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The 98 Best Songs of 1998: Pop’s Weirdest Year

In 1998, boundaries blew open and new genres were invented each week. We look back at the best, brightest and weirdest from a pivotal year in pop

The Top 98 Songs Of 1998: The Weirdest Pop Year Ever

Rob Sheffield counts down the greatest songs of 1998, pop's weirdest year – from Foo Fighters to Fatboy Slim.

The year 1998 had some great ideas our culture gave up on too soon: Internet cafes, travel agencies, Jennifer Love Hewitt’s singing career. Plus questionable ideas, like Canadians rapping about Chickity China the Chinese Chicken. But most of all, it was a year full of music. Every genre was booming – rap, modern rock, electronica, R&B divas, Britpop poseurs, indie slop, trip-hop, coffee-house techno, wherever the hell you’d file “The Rockafeller Skank.” The music world kept changing so fast, songs could explode out of nowhere to become huge hits, in a way that was unthinkable just a couple of years later. Fans bought CDs (with money!) at a record-breaking rate. One-hit wonders flourished. Legendary veterans changed their games. Beyoncé was just the second girl from the left in a new group called Destiny’s Child. The sky was the limit, right before Napster arrived and the boom went bust.

So let’s break it down: the 98 greatest songs of 1998, 20 years later. The hits, the flops, the total obscurities, the cult classics. The guitar monsters, the rap bangers, the rump shakers, the soul jams. A personal, opinionated, subjective, irresponsible and indefensible celebration of the weirdest pop year ever. Some of these songs came from all-time classic artists, others from brazen one-shots; some were so bizarre or obscure that airplay was out of the question. But they all sum up the anything-goes spirit of 1998, a moment when stylistic boundaries blew wide open. These songs helped invent the future we’re living in today.

It was a time of historic transformations. Nobody knew teen-pop and nu-metal and MP3s and Google were right around the corner. Sinatra and Seinfeld signed off the same night. MTV debuted Total Request Live. George Michael came out. Kurt, Biggie and Tupac were dead, yet their legacies helped inspire a creative boom for both rappers and rockers. The New Radicals showed up sounding just like Hall & Oates. Hall & Oates came back sounding just like Hall & Oates. (And damn straight, both made this list.) New genres got invented every week, which was how long most of them lasted. But these faves are just the tip of the iceberg – the full list could stretch into quadruple digits easily. As for what counts as a 1998 song, there’s a lot of grey area – if a song made its impact in 1998, it’s fair game even if it had an official 1997 release date. On the other hand, many greats technically came out in late 1998, but didn’t made their real impact until later. (Just to pick the most obvious example, Britney’s “Baby One More Time” appeared at the end of the year, but it spiritually belongs to 1999, when it changed the world.)

Stakes were high, for the simple reason that we all loved music so fiercely. Fans went to the record store, chose CDs off the racks, took them home, cranked them all night. We had no trouble finding songs to love, to argue about, to put on mixtapes and pass around. You can hear that excitement right in the music, which is why all 98 of these songs still sound so brilliant today. So let’s celebrate the best of 1998. As Garbage sang that summer: Push it. Make the beats go harder.

Best songs of 1998 watch read listen

Monica, “The First Night”

Although dueling teen divas Monica and Brandy spent the summer at Number One with their claws-out duet “The Boy Is Mine,” they scored much livelier hits on their own. In “The First Night,” Atlanta girl Monica dishes about her sexual prerogatives – “I wanna get down, but not the first night” – over a filthy disco bass thump sampled from Diana Ross’ “Love Hangover,” via her producer Jermaine Dupri. It wasn’t the easiest year to be a one-named celebrity called “Monica” – the headlines were full of a certain stained blue dress – but she rode “The First Night” to Number One for five weeks. Monica went on to star in the BET reality show Monica: Still Standing and married NBA star Shannon Brown.

Best songs of 1998 watch read listen

Silver Jews, “The Wild Kindness”

“I’m perfect in an empty room,” indeed.
Even longtime Silver Jews fans got our juleps spilled by the greatness of American
– David Berman’s ultimate testament as a poet, crooner and prankster,
the kind of genius that could only flourish in bourbon-drenched slack-ass Southern
boho towns. Pavement’s Stephen Malkmus plays the madcap sidekick on guitar and
back-up vocals, the Ghostface to Berman’s Raekwon. It’s torture to pick just
one highlight from such a flawless album – the universally beloved saloon
ballad “Random Rules?” The ramshackle Al Green/Willie Mitchell jam
“Blue Arrangements”? The stupidly titled “Like like the the the
Death”? But “The Wild Kindness” makes a fittingly ceremonious
finale, as Berman gets somber in his Leonard Cohen mode (“It is autumn and
my camouflage is dying”) and Malkmus plays that bottomlessly sad guitar

