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Ye predicts that he’ll rest peacefully once he’s dead, since he has at last reached the pinnacle of success.

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Lupe sets up the song’s premise as the death of Michael Young History, who has been heavily involved with The Game and The Streets.

“Death of the Cool” is also a reference to Miles Davis’s seminal album Birth of the Cool, which helped define “cool jazz.”

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In the prequel to his song “The Cool” off his debut album Food & Liquor, Lupe Fiasco, along with the help of his labelmate and rapper/singer GemStones, spins the timeline of events immediately prior to the death of Michael Young History, in which Michael’s struggle with The Streets and The Game reaches a fever pitch

Following the end of the written lyrics, there is about a minute-and-a-half interlude, during which Michael is shot dead while his homey is taking a piss. Talk about poor timing…

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A reference to Spike Lee’s classic Do the Right Thing.

At the end of the film, Spike Lee’s character Mookie throws a trashcan through the window of Sal’s Famous Pizzeria, inciting a race riot that destroys the pizzeria, but (1) getting a kind of sideways revenge for the death of Radio Raheem at the hands of white police officers just a few moments before (2) diverting the anger of the crowd which seems poised to attack Sal and his sons.

Lee reports that white people constantly ask him whether Mookie “did the right thing”; black people, he adds, never ask that question.

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Reference to 8 Mile, Eminem’s autobiographical movie in which he played himself and Mekhi Phifer played his friend (who happened to be of Jamaican descent)

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In this song, Eminem corresponds with a crazed fan who becomes increasingly unhinged as the story progresses. This is one of his most well-received singles and was listed at #15 on VH1’s Top 100 Hip Hop Songs of All Time.

Eminem intended for this song to be a message to fans who had written him disturbing letters indicating that they had taken The Slim Shady LP’s violent lyrics seriously. Another reason Em wrote this was to “make the critics who were saying things about [him] feel stupid.” His aim was to disprove those who felt he lacked talent and relied on shock value.

This song has cemented itself in history, with “Stan” being entered into the Oxford Dictionary as an informal noun. It is generally considered to be a portmanteau of “stalker” and “fan,” but Oxford defines the term as:

An overzealous or obsessive fan of a particular celebrity.

In a 2011 Shade 45 appearance, Em revealed that:

There was a verse where [Stan] got out of the water. He escaped and came to my house to kill me. Then I had to kill him first, [but] I missed him, and he was in the hospital for like three weeks. Then he was pissed off that I didn’t write him get-well cards, so he came to kill me again, and in the last verse finally I just blew his head off.

In 2013, Eminem released a follow-up in the form of “Bad Guy,” wherein Stan’s younger brother Matthew avenges his brother’s death.

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Young Chicago rapper Lupe Fiasco (off “Kick, Push” fame) made his debut to mainstream audiences with this show-stealing featured verse, with all of the wordplay and entendre-filled lyricism characteristic of his style.

Lupe almost did not appear on the song, he did not even want to be the feature till his friend talked him into it. Good thing he did!

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Jay Z is Kanye’s mentor but initially hesitated to sign him to Roc-a-Fella as a rapper, claiming he wasn’t “gangsta” enough.

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Kanye West’s singing would reach its zenith on his 2008 “pop art” album, 808’s & Heartbreak, with the vocals by West altered by the Auto-Tune effect (which Kanye had disowned before briefly reintroducing it a few years later)

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Possibly a reference to Taye Diggs' character in The Best Man who is tempted to stray from his girlfriend by Nia Long’s character.

Nia Long made a guest appearance in the music video:

https://youtu.be/YkwQbuAGLj4?t=145

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