1984: Annie Lennox
At the 26th Grammy Awards, the Eurythmics singer was hardly recognizable in drag (she’s on the left).
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1988: Prince
If anyone can make head-to-toe polka dots work, it’s Prince.
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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.
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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.”
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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.”
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2003: Avril Lavigne
The “Complicated” singer’s suit made a rock ‘n’ roll statement.
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2006: Kanye West
Before Yeezy, Kanye wore sunglasses — indoors and out — paired with gloves.
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2009: M.I.A.
Not only did the rapper walk the red carpet nine months pregnant, but she performed at the Grammys that year too!
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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.”
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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.
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2014: Pharrell Williams
Ah, the hat that will forever be meme-ified.
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2015: Madonna
The Queen of Pop always keeps it flashy. She even flashed her rear on the red carpet in this lacy number.
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2015: Kim Kardashian & Kanye West
Almost one year after they wed, Kimye hit the red carpet together.
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2016: Taylor Swift & Selena Gomez
The golden girls ruled the red carpet in their complementary jewel tones.
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2016: Lady Gaga
Gaga used her walk down the red carpet to pay tribute to the recently deceased David Bowie.
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2017: Beyoncé
Then pregnant with twins Rumi and Sir, Bey stunned in her shimmering, cut-to-there red gown.
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2018: Pink
The singer brought daughter Willow as her date — and nothing has ever been cuter.
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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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