Diana Ross: The Timeless Artistry of a 'Supreme' Music Icon | By Kerwin Blog | Music Art Paintings

Diana Ross: The Timeless Artistry of a ‘Supreme’ Music Icon

Diana Ross is a name that resonates with elegance, talent and a trailblazing career that spans over five decades. From her humble beginnings as a member of The Supremes in the Motown era to her solo stardom, Diana Ross has established herself as a cultural icon and an artistic force to be reckoned with.

I timelessly captured Diana Ross in my By Kerwin pop art painting style – created with my signature Jackson Pollock-inspired, action painted technique. My painting sees her gazing stylishly into the distance and is painted in an elegant purple colour scheme.

Diana Ross’s is best known for her enchanting voice, sophisticated style and captivating stage presence, making her a timeless icon in the music industry. From The Supremes in the 1960s Motown era to her decade-spanning solo career, she has been a stylish and consistent figure in the music world.

In this blog post, I delve into the artistic image of Diana Ross throughout her career, exploring her impact on the music industry and her enduring influence on generations to come.

The Motown era: the birth of a musical legend

The Supremes, consisting of Diana Ross, Mary Wilson and Florence Ballard, emerged in the 1960s as one of Motown’s most successful acts. Diana Ross’s voice and captivating stage presence played a pivotal role in the group’s rise to fame. With hits like “Where Did Our Love Go”, “Baby Love” and “Stop! In the Name of Love”, The Supremes established themselves as pioneers of the Motown sound, dominating the charts and capturing the hearts of fans worldwide.

Diana Ross, with her distinctive style and grace, became the epitome of the glamorous and sophisticated girl-group image, setting a new standard for female artists in the industry. Her vocals effortlessly blended power and vulnerability. Meanwhile, her stage presence exuded confidence and charisma.

Diana Ross’s ability to connect with audiences on an emotional level made her an instant star. Her artistic image as the lead singer of The Supremes became synonymous with timeless elegance and captivating performances.

The transition to solo stardom: a journey of reinvention

In the early 1970s, Diana Ross embarked on a solo career, leaving The Supremes behind. This transition marked a period of artistic reinvention for Ross as she explored different genres and experimented with her sound. She sought to establish herself as a solo artist while retaining the elements that made her a beloved figure in the music industry.

With her debut solo album, “Diana Ross”, she delivered a powerful statement of independence and showcased her incredible vocal range. The album’s lead single, “Reach Out and Touch (Somebody’s Hand)”, captured the essence of her artistry, blending her soulful delivery with a message of unity and compassion.

As her solo career flourished, Diana Ross continued to redefine her artistic image. From soulful ballads like “Ain’t No Mountain High Enough” to disco-infused anthems like “Love Hangover” and “Upside Down”, Ross showcased her versatility as a vocalist and her ability to adapt to changing musical landscapes. Each new era of her career brought a fresh artistic expression, further solidifying her status as an enduring musical icon.

The visual spectacle: glamour and fashion as artistic expressions

Beyond her musical talents, Diana Ross captivated audiences with her impeccable sense of style and glamorous fashion choices. She understood the power of visual presentation and utilised it to enhance her artistic image. From stunning stage costumes to red carpet ensembles, Ross exuded elegance and sophistication, becoming a fashion trendsetter.

Her performances were not just musical experiences; they were visual spectacles. Diana Ross’s stage presence was electrifying and her fashion sense played a crucial role in creating a complete artistic package. Her bold fashion statements, including glamorous gowns, extravagant jewellery and iconic hairstyles not only complemented her artistic image but also influenced fashion trends of the time.

Diana Ross’s fashion choices were an extension of her artistry, reflecting her confidence, individuality and creative spirit. She effortlessly merged music and fashion, using visual elements as an integral part of her artistic expression. Diana Ross’s iconic style continues to inspire contemporary music artists to this day.

I timelessly captured Diana Ross in my By Kerwin pop art painting – created in my signature Jackson Pollock-inspired, action painted style. My painting sees her painted in purple colour scheme; I chose purple as this best represents the elegance, sophistication and musical royalty that she is known for. My Diana Ross prints are available in various sizes from £35, with fast worldwide delivery.

