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From 1991, Reeves played bass guitar in the grunge band Dogstar.
During the early 1990s, Reeves started to break out of his teen-film period.
Acting onstage, he performed as Prince Hamlet for the Manitoba Theatre Centre's production of Hamlet.
He wrote the text for a picture book, Ode to Happiness, illustrated by Alexandra Grant.
He is a musician and played bass guitar for the bands Dogstar and Becky.
He gained fame for his starring role performances in several blockbuster films, including comedies from the Bill and Ted franchise (1989–1991); action thrillers Point Break (1991), Speed (1994), and the John Wick franchise; psychological thriller The Devil's Advocate (1997); supernatural thriller Constantine (2005); and science fiction/action series The Matrix (1999–2003).
He has also appeared in dramatic films such as Dangerous Liaisons (1988), My Own Private Idaho (1991), and Little Buddha (1993), as well as the romantic horror Bram Stoker's Dracula (1992). One New York Times critic praised Reeves' versatility, saying that he "displays considerable discipline and range...
He has also produced a documentary, Side by Side, and directed the martial arts film Man of Tai Chi.
He has also spoken of his English ancestry, mentioning watching comedy shows such as The Two Ronnies during his childhood, and how his mother imparted English manners that he has maintained into adulthood.