Rebecca Miller's The Private Lives of Pippa Lee was Reeves' sole release of 2009, which premiered at the 59th Berlin International Film Festival. The romantic comedy and its ensemble received an amicable review from The Telegraph's David Gritten; "Miller's film is a triumph. Uniformly well acted, it boasts a psychologically knowing script, clearly written by a smart, assertive human". In 2010, he starred in another romantic comedy, Henry's Crime, about a man who is released from prison for a crime he did not commit, but then targets the same bank with his former cellmate. The film was not a box office hit. Reeves' only work in 2011 was an adult picture book titled Ode to Happiness, which he wrote, complemented by Alexandra Grant's illustrations. Reeves co-produced and appeared in a 2012 documentary, Side by Side. He interviewed filmmakers including James Cameron, Martin Scorsese, and Christopher Nolan; the feature investigated digital and photochemical film creation. Next, Reeves starred in Generation Um... (2012), an independent drama which was critically panned.
In 2001, Reeves continued to explore and accept roles in a diverse range of genres. The first was a romantic comedy, Sweet November, a 1968 remake of the same name. This was his second collaboration with Charlize Theron; the film was met with a generally negative reception. Desson Thompson of The Washington Post criticized it for its "syrupy cliches, greeting-card wisdom and over-the-top tragicomedy", but commended Reeves for his likability factor in every performance he gives. Hardball (2001) marked Reeves' attempt in another sports comedy. Directed by Brian Robbins, it is based on the book Hardball: A Season in the Projects by Daniel Coyle. Reeves plays Conor O'Neill, a troubled young man who agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of obtaining a loan. Film critic Roger Ebert took note of the film's desire to tackle difficult subjects and baseball coaching, but felt it "drifts above the surface", and Reeves' performance was "glum and distant".
More InfoBy 2002, his professional music career had come to an end when Dogstar disbanded. The band had released two albums during their decade together; Our Little Visionary in 1996 and Happy Ending in 2000. Sometime afterwards, Reeves performed in the band Becky for a year, founded by Dogstar band-mate Rob Mailhouse, but quit in 2005, citing a lack of interest in a serious music career. After being absent from the screen in 2002, Reeves returned to The Matrix sequels in 2003 with The Matrix Reloaded and The Matrix Revolutions, released in May and November, respectively. Principal photography for both films was completed back-to-back, primarily at Fox Studios in Australia. The Matrix Reloaded garnered mostly favourable reviews; John Powers of LA Weekly praised the "dazzling pyrotechnics" but was critical of certain machine-like action scenes. Of Reeves' acting, Powers thought it was somewhat "wooden" but felt he has the ability to "exude a charmed aura". Andrew Walker, writing for London Evening Standard, praised the cinematography ("visually it gives full value as a virtuoso workout for your senses") but he was less taken by the film's "dime-store philosophy". The film grossed $739 million worldwide.
More InfoIn 1991, Reeves starred in Bill & Ted's Bogus Journey, a sequel to Bill & Ted's Excellent Adventure, with his co-star Alex Winter. Michael Wilmington of the Los Angeles Times felt that the sequel was "more imaginative, more opulent, wilder and freer, more excitingly visualized", praising the actors for their "fuller" performances. Film critic Roger Ebert thought it was "a riot of visual invention and weird humor that works on its chosen sub-moronic level ... It's the kind of movie where you start out snickering in spite of yourself, and end up actually admiring the originality that went into creating this hallucinatory slapstick". The rest of 1991 marked a significant transition for Reeves' career as he undertook adult roles. Co-starring with River Phoenix as a street hustler in the adventure My Own Private Idaho, the characters embark on a journey of personal discovery. The story was written by Gus Van Sant, and is loosely based on Shakespeare's Henry IV, Part 1, Henry IV, Part 2, and Henry V. The film premiered at the 48th Venice International Film Festival, followed by a theatrical release in the United States on September 29, 1991. The film earned $6.4 million at the box office. My Own Private Idaho was positively received, with Owen Gleiberman of Entertainment Weekly describing the film as "a postmodern road movie with a mood of free-floating, trance-like despair ... a rich, audacious experience". The New York Times complimented Reeves and Phoenix for their insightful performances.
More InfoIn 1991, Reeves starred in Bill & Ted's Bogus Journey, a sequel to Bill & Ted's Excellent Adventure, with his co-star Alex Winter. Michael Wilmington of the Los Angeles Times felt that the sequel was "more imaginative, more opulent, wilder and freer, more excitingly visualized", praising the actors for their "fuller" performances. Film critic Roger Ebert thought it was "a riot of visual invention and weird humor that works on its chosen sub-moronic level ... It's the kind of movie where you start out snickering in spite of yourself, and end up actually admiring the originality that went into creating this hallucinatory slapstick". The rest of 1991 marked a significant transition for Reeves' career as he undertook adult roles. Co-starring with River Phoenix as a street hustler in the adventure My Own Private Idaho, the characters embark on a journey of personal discovery. The story was written by Gus Van Sant, and is loosely based on Shakespeare's Henry IV, Part 1, Henry IV, Part 2, and Henry V. The film premiered at the 48th Venice International Film Festival, followed by a theatrical release in the United States on September 29, 1991. The film earned $6.4 million at the box office. My Own Private Idaho was positively received, with Owen Gleiberman of Entertainment Weekly describing the film as "a postmodern road movie with a mood of free-floating, trance-like despair ... a rich, audacious experience". The New York Times complimented Reeves and Phoenix for their insightful performances.
More InfoIn 2001, Reeves continued to explore and accept roles in a diverse range of genres. The first was a romantic comedy, Sweet November, a 1968 remake of the same name. This was his second collaboration with Charlize Theron; the film was met with a generally negative reception. Desson Thompson of The Washington Post criticized it for its "syrupy cliches, greeting-card wisdom and over-the-top tragicomedy", but commended Reeves for his likability factor in every performance he gives. Hardball (2001) marked Reeves' attempt in another sports comedy. Directed by Brian Robbins, it is based on the book Hardball: A Season in the Projects by Daniel Coyle. Reeves plays Conor O'Neill, a troubled young man who agrees to coach a Little League team from the Cabrini Green housing project in Chicago as a condition of obtaining a loan. Film critic Roger Ebert took note of the film's desire to tackle difficult subjects and baseball coaching, but felt it "drifts above the surface", and Reeves' performance was "glum and distant".
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