Best songs of 1998 watch read listen

Massive Attack, “Angel”

The Bristol crew that invented trip-hop – Daddy 3,
Mushroom and 3-D – got even heavier on Mezzanine. While everybody else
was still racing to catch up with what Massive Attack were doing in 1994 on Protection,
these guys swerved into the unknown – anyone who could turn the Cocteau Twins’
Elizabeth Fraser into a soul singer (as in “Teardrop”) was definitely
on some new shit. “Angel” remains their most enormous track ever, a
six-minute descent into the abyss, with reggae stalwart Horace Andy pleading
for mercy over ominous bass, an “Apache” beat that rumbles like John
Bonham getting crushed under broken levees, cinematic strings and blasts of
Hendrix-gone-Kingston guitar.

Best songs of 1998 watch read listen

Prince and the New Power Generation, “Mad Sex”

Prince was in semi-retreat in the late 1990s, hiding behind the identity of his back-up band, the New Power Generation – yet still sounding unmistakably like himself. “Mad Sex” is a hidden jewel from the totally slept-on NPG album Newpower Soul; Prince vamps with jazz piano and trumpet while he chases a wet-lipped London party girl, as they dirty up another room. “Mad Sex” comes on like an updated “Lady Cab Driver” with the Purple One’s take on Nineties fashion: “Do it till your tattoo’s dizzy/And the stud in your mouth turns gold/Till the animal prints you flaunt so lovely/Is full of little bloody holes.”

Best songs of 1998 watch read listen

Air, “Sexy Boy”

Nobody captured the sound of posh melancholy quite
like the two sad-eyed Versailles gentlemen who called themselves Air.
“Sexy Boy,” from their debut Moon Safari, mixes up louche
French techno, Sixties easy-listening fromage, Fender Rhodes solos, gurgling
girlie vocals – “oooh, sexy booooy” is pretty much all the lyrics
anyone could need – with a morose ache in the melody. Makeout music for vinyl
collectors, and the 1998 song you were absolutely guaranteed to hear if you
went shopping for shoes.

Best songs of 1998 watch read listen

Lucinda Williams, “Metal Firecracker”

Car Wheels on a Gravel Road was one of the decade’s most acclaimed singer-songwriter statements,
with Lucinda Williams stretching out for country-rock tales that brought out
all the despondent twang in her Arkansas-traveler voice. “Metal
Firecracker” is a farewell to a lover, remembering how they used to drive
around and dream, with the chorus, “Don’t tell anybody the secrets I told
you.” No other singer on earth could make the line “We’d put on ZZ
Top and play ’em real loud” hurt so bad.

Best songs of 1998 watch read listen

Elliott Smith, “Bled White”

Smith never sounded so beautifully fragile as on “Bled White,”
overdubbing his breathy harmonies over the urgent acoustic guitar, turning
himself into a full-blown rock & roll band. He sings about sinking deeper
into addiction, yet you can hear him fighting to escape the downward pull, even
if the closest he comes is “I’m not fucked/Not quite.” “Bled
White” seemed to promise that Smith was going to stick around and remain
part of our lives for years to come – although thanks to songs like this, he
always will.

Best songs of 1998 watch read listen

Jermaine Dupri feat. Jay-Z, “Money Ain’t a Thang”

Slacking on your pimping? Turn it up! Atlanta
kingpin Jermaine Dupri went for producer-as-auteur status, six years after
giving the world Kris Kross, with his debut solo album Life in 1472.
“Money Ain’t a Thing” jumps with Seventies trumpet fanfares and Jay-Z
in the double-R to boast, “I been spending hundreds since they had small
faces.” (Applause for the timely 1990s currency gag – Ben Franklin’s face
was a lot tinier on the bills circa Reasonable Doubt.) When Dupri says, “I don’t like it if it don’t gleam-gleam,” he could be describing his
production style. The peak moment is also the corniest pun, when Jay-Z meets a
new acquaintance: “She said she loved my necklace, started relaxing/Now
that’s what the fuck I call a chain reaction.”

