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Apple Music 100 Best Albums

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Flower Boy

Tyler, The Creator

92

Embracing the art of emotional bloodletting—and setting rap in a bold new direction.

Even when he was the enfant terrible of underground hip-hop, Tyler, The Creator’s most provocative and irony-soaked albums still provided windows into his anxiety and self-loathing. But his fourth solo album, 2017’s Flower Boy, was the moment Tyler fully embraced his role as bloodletting diarist, stripping away the appeals for shock and fully embracing expressions of lovesickness and loneliness. He emerges as a pan-genre auteur, as likely to spit rhymes as croon in a Pharrell-ian falsetto, landing somewhere at the intersection of hip-hop, neo-soul, and chilled jazz.

In many ways, Flower Boy was prescient about where music was going as a whole, thanks to early appearances from future hitmakers like Steve Lacy and Kali Uchis. Though Tyler surrounds himself with a packed guest list of friends (Frank Ocean), heroes (Pharrell Williams), and rap superstars (A$AP Rocky, Lil Wayne, ScHoolboy Q), Flower Boy is still a deeply personal statement from a one-of-a-kind artist. It just happened to have set hip-hop in a bold new direction.

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Listen Without Prejudice, Vol. 1

George Michael

91

The sound of an artist reaching towards something profound and quietly radical.

After proving the depth, scope, and maturity of his songwriting with an unassailable solo debut, George Michael released his second album, which feels like a pointed gear change. True, there is “Freedom! ’90,” a bright, piano-driven single designed to deftly skewer both the emerging age of music video culture and Michael’s own conflict about the way the Faith era had almost turned him into a piece of caricatured public property.

A photograph of George Michael.

Nonetheless, the pervading mood of Listen Without Prejudice is one of subtlety, political consciousness, and emotional desolation. Woodwinds evoke sparse battlefields (“Mothers Pride”), echo adds ghostly desperation (most notably on the spine-tingling Stevie Wonder cover “They Won’t Go When I Go”), and windblown acoustic guitar nods to folk (“Something to Save”). Crowned by the grand Lennon-ian sweep of “Praying for Time,” it is a quietly radical, deeply affecting creative progression—the sound of an artist retreating from pop’s synth-driven orthodoxy into something touched by timelessness, profundity, and, in almost every sense, real soul.

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