At the 39th Annual Grammys in 1997, Ross was a classic beauty in this satin black and white fish tail gown. With her hair swept back and jewels on display, the overall look was polished.
At the 46th Annual Grammy Awards in 2004, Kelis’ bronze-based, multi-colored shimmer gown perfectly complemented on her skin tone. This style was a combination of modern, retro and glam all in one.
#8: Lauryn Hill
At the 41st Annual Grammy Awards in 1999, natural beauty Lauryn Hill wore simple but pretty separates. Her aqua maxi skirt paired with a basic black top and diamond necklace reveals that less is more.
#7: Jennifer Lopez
This look was wild but it worked. J.Lo’s Versace floral print gown had a plunging neckline and high split that met at the middle. This look had the world buzzing.
#6: Toni Braxton
At the 43rd Annual Grammy Awards in 2000, Braxton’s cut-out gown was the talk of the town. The gown’s front and back panels, held together by narrow side straps, was a sexy ensemble that wowed the world.
#5: Keri Hilson
The nude color, clean-cut and subtle waist details of Ms. Keri’s strapless fishtail gown was a flawless look at the 52nd Annual Grammy Awards in 2010.
#4: Beyonce Knowles
Also in 2010, Beyonce Knowles looked stunning in a original chain metal mash-up dress by Thierry Mugler.
#3: Mary J. Blige
Mary’s gown color of choice is usually a predictable ivory or off-white, which can become mundane after several red carpet appearances. But, in this case, the silhouette is key. Here, Blige is draped in a belted halter gown resembling a Grecian goddess which makes this look special from anything she’s ever worn before.
Last year, Rihanna floated on the carpet in Jean Paul Gaultier Haute Couture. While the gown was risque, the style balanced sexy with ethereal and the end result was stunning.
At the 53rd Annual Grammy Awards, Monica shocked everyone in a fashion-forward Stephane Rolland gown. The boldly structured silhouette with understated accessories was all the songstress needed to stand out on the carpet. This was a major fashion moment for her.