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Apple Music 100 Best Albums

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Ready to Die

The Notorious B.I.G.

32

Rapping about crime and culture, elevated to divine art.

By naming his debut Ready to Die, Christopher Wallace bluntly encapsulated both his fearless, take-no-prisoners lyrical style and his sense that death could come for him at any time. While hardly the first to rap about the pleasures and pitfalls of drug dealing, Biggie Smalls elevated the form to a divine, brutally honest art.

A photograph of Notorious B.I.G.

From the autobiographical “Things Done Changed” onwards, the 22-year-old spoke directly, without distillation, about Brooklyn crime and culture. The costs of the hustle are laid bare on the stick-up-kid anthem “Gimme the Loot” and the closer “Suicidal Thoughts,” which ends with the sound of him killing himself.

But against the backdrop of violence and death, Big mixes in moments of aspiration and confidence, too. On the breakthrough single “Juicy,” he professes his love of hip-hop through a deeply personal come-up narrative so exemplary that few, if any, have come close to matching it since. Street-hustler rhymes softened by glossy, radio-ready production made for a blueprint that JAY-Z, 50 Cent, and rap stars of today still follow.

Ready to Die stands the test of time because the story still is the same story.”

DJ Mister Cee

producer

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Jagged Little Pill

Alanis Morissette

31

Unapologetically honest songs about figuring it all out.

Alanis Morissette’s blockbuster third LP (following two teen-pop records that went Top 40 in her native Canada) was poetic and straightforward, cynical and idealistic, sarcastic and wide-eyed. It is also fearlessly confrontational, with sharp-edged criticisms of Catholicism, technology, and boyish men that few artists since have had the guts to echo. So when the 21-year-old former Nickelodeon star released it in 1995 after being dropped by her label, its unapologetic worldview hit different, offering a level of frankness and vulnerability that cut a path for generations of future singer-songwriters, Taylor Swift and Olivia Rodrigo among them.

“I remember saying to myself that I wouldn’t stop writing until I loved it with all of my heart.”

Alanis Morissette

Beneath the record’s radio-friendly hooks and shiny harmonies were observations on the messiness and banality of life. Human weakness is a theme—she’s distracted on “All I Really Want,” disoriented by happiness on “Head Over Feet.” Yet even if the album’s core spirit is disillusionment, its legacy is hopefulness—the idea that bleeding, screaming, and learning is also, ultimately, living. Perhaps that’s why, for all her angst and anger, Morissette is relatively kind to herself. In the easygoing “Hand in My Pocket,” now a time capsule of cigarettes and taxi cabs, she forgives herself for not having it all figured out.

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Jagged Little Pill by Alanis Morissette