Celeb Duets That Made Us Cringe: A Look Back

From Jennifer Lopez and Iggy Azalea to Lady Gaga and R. Kelly, some celebrity duets are best forgotten. Watch Mojo counts down the most awkward musical pairings that left audiences cringing.

2 weeks ago
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From J.Lo to Gaga: The Most Awkward Celebrity Duets Ever

In the dazzling, often unpredictable world of music, collaborations can be magical. They can fuse distinct talents into something entirely new and exciting. However, sometimes, the magic just doesn’t happen. Instead, we’re left with musical pairings that are so baffling, so misguided, or so downright awkward, they become legendary for all the wrong reasons. Watch Mojo recently delved into the annals of music history to unearth the Top 10 Cringiest Celebrity Duets, and the results are a hilarious, sometimes painful, reminder that not all star-studded pairings are created equal.

10. Jennifer Lopez ft. Iggy Azalea – “Booty”

Kicking off the list is Jennifer Lopez’s 2014 track “Booty,” featuring Iggy Azalea. While J.Lo is known for her chart-topping hits and undeniable star power, this particular collaboration, also featuring Pitbull and written in part by Chris Brown, has been cited for its repetitive, rhymeless lyrics and a distinctly male-gaze perspective that some find disturbing. Azalea’s verse, rather than offering a fresh take, merely echoes the song’s central theme. Despite its modest chart success and the undeniable visual appeal of its stars, it’s rumored Lopez was initially hesitant to record the track, a sentiment many listeners might share.

9. Miley Cyrus & The Flaming Lips – “Do It”

Miley Cyrus has never shied away from controversy, with her 2013 MTV VMA performance of “Blurred Lines” with Robin Thicke being a prime example. However, her collaboration with the psychedelic rock band The Flaming Lips on a rendition of “Do It” takes the cringe factor to a new level. Originally a mellow hip-hop track about peace and marijuana, the 2015 VMA performance, complete with drag queens from “RuPaul’s Drag Race,” transformed it into a bizarre and perplexing spectacle that left many scratching their heads.

8. 6ix9ine ft. Nicki Minaj – “Trollz”

Following his release from prison, rapper 6ix9ine dropped “Trollz,” featuring Nicki Minaj. The song, a self-aggrandizing trap track filled with the usual digs at other rappers, was met with a lukewarm reception. Minaj’s contribution, with its bland and lazily written verses, sounded lethargic, with many speculating that the absence of her signature rapid-fire delivery contributed to her apparent lack of enthusiasm. The duo’s chemistry seemed nonexistent, making the track a definite miss.

7. Lou Reed & Metallica – “The View”

This collaboration between the legendary Velvet Underground frontman Lou Reed and heavy metal titans Metallica from their 2011 album “Lulu” was met with significant division. Reed’s signature spoken-word, flat delivery paired with Metallica’s powerful sound created a jarring, almost painful listening experience for many. Directed by Darren Aronofsky, the black-and-white music video did little to salvage the song. While some critics praised its lyrical depth, fans were largely unimpressed, marking it as a disappointing final single for Reed, who passed away in 2013.

6. Fergie ft. Slash – “Sweet Child o’ Mine” (Live at Super Bowl XLV Halftime Show)

The 2011 Super Bowl halftime show became infamous for its awkward musical moments, and the performance of Guns N’ Roses’ iconic “Sweet Child o’ Mine” by Fergie and Slash was a major culprit. While Slash delivered his signature guitar riffs, Fergie’s warbly rendition and sensual dancing seemed mismatched with the rock anthem. The lack of chemistry between the two was palpable, contributing to the overall negative reception of the halftime show.

5. Aerosmith, *NSYNC, Britney Spears, Nelly & Mary J. Blige – “Walk This Way” (Live at Super Bowl XXXV Halftime Show)

Another Super Bowl halftime show that went down in cringe history was the 2001 event featuring Aerosmith, *NSYNC, and Britney Spears. The chaotic medley culminated in a performance of “Walk This Way” with added verses from Nelly and Mary J. Blige. While a nostalgic blast from the past for some, the genre-bending mashup felt disjointed, with Spears, in particular, appearing out of place amidst the rock and rap artists.

4. Dolly Parton & Sylvester Stallone – “Sweet Lovin’ (I Wanna Be Loved By You)”

The 1984 film “Rhinestone” featured a duet between country music icon Dolly Parton and action star Sylvester Stallone that is best left in the past. Stallone, who is famously not a singer, was woefully outclassed by Parton on their rendition of “Sweet Lovin’.” The song itself was nominated for a Golden Raspberry Award for Worst Original Song, and the film for Worst Musical, highlighting the profound mismatch of this unlikely pairing.

3. Lady Gaga ft. R. Kelly – “Do What U Want”

This 2013 collaboration between Lady Gaga and R. Kelly, released during a time when Kelly’s legal troubles were less publicized, proved to be a deeply uncomfortable listen in retrospect. The song’s lyrics, which suggest a willingness to give up one’s body but not one’s thoughts, took on a disturbing new meaning as more allegations against Kelly surfaced. Gaga eventually removed the song from streaming services, a decision widely applauded given the context.

2. Steven Seagal ft. Lady Saw – “Strut”

Perhaps one of the most unexpected and jarring duets in music history, this 2013 track features action star Steven Seagal attempting dancehall. His flat, uninspired vocal performance and questionable Jamaican accent clash severely with the energetic rap of Jamaican artist Lady Saw. The repetitive lyrics and Seagal’s overall lack of musicality made “Strut” a prime example of a celebrity venturing far outside their comfort zone with disastrous results.

1. The Undisputed King of Cringe: [Placeholder for #1]

While the list provides a solid lineup of awkward musical moments, the ultimate number one spot remains a testament to the subjective nature of cringe. Whether it’s a clash of genres, a lack of talent, or simply a bizarre concept, these duets serve as a cautionary tale in the world of celebrity collaborations. The music industry is full of hits and misses, and these duets are undoubtedly among the most memorable misses.


Source: Top 10 Cringiest Celebrity Duets (YouTube)

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Joshua D. Ovidiu

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