Keanu Reeves is notoriously private about his romantic life, but he put on a loved-up display with his girlfriend Alexandra Grant over the weekend.
The Matrix star, 58, was spotted locking lips with the artist as they celebrated the Museum of Contemporary Art Gala in Los Angeles on Saturday.
Alexandra affectionately put her arms around her boyfriend as they posed for the cameras on the red carpet.
While Keanu has been notoriously private about his romances, what is known is that his love life has included A-list stars, a heart-wrenching tragedy and a potential marriage.
Here, we take a look back at the women who have dated the Hollywood actor.
'Best friend' Alexandra Grant
Keanu and Alexandra went public with their romance in 2019 after dating for several months, however they had been friends for years before stepping out as a couple.
The pair are believed to have first met all the way back in 2009 and they've worked together on a number of projects.
In 2011, Alexandra illustrated Keanu's book Ode to Happiness as well as his 2016 book Shadows. The couple also co-own X Artists Books, which they founded in 2017.
Keanu recently gave his fans an insight into the couple's romance when he was asked to name his "last moment of bliss".
He told People : "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."
Jill Schoelen
Keanu dated Jill Schoelen in the 80s after they met while filming the 1986 film Babes in Toyland.
The pair played on-screen lovers and continued their romance off-screen, dating for three years before deciding to call it quits.
Jill moved on to heartthrob Brad Pitt and they were engaged for three months before calling time on their relationship.
Jennifer Syme tragedy
Keanu started dating budding Hollywood production assistant Jennifer Syme in the 90s after the pair met at a party for his rock band Dog Star.
The couple fell in love instantly in 1999 and quickly became pregnant with their first child, but their dreams were sadly shattered.
Keanu and Jennifer were looking forward to the arrival of their baby daughter Ava when the tot was stillborn at eight months on Christmas Eve in 1999, just a month before Jennifer's due date.
Heartbroken, Jennifer is said to have suffered post-natal depression before grief tore her and Keanu apart.
The pair remained friends after the split, but tragedy struck once again when Jennifer died in a car accident in 2001 just one day after she reportedly had brunch with Keanu.
Sandra Bullock crush
Keanu and Sandra Bullock first met when they were cast in the 1994 action film Speed.
The stars had an undeniable on-screen chemistry and rumours of a suspected romance surrounded the pair.
During separate interviews with Ellen DeGeneres, Sandra and Keanu revealed they had crushes on each other while making the movie.
The actress admitted that while she had a crush on Keanu during filming, it never went anywhere.
"She obviously didn't know I had a crush on her either," Keanu also told the TV host.
Winona Ryder 'marriage'
The actor has been friends with Winona Ryder for decades and admitted he thinks they could have been married for 30 years.
The two starred in Bram Stoker's Dracula in 1992 in which their characters get married. However, it sounds like the scene was much more real than initially thought.
In an interview with Esquire, Keanu explained: "We did a whole take of a marriage ceremony with real priests. Winona says we are. Coppola says we are. So, I guess we're married under the eyes of God."
Winona has also spoken about their "marriage", telling Entertainment Weekly in 2018: "We actually got married in Dracula.
"No, I swear to god I think we're married in real life. In that scene, Francis used a real Romanian priest. We shot the master and he did the whole thing. So, I think we're married."
Amanda de Cadenet
Amanda de Cadenet opened up about her romantic pursuit of the Hollywood star in her book It's Messy: Essays on Boys, Boobs and Badass women.
The two appeared to date publicly, but it was short lived.
Amanda wrote: "We met when I was two months pregnant, 19 years old, and married to another man.
"Within minutes of first laying eyes on him, 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."
Amanda said Keanu initially turned her down as he was a "man with hard-core ethics," but they went on a date after she got divorced.
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