Cyndi Lauper looks back fondly on a landmark moment in her illustrious career, recalling the 1985 American Music Awards, where she achieved notable success and made an unforgettable impression with her performance. At the age of 73, Lauper reflected on the significance of that evening during a recent discussion with PEOPLE, where she also revealed details about her upcoming auction titled “Cyndi Lauper: Suitcase of Memories” in collaboration with Bonhams.
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The awards ceremony, held in January 1985, proved to be a pivotal night for Lauper, who secured two prestigious accolades: Favorite Pop/Rock Female Video Artist and Favorite Pop/Rock Female Artist. These wins were particularly impressive as they placed her in competition with two powerhouses of the music industry, Madonna and Tina Turner. Lauper recalled her admiration for Madonna’s burgeoning career at that time, praising her hit track “Like a Virgin.” In a moment of camaraderie, she approached Madonna to express her appreciation for the song, which would later become iconic.

Reflecting on the challenge of facing off against Tina Turner, Lauper expressed astonishment at her own achievements. “I didn’t even know I was up against her,” she said. “Winning was just an incredible surprise.” This victory helped to cement her status as a formidable artist in her own right during a period teeming with musical talent.
Lauper’s performance that night was another standout moment. She delivered an ambitious rendition of her song “When You Were Mine,” incorporating elements of performance art into her act. “I wanted everything to be in black and white, apart from my hair and the paint I was using,” she recalled. The uniqueness of her presentation left a lasting impression on the audience, and she fondly remembered the vibrancy of that experience as a highlight of her career.
Following the awards, the excitement continued as some of the music industry’s biggest names gathered to record the renowned charity single “We Are the World.” Lauper recalled a humorous moment from the recording session, mentioning how the paint from her earlier performance still clung to her hair. She laughed, “I couldn’t wash my hair beforehand, so I had to go into the studio with it flaking off.”
Amid the creative energy, Lauper was captivated by the atmosphere. She found herself awestruck watching music legends such as Quincy Jones, Lionel Richie, and Michael Jackson direct the room. “It made me realise how lucky I was to be there,” she remarked. Among the many musicians present, it was Diana Ross who particularly left an impression on Lauper. “I was standing in a circle, watching everyone sing, and there was Diana Ross, just a couple of feet away. It felt surreal,” she stated, expressing her nostalgia for the music of The Supremes that had accompanied her youth.
In light of the memories associated with that night, Lauper has decided to part with some of her memorabilia as part of her auction with Bonhams. “It’s interesting what we choose to hold onto,” she shared. “I think it’s essential to share these moments, especially when they can inspire others—both older and younger generations.” Through her auction, she aims to not only commemorate a significant chapter in her own life but to also encourage creativity among younger audiences.
The auction, titled “Cyndi Lauper: Suitcase of Memories,” is set to unfold in two parts. The first live sale will take place on October 22 in New York, while the online segment, comprising over 200 lots of fashion and entertainment memorabilia, will run from September 17 to October 23. Lauper expressed her hope that her collection would serve as a reminder of the intersection of music and fashion, a dynamic she believes is always evolving.
As Lauper continues to reflect on her journey, her involvement in the auction represents more than a nostalgic reminder of her past; it is a chance for her to share the spirit of creativity that she has cherished throughout her life in the arts. With her infectious enthusiasm and unwavering passion, Lauper reminds us all of the magic that can occur when music and talent collide on such a memorable stage.
