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All 229 of Taylor Swift’s Songs, Ranked

From teen country tracks to synth-pop anthems and rare covers, a comprehensive assessment of her one-of-a-kind songbook through the Midnights era.

Taylor Swift

Ranking all 129 of Taylor Swift's songs (from "Tim McGraw" to the 'Reputation' era, Rob Sheffield writes, "the weirdest and most fascinating thing about Taylor Swift will always be her music."

Taylor Swift the celebrity is such a magnet for attention, she can distract from TAYLOR SWIFT THE artist. But Swift was a songwriter before she was a star, and she’ll be a songwriter long after she graduates from that racket. It’s in her music where she’s made her mark on history — as a performer, record-crafter, guitar hero and all-around pop mastermind, with songs that can leave you breathless or with a nasty scar. She was soaring on the level of the all-time greats before she was old enough to rent a car, with the crafty guile of a Carole King and the reckless heart of a Paul Westerberg — and she hasn’t exactly slowed down since then.

So with all due respect to Taylor the myth, the icon, the red-carpet tabloid staple, let’s celebrate the real Taylor — the songwriter she was born to be. Let’s break it down: all 229 tunes, counted from the bottom to the top. The hits, the flops, the deep cuts, the covers, from her raw 2006 debut as a teen country ingenue right up to Midnights

Every fan would compile a different list—that’s the beauty of it. She’s got at least 5 or 6 dozen songs that seem to belong in her Top Ten. But they’re not ranked by popularity, sales or supposed celebrity quotient — just the level of Taylor genius on display, from the perspective of a fan who generally does not give a rat’s nads who the songs are “really” about. All that matters is whether they’re about you and me. (I guarantee you are a more fascinating human than the Twilight guy, though I’m probably not.)

Since Taylor loves nothing more than causing chaos in our lives, she’s re-recording her albums, including the outtakes she left in the vault before. So far, she’s up to Fearless and Red. For the Taylor’s Version remakes, both versions count as the same song. It’s a tribute to her fierce creative energy — in the past couple years she’s released an avalanche of new music, with more on the way. God help us all.

Sister Tay may be the last true rock star on the planet, making brilliant moves (or catastrophic gaffes, because that’s what rock stars do). These are the songs that sum up her wit, her empathy, her flair for emotional excess, her girls-to-the-front bravado, her urge to ransack every corner of pop history, her determination to turn any chorus into a ridiculous spectacle. So let’s step back from the image and pay homage to her one-of-a-kind songbook — because the weirdest and most fascinating thing about Taylor Swift will always be her music.

From Rolling Stone US

87

“Hey Stephen” (2008)

Loaded with classic girl-group flourishes, right from the opening “Be My Baby” drum beat. Plus, it begins and ends with her finest humming solos. If she wanted to hum on every song, she could make that work.Best line: “All those other girls, well, they’re beautiful/But would they write a song for you?”

86

“Babe” (2021)

Taylor wrote “Babe” with Train’s Patrick Monahan, but tossed it to the babes of Sugarland. She sang lethal back-up vocals on their 2018 hit version — not to mention playing the femme-fatale supervillain in the Mad Men-style video. But it was worth the wait to get her own version on Red (Taylor’s Version), with Tay lingering over the “promises, promises” hook.Best line: “This is the last time I’ll ever call you ‘babe.’”

85

<strong>“Anti-Hero</strong>” (2022)

Taylor should begin more songs with the line “I have this thing where…”, right? She has LOTS of this thing. “Anti-Hero” addresses her public persona, in the tradition of Taylor Lead Singles, as opposed to her private or creative life, with self-deprecating quips in every verse, and the sing-along chorus: “It’s me! Hi! I’m the problem, it’s me!”Best line: “Sometimes I feel like everybody is a sexy baby/And I’m the monster on the hill.”

84

“Should’ve Said No” (2006)

A pissed-off highlight of the debut, with an Oasis-worthy chorus. Savor the perfect Liam Gallagher way she milks the vowels of “begging for forgiveness at my fee-ee-eet.”Best line: “It was a moment of weakness, and you said yes.”

83

<strong>“Vigilante Shit</strong>” (2022)

A love triangle that gets lowdown and vicious: “I don’t dress for women / I don’t dress for men / Lately I’ve been dressing for revenge.” The hint of this sexual vigilante seducing her lover’s wife adds a bit of spice, as does the idea of using cosmetics as a fatally glam murder weapon.Best line: “Draw the cat eye sharp enough to kill a man / You did some bad things but I’m the worst of them.”

82

“White Horse” (2008)

Teen Romantic Tay meets Bitter Adult Tay in a superbly disenchanted breakup ballad that gives up on princesses and fairy tales.Best line: “I’m not the one you’ll sweep off her feet/Lead up the stairwell.”

81

“Illict Affairs” (2020)

A cheating ballad that can turn me into a godforsaken mess any time. The guitar has a wistful “Last Kiss” tinge, except instead of sneaking peeks at an ex’s social-media photos, it’s all sordid meetings in the parking lot, where all getaway cars end up. The muted regret boils over in the bridge, as she snarls: “Don’t call me kid, don’t call me baby.” The definitive version is from The Long Pond Studio Sessions, with Aaron Dessner stretching out on guitar.Best line: “Take the words for what they are/A dwindling, mercurial high/A drug that only worked the first few hundred times.”

80

“Mr. Perfectly Fine” (2021)

The opening act of Mr. Casually Cruel, a guy Taylor has kept meeting in her songs ever since. How did she possibly leave a song this strong off Fearless? Because she clearly figured that she needed to save “casually cruel” for an even better song a few years down the road. (One Mr. Casually Cruel wears “a well-pressed suit,” the other wears plaid shirts.) Poor Joe Jonas—now all her exes know that Taylor sends their babies presents, it means there’s a song on the way. “Mr. Perfectly Fine” was the song that truly proved her Taylor’s Version project was for real—the outtakes from her vault weren’t leftovers or juvenalia, but bona fide Swift songs. Never be so casual you forget to be cruel; never be so cruel you forget to be casual.Best line: “Sashay away to your seat/It’s the best seat in the best room.”