The 16 Best Taylor Swift Songs to Listen to

ByQuyen Anne

Jan 11, 2024

It’s hard to believe Taylor Swift has been famous for over a decade now—a staggering level of fame that has seen gossip, girl squads, and high-profile relationships come and go. Known for her narrative songwriting, Swift boasts a massive discography broken up into “eras” by her loyal fan base. From her early country beginnings to the dark pop of 2017’s Reputation, here are the 16 best Taylor Swift songs.

1

“All Too Well”

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Taylor Swift – All Too Well (Official Audio)

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Widely considered to be her magnum opus, “All Too Well” tells the cautionary tale of a romance gone terribly wrong. Listeners follow Swift and her lover (feverishly theorized to be Jake Gyllenhaal) as she paints a picture of domestic upstate bliss devastated by a breakup. The nearly six-minute track peaks halfway through, when Swift unravels and drops the line: “You call me up again just to break me like a promise / So casually cruel in the name of being honest.” It’s dramatic, hyper-specific, and gut-wrenching: Taylor at her finest.

2

“Our Song”

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Taylor Swift – Our Song

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If any song sparks joy, the third single from Swift’s eponymous debut album is it. Full of charming lyrics with an equally delightful music video (The tulle! The roses! The makeup and curls!), “Our Song” is a showy display of her burgeoning superstardom.

3

“Blank Space”

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Taylor Swift – Blank Space

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Described by Swift as an answer to the media’s “psycho serial dater” narrative, “Blank Space” boasts lyrics like, “Got a long list of ex lovers, they’ll tell you I’m insane,” and “Darling, I’m a nightmare dressed like a daydream.” Gone are the sweetly wide-eyed love songs: “Blank Space” is 100 percent biting cynicism.

4

“Enchanted”

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Enchanted

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An epic love song about the magical moment you first meet someone, “Enchanted” is wistful, dramatic, angsty, and…about Owl City’s Adam Young??? Who later covered the song and professed his mutual enchantment???? But literally NOTHING came of it???????? I still have so many questions. It also launched one of her fandom’s most beloved memes.

5

“Tim McGraw”

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Taylor Swift – Tim McGraw

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Taylor’s debut single is an ode to the songs that transport us back in time. No wonder it cemented her status on country radio—the track bears the same name as country music megastar Tim McGraw, a ballsy and genius move for the then-newcomer.

"Last Kiss"
6

“Last Kiss”

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Whomst among us has not cried over their ex to “Last Kiss?” The tune is simple, with each loaded lyric sung in clipped phrases until Swift hits the drawn-out bridge: “I’ll watch your life in pictures like I used to watch you sleep / I feel you forget me like I used to feel you breathe.” Oof.

"Holy Ground"
7

“Holy Ground”

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The song that should’ve been a single but never was, “Holy Ground” opens with driving drums and the word vomit “I-was-reminiscing-just-the-other-day-while-having-coffee-all-alone-and-Lord-it-took-me-away,” making it hard not to get swept up in Taylor’s relationship nostalgia.

8

“You Belong With Me”

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Taylor Swift – You Belong With Me

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Unrequited love and high school pretty much go hand in hand, as illustrated in this Swift classic. There’s something freeing about the melody that makes you want to sing it at the top of your lungs. One listen to the pleading lyrics “Why can’t you seeeeee? You belong with meeeee,” and suddenly it’s 2009. Ah, simpler times!

9

“Shake It Off”

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Taylor Swift – Shake It Off

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“My ex-man brought his new girlfriend, she’s like ‘Oh my god,’ but I’m just gonna shake.” That lyric? Could move mountains.

10

“Red”

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Taylor Swift – Red

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Our songstress takes her favorite lip color and applies it to a whirlwind romance that’s like “driving a new Maserati down a dead-end street.” The bouncy tune is a bit coy, a bit romantic, and a full-on banger.

"The Way I Loved You"
11

“The Way I Loved You”

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Hidden on Fearless is this sleeper hit about dating a perfectly nice boy who turns out to be, well, boring as hell. Instead, an unimpressed Taylor daydreams about her ex and their batshit-cray romance of yesteryear, singing, “I miss screaming and fighting and kissing in the rain.” “Rollercoaster kind of rush,” indeed.

12

“Style”

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Taylor Swift – Style

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Pop legends Max Martin, Shellback, and Ali Payami join forces with Swift on this moody disco track. The impeccable production is backed by flirty lyrics like, “I got that good girl faith and a tight little skirt.” After some back and forth (“I heard that you’ve been out and about with some other girl,” she accuses; “What you heard is true, but I can’t stop thinking about you,” he admits), Swift throws caution to the wind with the “Take me home” coda.

13

“Picture to Burn”

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Taylor Swift – Picture To Burn

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The banjo! The country accent! The problematic lyrics that were thankfully changed! And who could forget the wonderfully terrible acting in this music video, featuring Taylor’s IRL BFF Abigail Anderson.

14

“Delicate”

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Taylor Swift – Delicate

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New relationships are a balancing act: You weigh how much you like someone against the real possibility of it all blowing up in your face. The stakes are high, and Swift knows that: “Is it cool that I said all that? Is it too soon to do this yet? ‘Cause I know that it’s delicate. Isn’t it?”

15

“Wildest Dreams”

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Taylor Swift – Wildest Dreams

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I live for The Drama™ and nothing is more Drama™ than the heartbeat intro, string orchestra, and old-glamour vibes of “Wildest Dreams.” Makes me want to stand in a nice dress/stare at a sunset real bad.

16

“You Are in Love”

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You Are In Love

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Bleachers’ Jack Antonoff helped out on this bonus track from 1989 (which is reportedly inspired by ex-girlfriend Lena Dunham). Swift sings about a relationship that’s stable and sure—a contrast from her previous stormy love songs. Focusing on details like “The light reflects the chain on your neck” and “He keeps a picture of you in his office downtown,” Taylor reminds us it’s the little things that can make us fall for a person.

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