You may know him from his appearance in Always Be My Maybe, but Keanu Reeves had a long, impressive career for many years before the hit Ali Wong film. We decided to take a look back and see how Keanu, 55, has transformed over that time — although, if you ask us, he has barely aged, so is it really a total transformation? Scroll through the gallery below to see for yourself.
Did you know Keanu was born in Beirut? Eventually, his mother became a costume designer and moved the family to places like Sydney, New York City and Toronto. As a teenager, he got work as a production assistant in movies before dropping out of school and moving to Los Angeles.
Keanu made his screen debut in an episode of Hangin’ In, and before long, he got a great part in the 1986 drama film River’s Edge. Here’s what he looked like then.
You wouldn’t necessarily know from the Keanu pictured here in 2000 what he was going through at the time. On December 24, 1999, his girlfriend, Jennifer Syme, gave birth eight months into her pregnancy to their daughter, Ava Archer Syme-Reeves, who was stillborn. They broke up, and in April 2001, Jennifer died in a tragic car accident.
Keanu was supposed to start shooting back-to-back Matrix sequels at the time — including The Matrix Reloaded, which Keanu attended the premiere of in this photo from 2003. Bret Domrose, who played guitar in the actor’s rock band Dogstar, said at the time that Keanu needed “peace and time” to deal with the sorrow in his life.
In 2008, Keanu began pre-production on his directorial debut, Man of Tai Chi. It didn’t come out until 2013, but he starred in some movies that got less attention in the late 2000s as he worked. He’s pictured here in 2009.
Check out how dapper the actor looked at the Always Be My Maybe premiere at the Village Theatre in Los Angeles in May 2019. This is the movie that reminded the world that Keanu is the ultimate Internet Boyfriend.