Three decades ago, hip-hop made a turn from the underground to commercial fanfare. The eclectic sensibilities of the 1980s created space for artists of all stripes, leading to the golden age of hip-hop, and releases that are now considered an integral part of the genre's canon. By the 1990s hip-hop was a chart-topping entity and enterprise, where artists were popularized through streetwear campaigns and brand deals.
In this decade, rappers were multifaceted in their flow and lyrics — whether rugged and hard-spitting, or poetic and fervently expressive. Artists like psychedelic hip-hop group De La Soul, salacious femcee Lil' Kim and Atlanta heavy-hitters Outkast expanded rap’s palette. Beats ranged from synthetic to weighty 808 drum patterns, all which redefined the genre’s 20-year presence.
Hip-hop chronicled truth and fantasy, providing listeners both deeply resonant and vividly divergent soundtrack whose influence continues to be felt. Decades later, records released in the 1990s are legend, and many of them appeared on the 65th GRAMMY Awards stage in a massive tribute to hip-hop.Here are 10 signature albums that bridged the golden age and the digital era of hip-hop.
De La Soul - De La Soul Is Dead (1991)
By 1991, conscious hip-hop pioneers De La Soul were over the "D.A.I.S.Y. Age" introduced on their seminal debut album 3 Feet High and Rising. The Long Island trio, composed of Posdnuos, Maseo and the late Trugoy the Dove jazzed up their sound on sophomore effort De La Soul Is Dead, marking a radical transition from hip-hop "hippies" to earnest rhymesayers.
Posdnous and Trugoy melded simple production (courtesy of Prince Paul) with complex bars on "Pease Porridge," and also explored the traumas of sexual molestation through metaphor on "Millie Pulled a Pistol on Santa." Although De La Soul Is Dead received mixed reviews, the LP was one of the first albums to earn a five-mic rating in hip-hop publication The Source. "Still progressing and proud of it, De La has successfully escaped being trapped in the sophomore jinx with grooves that are harder than a brick wall," the throwback review reads.
With De La Soul Is Dead, the group, whose back catalog just arrived on digital music services in March, evaded the dreaded sophomore slump and cemented their place in hip-hop history.
Snoop Dogg- Doggystyle (1993)
After Calvin Broadus — then performing under the moniker Snoop Doggy Dogg — released his breakthrough album Doggystyle, West Coast rap was never the same. Playing on inspirations from classic Blaxploitation films and early funk pioneers, Snoop kept his posture smooth while rhyming over beats from Dr. Dre (who also discovered the Long Beach native), and welcomed fellow then-newcomers like The Lady of Rage, Tha Dogg Pound, Warren G and RBX as features.
Giving listeners "just a small introduction to the G-Funk era," Snoop helped usher in a soul-laden gangsta rap sound that stood in distinct contrast to the East Coast’s grittiness and jazz influence. The iconic "Gin and Juice" and "Who Am I (What’s My Name?)" have long been summertime cookout staples, while the eerie "Murder Was the Case" preceded Snoop being acquitted of murder just three years later. Now a 16-time GRAMMY nominee, Doggystyle marked Snoop’s debut as a hip-hop elite.
A Tribe Called Quest - Midnight Marauders (1993)
Three albums into their career, A Tribe Called Quest didn’t let up on Midnight Marauders. The Queens-bred group, which included Q-Tip, the late Phife Dawg, Ali Shaheed Muhammad (and occasional member Jarobi White) flaunted their lyricism and expansive musical knowledge on the 1993 release, which was navigated by a robotic "tour guide."
Q-Tip and Phife’s wordplay is nimble throughout the album, but truly spotlighted on the Trugoy the Dove-assisted "Award Tour," the amorous "Electric Relaxation" and "The Chase, Pt. II." "8 Million Stories" and "Midnight" were solo moments for Phife Dawg and Q-Tip, respectively, each who had brushed up their penmanship since ATCQ’s 1991 reinvention on The Low End Theory. Both atmospheric and imaginative, Midnight Marauders showcased ATCQ’s range as a progressive hip-hop act.
Digable Planets - Blowout Comb (1994)
Jazz rap trio Digable Planets maintained their cool just one year after winning a GRAMMY Award for Best Rap Performance By A Duo Or Group. In 1994, Ishmael "Butter Fly" Butler, Mariana "Ladybug Mecca" Vieira and Craig "Doodlebug" Irving followed with Blowout Comb, their second and final studio album. With a minimalist approach, Digable Planets trekked through urban and Afrocentric themes soundtracked by live instrumentation and spoken word.
Emotionally stirring and thematic, "Black Ego" saw Digable Planets tackling economic injustices and Black nationalism with nods to Blaxploitation films Cleopatra Jones and Superfly. The group asserted their refusal to go commercial on laidback earworm "Jettin." Seventies slang and references to New York City boroughs floated throughout Blowout Comb, and although singles "9th Wonder (Blackitolism)" and "Dial 7 (Axioms of Creamy Spies)" didn’t chart, the album reintroduced Digable Planets in their most authentic form and reached No. 32 on the Billboard 200.
2Pac - Me Against the World (1995)
With an awareness unrivaled by his contemporaries, Tupac Shakur's penultimate album, Me Against the World, exploredhis complexities. By March 1995, the rapper had served one month in prison on sexual abuse charges, and had used his previous year of freedom to record arguably the most poignant LP of his lifetime.
