Top 20 Worst Cheaters In Music History

No surprises here: some artists cheat. We’re looking at 20 of the very worst in music history.

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Get ready to dive into the scandalous world of rock ‘n’ roll! From Motown legends to modern-day superstars, these musical icons have proven that hitting the right notes doesn’t always translate to loyalty in love. These stories of betrayal have not only rocked relationships but have also inspired some of the most powerful songs in music history.

From the sultry sounds of Smokey Robinson and Diana Ross’s forbidden romance to Mick Jagger’s legendary string of affairs, each story peels back the curtain on fame’s darker side. The consequences of these indiscretions have led to broken marriages, public scandals, and even chart-topping albums that turned personal pain into platinum records. Some managed to find redemption and rebuild their relationships, while others left a trail of broken hearts in their wake. These twenty tales of temptation and betrayal prove that even the brightest stars can find themselves tangled in the web of infidelity.

20. Smokey Robinson And Diana Ross

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SMOKEY ROBINSON AND DIANA ROSS The passionate affair between Motown legends Smokey Robinson and Diana Ross emerged during the golden age of soul music, when both artists were at the peak of their creative powers in the 1960s. Robinson’s songwriting genius had already produced countless hits for The Miracles and other Motown acts, while Ross was ascending to superstardom as the lead singer of The Supremes. Their year-long relationship coincided with some of Motown’s most iconic recordings, including “Where Did Our Love Go” and “The Tracks of My Tears.” Ross ultimately chose to end their relationship out of respect for Robinson’s marriage, demonstrating remarkable personal growth during an era when the music industry often turned a blind eye to such indiscretions. Their professional relationship continued to flourish afterward, with Robinson penning several hits for The Supremes in subsequent years.

19. Johnny Cash

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The complex relationship between Johnny Cash and June Carter shaped not only their personal lives but also revolutionized country music through their powerful duets and emotional performances. Cash’s marriage to his first wife Vivian Liberto lasted from 1954 to 1966, during which he battled severe drug addiction while achieving unprecedented crossover success with hits like “I Walk the Line” and “Ring of Fire.” The dissolution of his first marriage coincided with his most creatively fertile period, including the legendary Folsom Prison recordings and his collaboration with June Carter on “Jackson.” Cash’s subsequent marriage to Carter brought stability to his life and career, though their relationship weathered numerous challenges throughout their 35-year union. Their enduring musical partnership produced some of country music’s most beloved duets, including “If I Were a Carpenter” and “It Ain’t Me Babe,” cementing their legacy as country music’s most iconic couple.

18. Diddy

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Sean “Diddy” Combs’s influence on hip-hop extends far beyond his music, having shaped the genre’s sound and business model throughout the 1990s and 2000s. His relationship with model Kim Porter spanned more than a decade, producing four children and coinciding with his transformation from music executive to global entertainment mogul. During their relationship, Diddy produced multiple platinum albums and launched successful ventures in fashion and spirits, while maintaining his position as one of hip-hop’s most prominent figures. His high-profile relationship with Jennifer Lopez occurred during a brief separation from Porter, leading to several hit collaborations and cementing both artists’ crossover appeal. Porter remained a constant presence in Diddy’s life until her untimely death in 2018, with their relationship exemplifying the complexities of balancing fame, family, and personal growth in the entertainment industry.

17. Ozzy Osbourne

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Ozzy Osbourne’s marriage to Sharon represents one of rock music’s most enduring partnerships, surviving decades of musical evolution and personal challenges. The Prince of Darkness transformed from Black Sabbath’s frontman to a successful solo artist under Sharon’s management, selling over 100 million albums worldwide. Their relationship faced its greatest test when Ozzy’s affair with hairstylist Michelle Pugh became public, leading to temporary separation and intensive therapy for sex addiction. The couple’s reconciliation and vow renewal in 2017 demonstrated their commitment to healing, with Ozzy openly acknowledging his mistakes and working to rebuild trust. Sharon’s unwavering support has remained crucial to Ozzy’s continued success and sobriety, proving instrumental in his late-career renaissance and Grammy-winning collaborations.

16. Jason Derulo

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Jason Derulo emerged as one of pop music’s most versatile performers in the 2010s, crafting chart-topping hits while pushing the boundaries of R&B and dance music. His relationship with influencer Jena Frumes produced their son Jason King and coincided with Derulo’s successful transition to social media stardom during the pandemic. During their time together, Derulo released several viral hits and expanded his brand beyond music into fitness and entrepreneurship. The relationship’s end in 2021 sparked public discussion about modern romance in the digital age, while Derulo’s music continued to evolve with more personal lyrics and emotional depth. His artistic growth has remained constant throughout personal challenges, resulting in increasingly sophisticated productions and performances.

