Reeves reunited with Winona Ryder in the 2018 comedy Destination Wedding, about wedding guests who develop a mutual affection for each other. They had worked together previously in Bram Stoker's Dracula, A Scanner Darkly and The Private Lives of Pippa Lee. Reeves also co-produced and starred in two thrillers. Siberia, in which he plays a diamond trader who travels to Siberia to search for his Russian partner, and Replicas, which tells the story of a neuroscientist who violates laws and bioethics to bring his family back to life after they die in an automobile crash. Siberia and Replicas were critically panned, gaining only thirteen and nine per cent approval ratings, respectively, from critics on Rotten Tomatoes.
Next in 2008, Reeves collaborated with director David Ayer on the crime thriller Street Kings. He played an undercover policeman who must clear his name after the death of another officer. Released on April 11, the film grossed a moderate $66 million worldwide. The film's plot and Reeves' performance, however, were met with mostly unenthusiastic reviews. Paul Byrnes of The Sydney Morning Herald stated, "It's full of twists and turns, a dead body in every reel, but it's not difficult to work out who's betraying whom, and that's just not good enough". The Guardian opined, "Reeves is fundamentally blank and uninteresting". Reeves starred in another science fiction film, The Day the Earth Stood Still, a loose adaptation of the 1951 film of the same name. He portrayed Klaatu, an alien sent from outer space to try to change human behaviour or eradicate humans because of their environmental impact. At the 2009 Razzie Awards, the film was nominated for Worst Prequel, Remake, Rip-off or Sequel. Many critics were unimpressed with the heavy use of special effects; The Telegraph credited Reeves' ability to engage the audience, but thought the cinematography was abysmal and the "sub-Al-Gore environment lecture leaves you light-headed with tedium".
More InfoReeves appeared in five film releases in 2016. The first was Exposed, a crime thriller about a detective who investigates his partner's death and discovers police corruption along the way. The film received negative reviews for its confused plot, and Reeves' was criticized for displaying limited facial expressions. His next release, the comedy Keanu, was better received. In it he voiced the eponymous kitten. Reeves then had a minor role in The Neon Demon, a psychological horror directed by Nicolas Winding Refn. He played Hank, a lustful motel owner who appears in Jesse's (played by Elle Fanning) nightmare. In his fourth release, he played a charismatic leader of a settlement in The Bad Batch. His final release of the year was The Whole Truth, featuring Gabriel Basso, Gugu Mbatha-Raw, Renée Zellweger, and Jim Belushi. He played Richard, a defense attorney. Noel Murray of The A.V. Club described it as "moderately clever, reasonably entertaining courtroom drama", with a skilled cast but overall a "mundane" film. Reeves also appeared in Swedish Dicks, a two-season web television series.
More InfoAfter the success of The Matrix, Reeves avoided another blockbuster in favour of a lighthearted sports comedy, The Replacements (2000). He agreed to a pay cut to enable Gene Hackman co-star in the film. Against his wishes, Reeves starred in the thriller The Watcher (2000), playing a serial killer who stalks a retired FBI agent. He said that a friend forged his signature on a contract, which he could not prove; he appeared in the film to avoid legal action. Upon its release, the film was critically panned. That year, he had a supporting role in another thriller, Sam Raimi's The Gift, a story about a woman (played by Cate Blanchett) with extrasensory perception asked to help find a young woman who disappeared. The film grossed $44 million worldwide. Film critic Paul Clinton of CNN thought the film was fairly compelling, saying of Reeves' acting: "[Raimi] managed to get a performance out of Reeves that only occasionally sounds like he's reading his lines from the back of a cereal box."
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".
More InfoIn 2013, Reeves starred in his own directorial debut, the martial arts film Man of Tai Chi. The film has multilingual dialogue and follows a young man drawn to an underground fight club, partially inspired by the life of Reeves' friend Tiger Chen. Principal photography took place in China and in Hong Kong. Reeves was also assisted by Yuen Woo-ping, the fight choreographer of The Matrix films. Man of Tai Chi premiered at the Beijing Film Festival and the Cannes Film Festival, and received praise from director John Woo. A wider, warm response followed suit; Bilge Ebiri of Vulture thought the fight sequences were "beautifully assembled", and Reeves showed restraint with the film editing to present the fighters' motion sequences. The Los Angeles Times wrote, "The brutally efficient shooting style Reeves employs to film master choreographer Yuen Woo-ping's breathtaking fights ... is refreshingly grounded and old-school kinetic", while Dave McGinn of The Globe and Mail called the film "ambitious but generic". At the box office, Man of Tai Chi was a commercial disappointment, grossing only $5.5 million worldwide from a budget of $25 million. Also in 2013, Reeves played Kai in the 3D fantasy 47 Ronin, a Japanese fable about a group of rogue samurai. The film premiered in Japan but failed to gain traction with audiences. Initial reviews were not positive, causing Universal Pictures to reduce advertising spending for the film elsewhere. 47 Ronin was a box office flop and was mostly poorly received.
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