(2006), which topped the country album charts and made an impressive showing on the pop album charts as well.He also was honored at the Academy of Country Music Awards as Entertainer of the Year for two straight years—20.(2007), which featured a slew of hits.
You get your wife back, your dog back and your truck back. I always have, even in my school pictures when I was a little kid. I hate album covers where people are just smiling so big. PLAYBOY: How do you get through a night like that without giving up? When I started playing music at East Tennessee State University I would sit on a stool with a tip jar in front of me and play four hours a night at a college bar called Quarterback’s Barbecue. I was just making enough money to go to Taco Bell every day. I did throw a Play Station out the window of my tour bus one night. I love James Taylor and Jimmy Buffett as much as the next guy, but I got sick of doing their songs, so I put up a sign that said I TAKE REQUESTS. A lot of people would ask me if I ever thought about doing music for a living, and I’d say no. CHESNEY: I watched TV because I’d moved to town on January 12, 1991—the day Congress voted to support the Gulf war. I’m a country singer just by how I grew up, who my parents are and my heritage. Just because I don’t sing about the normal country themes doesn’t mean my songs aren’t country. PLAYBOY: What are some normal country themes you avoid? I’d been on the road since 1993, so for six or seven years I was trying to be somebody else.
Country has evolved a lot since that joke was first told. It’s like a neon sign that says PLEASE COME BUY ME. People were eating chips, drinking beer and not listening to me. We play on Play Station 3, and I’m very competitive. CHESNEY: I got into a fight with a guy from a radio station around 1995, maybe in Fort Myers, Florida. He got into a fight with one of my guys, so I got all redneck on him. CHESNEY: Yeah, but I had probably $90,000 or $95,000 in expenses, with gas and salaries. PLAYBOY: What was the best night you ever had in college with the tip jar? BUT ANYTHING BY JAMES TAYLOR OR JIMMY BUFFETT IS $25. So that one night I must have played a bunch of James Taylor songs. At one point I probably knew 400 or 500 songs off the top of my head. I got a degree in advertising and marketing but didn’t know what I was going to do. My family and friends thought this was something I was going to try and then go back home. CHESNEY: I was taking a persuasion class in college, and there was a girl in the class I was trying to persuade to go out with me. I wrote a song called “Amy,” and I wish I hadn’t written it. If Lynyrd Skynyrd came out today, it would be considered country; same with the Eagles. CHESNEY: I do sing about drinking, but it’s in a party way. “Yeah, he’s selling out stadiums everywhere, but it ain’t really country music.” I love traditional country music. Record labels today are much less patient: Artists have a bad record, and they’re gone.
I think people need to live their lives the way they want to, but I'm pretty confident in the fact that I love girls (laughs).
I've got a long line of girls who could testify that I am not gay." Since all the drama, Kenny has been linked to former Miss Tennessee USA Amy Colley, but apparently they broke up this year.
Pictures' and Spyglass Entertainment's "Invictus" at the Academy of Motion Picture Arts and Sciences Theater on December 3, 2009 in Beverly Hills, California.