1996: Adam Sandler vs. Bob Barker – Happy Gilmore1997: Fairuza Balk vs. Robin Tunney – The Craft1998: Will Smith vs. Cockroach – Men in Black1999: Ben Stiller vs. Puffy the Dog – There's Something About Mary2000: Keanu Reeves vs. Laurence Fishburne – The Matrix2001: Zhang Ziyi vs. Entire bar – Crouching Tiger, Hidden Dragon2002: Jackie Chan and Chris Tucker vs. Hong Kong gang – Rush Hour 22003: Yoda vs. Christopher Lee – Star Wars: Episode II – Attack of the Clones2004: Uma Thurman vs. Chiaki Kuriyama – Kill Bill: Volume 12005: Uma Thurman vs. Daryl Hannah – Kill Bill: Volume 22006: Angelina Jolie vs. Brad Pitt – Mr. & Mrs. Smith2007: Gerard Butler vs. Robert Maillet – 300
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.
More InfoReeves will next appear in Bill & Ted Face the Music, the third sequel in the Bill & Ted franchise, with his co-star Alex Winter. Reeves will portray the character Johnny Silverhand in the video game Cyberpunk 2077; he has completed motion capture and voice recordings for the role. He is also due to appear in the animation The SpongeBob Movie: Sponge on the Run (2020) as a tumbleweed named Sage. The Matrix 4, the fourth sequel to The Matrix franchise, is currently being filmed with Reeves and Carrie-Anne Moss reprising their roles. In 2019, Reeves travelled to São Paulo to produce a Netflix series, Conquest. Details are being kept secret. Reeves will reprise his role as John Wick in two additional sequels, to be filmed back-to-back.
More InfoIn a 2005 article for Time magazine, Lev Grossman called Reeves' "Hollywood's ultimate introvert". He has been described as a workaholic, charming and "excruciatingly shy". During the production of Constantine, director Francis Lawrence commented on his personality, calling him "hardworking" and "generous". His co-star Shia LaBeouf said, "I've worked with him for a year and a couple of months, but I don't really know him that much". Erwin Stoff of 3 Arts Entertainment has served as Reeves' agent and manager since he was 16, and produced many of his films. Stoff said Reeves "is a really private person" and keeps his distance from other people.
More InfoOn December 24, 1999, Reeves' girlfriend, Jennifer Syme, gave birth eight months into her pregnancy to Ava Archer Syme-Reeves, who was stillborn. The couple broke up several weeks later. On April 2, 2001, Syme was killed when her vehicle collided with three parked cars on Cahuenga Boulevard in Los Angeles. She was being treated for depression at the time, and police found prescription medication in her car. Reeves, who was scheduled to film The Matrix sequels the following spring, sought "peace and time", according to friend Bret Domrose of Dogstar.
More InfoReeves' casual personality and ability to establish rapport with his manner have been observed by the public, leading him to be dubbed the "Internet's boyfriend". In March 2019, Reeves was flying into Los Angeles when the flight was diverted to Bakersfield, California. Instead of waiting for the plane's repair, he arranged for a van to take him and other passengers into the city. While filming Bill & Ted Face the Music in July 2019, Reeves and other cast members came across a house with a banner reading "You're Breathtaking", a meme that had come out of Reeves' appearance at the Electronic Entertainment Expo 2019 for the game Cyberpunk 2077. Reeves took time to sign the banner and talk to the family. When asked if he could time travel, Reeves said he would like to travel back to the 1600s, to see if the works of William Shakespeare were written by Edward de Vere, 17th Earl of Oxford.
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