The Best Kid Cudi and Kanye Collaborations

With a rumored secret project on the way, we rank the times Kanye and Kid Cudi came together to create magic.

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In cooking, there is the idea of the amuse-bouche. It is an hors d'oeuvre eaten in a single bite and served at a chef’s discretion. The purpose is twofold: give the patron a snapshot into the journey they are about to take over the course of a meal, and encapsulate a chef’s beliefs. Kanye and Cudi’s relationship works in a very similar way. It is Kanye’s job to employ and hone Cudi’s superb sense of melody and hook-writing, while it is Cudi’s job to usher fans into a new soundscape that encapsulate Kanye’s larger vision. This generally happens on the second track of Kanye’s late-career albums—”Welcome to Heartbreak,” “Gorgeous,” “Father Stretch My Hands Pt. 1.”

Last week Page Six reported Kanye and Cudi are working on a secret project in Japan. It immediately punted fans back to a time circa 2008-2010 when the upper reaches of Kanye and Kid Cudi’s synergy were still being explored. Jay-Z and Kanye West might be rap’s collaborative monolith; Watch the Throne was two of hip-hop’s greatest and most prolific stars conceding ground to each other in the short-term to extend their dominance in the long-term. However, Jay-Z and Kanye’s collaborations have always had an air of formality, more business transaction than friendship. In that regard, Kanye West’s best collaborator remains his once-protege, writing partner, and G.O.O.D. Music signee.

Ever since 2008’s 808s & Heartbreak, Cudi has vocally gone where Kanye couldn’t, and Kanye has perfectly positioned Cudi within the confines of his vision. The idea of the two extending that chemistry across a project is as intriguing as it is promising. Here are the best Kanye and Kid Cudi collaborations to demonstrate how far the two could potentially push hip-hop again.

14. Kid Cudi f/ Kanye West “Can't Look Me in My Eyes”

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Album: N/A

Producer: Kid Cudi

“Can’t Look Me in My Eyes” is technically a demo of what would become “Too Bad I Have to Destroy You Now," from Kid Cudi's 2014’s Satellite Flight: The Journey to Mother Moon. “Can’t Look Me in My Eyes” is decidedly more dance-infused and overall brighter than the Kanye-less version that ended up on Satellite Flight. Despite this, Kanye’s unfinished and raw vocals represent a banger that never was, but definitely should have been

13. Kanye West f/ Kid Cudi, Raekwon, D’Banj, CyHi The Prynce, 2 Chainz, Pusha T “The Morning”

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Album: Cruel Summer (2012)

Producers: !llmind & Kanye West

“The Morning” is nowhere near the best song on Cruel Summer and ranks pretty low on the Kanye and Kid Cudi collaborative scale. It's simply a case of too many cooks in the kitchen. Still, it is remarkable that on a song featuring Raekwon, 2 Chainz, and Pusha T, Cudi and Kanye’s twenty-second break is the most fascinating morsel.

12. Kid Cudi f/ Kanye West "Erase Me"

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Album: Man on the Moon II: The Legend of Mr. Rager (2010)

Producer: Jim Jonsin

Kid Cudi has always been a rockstar in a rapper’s body. His talents just lend themselves to the natural cadences and catchiness of modern hip-hop. Doesn’t mean we haven’t gotten fleeting, but captivating moments of rock n’ roll-infused brilliance on albums like WZRD and Speeding Bullet to Heaven. One of the paths Cudi never explored enough was the brighter and more pop-focused rock sensibilities of Man on the Moon II: The Legend of Mr. Rager’s “Erase Me.” The hook is classic Cudi fare—the singing is overflowing with joy, and Kanye’s verse all should have catapulted this song into the pop stratosphere.

11. Jay-Z f/ Kid Cudi "Already Home"

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Album: The Blueprint 3 (2009)

Producers: No I.D. and Kanye West

It might be hard to imagine now in the wake of his ventures deeper into experimental, stream-of-consciousness music, but at one point Cudi was so white hot the entire music world was desperate for his hooks. Jay-Z, with No I.D. and Kanye on the boards, got just that. “Already Home” sees Cudi delivering a triumphant hook for Jay about being unstoppable in the midst of unending hatred and skepticism. Cudi would ultimately perform “Already Home” with Jay at Madison Square Garden, and the enormous smile on his face tells you everything you need to know about the magical moment.

