his own mother, costume designer Patricia
Taylor, as his date for the 2020 Academy Awards. Who doesn't love a mama's boy? And that wasn't
the first time that he brought her along for the ride, though the Oscars were a particularly
big day for the pair. Reeves had lent his voice to Toy Story 4, which ended up winning
Best Animated Feature. Taylor even did a great job with the red carpet interviews and totally
zipped her lips when Ryan Seacrest asked her to dish on The Matrix 4. A good mom knows
how to keep a secret.
"Do you know a lot?"
"Only about Matrix 1, 2, and 3."
"She's well-trained."
Weirdly enough, it seems that some fans apparently didn't get the memo that this was, indeed,
Reeves' mother. In fact, some viewers mistook Taylor for Reeves' girlfriend. Never mind
the fact that Taylor and Alexandra Grant have about 30 years between them, though this could
be a testament to the fact that Taylor looked absolutely stunning in her pantsuit.
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