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Top 10 Taylor Swift Songs

Taylor Swift
Christopher Polk/, Getty Images

Taylor Swift songs are some of the biggest hits in the history of country music. She is the most successful musical artist of the digital age, and her songs have earned her not only a leading spot in country music, but multi-genre crossover success.

Since her debut in 2006, Swift has grown as a songwriter with each new release. Her early songs are a reminder of the joys and heartbreaks of young high school love, while her later work finds her exploring more mature themes and experimenting with new rhythmic and production elements. The Boot’s list of the Top 10 Taylor Swift Songs draws from all of her albums.


Taylor Swift Tim McGraw

10

“Tim McGraw”

From: ‘Taylor Swift’ (2006)

 

 

“Tim McGraw” is the song that introduced Swift to country music fans in the summer of 2006, and began our long and enduring fascination with the singing sensation. Barely old enough to drive when it hit the airwaves, Swift says that she wrote this tune during math class, inspired by a breakup with her high school boyfriend. The song peaked at No. 6 on Billboard‘s country charts.

 

Taylor Swift Should've Said No

9

“Should’ve Said No”

From: ‘Taylor sSwift’ (2006)

 

 

We don’t know if it’s the catchy melody or admonishing lyrics that draw us to this hit, but we’d like to thank the ex who foolishly cheated on Swift, causing her to write this No. 1 smash. “You should’ve said no / You should’ve gone home / You should’ve thought twice ‘fore you let it all go” echoes the sentiments of scorned lovers twice Swift’s age.

 

Taylor Swift Fifteen

8

“Fifteen”

From: ‘Fearless’ (2008)

 

 

The fourth single from Swift’s sophomore album was written especially for high school students who struggle with fitting in during the awkward adolescent years. Clearly reliving a few of her own painful memories, she urges fellow teens to “count to 10 / Take it all in / This is life before you know who you’re gonna be.”

 

Taylor Swift Mine

7

“Mine”

From: ‘Speak Now’ (2010)

 

 

This smash entered the airwaves a full two weeks before it was scheduled, thanks to some impatient fans who leaked it online ahead of its release date. We can’t say we blame them. The first track from Swift’s highly anticipated Speak Now album shows Swift’s depth and growth as a songwriter. Lines including “You made a rebel of a careless man’s careful daughter / You are the best thing that’s ever been mine” propelled the song to No. 1 and solidified her reputation as a grown-up singer-songwriter.

 

Taylor Swift Our Song

6

“Our Song”

From: ‘Taylor Swift’ (2006)

 

 

This tune from Swift’s debut album was particularly telling of her precocious abilities as a writer. She penned this song for a high school talent contest, sparked by the realization that she didn’t have a song that reminded her of her current beau: “Our song is the slamming screen door / Sneaking out late tapping on your window.” Swift’s story of teen romance became her first No. 1 at radio.

 

Taylor Swift Fearless

5

“Fearless”

From: ‘Fearless’ (2008)

 

 

The title track from Swift’s sophomore album also perfectly describes the young superstar as she headlined her first international tour, at only 19 years old. Swift wrote the song when she was single and looking forward to “the best first date [she] hadn’t had yet.” Clearly, Swift is an eternal optimist, as she expresses an idyllic view of love.

 

Taylor Swift We Are Never Ever Getting Back Together

4

“We Are Never Ever Getting Back Together”

From: ‘Red’ (2012)

 

 

The first single from Swift’s Red album signaled a change of direction for the superstar. Written and produced with Max Martin and Shellback, the track leans much more toward a dance-pop production, and was a multi-genre hit in multiple countries around the world. But it’s still country enough to have hit the top spot in Billboard‘s country chart, and it also garnered a Grammy nomination for Record of the Year.

 

Taylor Swift You Belong With Me

3

“You Belong With Me”

From: ‘Fearless’ (2008)

 

 

We’re not sure if it’s the clever lyrics, the soaring melody or the theatrical video that we like the most, but either way, “You Belong With Me” became one of Swift’s biggest hits, hitting No. 1 on both the country and pop charts. The tune, which pits sneakers-sporting Swift against her crush’s high-heeled girlfriend, ultimately finds the singer triumphant.

 

Taylor Swift Love Story

2

“Love Story”

From: ‘Fearless’ (2008)

 

 

The debut single from Fearless is proof positive that Swift is a hopeless romantic. Citing one of history’s most well-known love stories, she sings, “Romeo take me somewhere we can be alone / I’ll be waiting, all there’s left to do is run.” It’s another timeless charmer from pop and country’s reigning fairy princess in search of her prince.

 

Taylor Swift Back to December

1

“Back to December”

From: ‘Speak Now’ (2010)

 

 

While Swift’s penchant for writing about other people’s errant behavior is well-documented, this song points the finger at someone surprising: Swift herself. “This is me swallowing my pride / Standing in front of you / Saying I’m sorry for that night / And I go back to December all the time,” Swift sings; she describes this song as about someone “who was incredible to me … and I was really careless with him. This is a song full of words that I would say to him.” The combination of honesty and humility make this our choice for the top Taylor Swift song.

 

NEXT: Top 10 Taylor Swift Lyrics

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