A look back at Keanu Reeves' dating history

Keanu and the filmmaker briefly dated in 1992 after working with her father Francis Ford Coppola in Bram Stoker’s Dracula.

Marital bliss! The pair filmed Bram Stoker’s Dracula together in 1992. In the film, director Francis Ford Coppola used a real Romanian priest. After the movie, the Stranger Things actress joked that “I think we’re married.”

The actor’s most notable romance was with Jennifer, who worked as a production assistant. The pair began dating in 1998. A year later, Jennifer was pregnant with their child. In December 1999, Jennifer delivered their daughter Ava stillborn. Keanu and Jennifer split in 2000. In 2001, Jennifer tragically passed away in a car accident.

Claire and The Matrix star were in a rumored relationship from 2004 to 2006. When asked about their status, Keanu mentioned that the pair were “good friends.”

Keanu and the daughter of famed chef Michael Chow had a short fling in 2008. During their time, the pair traveled to the Mediterranean Sea, where they were spotted getting close. Shortly after the trip, the pair called it quits.

The pair worked together on Speed and The Lake House. Although they worked closely together, the pair never dated. It could have been a thing as both stars recently revealed to Elle DeGeneres that they had a crush on each other. In an interview, the talk show host played Sandy’s interview back to the actor who went on to share “She obviously didn’t know I had a crush on her.”

Keanu turned heads when he stepped out with the artist hand-in-hand on the carpet for the LACMA Art + Film gala in November 2019. The pair have been friends since 2011, and have worked together on books. It’s no telling how long they have been dating.