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All 286 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.

Taylor Swift

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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 286 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 and The Life of a Showgirl.

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. (Reputation and her debut are the only ones she hasn’t released 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.

42

“Is It Over Now?” (2023)

These 1989 (Taylor’s Version) vault songs are a revelation—4 of the 5 would have been highlights on the original album. But “Is It Over Now?” looms over them all—her greatest vault stunner yet. It sounds like it’s part of a trilogy with “The Archer” and “Labyrinth,” as that spooky synth-drone intro leads into a brooding powerhouse mediation on love and loss. (If we’d heard this song in 2014, it might have been less shocking to hear “The Archer” 5 years later.) Taylor travels back and forth in time, finding different angles to look back at a youthful romance that crashed like a snowmobile. The story is full of blue eyes, blue dresses, red blood, blouses, couches, boats, the jet-set distance of “Come Back…Be Here” and the scarlet letter of “New Romantics” and the NYC coffee of “Holy Ground.” This guy turns on the charm for “unsuspecting waiters,” just like the guy in “All Too Well” charms her dad like a talk-show guest. But it all comes down to a heartbreak that these four blue eyes didn’t want to see coming. What a massive song.Best line: “Let’s fast-forward to 300 takeout coffees later.”

41

‘The Life of a Showgirl,’ feat. Sabrina Carpenter (2025)

Taylor meets Sabrina: one for the money, two for the show. And it’s a real duet — if my math is correct, Sabrina sings 178 more words than Lana got in “Snow on the Beach.” This might the most she’s ever let a guest sing on her real songs, unless their name rhymes with “schmed schmeeran.” Taylor celebrates a tough showgirl named Kitty, who lives by the “lights, camera, bitch smile” code, dancing in her garters and fishnets with a heart of ice. As she sneers, “I’m immortal now, baby dolls.” The big closing-credits ending has actual crowd noise from the final night of the Eras Tour in Vancouver.Best line: “Pain hidden by the lipstick and lace / Sequins are forever / And now I know the life of a showgirl, babe.”

40

“Willow” (2020)

“Take my hand, wreck my plans, that’s my man” is a great hook from the songwriter who turns plan-wrecking into an art form. “Willow” is the perfect song to introduce Evermore, all rustic guitar and spooky romance, deep in the woods. Taylor really committed to the concept at the Grammys, singing “Willow” on the roof of a moss-covered cabin. In the video, she gazes at her reflection in a pool like Narcissus, and like she once sang, the narcissists love her. Heartbreak: the Nineties trend that always comes back strong. The live version in the Eras Tour movie turns this song into the terrifying horror movie it always deserved to be, a swirl of black capes and glowing orange orbs.Best line: “Show me the places where the others gave you scars.”

39

“Cardigan” (2020)

The sweater left behind under someone’s bed, like the lost scarf in “All Too Well” or the lost glove in “It’s Nice To Have a Friend.” (Or the ex-wife’s dress left in the closet in Fiona Apple’s “Ladies”?) Swift sorts through the memories that go with breathing in the scent of a remembered lover, over brooding piano. “I knew you, leaving like a father, running like water” sure jumps out of the song, as startling as the “careless man’s careful daughter” in “Mine.” The day she wrote this song with the National’s Aaron Dessner, she posted a photo with the caption, “Not a lot going on at the moment.” Why do we ever believe a word she says?Best line: “Chase two girls, lose the one / When you are young they assume you know nothing.”

38

“New Year’s Day” (2017)

What a twist: the one-time poet laureate of teen crushdom turns out to be even sharper at adult love songs. “New Year’s Day” is her hushed piano-and-guitar ballad about two people waking up the morning after the party and getting back to the reality they share together. It captures the romance of mundane domestic details – sweeping up the glitter, rinsing out bottles, realizing this total nothing of a day is a memory you will cherish long after you’ve both forgotten the party. This is the kind of song she could keep writing into her forties and fifties.Best line: “Please don’t ever become a stranger whose laugh I could recognize anywhere.” Listen here.

37

“Last Kiss” (2010)

Toward the end ofSpeak Now, when you’re already wrung out from sad songs and begging for mercy, this six-minute quasi-doo-wop ballad creeps up on you to inflict more punishment.So sparse, so delicate, flattering every tremor of her voice. The original “Last Kiss” seemed too perfect to be improved—but she hits it even harder onTaylor’s Version, with thirteen extra July 9ths worth of heartache in her voice, suffering through every detail of the story.Best line: “I’m not much for dancing, but for you I did.” Listen here.