Best songs of 1998 watch read listen

Garbage, “Push It”

Shirley Manson, avenging glam-punk queen with mane
of crimson and shiny boots of leather, gives the command: “Push it! Make
the beats go harder!” The boys in the band oblige, with Butch Vig
at the controls. “Push It” perfected the Garbage school of sleek
screech, fusing guitars and electronics for pop kicks while everybody else was
trying to make it sound like earnest work. Like the rest of Version 2.0,
it’s Shirley on fire with empathy for her fellow troubled girls – like she
says, this is the noise that keeps her awake.

Best songs of 1998 watch read listen

Beastie Boys, “Intergalactic”

Ad-Rock, Mike D and the late great Adam Yauch at their Hello Nasty peak, with a planet-rocking vocoder that hits like a pinch on the neck from Mr. Spock. The Beasties were on a roll with their label and zine Grand Royal, the Tibetan Freedom Festival and Hello Nasty, their biggest album since Licensed to Ill (and best since Paul’s Boutique). After all those years growing up together, the Beasties had matured into three very different weirdos who still lit each other up. That’s why they represented the Nineties’ worthiest ideals – creative independence, musical curiosity, feminism, activism, checking your head, doing the wop. In “Intergalactic,” they beam in from another dimension to commune with the spiritual party people, from Miami to Xenon to 14th Street.

Best songs of 1998 watch read listen

Catatonia, “Road Rage”

The Britpop craze of the Nineties kept turning up
weird little delights like Catatonia, a Welsh guitar band that stumbled into
the limelight and charmed the pants off the English-speaking world for a couple
of years. (Except, of course, the U.S.A.) Cerys Matthews was a local Cardiff
lass with her own Jarvis-style swagger, scandalizing the tabloids with her
mad-for-it bawdy wit, hard-partying ways and salty mouth. She throws it all
into “Road Rage,” where she rolls the R’s in her thick Welsh accent
for a chorus as big as all outdoors (“We all live in the space age/You
give me rrroad rrrage”), while zooming past the useless men in her path.

Best songs of 1998 watch read listen

DMX, “Get at Me Dog”

Enter the dog: DMX blew up worldwide with his debut single, showing off his hardcore Ruff Ryder bravado and canine barks. DMX gets into some heavy criminal-minded nihilism (“I got a lot of dreams but I ain’t really chasing mine”) as he threatens anyone who dares to step in his way, all because it’s dark and hell is hot.

Best songs of 1998 watch read listen

Alanis Morrissette, “Thank U”

Tough call between “Thank U” and her City of Angels soundtrack theme “Uninvited” – but there’s no beating the anthemic greatness of “Thank U,” where Alanis gives thanks to India, Providence, frailty, disillusionment, etc. while learning a bunch of lessons about how to quit being a supposed former infatuation junkie. The line everybody had a blast over-interpreting: “How about them transparent dangling carrots?” Thank U, Alanis.

Best songs of 1998 watch read listen

Mya, “It’s All About Me”

A psychedelic R&B slow jam from Mya, the D.C.
ingenue who spent her 19th summer in the Top Ten with her very first
single, “It’s All About Me.” Mya sings uncannily like Prince’s
feminine alter ego Camille, her voice lost in dubbed-out reverb, with help from
Dru Hill’s Sisqo (pre–”Thong Song”) and producer Darryl Pearson, as
she kicks her groovy sexual politics: “Tonight it’s about me, me, me, me,
me/Forget about you, you, you, you, you.”

Best songs of 1998 watch read listen

Gang Starr feat. Inspectah Deck, “Above the Clouds”

“Heed the words, it’s like ghetto-style proverbs.” Guru and the Wu-Tang Clan’s Inspectah Deck go off on true mathematics, over DJ Premier’s trippiest production. Guru and Deck roll through Biblical times, ancient Rome, the Crusades, five percenters, spiritual warriors, prophets, reaching through triple darkness to reach their moment of truth in the sky. When Guru says “infinite skills create miracles,” it sounds like he’s describing Premier’s beat. R.I.P., Guru.

Best songs of 1998 watch read listen

Sonic Youth, “Hoarfrost”

Sonic Youth’s best Nineties album, A Thousand Leaves, got totally ignored – partly because they’d outlived the grunge hype cycle, partly because the album was clogged with spoken-word filler. But the six great tracks add up to 46 minutes as powerful as Sister or Daydream Nation, with Lee Ranaldo and Thurston Moore stretching out on guitar – “Sunday,” “Wildflower Soul,” “Karen Koltrane.” The highlight is Ranaldo’s “Hoarfrost,” a mesmerizingly eerie ballad about a couple walking through the woods, lost in the snow (which is how a sizable percentage of any long-term relationship feels). Where are they heading? She keeps telling him, “We’ll know where when we get there.” The song ends with them still lost, wandering together, but from the sounds of Ranaldo’s guitar, that might be just where “there” is.

