8 of the Most Unexpected Collabs in Music History

Collaboration is at the heart of the music industry.  Whether forced by music executives and managers or authentically driven by mutual respect, music collaboration allows artists to share ideas, tap into different skills, and expand their reach.  Over the course of music history, we’ve seen mind-blowing collabs that we didn’t know we needed, as well as mind-numbing collabs we desperately wish we could forget.  In no particular order, here are some of the more unexpected collaborations in music history. 

Run-DMC & Aerosmith – “Walk This Way”

Attempting to bridge hip-hop’s first mainstream superstars with seemingly past-their-prime rock legends is an interesting idea – what’s the worst that could happen?  Initially, neither group was excited about this collaboration, with each group apathetically scoffing at the other.  The brainchild of legendary producer Rick Rubin took Aerosmith’s 1975 megahit and repurposed it a decade later through the lens of Run-DMC.  The collab was a smash hit, launching Run-DMC into stadiums that hip-hop acts had previously never been invited to and injecting new life into Aerosmith that led to multiple hits in the 90’s. 

Jay-Z & Linkin ParkCollision Course

Originally put together for an MTV show, the legendary rapper teamed up with one of the biggest rock bands on the Grammy-winning EP, Collision Course.  The six-track project featured mashups of the biggest songs from each artist, most notably with “Numb/Encore.”  Both artists were very open about the mutual respect they had for one another, a huge reason why this collaboration worked to near-perfection.

Snoop Dogg & Banda MS – “Qué Maldición”

It’s no secret that Los Angeles native Snoop Dogg loves banda music.  In April of 2020, his dream of creating his own banda song was realized in the form of “Qué Maldición,” fusing his signature brand of G-funk hip-hop with the swinging brass sections of Mazatlan-based group Banda MS.  Snoop delivers his verse in Spanglish, creating a cross-cultural mashup perfect for a top-down ride through the streets of LA.

Kanye West & Paul McCartney – “Only One,” “FourFiveSeconds,” & “All Day”

The 2010’s saw a rollercoaster of highs and lows surrounding Kanye West, though his work with Beatles legend Paul McCartney was most definitely a high.  Collaborating on three tracks in 2014 and 2015, West and McCartney meshed extremely well as one of the more unexpected collaborative duos in recent memory, prompting many of West’s younger fans to proclaim on social media that this McCartney guy was set to have a huge career thanks to the Kanye cosign.

Mariah Carey & Ol’ Dirty Bastard – “Fantasy (Remix)”

It’s hard to picture the de facto Queen of Christmas Music linking with someone as brash and gritty as Wu Tang’s Ol’ Dirty Bastard, though the two worlds collided on the remix to Carey’s hit single “Fantasy” in 1995.  Something about this streets-meets-chic collab just doesn’t feel right, leaving me thankful that the “hey let’s get a rapper on this random pop song” strategy is far less popular nowadays than it was twenty years ago. 

Justin Bieber & Busta Rhymes – “Drummer Boy”

Coming off his mega-hit debut album My World, teenage heartthrob Justin Bieber attempted to write the next classic Christmas album with his Under the Mistletoe project.  The Drumline-esque breakdown in the “Drummer Boy” beat coupled with Busta’s gruff style and ferocious bars harshly counter Bieber’s pre-pubescent melodies, making this one of the most anticlimactic and downright cringe-worthy collaborations in recent memory. 

Ozzy Osbourne & Jessica Simpson – “Winter Wonderland”

At the turn of the century, Jessica Simpson was the golden child of pop music in white America, as the former childhood choir singer and near-Mickey Mouse Club member embraced an “anti-sex appeal” image to contrast Britney Spears and Christina Aguilera.  A collaboration with Black Sabbath frontman Ozzy Osbourne, aka the Prince of Darkness, was the last thing anyone expected – on a Christmas song nonetheless!  “Winter Wonderland” has been covered over 200 times, and this rendition will leave you wishing it wasn’t.

Jonas Brothers & Common – “Don’t Charge Me for the Crime”

Rounding out the list, we’ve got another cringeworthy teen-idol meets legitimate rapper collab.  With this track, however, Common doesn’t just drop a verse and cash a check – he shows up at several points in the song, offering various quick one-liners and ad-libs.  What takes this song to the next level of cringe is the narrative, as the track is basically a story about Common and the Jonas Brothers teaming up to commit a bank robbery.  The real robbery here is that we never got a music video for this unexpected collab and all its cringey glory.  

1 Comment

  • Billy
    March 3, 2021

    Great post. I didn’t even know about half of these collabs.

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