15. Eric Clapton

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Eric Clapton’s musical legacy spans over five decades, fundamentally reshaping blues-rock guitar through his work with Cream, Blind Faith, and as a solo artist. His relationship with George Harrison’s wife Pattie Boyd inspired some of rock’s most enduring love songs, including “Layla” and “Wonderful Tonight,” which showcase his masterful guitar work and emotional songwriting. The period of his infatuation with Boyd coincided with the formation of Derek and the Dominos and the recording of their masterpiece album “Layla and Other Assorted Love Songs.” Despite personal struggles with addiction during this period, Clapton produced some of his most innovative guitar work, incorporating new recording techniques and slide guitar styles. His later relationship with Lori Del Santo occurred during his successful transition to mainstream pop-rock in the 1980s, resulting in hits like “Forever Man” and “Behind the Mask.”

14. Ronnie Wood

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Rolling Stones guitarist Ronnie Wood’s musical journey encompasses crucial periods in British rock history, from his early days with The Birds to his tenure with The Faces and ultimately joining the Stones. His marriage to Jo Wood lasted three decades and paralleled the Rolling Stones’ transformation into the world’s highest-grossing touring act. Wood’s distinctive slide guitar style and rhythm playing contributed to countless classic Rolling Stones albums, including “Some Girls” and “Tattoo You.” Throughout the late 1970s and 1980s, Wood maintained an active solo career alongside his Stones duties, releasing critically acclaimed albums that showcased his versatility as a musician and songwriter. His partnership with Keith Richards revolutionized the concept of weaving multiple guitars into a cohesive sound, influencing generations of rock bands.

13. Ne-Yo

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Ne-Yo’s impact on R&B extends beyond his own hits to include songwriting credits for numerous pop and R&B stars of the 2000s and 2010s. His marriage to Crystal Renay coincided with his evolution from behind-the-scenes hitmaker to multi-platinum selling artist and television personality. During their relationship, Ne-Yo continued to innovate in R&B, incorporating elements of dance music and Afrobeats into his signature sound while maintaining his position as one of R&B’s most consistent hitmakers. His work during this period, including albums like “Good Man” and “Self Explanatory,” showcased his growth as both a vocalist and songwriter. Ne-Yo’s influence on modern R&B remains significant, with his songwriting and production work helping to shape the careers of numerous contemporary artists.

12. Marilyn Manson

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Marilyn Manson emerged as one of alternative metal’s most influential figures in the 1990s, combining theatrical shock rock with industrial metal innovations that changed the genre’s landscape. His marriage to burlesque artist Dita Von Teese united two prominent figures in alternative culture, creating a partnership that influenced both music and fashion during the early 2000s. During their relationship, Manson released several critically acclaimed albums, including “The Golden Age of Grotesque,” which showcased his evolution as a songwriter and vocalist. His artistic vision expanded beyond music to include successful ventures in painting and acting, while maintaining his status as one of rock’s most recognizable personalities. The marriage coincided with Manson’s transition to a more glam rock-influenced sound, resulting in some of his most sophisticated compositions.

11. Rick Ocasek

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The Cars’ frontman Rick Ocasek pioneered the fusion of new wave and power pop that dominated radio throughout the 1980s. His relationship with supermodel Paulina Porizkova began during The Cars’ commercial peak, as the band released multiple platinum albums that defined the era’s sound. Ocasek’s innovative production techniques and distinctive songwriting style influenced countless artists, while his work as a producer for bands like Weezer and No Doubt extended his impact into the 1990s and beyond. Their marriage spanned nearly three decades and paralleled Ocasek’s transition from performer to respected producer and songwriter. His creative legacy includes numerous hit singles that seamlessly blended rock energy with electronic elements, creating a template for modern pop-rock.

10. Nas

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Nas revolutionized hip-hop storytelling with his debut album “Illmatic,” setting new standards for lyrical complexity and narrative depth. His marriage to R&B star Kelis brought together two innovative forces in urban music, resulting in several collaborative projects that showcased their combined artistic vision. During their relationship, Nas released several landmark albums, including “Hip Hop Is Dead” and “Untitled,” which demonstrated his continued evolution as a lyricist and social commentator. His work during this period expanded hip-hop’s thematic scope, addressing personal relationships and social issues with unprecedented candor. Nas’s influence on hip-hop culture deepened through his business ventures and mentorship of younger artists, cementing his position as one of rap’s most respected voices.

09. Usher

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Usher established himself as R&B’s preeminent performer in the late 1990s, revolutionizing the genre with his dynamic choreography and sophisticated vocal arrangements. His relationship with TLC’s Chilli occurred during his artistic peak, as albums like “Confessions” redefined R&B’s sonic landscape and set new standards for live performance. During this period, Usher’s music seamlessly blended elements of crunk, hip-hop, and traditional R&B, creating a signature sound that influenced a generation of artists. His subsequent marriage to Tameka Foster coincided with his expansion into business ventures and artist development, including his crucial role in Justin Bieber’s early career. Usher’s vocal techniques and performance style continue to influence modern R&B, with his innovations in choreography and stage presence setting industry standards.