Best songs of 1998 watch read listen

Madonna, “Ray of Light”

Disco transcendence celebrating a gal who saves the
world by shaking her hips – maybe a daughter, maybe a mother, maybe herself.
“Ray of Light” was Madonna in her new hippie-mom incarnation, letting
her hair down with Euro electro-beats and rock guitar – the loosest, warmest,
friendliest Madonna yet. It opened the door to future glories like
“Beautiful Stranger,” Music and Confessions on a Dance
. And she feels, and she feels, and she feels some more.

Best songs of 1998 watch read listen

Cadallaca, “Pocket Games”

Sleater-Kinney’s Corin Tucker slays this riot-grrrl power ballad about an emotional meltdown at the airport, facing up to a goodbye she wasn’t ready to say, with her fellow Portland punk luminary Sarah Dougher on the Farfisa organ. Their album Introducing Cadallaca was a one-off project, yet it sounds like a greatest-hits record. While everybody was still reeling from Sleater-Kinney’s breakthrough albums – Call the Doctor in 1996, Dig Me Out in 1997 – Tucker took her words-and-guitar mojo to a new level wailing, “I feel like I’m a runway on the ground/Like a bird that goes up but won’t be coming down.” What a massive song.

Best songs of 1998 watch read listen

Noreaga, “Superthug”

Is you knowing what you facing? “Superthug” was one of the first Neptunes productions anyone heard, as Pharrell and Chad clobbered unsuspecting audiences over the head with that blinged-out Virginia beat and Kelis’ seductive background coos. Noreaga fires off his “what what what what” chants and boasts about all the messages on his Skytel pager. Best line: “All our whips got navigation/While your whips is just garbation.”

Best songs of 1998 watch read listen

Hole, “Celebrity Skin”

“A walking study in demonology” – well, you can’t say she didn’t warn you. Courtney Love’s comeback was widely expected to flop; as the cover of Rolling Stone warned, “She’s Baaack!” But “Celebrity Skin” was beautiful garbage, a true Hollywood story in the spirit of Raymond Chandler’s The Little Sister, David Bowie’s “Cracked Actor” or Beyond the Valley of the Dolls. She and Billy Corgan tussled over who deserved credit for this song, yet it doesn’t sound at all like anything else either one did that year – it goes right for the throat, speeding to the bang-up climax in under three minutes. Courtney yowls about waking up in her make-up just in time for the L.A. nightlife, swinging on the flippity-flop through every party in town, posing with her girlfriends Might Have Been, Never Was and Forgotten.

Best songs of 1998 watch read listen

Lifter Puller, “Nassau Coliseum”

These hard-luck art-punk punters were virtually
unknown outside the Twin Cities, leaving great songs like this stranded for
future generations to discover. After Lifter Puller broke up in 2000, Craig
Finn and Tad Kubler went on to start a far better-known bar band, the Hold
Steady. “Nassau Coliseum” is the saga of a run-of-the-mill indie
douchebag caught in a Grateful Dead show on Long Island that turns into a cop
riot (“They were wasting those longhairs/I just happened to be
there”). Finn sounds dazed, drunk, bitter, doomed – but mostly pissed that
his girlfriend ran off with some hippie. By the end of the song, you feel like
you just watched your whole twenties wash down the drain in six minutes, and
what could be more 1998 than that?

Best songs of 1998 watch read listen

Big Pun feat. Joe, “Still Not A Player”

Uptown, baby. The late great Big Punisher drops a
utopian celebration of hip-hop’s cross-cultural diversity circa 1998 – hardcore
and pop, reggae and quiet storm, Nuyorican and Dirty South, butter pecan and
blackberry molasses. The South Bronx’s biggest man teams up with Georgia-born
R&B heart-throb crooner Joe to serenade “highly intelligent
bachelorettes.” The bittersweet piano hook and the “boricua,
morena” sing-along chant have echoed on ever since. Big Pun’s uptown ends
up sounding a lot like Prince’s – a place where it’s all about being free.

