He married actress Kimberly Williams on March 15, 2003, but he fell for her before they even met. "I'd liked her in Father of the Bride and had written a song about the movie, 'Part II,' and when we were talking about making a video for 'I'm Gonna Miss Her,' I naturally asked her to be in it. When I called, I definitely had other motives," he recalls with The Washington Post. He also admits that she's the basis for the song "Little Moments" and she appears in that song's video. In turn, Paisley guested as "Eddie" on the According to Jim episode "Brother-In-Law."
He was inducted into the Grand Ole Opry on February 17, 2001, at the age of 28, and was the youngest artist to join the prestigious hall. At his induction Paisley appeared wearing Buck Owens's legendary canary-yellow rhinestone Nudie jacket, as he told CNN, "I love Buck dearly. He's become like a second father practically. When I was asked to join the Opry, I wore the exact same jacket he wore when he taped 'Live at Carnegie Hall' in the '60s.
Paisley sang two songs on Disney's Cars Soundtrack: "Find Yourself" and "Behind the Clouds."
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