08. Rod Stewart

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Rod Stewart’s five-decade career spans multiple genres, from British blues with the Jeff Beck Group to his reinvention as a sophisticated pop-rock storyteller. His relationships with models Alana Stewart, Kelly Emberg, and Rachel Hunter paralleled his evolution from rock frontman to global superstar, selling over 120 million records worldwide. Stewart’s distinctive raspy voice and interpretive abilities produced countless classics, from “Maggie May” to “Forever Young,” establishing him as one of rock’s most versatile vocalists. During the 1970s and 1980s, his sound incorporated elements of disco, new wave, and adult contemporary, demonstrating remarkable adaptability while maintaining his signature style. His influence extends beyond music to fashion and popular culture, helping define multiple eras of British rock.

07. Jay-Z

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Jay-Z transformed hip-hop from street culture to high art, building an empire that extends far beyond music into sports, fashion, and technology. His marriage to Beyoncé united two of music’s most powerful forces, resulting in numerous collaborative projects and groundbreaking visual albums. During their relationship, Jay-Z released several landmark albums, including “4:44,” which set new standards for mature, introspective hip-hop. His business acumen revolutionized artists’ approach to ownership and entrepreneurship, while his lyrical complexity continued to evolve with each release. The couple’s combined artistic output has redefined how musicians approach personal narratives and visual storytelling in popular music.

06. Mick Fleetwood

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Mick Fleetwood’s drumming style helped define the rhythmic foundation of 1970s rock, driving Fleetwood Mac’s evolution from British blues to pop superstardom. His role as the band’s leader guided them through multiple lineup changes and personal dramas, ultimately creating the classic configuration that produced “Rumours,” one of the best-selling albums of all time. During the band’s peak years, Fleetwood’s distinctive drumming style, characterized by his use of closed hi-hat patterns and tom-heavy fills, influenced countless rock drummers. His personal relationships often intertwined with the band’s complex dynamics, contributing to the emotional intensity that fueled their most successful recordings. Fleetwood’s commitment to the band has kept them active for over five decades, maintaining their position as one of rock’s most enduring institutions.

05. Thurston Moore

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Thurston Moore revolutionized alternative rock guitar through his work with Sonic Youth, introducing innovative tunings and extended techniques that influenced generations of musicians. His 27-year marriage to bandmate Kim Gordon created one of independent music’s most powerful creative partnerships, producing landmark albums that bridged the gap between avant-garde and alternative rock. Their collaborations helped establish the template for noise rock and experimental guitar music, influencing countless artists in the alternative and indie scenes. Moore’s distinctive approach to guitar, combining unconventional tunings with prepared instruments and feedback manipulation, created entirely new possibilities for rock guitar. His work continues to inspire experimental musicians, while his record label and publishing ventures support emerging artists in the underground music scene.

04. Bruce Springsteen

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Bruce Springsteen’s storytelling abilities and marathon live performances redefined the possibilities of rock music, earning him the title “The Boss.” His marriage to Julianne Phillips coincided with the commercial peak of his career, including the massive success of “Born in the U.S.A.” and its record-breaking world tour. During this period, Springsteen’s songwriting expanded beyond working-class narratives to explore personal relationships and emotional struggles with unprecedented depth. His ability to connect with audiences through detailed character studies and universal themes established new standards for narrative songwriting. Springsteen’s influence extends beyond music to literature and film, with his autobiography and Broadway show demonstrating the enduring power of his storytelling.

03. Adam Levine

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Adam Levine’s distinctive tenor voice helped transform Maroon 5 into pop royalty, but his personal life attracted significant controversy in 2022. Instagram model Sumner Stroh publicly shared flirtatious messages from the married singer, leading to multiple women coming forward with similar stories. While Levine denied having a physical affair, he admitted to crossing boundaries in his communication with other women while married to Victoria’s Secret model Behati Prinsloo, who was pregnant with their third child at the time. His public apology and acknowledgment of “poor judgment” showcased the modern challenges of maintaining privacy in the digital age. Despite the scandal, Prinsloo and Levine worked to preserve their marriage, demonstrating the complex nature of relationships in the spotlight.

02. Patrick Carney

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Patrick Carney’s minimalist drumming style helped define The Black Keys’ sound, but his personal life made headlines in 2022 when his marriage to singer Michelle Branch imploded amid infidelity allegations. Branch publicly accused Carney of cheating while she was home with their six-month-old child, leading to a dramatic series of events that included her arrest for domestic assault. The couple’s initial separation and subsequent reconciliation attempts played out in public view, highlighting the volatile nature of music industry relationships. Their eventual divorce marked the end of both their musical and personal partnership, with Branch channeling her emotions into new music.

01. Mick Jagger

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Mick Jagger’s reputation as rock’s most notorious philanderer spans six decades of high-profile relationships marked by infidelity. His 22-year partnership with Jerry Hall ended spectacularly when she discovered he had fathered a child with Brazilian model Luciana Morad while Hall was unaware. Prior relationships with Marianne Faithfull and Bianca Jagger similarly ended due to his numerous affairs, creating a pattern that became almost as legendary as his music. Even his long-term relationship with L’Wren Scott was reportedly complicated by his inability to remain faithful, though they stayed together until her tragic death in 2014. Jagger’s romantic history, involving multiple overlapping relationships and seven children with four different women, epitomizes the stereotypical rock star lifestyle of the 1960s and beyond.

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