Kenny Chesney

Kenny Chesney accepts the Entertainer of the Year award during the 42nd Annual CMA Awards show on Wednesday, Nov. 12, 2008, in Nashville, Tenn. It was the fourth such award for Chesney, who released his first album in 1994 and since then has become a country superstar.

President Bush speaks as county music star Kenny Chesney, left, and members of his band look on in the Rose Garden of the White House, Wednesday, July 16, 2008, in Washington, after President Bush hosted a social dinner in honor of Major League Baseball.

Kenny Chesney performs during the CMT Music Awards, Monday, April 14, 2008, in Nashville, Tenn.

Kenny Chesney accepting the Entertainer Of The Year award at the 40th Annual CMA Awards in November 2006.

Kenny Chesney, left, who was named one of People magazine's hottest bachelors this year, posed with fellow country singer Keith Urban backstage at the this year's Annual Academy Of Country Music Awards. The academy also named Chesney entertainer of the year.

Kenny Chesney performed on The Early Show in New York in September 2006. That same year, Chesney released "Live: Live Those Songs Again" and reached the milestone of selling 25 million albums during his career.

Singer Wynonna Judd presented Kenny Chesney with the award for the Male Video of the Year at the 2006 CMT Music Awards.

Kenny Chesney, who played football in high school, threw the first pitch of the game between the Oakland Athletics and the New York Mets at a 2005 game in Oakland, Calif.

Kenny Chesney married actress Renee Zellweger on St. John in the U.S. Virgin Islands in May 2005. Zellweger had the marriage annulled after four months. In the petition, she sited fraud as the reason for the split.

In 2004, Kenny Chesney performed with R&B singer Ashanti during a concert at Crobar in New York City.

Uncle Kracker, left, and Kenny Chesney performed at the 32nd Annual American Music Awards in November 2004. The two collaborated on the hit song, "When the Sun Goes Down."

In October 2004, Kenny Chesney attend the premiere of "Friday Night Lights" in Nashville. Chesney is a native of Tennessee. His song "Back Where I Come From" is about his childhood in the eastern part of the state.

Kenny Chesney performs at the 38th Annual Country Music Awards in 2003.

Kenny Chesney sings at the 31st Annual Fan Fair in Nashville, Tenn., in 2002. That year, he was named one of People magazine's sexiest men alive.

Kenny Chesney is rarely seen without a cowboy hat or at least a baseball hat. Perhaps his receding hairline is the reason?

In 2000, Kenny Chesney's fame reached new heights partly because of an incident at the New York state fair. Chesney hopped on a police horse, thinking he had permission. An officer tried to pull him off and singer Tim McGraw came to his aid. Chesney was charged and acquitted of disorderly conduct. McGraw was charged and acquitted with obstructing governmental administration and resisting arrest.

In 1999, the year this photo was taken, Kenny Chesney had not yet hit superstardom, but he had already released several successful albums, including "All I Need to Know," "I Will Stand," "Me and You" and "Everywhere We Go."