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The 250 Greatest Songs of the 21st Century So Far

25 years of classic hits from all over the musical map and every corner of the globe

250 greatest songs of the 21st century so far illustration

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If there’s anything that defines music in the 21st century, it’s constant change. We live in an era when your next favorite song could come from anywhere — all over the stylistic map, all over the world.  The whole experience of being a music fan keeps mutating all of the time. Back in Y2K, when ‘NSync dropped “Bye Bye Bye,” it was the peak for the era of buying CDs, until that era went bye-bye-bye. Napster happened; so did MySpace and the iPod. Streaming arrived; vinyl came back. New sounds keep getting invented, with the air full of eclectic and experimental songs. If you’re a music fan these days, you’ve got a whole planet of sound at your fingertips.

That’s the spirit behind our list of the 21st century’s 250 greatest songs so far. Like our list of the century’s greatest albums, it’s a wide-ranging mix of different styles, different beats, different voices. Some of these songs are universally beloved hits; others are influential cult classics. But this list sets out to capture the full chaotic glory of 21st-century music, one song at a time.

These tunes come from all over the map. In our Top Ten alone, we go from Stockholm to Compton, from Nashville’s Music Row to New York’s sleazy punk-rock bars. These songs range from Seoul to Spain to San Juan, from Vegas to Veracruz to Versailles, from Nigeria to Mexico to Colombia. There’s reggaeton and K-pop and drill and crunk, country and Afrobeats and emo and sirrieño. But the criterion for this list isn’t popularity or airplay — strictly musical brilliance and originality. Wherever these songs come from, they remind you that we’re living in a time of wide-open possibilities and nonstop innovation. Some of the most famous megastars of our moment — Beyoncé, Taylor Swift, Kendrick Lamar — are also the most adventurous.

Some of these songs come from legendary artists who managed to stay vital across the decades, like David Bowie, Mary J. Blige, Madonna, or Bob Dylan. Others come from teenage dirtbags. We have “Anthems for a 17-Year-Old Girl”; we also have “Drivers License,” an anthem from a 17-year-old girl. We have the ancient country grit of Johnny Cash, who signed off the year Olivia Rodrigo was born. We’ve got one-hit wonders, plus entire genres that came and went overnight. (Take a bow, Christian nu metal.) There’s tortured poetry and raw confessions. There’s also the one that goes, “Baby, you a song.”

We had plenty of arguments while putting this list together — and we enjoyed every minute. It’s a list of songs, not artists, so we mostly avoided repeating multiple tunes by the same performer. But some musical masterminds just had too many classics to deny. (If the universe wants to give Lorde both “Ribs” and “Green Light” in the same career, you can’t tell it not to.) Every fan would compile a different list — that’s the point. But this list sums up an era when there are no rules to follow, no playbooks to obey. Nobody made this list by playing it safe. Read on, turn up the music, explore — and get ur freak on.

You can listen to the whole list here, and to hear an in-depth interview with Missy Elliott about the making of our top pick, 2001’s “Get Ur Freak On,” go here for the podcast provider of your choice, listen on Apple Podcasts or Spotify, or just press play above.

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From Rolling Stone US

105

Kelis, ‘Milkshake’

The Harlem musician’s 2003 hit, “Milkshake,” boasts a dirty, distorted funk-R&B beat from the Neptunes — paired with an infectious hook featuring confident lyrics that ooze both feminine mystique and braggadocious swagger. The track, which peaked at Number Three on the Billboard Hot 100, is not about one particular body part, but about the one individual thing that makes a woman magnetic, powerful, and unforgettable to potential suitors and onlookers. “It was really important for me to do something different than all the other female artists coming out at that time,” Kelis said of the song in 2017. “That was the plan.” —J.J.

104

Miley Cyrus, ‘Wrecking Ball’

With her 2013 megahit, Miley Cyrus seemed to shred the last vestiges of her Disney-pop image. The controversial music video, directed by Terry Richardson and featuring Cyrus swinging nude on a literal wrecking ball, may have drawn some attention away from the song, but its absolutely devastating lyrics and Cyrus’ stunning vocal range make it an unforgettable power ballad that defined her Bangerz era. Cyrus would change and evolve throughout her career — from psychedelia with the Flaming Lips to rootsy rock to glam and more, producing classic hits like “Malibu,” “Flowers,” and “End of the World.” But “Wrecking Ball” remains her peak moment of heart-stopping pop spectacle. —Lisa Tozzi

103

Florence + the Machine, ‘Dog Days Are Over’

Pure joy is one of the hardest emotions to capture in music, but Florence Welch and her band did it as well as anyone has in this one-of-a-kind, harp-propelled folk-rock epic. It’s the obvious artistic apex of the Mumford-y stomp-clap era, harnessing all those stomps, claps, and yelps toward a series of cathartic, ecstatic peaks. “I recorded that song in a cupboard with no instruments,” Welch once said, “and the sound of the drums was me banging my hands on the wall, clacking pens on MPCs and generally causing a cacophony with anything I could lay my hands on.… For me ‘Dog Days’ symbolizes apocalyptic euphoria, chaotic freedom, and running really, really fast with your eyes closed.” —B.H.

102

Lady Gaga, ‘Poker Face’

If “Just Dance” was Lady Gaga’s breakthrough, “Poker Face” is what made her a pop queen. Packed with sly innuendos — including the “P-p-p-poker face” hook, in which Gaga masked her bisexual desires to “Fuh-fuh-fuck her face” — the track turned her into the fashion-first, strange, pop It girl. It was sampled by Kanye West and Common, covered on Glee, and became a defining anthem of the late 2000s, laying the groundwork for Gaga’s pop reign over the next decade. “If you listen to the lyrics in the chorus, I say, ‘He’s got me like nobody,’ and then I say, ‘She’s got me like nobody.’ It’s got a bit of an undertone of confusion about love and sex,” she said in 2009. —T.M.

101

Missy Elliott, ‘Work It’

To push music forward, Missy Elliott had to go backward. The buzzy, burbling “Work It” beat, co-produced by Timbaland and Elliott herself, was, even by their standards, so intergalactically freaky that Eliott needed a few tries at writing a song over it before she found the right approach. Running her vocals in reverse turned out to be the song’s signature trick. “When she got to that reverse part,” Timbaland once told Rolling Stone, “I was like, ‘Oh, we out here. We’re done.’ When you bake a great cake, you need the right icing on top.” —B.H.