From Jennifer Lopez’s iconic sheer Versace dress in 2000 to Britney Spears’ angelic Y2K look that same year, here are all the most audacious ensembles to have ever graced the Grammys red carpet.

Grammy Awards— music’s biggest fashion night— delivered some of the boldest and most daring red carpet looks yet.

JLo stunned in a shimmering sheer maxi skirt featuring a voluminous peplum waist by Stephane Rolland. Giving her look a ...

Grammy nominee Jacob Collier stepped onto the red carpet in a bold, multi-colored suit paired with matching pants, a navy ...

When Beyoncé walked the red carpet at the 2015 Met Gala, everyone took notice. Her stunning sheer Givenchy gown, adorned with ...

Her fashion is often daring ... It made for one of the most daring looks Zendaya wore throughout the "Dune" press tour. Her most memorable "Dune" look was an archive piece that made the star ...

Her fashion is often daring, feminine, and fashion-forward ... as well as a long-sleeved crop top that revealed the underside of her chest. It made for one of the most daring looks Zendaya wore ...

Brittany Mahomes strolled up to Super Bowl LIX to support husband Patrick Mahomes, but all eyes were on her, as she wore one of 2025's best looks so far.