By Neia Balao
2:04am PST, Dec 18, 2022
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From Chanel to Gucci and more collaborations in between, Billie Eilish's style knows no boundaries. Join Wonderwall.com as we celebrate the music star's 21st birthday on Dec. 18, 2022, by revisiting her best, wildest and weirdest sartorial moments, starting with this look…
Billie Eilish delivered her monologue while hosting "Saturday Night Live" in December 2021 wearing an ensemble she admitted was over the top. She described the combo of her frilly sheer white dress covered in red embroidery and baggy leg warmers tied with red ribbons atop matching platform shoes as "Mrs. Claus going to the club." She then quipped, "After the show, I gotta go get married in an anime."
Then keep reading to see more of Billie's best, wildest and most playful looks…
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In November 2022, Billie made her relationship with The Neighbourhood frontman Jesse Rutherford red-carpet official at the 11th Annual LACMA Art + Film Gala where she donned a long, silky nightgown-inspired Gucci slip dress with lace detailing and a matching sleep mask while her new beau wore Gucci pajamas and fuzzy slippers. The highlight of their chic sleep-inspired look, which was put together by stylist and British Vogue style director Dena Neustadter Giannini? The oversized Gucci blanket they shared!
MORE: Timothée Chalamet's most playful fashion moments
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Billie Eilish wore a cozy brown sweater emblazoned with a blonde cartoon girl over a white button-up shirt and slim-fit black trousers for an October 2021 appearance on "Jimmy Kimmel Live!"
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Billie Eilish hit the red carpet at the 2020 Academy Awards in an oversized bouclé suit by Chanel. She accessorized with long black nails, lace fingerless gloves, black-and-white sneakers and a ton of Chanel jewelry.
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Billie Eilish chose a cream-and-black Chanel ensemble for the 2020 Academy Awards with an extra helping of bold accessories also designed by the brand.
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In October 2022, Billie Eilish was honored at the 32nd Annual Environmental Media Association Awards Gala. The Grammy winner appropriately re-wore something she already had in her closet — a loose-fitting pajamas-inspired green Gucci ensemble she first donned at the 2020 Billboard Music Awards. See how she styled it the first time…
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This olive green was everything. At the 2020 Billboard Music Awards, Billie Eilish arrived in a matching collared and buttoned long-sleeved top with wide-legged pants by Gucci. The subtle floral camouflage print was also featured on her matching bucket hat and mask.
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Who needs heels? Not Billie EIlish. She hit the Vanity Fair Oscar Party in March 2022 wearing a voluminous midnight blue minidress by Simone Rocha with over-the-knee platform combat boots. Her first look of the night — before she won a best original song Academy Award for "No Time to Die" — was even more extreme…
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Billie Eilish hit the red carpet at the Academy Awards in March 2022 wearing a big bad off-the-shoulder Gucci gown crafted from layers and layers of ruffles.
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Billie Eilish hit the "Artists Inspired by Music: Interscope Reimagined" Art Exhibit Presented by Interscope Records and LACMA in January 2022 wearing an oversized padded denim gilet over a black long-sleeved shirt with matching ultra-baggy jeans all by Très Rasché and added a pair of Etnies skate shoes in the same blue shade.
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There are oversized coats, and then there's the gigantic frock that Billie wore to the Variety Music Hitmakers Brunch in Los Angeles in December 2021. She attended the event in an enormous floor-length cabernet-colored puffer coat atop a ripped T-shirt, wide-leg cargo pants and shoes in the same hue.
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Billie Eilish attended the 2021 Met Gala in September 2021 channeling Old Hollywood in a peach Oscar de la Renta creation featuring an epic train. In a red carpet interview, she told host Keke Palmer that her look was inspired by Mattel's line of holiday Barbies: "It was my favorite thing in the world," she said. "I would ask for them for Christmas every single year. The dresses, genuinely that was my inspiration."
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Billie Eilish completed her 2021 Met Gala look with 30 different pieces of glittering jewelry from Cartier.
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We love a coronavirus-conscious fit! At the 63rd Annual Grammy Awards in 2021, Billie Eilish arrived in this bold floral jacquard button-up shirt and pants combo custom made by Gucci. In typical Billie fashion, she kept things matching by accessorizing with a bucket hat, sequined gloves and a mask in the same pattern.
