"This was going to change my career," she said. "I was so excited." Taylor Swift was supposed to tour with Kenny Chesney when she was 17 years old. (Rick Diamond/WireImage/Getty Images) ...

Kenny Chesney brought the country roots to the 57th Annual CMA Awards on Wednesday, November 8. The “When the Sun Goes Down” artist skipped out on the red carpet but blew fans away when he hit ...

Kenny Chesney performs in 2008 and Swift attends the 2009 CMA Awards. Allen J. Schaben/Los Angeles Times via Getty Images; Taylor Hill/WireImage ...

Frederick Breedon IV, Getty Images Kenny Chesney & Taylor Swift, September 7, 2011 Chelsea Lauren/WireImage Kenny Chesney, April 30, 2011 Rick Diamond/Getty Images Kenny Chesney, May 30, 2010 ...