1984: Annie Lennox
At the 26th Grammy Awards, the Eurythmics singer was hardly recognizable in drag (she’s on the left).
If anyone can make head-to-toe polka dots work, it’s Prince.
1998: Jada Pinkett Smith
The actress showed off her baby bump (she was pregnant with son Jaden at the time) in a shimmery, sheer dress.
2000: Jennifer Lopez
No Grammys flashback would be complete with J. Lo’s iconic Versace dress. “We hit the red carpet and it was a frenzy,” Lopez later recalled. “There was an extra kinetic energy there.”
2002: Lil Kim
We’ll never forget Lil’ Kim’s Chanel-emblazoned motorcycle helmet the year she won best pop collaboration with vocals for “Lady Marmalade.”
2003: Avril Lavigne
The “Complicated” singer’s suit made a rock ‘n’ roll statement.
2006: Kanye West
Before Yeezy, Kanye wore sunglasses — indoors and out — paired with gloves.
Not only did the rapper walk the red carpet nine months pregnant, but she performed at the Grammys that year too!
2011: Lady Gaga
Mother Monster always does her own thing. She arrived at the 2011 Grammys in an egg. “I really wanted to be born on stage,” she recalled to KIIS-FM. “The creative vessel was helpful for me to stay focused.”
2012: Nicki Minaj
Minaj posed with the “pope” on the red carpet. Her performance that year received backlash from the Catholic League for its religious imagery.
2014: Pharrell Williams
Ah, the hat that will forever be meme-ified.
The Queen of Pop always keeps it flashy. She even flashed her rear on the red carpet in this lacy number.
2015: Kim Kardashian & Kanye West
Almost one year after they wed, Kimye hit the red carpet together.
2016: Taylor Swift & Selena Gomez
The golden girls ruled the red carpet in their complementary jewel tones.
2016: Lady Gaga
Gaga used her walk down the red carpet to pay tribute to the recently deceased David Bowie.
Then pregnant with twins Rumi and Sir, Bey stunned in her shimmering, cut-to-there red gown.
The singer brought daughter Willow as her date — and nothing has ever been cuter.
2019: Cardi B
The rapper was practically a work of art, choosing a vintage Mugler design from the label’s fall 1995 archives.
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