10. T.I. f/ Kanye West and Kid Cudi "Welcome to the World"

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Album: No Mercy (2010)

Producers: No I.D., Kanye West

Kanye and Cudi have a way of smothering a song with their chemistry, making it hard for an artist outside of their orbit to feel at home. “Welcome to the World” is technically the first song from T.I.’s 2010 album No Mercy, but in reality it sounds like a lost Ye and Cudi collaboration. The most exciting part of the song is the pair back and forth on the hook. Ye holds down the raps, while Cudi sprinkles his trademark hums over the frenetic, haunting beat.

9. Kid Cudi f/ Kanye West & Common “Make Her Say (I Poke Her Face)"

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Album: Man on the Moon: The End of Day (2009)

Producers: Kanye West

Sampling Lady Gaga’s “Poker Face” in 2009 was a great idea, even if the results are a little cringe-worthy now. Eight years ago, hip-hop and pop were starting to converge in weird and unexpected ways. It was a time where sampling a year old Lady Gaga song seemed revelatory. Cudi and Kanye—in a rare move—decided to abandon their penchant for singing, humming, and fiddling with the outer boundaries of their voices to merely rap for the listener. It was fun then, and still is.

8. Kanye West f/ Kid Cudi, Common, Pusha T, Big Sean, Charlie Wilson "G.O.O.D Friday"

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Album: N/A (2010)

Producer: Kanye West

For a generation, Kanye’s G.O.O.D. Fridays were everything. In the rollout to My Beautiful Dark Twisted Fantasy Kanye would drop a new song every Friday (and, if we're being honest, early Saturday). The songs were a musical cocktail of G.O.O.D. Music signees, Kanye’s musical heroes, and everyone in between. The proceedings infuriated bloggers, excited rabid fans, and created an entirely new way to deliver and connect with an audience. Justin Bieber would feature on songs with Raekwon. Artists like Big Sean and J. Cole would rap some of the best verses of their career in the midst of elder statesmen.

However, no song better represents the era than the eponymous “G.O.O.D. Friday.” Kanye boldly proclaims “Did I mention GOOD Music and forever we hot,” Cudi and Charlie Wilson team up to let the city know it needs to be ready for the crew, and the G.O.O.D. Music family proved to the world no team was hotter in 2010.

7. Kanye West f/ Kid Cudi & Rihanna "All of the Lights"

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Album: My Beautiful Dark Twisted Fantasy (2010)

Producers: Jeff Bhasker, Kanye West  

Cudi has a natural pocket. It's centered on his innate understanding of two things: melody and emotion. Kanye, ever the sonic tactician, has a knack for forcing Cudi into the best spaces to bring out his intuitive talents. On a song that houses fourteen vocal credits—including Rihanna, Fergie, Elton John, and Drake—it's no small feat that Cudi manages to carve out a space that is purely his own. His bridge isn’t long and it doesn’t say much. Still, there is something unforgettable about the way Cudi delivers, “Getting mine, baby/Got to let these niggas know, yeah/Getting right, babe/You should go and get your own.”

In concerts fans might scream Kanye’s, “MJ gone/Our nigga dead,” but in the confines our bedrooms it is Cudi’s bridge that breaks out the braggadocious two-step.

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5. Kanye West f/ Kid Cudi "Welcome to Heartbreak"

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Album: 808s & Heartbreak (2008)

Producers: Kanye West, Jeff Bhasker, Plain Pat

“Welcome to Heartbreak” is a song about loneliness, dejection, and the hollowness of pain. Cudi’s lyrics “And my head keeps spinning, can’t stop having these visions, I gotta keep with it,” mixed with Kanye’s robotic falsetto coos is an infectious and icy concoction—elevating the song to become more than its subject matter. The two sound like the saddest angels over the traumatic, distorted 808s. By the time you get to Kanye’s third verse and hear the fateful, “I had to leave before they even cut the cake/Welcome to heartbreak,” the two artists have introduced the world to a new sonic soundscape. In 2008, it was Kanye and Cudi’s emo world; we were lucky to live in it.

