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Chesney says he started recording every live show about five years ago but did so sporadically before that. She lived the small town girl dream of moving to Music City and catching her star, so it was fitting for her to appear on that song with him."I wanted to surprise the audience.

She was surprising me and I wanted to surprise the audience and honestly, Taylor Swift needs no introduction," he says.

He got carried away when he said the officer had passed, but later made it up by apologizing to the officer and inviting him for a beer.

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

Kenny is noted for having a special knack for love songs, especially “You Had Me From Hello.” Inspired by the famous line from Jerry Maguire, this tune embodies a beautifully romantic theme, but it turns out, the southern artist is a lot naughtier than “lovey-dovey.” He has been photographed with countless different lovers and has even been spotted chillin’ at the Playboy Club.

Aside from bragging about being with over 100 women, Kenny said once, “There were years when I had a better summer than A-Rod, buddy. I got on the boards quite often.” If you’re familiar with Kanye West and 50 Cent, you’ll know that these two huge hip-hop stars are always in a contest with one other.

In 2007, the two rappers decided to hold a public competition to see whose newly released album would sell more.

Taking a risk, 50 Cent vowed to retire if Kanye came out on top.

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

The two were arrested, but the charges were eventually dropped.

After his divorce, Kenny wasn’t in the best spot of his life.

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.

Wanting to serenade them, Bush invited Kenny Chesney to perform at the event.

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