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    • "Love Story" From 'Fearless' (2008) While other songs on this Taylor Swift's 10 Best Songs list have charted higher on the all-genre charts, this No. 1 hit is Swift's biggest because of its sales figures — over five million singles sold — and live show choreography.
    • "Shake It Off" From '1989' (2014) "Shake It Off" is Swift's pop debut and the song is by some measure her biggest hit ever. It remained atop the Billboard Hot 100 chart for nearly a year and nabbed her multiple Grammy nominations.
    • "Mean" From 'Speak Now' (2010) Swift turns the words of a grinch into one of her top songs of all time. A critic ripped apart an awards show performance, so Swift responded with a song about bullies.
    • "Ours" From 'Speak Now' (2010) The fifth single from Swift's Speak Now album is one that removes the makeup and nail polish to reveal a simple and vulnerable lyric.
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  2. TAYLOR SWIFT Greatest Hits. Taylor Swift is a pop phenomenon. A country singer-songwriter turned bona-fida stadium-selling superstar! Her songs are the stories of her life, and the...

    • Lucie Bernheim
    • Our Song. Starting off with the first song I ever heard by Taylor Swift is “Our Song”. To think Taylor Swift was a freshman in high school when she wrote this absolute jam is unbelievable.
    • Tim McGraw. Taylor’s debut single was “Tim McGraw” and it’s the perfect high school sweetheart love song. The hook of the song is, “When you think Tim McGraw, I hope you think of me”, and in general it captures youth and the feeling of being seventeen very well.
    • Fifteen. There are few story songs, in country music and beyond, that are as strong and evocative and will stand the test of time like “Fifteen”. A song about the first days of high school and meeting her best friend Abigail, the two navigate friendship, love, first adult decisions, and realizations.
    • Love Story. “Love Story” is perhaps one of the most important songs in Taylor’s discography. Based on Shakespeare’s Romeo and Juliet, Taylor swaps a new ending and new story for the very famous play.
    • Rania Aniftos
    • "Look What You Made Me Do" (Reputation, 2017) Why It’s Era-Defining: Sure, “Look What You Made Me Do” is polarizing — there’s a reason it’s No. 100 on this list — but you can bet every fan who calls themself a Swiftie remembers where they were when the music video for the Reputation lead single dropped.
    • "Forever and Always" (Fearless, 2008) Why It’s Era-Defining: The scathing ode to teenage heartbreak came amid Swift’s string of famous heartthrob boyfriends, whom she’d later write songs about.
    • "Dress" (Reputation, 2017) Why It’s Era-Defining: As confrontational as Reputation was in spots, the album’s real jaw-dropping moment came with “Dress,” the most explicitly seductive song to appear on a Taylor Swift LP to date.
    • "Haunted" (Speak Now, 2010) Why It’s Era-Defining: “Haunted” is one of Swift’s deep cuts that’s most fiercely loved by longtime fans. Mysterious and whimsical, it captures a darker strain of the magical themes the country-pop star perhaps unintentionally infused in the Speak Now era — and just as delightfully, it summarizes Bella Swan’s POV in New Moon of the Twilight saga with perfect accuracy.
  3. Nov 18, 2021 · Here is Holler’s definitive list of the best Taylor Swift songs, from her self-titled debut to The Tortured Poets Department.

  4. Dec 13, 2023 · In a career that has ranged from country protégé to pop powerhouse within a decade, the best Taylor Swift songs show a true artist controlling her destiny. Published on December 13, 2023

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