60. Red Hot Chili Peppers – Blood Sugar Sex Magik (1991)

Of all the mega-selling, on-the-charts-for-years rock albums, have any been as weirdly schizophrenic as Blood Sugar Sex Magik? After scoring a minor hit in 1989 with a rather grating cover of Stevie Wonder’s “Higher Ground,” Red Hot Chili Peppers used its next album to shamelessly court the mainstream. And spit in its face. And forget all about it because it had a boner. And then court it again. BSSM is on this list because it remains the band’s most fully realized work, a 17-track tapestry of immaculately crafted funk and richly realized, anthemic rock. When John Frusciante’s elegant guitar chatter intertwines with Flea’s lyrical bass lines on tracks like “If You Have To Ask,” “Mellowship Slinky” and “Apache Rose Peacock,” they prove that party music for buttheads can be as artful as anything else. But as always, the band’s X factor is singer Anthony Kiedis, whose political rants and sexual fantasies have always been as developed as your average 13-year-old (“Sir Psycho Sexy” is BSSM’s most ambitious song, and thanks to Kiedis and his vagina thesaurus, it’s also its most embarrassing). Yet, on this record, Kiedis also convincingly hates the honesty in his face, sees the world through the eyes of an addict, and gets endearingly goofy while covering Robert Johnson. This album is where the bravado of the penis-sock days met the polished, dad-friendly balladry that’s defined Red Hot Chili Peppers ever since. Why is that a good thing? If you have to ask, you’ll never know.

59. Digable Planets – Blowout Comb (1994)

To the delight of aspiring poets, kids who couldn’t get into bars, and white people with dreadlocks, coffee shops were all the rage in the 1990s. I can remember spending way too much time at a place in Buffalo called Stimulance, pretending to like cappuccino while sitting on ironically garbage-picked furniture. In retrospect, this fad had a few positive aftereffects – like the snob-worthy java you can find around every corner these days, and the all-too-brief popularity of groups like Digable Planets. Fusing the cadence of live poetry with the jazzy sensibilities of Native Tongues hip-hop, this Brooklyn trio scored a hit with 1993’s “Rebirth of Slick,” and used all of its resultant goodwill to make this sprawling, career-murdering, aggressively chilled-out masterwork. Eschewing samples in favor of live musicians, Blowout Comb makes the jazz-rap experiments of its peers sound like novelty tracks. Saxophones trill; vibraphones echo; live drums burrow deep in the pocket, and emcees Butterfly, Ladybug and Doodlebug deliver verses with soft, rhythmic power. Their voices are such a part of the aesthetic that you barely remember what you just heard, drifting happily from track to track. To listen to Blowout Comb is to experience new vistas of dreamy funk, which lull you into closing your eyes, as the summer sun glows behind them.

58. Basement Jaxx – Remedy (1999)

I was a loyal subscriber to Rolling Stone and Spin for most of the ’90s, and have a vague recollection of being told in no uncertain terms that electronica was going to be the next grunge. I certainly bought into that hype – spending $17 on Tricky’s Maxinquaye and trying very hard to like it, for example (I still don’t get it) – but it wasn’t until I was in college and heard Basement Jaxx that I thought those writers might not have been totally full of shit. Electronica never took off, I know, but maybe if something as funky, melodic, and unabashedly hook-filled as Remedy had hit five years earlier, we’d be left with more than mental images of that Prodigy guy’s seizure-dancing. Or maybe I’m just not a big electronic music guy (Daft Punk’s never really done it for me either), and Remedy is one of those records that only requires a pulse to enjoy. Either way, the thing is as fun to crank as ever, a dance record that uses digital elements as efficiently as a great punk band uses chords.

57. Ben Folds Five – Ben Folds Five (1995)

Nerdy dudes can be like fine wine – once they reach a certain age, they turn to vinegar. Take Ben Folds, who was the driving creative force behind this album, an electrifying slab of sensitive guy rock and roll that purposely excluded guitar solos on one outcast anthem after another. “You can laugh all you want to/But I’ve got my philosophy,” he crooned, with a reactive confidence that sounded earned. With “Underground,” he delivered a spot-on, sardonic takedown of music scene snobbery that was simultaneously one of the most infectious pop songs of its time. And “Boxing,” a gorgeous waltz in the form of a tear-stained, existentialist letter from Muhammad Ali to Howard Cosell, remains a stunningly imaginative piece of songwriting. Ben Folds Five followed this with greater commercial success, including some lovely work here and there. But the formula was eroding even then – the band’s biggest hit was about how abortion is tough on men, and that was followed up by a single with the chorus, “Give me my money back, you bitch.” Folds’ talent is undeniable, but only on Ben Folds Five was it bottled correctly.

56. Soundgarden – Badmotorfinger (1991)

Just like Metallica’s first crossover metal album was And Justice For All …, Soundgarden’s courting of the mainstream began here. And just like AJFA was superior in every way to its blockbuster follow-up, Badmotorfinger has held up over the years in a way that makes 1994’s massive hit Superunknown look like a pop culture relic. Now, I like Superunknown a lot. It’s #96 on this list because it did a fine job bridging the artful brutality of its previous work with pleasant-enough grist for the MTV heavy rotation mill. But Badmotorfinger is the greater accomplishment, because while it punishes your ears more than anything this side of Slayer, its melodies and ideas are so compelling, they invite you in. Religious iconography rubs shoulders with prisoners about to burst with rage. Kim Thayil’s riffs are as dark and sludgy as pure crude; Chris Cornell’s throaty, banished angel screams are somehow both operatic and thrillingly raw. It’s serious metal music made for all of us to enjoy, and it’s galaxies away from “Black Hole Sun.”