On the titular track, Shakur examined impoverished Black communities and morbid thoughts of mortality. A sample of Stevie Wonder’s "That Girl" textures "So Many Tears," where 2Pac vocalizes music industry woes, his depression and even predicts an early death. "Dear Mama," (which inspired the FX docuseries of the same name), was 2Pac’s dedication to mother and former Black Panther Party member Afeni Shakur; it became the third song by a rap act to be placed in the Library of Congress.
The latter song and Me Against the World would both earn Shakur his first GRAMMY nominations. While he didn't win, both are masterpieces that signaled the rapper’s coming-of-age.
Jay-Z - Reasonable Doubt (1996)
Jay-Z gave a solid lyrical offering on his 1996 debut. A landmark album on the now-defunct Roc-A-Fella Records, the 14-track Reasonable Doubt brought mafioso and luxury rap into the ring, as Jay-Z gave semi-autobiographical tales of street life.
On "Feelin’ It," the Brooklyn rapper boasts his riches and opulent lifestyle, while the Issac Hayes-sampling "Can I Live" explores the close calls that the hustle brings. Hov’s stream-of-conscious flow highlighted production from the likes of Ski Beatz, DJ Premier and Clark Kent.
Reasonable Doubt predicted Jay-Z’s thriving future without a doubt, as he’s since taken hip-hop’s throne as a coveted 24-time GRAMMY-winning artist (in addition to 88 nominations).
Lil’ Kim - Hard Core (1996)
Brooklynite Lil’ Kim carved out space for risque rap on her 1996 solo breakout Hard Core. Less than six months after the murder of her mentor the Notorious B.I.G., the former Junior M.A.F.I.A. member achieved solo commercial success for her provocative lyricism and appearance. Whereas many of her contemporaries adopted a more androgynous style, Lil’ Kim played up her sex appeal onstage and on record.
The raunchy "Big Momma Thang," which samples 1978 Sylvester deep cut "Was It Something That I Said," shows Lil Kim’s allyship with queer listeners. Lil’ Kim asserted her hood dominance on "No Time," while flaunting her affection for being classily "draped in diamonds and pearls." Although Hard Core was Moderately received, Lil’ Kim’s rap successors —Doja Cat, Megan Thee Stallion and Cardi B — would later speak highly of the Queen Bee’s NSFW magnetism. Nearly 30 years later, contemporary women in hip-hop continue to strive for Lil’ Kim’s unapologetic influence.
Missy Elliott - Supa Dupa Fly (1997)
Hip-hop hadn’t witnessed fly until Missy "Misdemeanor" Elliott stepped onto the scene. The Virginia-born rapper and singer/songwriter had once been a part of R&B group Sista before partnering with producer Timbaland. The two both wrote and produced almost the entirety of Aaliyah’s 1996 album One In A Million. By the late ‘90s, Elliott’s pen was in demand, giving her the confidence to share her unconventional sound and look as a solo act.
Her 1997 debut, Supa Dupa Fly, redefined what it meant to be a woman in rap. Over Timbaland's bass-thumping production, Elliott went full-on futuristic. She humorously teased her sexuality on the audacious "Sock It 2 Me," while the bouncy "The Rain (Supa Dupa Fly)" sampled Memphis soul vocalist Ann Peebles with peculiar lyrics like "my finger waves these days, they fall like Humpty."
Two decades before being inducted into the Rock & Roll Hall of Fame and receiving the Black Music Collective's Recording Academy Honors award, Elliott took the rap world by storm. Ahead of its time yet heralded, Supa Dupa Fly and Elliott’s one of a kind style showed the artist’s peers and successors how to be creative anomalies.
Outkast - Aquemini (1998)
The South had something to say on Outkast’s third album Aquemini. The duo of André 3000 and Big Boi asserted their southern charm and immaculate rhyme schemes on the 16-track album that catapulted them to stardom. As the two rappers perfected their individualism, Aquemini also showed 3000 and Big Boi seamlessly meshing their styles together.
More spacey than their sophomore album ATLiens, Outkast doubled up on their down home twang on the funky (but controversial) "Rosa Parks." The two questioned reality from dystopian technology on the surreal "Synthesizer" with P-Funk legend George Clinton. Listeners can visualize a juke joint scene on the reggae-tinged "SpottieOttieDopaliscious," where 3000 and Big Boi intertwine tales of a violent nightclub encounter and a cursed romance.
Aquemini ushered a turn in Dirty South hip-hop, where the region gained national respect for its storytelling, realism and unique flow.
Dr. Dre - 2001 (1999)
Super producer and rapper Dr. Dre brought out the all-stars on his 1999 sophomore solo album 2001. The LP reunited the now seven-time GRAMMY-winner with his prodigies Snoop Dogg, Eminem, Xzibit, Nate Dogg and Kurupt, while ushering in a new age of West Coast rap. Seven years after his groundbreaking debut album The Chronic, the former N.W.A. member was "Still D.R.E."
On the aforementioned track, written entirely by Jay-Z, Dr. Dre flexed his near 15-year impact in hip-hop. "The Watcher" detailed the Compton native reaching music industry plateaus despite paranoia of "a new era of gangstas." Strip club anthem "The Next Episode" harkened back to Dre and Snoop’s "Nuthin’ But A 'G' Thang," while "Let’s Get High" captured a raunchy house party. On 2001, now certified 6x platinum, Dr. Dre was at his most carefree while setting the bar high for a new generation of hip-hop.
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