By Wonderwall.com Editors
12:18pm PST, Feb 26, 2023
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From Disney darling to history-making Emmy winner, Zendaya has done a lot in her first 26 years. Join us as we take a look back at her best fashion moments — many of them put together by her longtime stylist, Law Roach. Let's start with this stunning look…
Law Roach hopped in a time machine and brought out this incredible black and neon green Versace dress from the fashion house's Spring 2002 collection for Zendaya to wear to the 54th Annual NAACP Image Awards in February 2023.
Keep reading for more of her best and boldest style moments…
MORE: Billie Eilish's best and weirdest fashion moments
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Zendaya wore a black polo-style shirt tucked into a black-and-white checked skirt embellished with a tiny gold lock at the waist at a "Euphoria" FYC event in Los Angeles in December 2022.
MORE: 2022 Oscars fashion hits and misses
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At the 2022 Oscars, Zendaya — who appeared in the blockbuster film "Dune" which won six awards that evening — rocked a gorgeous and risk-taking Valentino getup: a silk midriff-baring crop top and a high-waisted shimmering silver skirt.
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Zendaya wore a vintage black-and-white-striped Spring/Summer 1992 Valentino gown with a scalloped bustline to HBO's "Euphoria" season 2 photocall in Los Angeles in January 2022.
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Here's a full-length view of the Spring/Summer 1992 Valentino gown (it's four years older than she is!) that Emmy-winning actress Zendaya wore to HBO's "Euphoria" season 2 photocall at Goya Studios in Los Angeles in January 2022. She and stylist Law Roach both took to their Instagram Stories to pay homage to the first woman to wear the black-and-white-striped dress: supermodel Linda Evangelista.
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Zendaya accessorized her web-covered Valentino gown with a sculpted black lace mask as she hit the red carpet at the premiere of her film "Spider-Man: No Way Home" in Los Angeles in December 2021. Keep reading for a full-length look minus the mask…
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Zendaya attended the world premiere of "Spider-Man: No Way Home" in December 2021 in this jaw-dropping confection by Valentino that featured a plunging neckline, a thigh-high slit and black spider web embroidery in a nod to her film.
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In December 2021, Zendaya visited "Jimmy Kimmel Live!" to promote "Spider-Man: No Way Home" in a Balmain ensemble from the brand's Spring 2022 show: a gorgeous slinky metallic gold top paired with a white suit featuring wide shredded fringe cascading from the jacket.
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In December 2021, Zendaya attended a SiriusXM Town Hall event in New York City in this tailored bubblegum pink suit by Alexander McQueen.
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Zendaya arrived at a "Spider-Man: No Way Home" photocall in London in December 2021 in yet another glamorous getup by Alexander McQueen: A double-breasted blazer dripping in crystal raindrop embellishments and thigh-high stockings covered in a web of matching bling.
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Zendaya wore a black Roberto Cavalli gown to the Ballon d'Or France football award ceremony in Paris in November 2021 that seemed conservative and classic when seen head-on. But one twist to the side showed an incredible metallic spine stitched onto the edges of her dress with gold thread.
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Zendaya arrived at the CFDA Fashion Awards in New York City in November 2021 wearing this custom red Vera Wang creation — a bandeau top paired with a column skirt featuring a bubble peplum waist.
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Zendaya donned this body-baring Nensi Dojaka gown following the U.K. premiere of "Dune" in London in October 2021. The sheer spaghetti-strap dress featured a thigh-high slit and an oversized cut-out in the shape of a heart on the bodice.
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Zendaya was a vision in white in a one-sleeve sequined Rick Owens gown with a structured asymmetrical neckline and a train during the U.K. premiere of "Dune" in London in October 2021. Keep reading to see this stunning look from a different angle…
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The stunning Rick Owens gown that Zendaya donned during the U.K. premiere of "Dune" in London in October 2021 featured a fan of extra fabric in the back, though it also showed a hint of her bare skin. As for her unique updo, well, that also deserves a closer look…
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During the U.K. premiere of "Dune" in London in October 2021 Zendaya wore her hair in a futuristic twisted updo held in place by an insane amount of bobby pins. Now you need to see her gorgeous makeup look…
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During the U.K. premiere of "Dune" in London in October 2021, Zendaya rocked a unique makeup look comprised of several shades of sparkly purple eyeshadow. She wisely sported a neutral lipstick shade and simple diamond stud earrings from Bulgari to keep the focus on her eyes.
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During a photocall for her film "Dune" in London in October 2021, Zendaya sported an eye-catching Andreas Kronthaler for Vivienne Westwood ensemble: a checkered skirt with a seemingly mismatched top comprised of layered chains in varying sizes and materials. Keep reading for a closer look…
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Wow! During a photo call for "Dune" in London in October 2021, Zendaya rocked an Andreas Kronthaler for Vivienne Westwood top comprised of layered chains — some featuring charms including an oversized medallion, a wooden hand and what appeared to be an elephant.
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During a cocktail party following a special screening of "Dune" in London in October 2021, Zendaya rocked an extremely laid-back look: a mostly unbuttoned pleated shirt-dress over black leather pants.
