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In 2006, Wilson voiced Lightning Mc Queen in the Disney/Pixar film Cars, starred in You, Me and Dupree with Kate Hudson, and appeared with Stiller in Night at the Museum as cowboy Jedediah.Wilson starred with Ben Stiller in twelve films, including The Cable Guy (1996), Permanent Midnight (1998), Meet the Parents (2000), Zoolander (2001), The Royal Tenenbaums (2001), Starsky & Hutch (2004), Meet the Fockers (2004), Night at the Museum (2006), and the sequels Night at the Museum 2: Battle of the Smithsonian (2009), Little Fockers (2010), Night at the Museum: Secret of the Tomb (2014) and Zoolander 2 (2016).His older brother Andrew and younger brother Luke are also actors.

Due to his busy schedule as an actor and an ongoing sinus condition, Wilson was unavailable to collaborate on the script for Wes Anderson's fourth feature film, The Life Aquatic with Steve Zissou.He has a reputation as a bit of a ladies man – but actor Owen Wilson has once again sparked romance rumours after being spotted with a 21-year-old college tennis player at the French Open.The Zoolander star – who has been filming the sequel to the 2001 hit alongside co-star Ben Stiller – was seen laughing and joking with Wan-Yi Sweeting as they watched the action at the Stade Roland Garros on Friday.Wilson appeared in another Wes Anderson film, The Darjeeling Limited, which screened at the 45th annual New York Film Festival, the Venice Film Festival and opened September 30, 2007, co-starring Jason Schwartzman and Adrien Brody.Wilson next starred in the Judd Apatow comedy, Drillbit Taylor, released in March 2008.Wilson's films have grossed more than In April 2002, the release of the album C'mon C'mon by former girlfriend Sheryl Crow features the song "Safe and Sound", which is dedicated to Wilson in the liner notes, and is said to be an account of Wilson and Crow's relationship.

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