Keanu Reeves has dated Melissa Pearcy, Jill Schoelen, Sofia Coppola, Amanda De Cadenet and Jennifer Syme. As of October 2015, his latest girlfriend was Jamie Clayton. The couple has been spotted together in July 2015, but they separated in September 2015. In addition to confirmed relationships, there have been rumors about the actor dating many other people, including Sandra Bullock, Autumn Macintosh, Emma Kearney, Claire Forlani and Kelli Garner.
In addition, some people say that Keanu Reeves has dated Lynn Collins, Diane Keaton, Hallie Meyers-Shyer, Martha Higareda and Winona Ryder. There have been rumors of other girlfriends as well, but there hasn't been enough evidence to prove the relationships.
Sofia Coppola is the daughter of Francis Ford Coppola, who directed the movie Dracula, in which Keanu Reeves starred. The couple dated briefly in 1992. Reeves and Sandra Bullock had an on-screen relationship in 1993, but it has been rumored that they dated in real life as well.
The relationship with Amanda De Cadenet lasted from 1996 to 1997, and that relationship was the first one that Reeves intentionally made public.
Jennifer Syme and Reeves dated from 1999 to 2000. Syme got pregnant during the relationship, but the pregnancy ended in stillbirth. The couple broke up several weeks later but remained friends until Syme's death in 2001.