Some of our favorite stars have made bold moves by wearing quite crazy dresses to the Grammy Awards over the years. See the wackiest pics here!
Every year, the Grammys dare artists to take a risk on the red carpet. As the biggest night in music, creativity reigns supreme and that ethos applies to the fashion just as much as the beats. Grammy-perfect outfits range from over-the-top sparkles, to barely-there pieces or looks that are basically costumes. Anything eye-catching is a win!
Hair and makeup are just one more avenue for stars to get weird! Bright wigs, wild lipstick, and edgy eye makeup will surely help the VIP set stand out.
Want to see more of the most daring Grammy looks over the years? Scroll through our gallery for the wildest, most outrageous outfits.
1 of 28
Lizzo — 2023
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Lizzo wore a jaw-dropping ensemble for the 2023 Grammys. The singer wrapped herself in red Dolce & Gabbana blooms with a sexy orange dress underneath.
February 6, 2023, 8:49AM 2 of 28
Billie Eilish — 2022
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Billie Eilish rocks a black Rick Owens ensemble to the 2022 Grammys. The oversize caped coat was paired with a black dress and sunglasses.
February 2, 2023, 8:47AM 3 of 28
Carrie Underwood — 2022
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Carrie Underwood looked stunning at the 2022 Grammys, but her dress made quite a statement! The two-toned ensemble featured a sparkling bodice leading into a poofy skirt.
February 2, 2023, 8:47AM 4 of 28
SZA — 2022
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SZA rocked a sheer dress to the 2022 Grammy Awards, which was adorned with a floral design down the center. The dress also featured a long sheer train.
February 2, 2023, 8:47AM 5 of 28
Cardi B — 2019
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To shell and back! Cardi B looks like a Bottocelli in this Mugler number she wore to the 61st Annual Grammy Awards on Feb. 10, 2019.
March 30, 2022, 4:11PM
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6 of 28
Doja Cat — 2021
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Ruffling feathers. Doja Cat takes the plunge in Roberto Cavalli on the red carpet at the 63rd Annual Grammy Awards on Mar. 14, 2021. Short bangs and a wild, feathered lime green skirt made for an edgy ensemble.
March 30, 2022, 4:12PM 7 of 28
Alicia Keys In 2004
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Go with the flow! Alicia Keys arrives for the 46th Annual Grammy Awards on Feb. 8, 2004 wearing white jeans with a two-toned blouse with a train.
March 30, 2022, 4:12PM 8 of 28
Sheryl Crow — 2002
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Look, all she wants to do is have some fun. Sheryl Crow arrives at the 44th annual Grammy Awards in 2002 wearing a tiny lace-up romper and a long patchwork coat with sunglasses.
March 30, 2022, 4:12PM 9 of 28
Christina Aguilera — 2004
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Christina Aguilera flaunts her fringe appeal at the 2004 Grammys. Her modern flapper look was teamed with dark, finger-waved locks.
March 30, 2022, 4:12PM 10 of 28
CeeLo Green — 2017
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Heavy metal! CeeLo Green covers himself in a gold dress and matching mask at the 2017 Grammy Awards.
February 7, 2019, 1:12PM 11 of 28
Madonna — 2017
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No shortage of texture here. Madonna’s look at the 2017 Grammys was OUT there, and featured fishnet stockings and a complicated bustier-style ensemble.
February 7, 2019, 1:13PM 12 of 28
Maddie Ziegler & Sia — 2015
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Maddie Ziegler and Sia Furler match in wigs and suits at the Grammys in 2015. In their defense, it went with the aesthetic of their performance.
February 7, 2019, 1:12PM 13 of 28
Rihanna In 2015
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Rihanna rocks a pink dress with an insanely poofy skirt at the Grammys in 2015.
February 7, 2019, 1:12PM 14 of 28
Lady Gaga In 2016
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Lady Gaga rocks massive heels, a printed dress, red wig and blue eye makeup to the 2016 Grammys. However, we’ll give her a pass on the out-there look, as she was paying tribute to David Bowie.
February 7, 2019, 1:12PM 15 of 28
M.I.A. In 2009
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M.I.A rocks a poofy blue dress and sneakers on the Grammys red carpet in 2009.
February 7, 2019, 1:12PM 16 of 28
M.I.A After Her 2009 Performance
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Dot’s how you do it! While pregnant at the Grammys in 2009, M.I.A wore a completely sheer ensemble and put her baby bump front and center in the press room.
February 7, 2019, 1:12PM 17 of 28
Lady Gaga In 2017
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Peek-a-boob! Lady Gaga’s top barely covers her chest and midsection in this wild look from the 2017 Grammys.
February 7, 2019, 1:12PM 18 of 28
Lady Gaga In 2010
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At the 2010 Grammys, Lady Gaga went all out in this insane wire dress, complete with massive hand garnish. Her yellow locks looked divine.
January 25, 2018, 2:47PM 19 of 28
Lady Gaga In 2011
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No yolk, Lady Gaga knows how to make an entrace. She arrived at the 2011 Grammts inside of an egg, carried by a crew of people.
January 25, 2018, 2:41PM 20 of 28
Nicki Minaj In 2012
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Very Versace! Nicki Minaj’s red frock at the 2012 Grammys was interesting to say the least.
January 25, 2018, 2:41PM 21 of 28
Girl Crush
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Ball pit chic? Girl Crush is a human ball pit in this colorful look in 2017.
January 25, 2018, 2:41PM 22 of 28
Nicki Minaj In 2011
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Nicki Minaj wears a wacky leopard-print outfit to the 2011 Grammys.
January 25, 2018, 2:41PM 23 of 28
Katy Perry In 2017
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It looks like the top and bottom of Katy Perry’s 2017 Grammys dress didnt quite communicate! At least her hair looks good!
January 25, 2018, 2:41PM 24 of 28
Alicia Keys In 2012
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Mix and match! In 2012, Alicia Keys wore a pair of floral-print jeans under her teal wrap dress with a headwrap.
January 25, 2018, 2:41PM 25 of 28
Janelle Monae
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Not to pop her bubble, but this circular skirt Janelle Monae wore at the 2016 Grammys was a bit eccentric. No matter, Janelle loves pushing boundaries.
January 25, 2018, 2:41PM 26 of 28
Katy Perry — 2011
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Katy Perry looked heaven-sent at the 2011 awards as she rocked a sequined bra with a wrap skirt and angel wings to music’s biggest night.
February 7, 2019, 1:12PM 27 of 28
Rihanna In 2011
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On cloud 9! Rihanna always looks incredible at the 2011 Grammys, but this sheer and ruffled ensemble was definitely OUT there!
January 25, 2018, 2:41PM 28 of 28
Missy Elliot
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Packing the punch in purple! Missy Elliott’s 2002 Grammys look was VERY in-your-face!
January 25, 2018, 2:41PM Click to Subscribe to Get Our Free HollywoodLife Daily Newsletter to get the hottest celeb news. Articles Trending Now
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