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Many people dream of becoming a rock star, but few actually get to achieve the riches and fame that come along with it.

Luckily, Kenny was one of the fortunate few who managed to create himself a career doing what he loves. Bush was president, he was invited to attend a state dinner with the Australian Prime Minister, John Howard.

With Kenny and Amy’s relationship slowly falling apart, the final straw was when Chesney was spotted hanging out with another woman in Cancun, Jenn Brown.

Starting as a Division 1 college athlete, Jenn eventually made it to becoming a successful ESPN broadcaster and she has been on the sidelines of many massive college football games as well.

Unfortunately, in 2016 at a Pittsburgh concert, the excitement went too far and as a result of an overly rowdy crowd and intoxication, 25 hospitalizations occurred along with several arrests.

Similarly, at a 2013 concert, 73 people were arrested and 30 tons of trash were left behind in the parking lot.

Just as things were heated enough, Kenny got involved in the trash talk and announced that he was also releasing a new album that same day.

According to TMZ, Reese Witherspoon donated ,000 to the charities just to join Kenny Chesney and duet with him.

They sang an acoustic version of “Jackson” by Johnny Cash, which luckily, Witherspoon was prepared for, as she previously got an Oscar for playing June Carter Cash in Most artists experience rejection at some point in their career, especially in the beginning.

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

The two were spotted many times happily vacationing on the clear beaches of the Bahamas and Malibu.

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