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Billie Eilish often opts for monochromatic designer ensembles. Take, for example, this classy-meets-casual look she wore to the 2020 Brit Awards. That night, it was all in the details for the "Lost Cause" hitmaker — from her plaid nails and matching bonnet to the stitch on her oversized Burberry trench coat and the silver hardware along the hem.
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Billie Eilish in Gucci? As if we're even surprised! While she opted for all-Chanel-everything at the 2020 Academy Awards ceremony, the Los Angeles-born pop star went with one of her go-to designers — Gucci — for the Vanity Fair Oscar Party afterward, arriving in this glittery all-black getup covered in the fashion house's iconic monogram.
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Billie Eilish went for a head-to-toe Gucci look once more at the 2020 Grammy Awards, where she made history when she won the four most coveted awards of the night. Billie sparkled on the red carpet in a custom green-and-black Gucci suit to which she added dramatic fingerless gloves and a seriously oversized lime green turtleneck that complemented her hair. Her sheer mask was pre-pandemic — purely a fashion choice.
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Billie Eilish hit the red carpet at the 2019 Variety Hitmakers Brunch in an oversized upholstery-inspired ensemble that featured a red and burnt orange floral print. She added burnt orange sunnies that gave off major retro vibes and a pair of bedazzled Gucci sneakers.
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Billie Eilish donned a sheer Gucci black mesh top over a black-and-white lace bra with a sequined lace skirt and a shaggy faux-fur wrap at the annual LACMA Art+Film Gala in Los Angeles in November 2021.
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Talk about nostalgia! When Billie Eilish attended the ASCAP Pop Music Awards in 2019, she definitely stole the show with her khaki vest and pants that featured graphics of the ever-iconic Powerpuff Girls. As far as accessories went, the then-17-year-old went with statement sunnies, white Nike Air Force 1s and a Gucci crossbody bag.
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In 2019, Billie Eilish attended the MCM Beverly Hills store opening in a look by the brand. She opted for an oversized black sweater that featured the MCM monogram and extra baggy silver pants that looked straight out of a mid-'90s boy band music video. We couldn't help but adore this very futuristic, space-inspired color palette.
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In February 2020, Billie Eilish sported one of her more toned down looks during a visit to London's BBC Radio 1 studios. She went with an oversized cream sweater, baggy ombre orange pants and crystal-embellished Gucci sneakers.
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We love a Gucci girl! At the Los Angeles premiere event for Billie Eilish's Apple TV+ documentary, "The World's A Little Blurry," in February 2021, the singer wore a brown patterned canvas puffer jacket by Gucci x The North Face. She paired the coat with a matching Gucci bucket hat, ruched beige pants and a Gucci tee.
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Prada or nada! At the 2019 Billboard Women in Music event, Billie Eilish showed up in an oversized camel-colored jacket from Prada's Uomo Spring 2020 collection that featured four large pockets on the front. She finished the look with aviators by Gucci and platform sneakers by Prada.
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The bulkier the better! At the 2019 Clio Awards, which honors excellence in the advertising industry, Billie Eilish arrived in perhaps one of her most peculiar choices — a fluorescent orange, green and yellow patchwork-inspired ensemble that was wildly baggy. Over the top? Definitely, but we loved everything about it.
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Billie Eilish loves a good ol' Gucci moment — and we are definitely here for it. The "bad guy" crooner arrived at the 2019 LACMA Art and Film Gala in blue silk pajamas by the luxury brand that featured sequin-embellished flowers along the sides.
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Say it ain't so! In 2020, Billie Eilish attended Sir Lucian Grainge's 2020 Artist Showcase in what appears to be one of her most low-key ensembles to date. The acclaimed pop star went with a classic combo: a loose-fitting sweater with jeans. While the pieces might have been pretty standard, Billie still managed to make the look edgier with her Gucci sneakers and shimmery yet subtle jewels.
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At the 2020 Spotify Best New Artist party, Billie Eilish opted for an ensemble by Valentino that made her resemble a bright green highlighter marker. From her puffer jacket to her sneakers, the "ocean eyes" singer was boldly decked out in all-neon-everything.
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Billie Eilish had a majorly iconic Burberry moment when she hit the red carpet at the 2019 American Music Awards. That evening, it was all in the details — well, one particular detail: her crystal-embellished Burberry beekeeper hat.