Take a look at my behind-the-scenes photos of Diana Ross being painted (in Singapore while I was living there)!

Did you know?

My Diana Ross pop art painting was featured in Closer and Heat magazines in 2022? It was included as part of a feature on Black Pound Day 2022 – read the article feature here.

By Kerwin – Diana Ross painting featured in Closer Magazine, 2022

Diana Ross’ legacy and cultural impact: inspiring generations

Diana Ross’s influence extends far beyond her chart-topping hits and iconic fashion sense. She broke barriers for African-American artists in the music industry, paving the way for future generations. Diana Ross’s success as a black woman in a predominantly white industry served as an inspiration to aspiring artists, highlighting the power of talent, determination and resilience.

Her artistry and activism continue to inspire countless musicians, actors and performers, leaving an indelible mark on popular culture. Diana Ross’s impact on the LGBTQ+ community is particularly noteworthy. Her anthems of love, self-empowerment and resilience – such as “I’m Coming Out” and “Ain’t No Mountain High Enough” – have become anthems of liberation and acceptance. Diana Ross’s unapologetic embrace of her own identity has made her an icon for the LGBTQ+ community, fostering a sense of belonging and celebration.

Moreover, Diana Ross’s philanthropic efforts have made a significant impact on society. Throughout her career, she has been an advocate for various charitable causes, including the fight against AIDS, children’s health and education. Ross’s commitment to using her platform for positive change reflects her deep understanding of the power of art to transform lives.


Diana Ross’s artistic image is a testament to her unparalleled talent, versatility and enduring impact on the music industry. From her early days with The Supremes to her solo career and beyond, she has consistently captivated audiences with her enchanting voice, sophisticated style and unwavering grace.

Diana Ross’s journey from Motown sensation to solo superstar exemplifies the power of reinvention and artistic evolution. Her ability to adapt to changing musical landscapes while staying true to her unique style sets her apart as a true visionary. Ross’s captivating stage presence, fashion choices and vocal prowess have solidified her as an icon, inspiring generations of artists to follow in her footsteps. Diana Ross has even been captured in pop art style by Andy Warhol for her 1982 Silk Electric album cover (before much later being painted in my own By Kerwin pop art style!).

Her Ongoing Legacy

Beyond her musical achievements, Diana Ross’s influence transcends the boundaries of the industry. Her legacy as a trailblazer for African-American artists and her support for social causes demonstrate the depth of her impact on society. Diana Ross continues to be a beacon of inspiration and a symbol of strength and resilience, reminding us that true artistry goes beyond the music; it touches hearts, breaks barriers and shapes culture.

In a world where artistic images come and go, Diana Ross’s enduring appeal stands as a testament to the timelessness of her artistry. Her legacy will continue to inspire and empower. She reminds us that true greatness is not measured by fleeting trends but by the lasting mark left on the hearts and minds of generations to come.

Diana Ross


Premium canvas prints of my Diana Ross pop art painting. Painted in a Jackson Pollock-inspired action painting style. Supreme. High definition Giclée printing, fast worldwide delivery.

View more details on the product page

What is your favourite Diana Ross song? View my painting of her and shop prints here!

By Kerwin pop-up art exhibition at Boxpark Shoreditch, London | Kate Moss
You can get your own Diana Ross print from my online shop

I’ve also a written a blog post about another Motown icon, Marvin Gaye, and how my Marvin Gaye painting is painted in the Tamla Motown colour scheme. Explore my entire blog section about how art and music collide, here.

View my full range of Jackson Pollock-inspired pop art paintings and prints of your favourite music and pop culture icons at www.bykerwin.com. High-definition printing, fast worldwide delivery and satisfaction guaranteed. You can follow my art progress on Instagram and Facebook.

Pop! Goes The Easel | Solo Art Exhibition by Kerwin Blackburn, Crypt Gallery Norwich November-December 2023
Diana Ross and the rest of my pop art portrait collection on display
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