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.

Fanning wore a chic yellow dress with a daring twist for a March 2019 Miu Miu fashion show. The dress hit Fanning at her ankles, and both the skirt and the plunging neckline were trimmed with ...

Olivia Rodrigo walked the red carpet of the 67th Grammy Awards in an exposing Versace dress that was a stark departure from ...

Madison Beer attended the 2025 Grammys wearing an ornate sheer Miss Sohee dress with a corset-style bodice and embroidered train. Chrissy Teigen also opted for a daring dress, wearing a sheer ...

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

Blake Lively attended the 2009 Met Gala in a Versace dress with a sheer sleeve, a thigh-high slit, and a plunging neckline. Lively's Marchesa minidress at the 2011 CinemaCon Awards had a sheer ...

Ernesto Ruscio/Getty Images Entertainment/Getty Images She also sported many a plunging dress to promote the launch of her most recent fragrance, Nightcap, including this pale pink number that ...

Backless tops, see-through dresses, and neon outfits have all ... The outfit was memorable and one of the most daring ever seen at the event. Love completed it with silver sparkles dusted across ...

In my opinion, this is one of the most daring, fun things Cardi B has ever worn (which is really saying something). This Mugler dress is from their Fall 1995 Couture collection, and Cardi B is ...

Backless tops, see-through dresses, and neon outfits have all had their moment ... The outfit was memorable and one of the most daring ever seen at the event. Love completed it with silver sparkles ...