Keanu Reeves, Age 55 – In a Relationship

Though Keanu Reeves is 55 and yet unmarried, that doesn’t mean he hasn’t come close. In fact, in the late ‘90s, he was dating Jennifer Syme. They expected a child together, but it was born prematurely and stillborn. Jennifer was later killed in a car accident. Keanu has since dated China Chow, Charlize Theron, and is currently dating Alexandra Grant.

He and Alexandra met when they wrote a book together, Ode to Happiness, in 2009. They only started to date in 2019, however, and they’ve even walked the red carpet together. Meanwhile, Keanu’s now set to play in The SpongeBob Movie: Sponge on the Run in 2020.