Lourdes Leon, the daughter of music icon Madonna, took a page out of her mother's daring fashion book with her latest ensemble while attending a show during Milan Fashion Week.
The 28-year-old turned heads with her bold fashion, with Leon rocking a classic black dress with a major twist at the Roberto Cavalli fashion show in Milan, Italy, on Sept. 25. The dress featured a thigh-high slit on one side with a gold snake embellishment at the hip, as well as a huge cutout on the same side, from her hip to the top of her ribs.
The snake imagery continued in the accessories, with Leon adding a gold snake cuff around each arm and a big snake ear cuff on her right ear. She also carried a small black purse with a gold accent handle, while she wore strappy black heels on her feet, and her long hair was parted to the side and fell down her back.
Lourdes Leon at the Roberto Cavalli fashion show as part of Spring/Summer 2026 Milan Fashion Week on September 25, 2025 in Milan, Italy. (Photo by Swan Gallet/WWD via Getty Images)Leon was seated next to rapper Ice Spice at the event, while other celebrities in attendance included Natalia Bryant and Brooks Nader. Madonna's daughter also attended a fashion show the day before, and it's unclear if she has plans to attend other shows before Milan Fashion Week comes to a close.
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In recent years, Leon has become known for her bold fashion sense, with the young singer willing to take risks with her looks while attending various industry events.
During this past summer, Leon wore another dress with a similar look to her Sept. 25 ensemble while attending a fashion dinner. The black dress was fitted, with a high neckline and a thigh-high slit.
Before that, Leon dropped jaws with other risqué fashion, such as when she donned a sheer black lace bodysuit at Paris Fashion Week in 2024 and a fitted leopard print dress with a bright red lip to a New York City event only months later.
She also brings her striking sense of style on stage when she performs under the stage name Lolahol, looking chic in a red bralette, matching low-rise skirt and cardigan during a performance earlier this year.
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