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After the George Strait Country Music Festival in upstate New York, where Kenny and Tim Mc Graw collaborated, the two musicians stood in the parking lot, lightly chatting.

Reviving his spirits, Amy was the next lucky woman to call Chesney her boyfriend.

After the show, Bush presented the country star with a pair of eel-skin cowboy boots, specially designed by the famous Rocky-Carroll.

The shoes were customized with engravings of Kenny’s initials and the flags of Australia and the U. Bush and Chesney met once again when Kenny sang the national anthem in 2008 at the White House Tee Ball All-Star Game.

Kenny Chesney is by far one of the most popular country music stars of all time and you’d never guess how much money he makes just by playing the guitar and singing songs.

Underneath his cowboy hat or baseball cap lies a man who nobody truly understands.

Most artists experience rejection at some point in their career, especially in the beginning.