Chappell Roan, the Grammy-winning artist, continues to make headlines with her bold fashion choices and rising career. She is nominated for Record of the Year and Best Pop Solo Performance at the 2026 Grammys for her song 'The Subway,' and will also present at the ceremony. Roan's striking red carpet look featured a sheer gown held up solely by nipple piercings, reinforcing her reputation for daring fashion. She made a powerful statement about artist rights during her acceptance speech last year, demanding better health care and wages for artists. Roan's career rebounded after being dropped by Atlantic Records during the pandemic, which she described as a devastating experience. She returned to music independently, releasing her acclaimed album *The Rise and Fall of a Midwest Princess* in 2023, which reflects her Midwest roots and journey from small-town Missouri to international stardom. Known for her theatrical and drag-influenced style, Roan has collaborated with producer Dan Nigro, who also works with Olivia Rodrigo, and has provided backing vocals for Rodrigo's hits. She openly discusses her mental health struggles, including her diagnosis of Bipolar II disorder, and her queer identity, which she publicly embraced in early 2024. Roan has turned down performances at high-profile events like the White House, advocating for marginalized communities. Her fashion choices are heavily inspired by drag, horror, and theater, and she considers her stage persona a drag project that allows her creative freedom. Roan's influence extends beyond music, with her provocative looks and outspoken personality challenging industry norms. Her 2026 Grammy appearance, featuring a nipple piercing dress, exemplifies her fearless approach to fashion and her commitment to self-expression.