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Craziest Grammy Dresses of All Time: Billie Eilish and more

Errol

February 4, 2023

Craziest Grammy Dresses of All Time: Billie Eilish and more

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Author: Alyssa Norwin

The craziest Grammy dresses of all time: the photos

Every year, the Grammys challenge artists to take risks on the red carpet. As music’s biggest night, creativity reigns supreme and this spirit applies to fashion as well as rhythms.

The perfect Grammy outfits range from over-the-top sparkles to barely-there pieces to looks that are basically costumes. Anything attractive is a win!

Hair and makeup are just another way stars look weird! Shimmering wigs, wild lipstick, and bold eye makeup are sure to make the VIP ensemble pop.

With that in mind, there hasn’t been a shortage of jaw-dropping Grammy looks over the years. Watch Katy Perry at the 2011 awards. The “Firework” singer looked heaven-sent as she rocked a sequined bra with a wrap skirt and angel wings for music’s biggest night.

Want to see more of the edgiest looks from the Grammys over the years? Scroll through our gallery to see the wildest and most outrageous outfits.

Billie Eilish-2022

Billie Eilish-2022 — Billie Eilish rocks a black Rick Owens ensemble at the 2022 Grammys. The oversized coat was paired with a black dress and sunglasses.

Carrie Underwood – 2022

Carrie Underwood – 2022 — Carrie Underwood looked stunning at the 2022 Grammys, but her dress made quite the statement! The two-toned ensemble featured a shimmery bodice that ended in a fluffy skirt.

IT – 2022

IT - 2022 — SZA wore a sheer gown to the 2022 Grammy Awards, embellished with a floral design at its center. The dress also featured a long sheer train.

Cardi B—2019

Cardi B—2019 — Leave and come back! Cardi B looks like a Bottocelli in this Mugler number that he wore to the 61st Grammy Awards on February 10, 2019.

Doja cat — 2021

Doja cat — 2021 — Ruffled feathers. Doja Cat dives into Roberto Cavalli on the red carpet at the 63rd Annual Grammy Awards on March 14, 2021. Short bangs and a wild lime green feathered skirt made for an edgy ensemble.

Alicia Keys in 2004

Alicia Keys in 2004 — Let go! Alicia Keys arrives at the 46th annual Grammy Awards February 8, 2004 wearing white jeans with a two-tone top.

sheryl crow – 2002

sheryl raven - 2002 — Look, all he wants to do is have fun. Sheryl Crow arrives at the 44th Grammy Awards in 2002 wearing a skimpy lace dress and long patchwork coat with sunglasses.

Cristina Aguilera – 2004

Cristina Aguilera - 2004 — Christina Aguilera shows off her fringe allure at the 2004 Grammys. Her modern style was paired with finger-curled dark locks.

Green CeeLo — 2017

Green CeeLo — 2017 — Heavy metal! CeeLo Green wore a gold gown and matching mask to the 2017 Grammy Awards.

Madonna – 2017

Our Lady - 2017 — There’s no lack of texture here. Madonna’s 2017 Grammys look was out there and it included fishnet stockings and an intricate bra-style ensemble.

Maddie Ziegler and Sia—2015

Maddie Ziegler and Sia—2015 — Maddie Ziegler and Sia Furler showed off wigs and gowns at the 2015 Grammys. In her defense, it was with the aesthetics of her performance.

Rihanna in 2015

Rihanna in 2015 — Rihanna rocks a pink dress with an incredibly cute skirt at the 2015 Grammys.

Lady Gaga in 2016

Lady Gaga in 2016 — Lady Gaga rocks huge heels, a printed dress, red wig, and blue eye makeup for the 2016 Grammys. Let’s leave her looks aside, as she was paying homage to David Bowie.

Mine in 2009

Mine in 2009 — MIA wore a pompous blue dress and sneakers on the 2009 Grammys red carpet.

MIA after her performance in 2009

MIA after her performance in 2009 — The point is how you do it! During her pregnancy at the 2009 Grammys, MIA wore an all sheer ensemble and put her baby bump front and center in the press room.

Lady Gaga in 2017

Lady Gaga in 2017 — Peek-a-tit! Lady Gaga’s top barely covers her chest and belly in this wild Grammys 2017 look.

Lady Gaga in 2010

Lady Gaga in 2010 — At the 2010 Grammys, Lady Gaga went all out in this crazy wire dress, complete with a huge hand ornament. Her yellow hair looked divine.

Lady Gaga in 2011

Lady Gaga in 2011 — Without a jewel, Lady Gaga knows how to make an entrance. You arrived at Grammts 2011 inside an egg, carried by a team of people.

Nicki Minaj in 2012

Nicki Minaj in 2012 — Very Versace! Nicki Minaj’s red dress at the 2012 Grammys was nothing short of cool.

girl in love

girl in love — Fancy ball pit? Girl Crush is a human ball pit in this colorful look from 2017.

Nicki Minaj in 2011

Nicki Minaj in 2011 — Nicki Minaj wearing a wild leopard print outfit at the 2011 Grammys.

Katie Perry in 2017

Katie Perry in 2017 — Looks like the top and bottom of Katy Perry’s 2017 Grammys dress didn’t communicate very well! At least her hair looks good!

Alicia Keys in 2012

Alicia Keys in 2012 — Mix and match! In 2012, Alicia Keys rocked a pair of floral-print jeans under her teal dress with a headscarf.

Janelle Monae

Janelle Monae — I don’t want to burst your bubble, but this full skirt Janelle Monae wore to the 2016 Grammys was a little eccentric. It doesn’t matter, Janelle loves to push the envelope.

Rihanna in 2011

Rihanna in 2011 — On cloud 9! Rihanna always looks amazing at the 2011 Grammys, but this sheer, frilly ensemble was definitely out of style!

Miss Eliot

Miss Eliot — Packing the punch in purple! Missy Elliott’s look at the 2002 Grammys was VERY in the face!

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Author: Alyssa Norwin

Source: Hollywood Life

Errol Villanueva is an author and lifestyle journalist who writes for The Fashion Vibes. With a passion for exploring the latest trends in fashion, food, travel, and wellness, Errol’s articles are a must-read for anyone interested in living a stylish and fulfilling life.

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