Best songs of 1998 watch read listen

The New Radicals, “You Get What You Give”

God’s gift to karaoke bars, at least if you’ve got the dreamer’s disease. The New Radicals’ Gregg Alexander clearly revered the noble tradition of one-hit wonders – he even made the rest of his debut album extra terrible, as if to ensure none of the songs could accidentally turn into hits and spoil the pristine “give it to me nooooow!” integrity of this glorious teenage-riot one-shot. Trashing a shopping mall, wearing a bucket hat, talking like Fugazi when you sound like Hall & Oates circa Big Bam Boom, threatening to kick Hanson’s ass, starting your first and last and forever-only hit with the most awesomely pompous “1! 2! 1-2-3-4!” intro in history – that’s how you roll when you’ve got the music in you. Alexander resurfaced as a pro songwriter – he was nominated for an Oscar in 2015 for Begin Again – but there’s no topping “You Get What You Give.”

Best songs of 1998 watch read listen

Jay-Z feat. Amil and Ja Rule, “Can I Get A…”

“Bounce with me, bounce with me,” Jay chants in his glossiest club track, an electro-disco gold-digger symposium with Amil speaking up for the ladies. (Fair question: “You ain’t gotta be rich but fuck that / How we gonna get around on your bus pass?”) “Can I Get A…” was one of those hits that improves in its censored-for-radio edit: the clean version asks “Can I get a whaaa-whaaa” and “Can I get a hoo-hoo,” yet somehow that slams even harder. The Irv Gotti-produced Hard Knock Life highlight introduced Ja Rule and Amil, who made her own kick-ass album with the excellent title All Money Is Legal. (And if you’ve ever wanted to see a young Anne Hathaway thug out, I’m afraid this happened.) Of all the hits from his takeover phase, this was the one that proclaimed Jigga was on top of the world – to stay.

Best songs of 1998 watch read listen

Lauryn Hill, “Lost Ones”

The Miseducation of Lauryn Hill was one of those albums where the street date turned into a nationwide
block party – the week it dropped, wherever you went, L-Boogie was all you
heard. (The summer’s other hit in this category: Hello Nasty.) The
Fugees star began her solo career with a one-two punch: her fiercest hip-hop
battle rhyme in “Lost Ones” and her most soulful balladry in
“Ex-Factor.” (Miseducation has to be one of the most
front-loaded albums ever.) Part Al Capone, part Nina Simone, Ms. Hill seizes
her solo voice, taunting her old bandmates: “You might win some but you
just lost one.”

Best songs of 1998 watch read listen

Marilyn Manson, “The Dope Show”

Lucifer’s Teletubby had a breakthrough year: he wrote The Long Hard Road Out of Hell, a classic of rock-star egomania at its funniest, and made the scene with indie-film moll Rose McGowan, who earned a place in red-carpet history with her classic non-outfit at the MTV Video Music Awards. He also came up with his most spectacular hit, “The Dope Show” – it’s basically Bowie fan-fiction, as he blows out the morbid doom-generation stomp of “Fashion” and “Nightclubbing.” Manson zooms into a sex/drugs/celebrity vortex (especially drugs) without pretending he feels guilty about cheapening the integrity he never had. “All the pretty, pretty ones will leave you low and blow your mind” sums up the rock star’s job description if anything does. His next hit: “I Don’t Like The Drugs (But The Drugs Like Me).”

Best songs of 1998 watch read listen

Cat Power, “Metal Heart”

A quiet song that can chill your bones even at low volume. Chan Marshall chronicles a long bleak night of fear, with her doomy Georgia whisper and her spidery guitar. “Metal Heart” is the centerpiece of her fourth and finest album Moon Pix, with the Dirty Three’s rhythm section providing the pulse. She’d always come on as a fragile spirit, in harrowing moments like “Nude as the News” on What Would The Community Think? But in “Metal Heart,” she spends the night scaring her demons away, wailing, “How selfish of you to believe in the meaning of all the bad dreaming.” It’s all in the details – the way she sighs “and you will be chaaanged,” the way she reaches for a gospel hymn and then lets go, the way her guitar locks into those resolute chords at the end, in her hour of darkness.

Best songs of 1998 watch read listen

Aaliyah, “Are You That Somebody?”

Timbaland never could stop showing off – couldn’t resist flaunting the mastery of the man from the big V-A – but he really got out of hand here. “Are You That Somebody?” is a mind-warp of a beat, taking the Southern route to the world’s pleasure zones. And only Aaliyah could be serene enough to make it float – a more nervous singer would have busied it up, but nothing ever stressed Ms. Haughton. She gets both goody-goody and naughty-naughty; in the video, she revives the medieval art of falconry. Everything about “Are You That Somebody?” feels deeply chill, from the delirious Prince gurgles to the finger-snaps to the answer to Gwen Stefani. (“Don’t speak! you know that would be weak!”) Aaliyah will always be that somebody and this will always be her song.