The Boot Staff

On Oct. 19, 1999, Urban's self-titled debut album as a solo artist was released.

She's a legend!

On July 3, 1993, Brooks earned his 10th No. 1 hit with "That Summer."

On June 26, 1989, the struggling young country singer signed his first recording contract.

It was their roots that first brought the country singer and the Oscar-winning actress together.

On June 24, 1989, Brooks made his debut on the Grand Ole Opry.

On June 23, 1993, 'Brand New Man' album was certified triple platinum.

Parton and Stallone made an improbable pairing for the 1984 box office dud 'Rhinestone'.

"Summertime, and the livin' is easy" -- so goes the old American standard.

On June 21, 2004, Wilson struck gold -- and platinum.

If there's one truth in this world, it's that Swift was born to write songs.

On June 17, 1988, Brooks signed with Capitol Records.