‘Tim McGraw’ (2006)

Taylor Swift penned "Tim McGraw" while still in high school, a beautiful ballad that reflects her belief that music can cure most of life's afflictions. It's a theme Taylor would return to many times in the years to come, with the veteran country star's music giving her with the support she needed during an early romantic crisis while also inspiring the song. It was this song that drew the attention of the Big Machine label, which signed the 14-year-old when she was just 14.

"Tim McGraw," co-written with long-time early collaborator Liz Rose, proved the label's faith when it charted in the US country charts in the summer of 2006, and even crossed over to the US Billboard Hot 100, reaching at No.40 in an early indication of what the best Taylor Swift songs could achieve.

Favorite Lyric: When you think happiness/I hope you think “that little black dress”/Think of my head on your chest/And my old faded blue jeans

Album: “Taylor Swift”

Songwriters: Taylor Swift, Liz Rose

Accolades: Swift’s debut single earned her a CMT Music Award for Breakthrough Video of the Year.