4. Kanye West f/ Kid Cudi, Pusha T, John Legend, Lloyd Banks & Ryan Leslie "Christian Denim Dior Flow"

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Album: N/A (2010)

Producer: Kanye West

“Christian Denim Dior Flow” is the epitome of G.O.O.D. Fridays. It symbolized the sheer opulence and decadence of Kanye’s “Rosewood movement.” All the heavy hitters of the G.O.O.D. music family appear on the track—Kanye, Cudi, Pusha T, John Legend—to discuss the names of models the average public couldn’t pronounce and the expensive lifestyle of the black elite.

Kanye’s verse is notorious for the subtle flex of name dropping the most in-demand models of 2010, but Cudi’s verse is the star. In an interview Cudi told MTV, “I didn’t want my verse on [the] song. After I left the studio I text Don C like “Man, take my verse off. Tell Kanye it’s cool, hook duty.” And just to make sure it happened I emailed Ye like “Take me off the song. HOOK DUTY.” However, even back then Kanye was smart enough to realize the world needed Cudi’s amazing and inspirational bar, “Hey ya! On my Andre 3000/I’m all good no a nigga don’t need no counselin.”

3. Kanye West f/ Kid Cudi "Father Stretch My Hands Pt. 1"

Kanye The Life of Pablo Artwork

Album: The Life of Pablo (2016)

Producers: Kanye West, Rick Rubin

Kanye and Cudi bring out the light and dark in each other. Nowhere is this more apparent than on “Father Stretch My Hands Pt. 1.”

The song launched a thousand memes with the expert placement of Metro Boomin’s now infamous and producer tag “If young metro I don’t trust you I’m gon’ shoot you,” next to Cudi’s sweet sung “Beautiful morning, you’re the sun in my morning baby.” Over the Pastor T.L. Bennet sample, Cudi sounds like the leader of a congregation readying the listener for their travels into Kanye’s chaotic funhouse of models and bleached assholes.

2. Kanye West f/ Kid Cudi "Guilt Trip"

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Album: Yeezus (2013)

Producer: S1, Ackeejuice Rockers, Travis Scott, Mike Dean, and Kanye West

Kanye and Cudi arguably launched an entire sub-genre of rap with their melodic and heartfelt lyrics on 808s & Heartbreak. However, it wasn’t until 2013 that Kanye perfected what he birthed five years prior.

The beauty of “Guilt Trip” is in its abstractness. Kanye lyrics like “Capricorn/Dancing out on the lawn/Fancy like the things she likes,” are more refined and succinct in a way that wasn’t fully realized on

on 808s. The pinnacle of the song arrives at the end with a simple question posed by Cudi. “If you loved me so much than why’d you let me?” Cudi’s emotional warble dances across the dark electronic tribal beat. In a 2014 interview with Complex Cudi described his feelings about the record, “The vocal that I did on that song was a couple years old. I forgot which session it was, but it was just a reference...Then I started thinking about it more. It was like, Why not call me and have me come in there and give it? Why underuse me?”

The fact is Cudi wasn’t underused on the record. If time has taught us anything it is that in Kanye’s hand 50 seconds of Cudi hums and melodic ruminations speak more than some artist’s entire careers.

1. Kanye West f/ Kid Cudi & Raekwon "Gorgeous"

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Album: My Beautiful Dark Twisted Fantasy (2010)

Producers: Mike Dean, No I.D., Kanye West

The story of My Beautiful Dark Twisted Fantasy—its impetus and creation—is mythical at this point. Hennessy, the VMAs, Taylor Swift, exile, Hawaii, and redemption were all at the center of the biggest make or break moment in Kanye’s career. The stakes were set high for “Gorgeous.” The second song on an album in many respects is more important than the first, especially for someone like Kanye, who always puts his best foot forward. You capture people’s attention with an intro, but you win their hearts with the second. "Dark Fantasy" caught our ears, but it was "Gorgeous" that set the tone for the album.

The individual parts of “Gorgeous” are magnificent. The song contains some of Kanye’s most politically charged bars, “Inter century anthems based off inner city tantrums/Based off the way we was branded/Face it, Jerome get more time than Brandon/And at the airport they check all through my bag, and tell me that it's random.” Cudi’s hook sets an epic scene for a song about the distorted nature of blackness in America and Kanye’s role in it. In the words of Kanye, is hip-hop, “the soul music of the slaves that the youth is missing?” The answer is yes, and we have Kanye and Cudi to thank for creating our modern spiritual.

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