Reeves initially started working in the film industry in the 1980s, becoming well-known for his roles in comedies like Bill & Ted’s Excellent Adventure. During the 1990s, Reeves was a big box office attraction and had devoted followers all over the world.

Keanu Reeves has a long list of failed attempts at love, he has often been involved with some high-profile actresses and directors. Reeves’ early professional relationships included those with Winona Ryder, Sofia Coppola, and actress Jill Schoelen.

The longest-lasting romance Reeves has had was with Jennifer Syme, but after a tragedy, the two parted ways.

Halle Berry fell in love with co-actor Keanu Reeves

John Wick: Chapter 3 – Parabellum
Possibly as a result of Reeves’ obsessive privacy, his admirers have spent a lot of time guessing about his personal life and the gorgeous actresses that he might be dating. Halle Berry’s casting in John Wick: Chapter 3 – Parabellum, the third edition in the John Wick trilogy, set the rumor mill turning in 2018.

Halle Berry at John Wick 3 promotions
Sofia Al-Azwar, a former assassin and close companion of John Wick, was played by Berry. Berry and Reeves’ on-screen connection was evident, and some sources claim that the two also developed a close friendship off-screen. An insider report in 2018,

“Halle and Keanu are dating. They started seeing each other even before they began filming. As soon as they started getting to know each other, they realized there was something there that was stronger than a friendship.”

The source continued,

 “Keanu is totally Halle’s type. She likes that he’s very mysterious, introspective, and down-to-earth. He’s not about the whole Hollywood spotlight thing. She finds that very attractive — and, of course, she thinks he’s super handsome.”

The relationship eventually ended, if it ever existed, and neither performer ever revealed their relationship to the media. Fans are nonetheless intrigued by the prospect of the two megastars entangled in a steamy affair.

Keanu Reeves has finally found the love of his life

Keanu Reeves
Longtime friends Alexandra Grant and Reeves worked together professionally to create Ode to Happiness in 2011—a grown-up picture book with text by the actor and images by the artist. Together with Grant’s first artist book and Reeves’ first written piece, this was also the beginning of the two’s first joint project.

They once again joined forces in 2016 for the Shadows, a collection of 54 photographs taken by Grant that were inspired by Reeves’ motions are included in the art book. Reeves made their relationship official with a red-carpet appearance in 2019.

As soon as the pair stepped onto the red carpet for the LACMA Art and Film Gala, the internet erupted with rumors about Grant’s identity and excitement for Reeves, who had a troubled dating life before being associated with Grant. The internet was flooded with detailed information about Grant and Reeves’ collaboration.