Cyndi Lauper
Back in 1984, the "Girls Just Want To Have Fun" singer took home the Best New Artist award in a colorful ensemble.
Olivia Newton-John
The Grease star wasn't afraid to brighten up the carpet in 1987 by wearing a colorful dress and heels.
Paula Abdul
We "Straight Up" can't get over this wild look. To be fair, the former American Idol judge was still trapped in the '80s, 1989 to be exact.
Gwen Stefani
Before babies and a solo career, the No Doubt lead singer went with a casual look at the 1997 Grammys.
Will Smith
Let's get jiggy with it! The actor decided to show off his love for the Philadelphia Phillies after winning the 1998 Grammy for Best Rap Solo Performance.
Mariah Carey
At the 1991 Grammys, the singer decided to wear a very little black dress when accepting her first two awards.
Shakira
Long before the singer proclaimed her "Hips Don't Lie," Shakira wowed fashionistas in 2001 with her gold attire.
Toni Braxton
Who needs to cover up when you have a Grammy in your hands?
Destiny's Child
Known for their matching outfits, Beyoncé Knowles, Kelly Rowland and Michelle Williams dressed to impress at the 2001 Grammys.