Cyndi Lauper, the iconic singer and performer, has shared insights into her artistic evolution as she prepares for a unique auction titled “Cyndi Lauper: Suitcase of Memories.” This event, organised in collaboration with Bonhams, features a remarkable collection of fashion, accessories, and memorabilia spanning four decades of Lauper’s illustrious career.
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At 73 years of age, Lauper remains a captivating figure in the music world, known for her distinctive voice and imaginative performances. In a recent conversation, she reflected on her journey, particularly recalling a memorable show in Houston during the mid-1980s. It was during this period that she had grand visions for a spectacular performance of “Money Changes Everything.”
Having been chosen to perform in a newly constructed arena, Lauper was excited about the prospect of capturing the event on video. She envisioned a stage setup that would complement her artistic aesthetic, incorporating elements inspired by her own paintings. However, there was a stark reality awaiting her—the budget constraints did not align with her ambitious plans.

Lauper recounts her disappointment when the reality of the costs sunk in. She had initially hoped to make a statement by using a cherry picker to soar above the audience, but budget limitations forced her to embrace a humble alternative: a garbage can rigged to a pulley system. She expressed her distress at the prospect, stating, “I didn’t want to be Oscar the Grouch,” a reference to the beloved Muppet character, known for residing in a bin.

Despite her initial hesitation, Lauper decided to make the best of the situation. “I took the garbage can and I said, ‘Well, does it fly?’” she remembered, demonstrating her ability to adapt and innovate even in challenging circumstances. The performance not only featured her singing but also involved kicking around large pieces of paper, which changed the visual scene for the audience, creating a dynamic and engaging experience.
Reflecting on the performance, Lauper admitted to a moment of trepidation, recalling how her lawyer had insisted on her signing a will before the show. While she initially found this unsettling, Lauper ultimately ascended in the makeshift contraption and began to feel the thrill of the performance. Although the garbage can quickly returned her to the stage, she later realised that in that moment, she was not merely performing but creating a living artwork that merged music with visual experience.
“Combining art and music is always my big dream,” Lauper shared, highlighting her passion for blurring the lines between various artistic mediums. This philosophy is evident in the items included in her upcoming auction, where she aims to inspire both seasoned fans and new generations to embrace creativity.
The auction is not solely about nostalgia; it serves as a celebration of Lauper’s influence on both music and fashion. She hopes to remind older audiences of a vibrant past while encouraging younger individuals to explore their own artistic paths. “I think music always leads fashion a little bit,” she noted, showcasing her belief in the intertwined nature of these disciplines.
The auction is structured in two parts, with the first live sale taking place on October 22 in New York. Part II is available for online bidding and features over 200 lots, showcasing not only performance attire but also personal items and treasures from Lauper’s life in and out of the spotlight.
As Lauper reflects on her remarkable career, her commitment to artistry remains steadfast. The collection at Bonhams stands as a testament to her creative journey and an invitation for others to explore their own possibilities in the world of art and performance. Through the auction, she aspires to leave a legacy that celebrates imagination, ingenuity, and the transformative power of music.