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At the annual Women in Film gala in Los Angeles in October 2021, Zendaya sported a gray Loewe gown featuring a brass breastplate that, according to the fashion house, was "handcrafted in France by metal sculptors using unique soldering and hammer techniques." She completed her look with matching gold Christian Louboutin pumps.
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Zendaya turned heads at a photocall for "Dune" in Paris in September 2021 in plum Azzedine Alaia separates: a long-sleeved crop top and a curve-hugging skirt with a layer of shearling along the hem.
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A Valentino moment? Count us in! In September 2021, Zendaya arrived at a photocall for "Dune" during the 78th Venice International Film Festival in Italy in this Valentino Haute Couture dress with a plunging neckline, a thigh-high slit and a pink satin sash at the waist. She wore an oversized blazer to complete her effortlessly chic look.
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During the 78th Venice International Film Festival premiere of "Dune" in Italy in September 2021, Zendaya stunned in a flesh-tone leather Balmain gown with a draped bodice and a thigh-high slit. (The fashion house crafter this custom look from an exact model of the actress's bust.) She wore her long locks slicked back, which made it appear as though she'd just emerged from the ocean. Now get a closer look at her show-stopping bling…
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Zendaya played with bold hues when she attended the "Space Jam: A New Legacy" Los Angeles film premiere in July 2021 in a colorblocked blouse-and-shorts combo from the 2022 Moschino Resort collection. As for her accessories? She donned jewels by Bulgari and white pumps by Christian Louboutin.
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This is definitely Z's color! For the 2021 Academy Awards, Zendaya donned a strapless bright yellow gown by Valentino Haute Couture that featured a below-the-bust cut-out and an elegant train. As for her jewels? Zendaya accessorized with for 183.3 carats of Bulgari gemstones worth an estimated $6 million.
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We love a bold-shoulder silhouette! At the 2021 ESSENCE Black Women in Hollywood Awards, Zendaya turned heads in this 1982 periwinkle top by Yves Saint Laurent, which came from stylist Law Roch's personal archive, and a black maxiskirt with a thigh-high slit. Fun fact: Zendaya's top was originally a dress that belonged to Eunice Walker Johnson, the late Black businesswoman whose personal style played a pivotal role in fashion for Black women throughout the '60s and '70s.
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In 2020, Zendaya arrived at Bulgari's launch event for its B.zero1 Rock collection in an incredibly chic look — a sultry deep-V shirt dress by Rahul Mishra that featured a sash belting ethereal embroidery. The piece was complemented by black trousers and diamonds by — you guessed it — Bulgari.
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Fierce in Fendi! At the launch of the luxury fashion house's Spring 2020 collection with Solar Dream at an interactive pop-up installation in New York City in February 2020, Zendaya donned a look straight from the Fendi runway. The "Spider-Man: Far From Home" actress's ensemble exuded a retro-chic vibe, from the oversized and relaxed cardigan to the checkered blouse and shorts. She finished off the coordinating ensemble with knee-high boots by Christian Louboutin.
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What can't Zendaya pull off? At the 2020 Critics' Choice Awards, the former Disney star opted for a two-piece fuchsia look from Tom Ford's spring 2020 collection. The ensemble featured an asymmetrical cropped molded breastplate paired with a floor-length skirt.
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The beauty is in the simplicity! For the 2019 E! People's Choice Awards, this stunning Virgo opted for a sleek black gown with a twist. The one-shoulder ankle-length confection by Christopher Esber featured cut-outs at the waist and sparkling details along the edges. Zendaya kept her accessories to a minimum, donning diamond earrings and Christian Louboutin heels.
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Sure, stunning gowns are eye candy, but so is this crisp grey ensemble that Zendaya wore to the 2019 ELLE Women in Hollywood event. The actress, who also gave a speech that evening, opted for an ultra-chic menswear-inspired outfit that consisted of a blazer and pants, a button-up blouse, a skirt, and a long belt.
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Zendaya looked breathtaking in an emerald Vera Wang gown featuring a sweetheart neckline and a sheer-illusion boned bodice during the 2019 Primetime Emmy Awards. The "Euphoria" and "Spider-Man" franchise star channeled Old Hollywood with her wavy, long red locks and glamorous Cartier jewels.
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Zendaya opted for this floral confection by Alexandre Vauthier for HBO's 2019 Primetime Emmys afterparty. The strapless high-low puffball number was both playful and feminine.
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Zendaya dressed to impress for a great cause when she attended the Save the Children's Centennial Gala in 2019. She opted for a crisp white suit from her Fall 2019 collection collaboration with Tommy Hilfiger. To bring more edge to the look, she wore the pantsuit sans shirt.
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Zendaya was unveiled as the newest ambassador of Lancôme's Idôle fragrance in 2019, and to celebrate, she wore a rose pink confection from Georges Hobeika's Resort 2019 collection. The gown, which featured a dramatic deep-V neckline, was equal parts sweet and sensual. She completed the look with complementary metallic gold heels and Chopard jewels from the Haute Joaillerie Collection.
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A Balmain beauty! At the "Spider-Man: Far From Home" premiere afterparty in 2019, Zendaya wore this beautifully tiered olive gown by Balmain. From the flattering cut-outs to the elegant high-neck, she looked look an absolute dream.
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We love us some tiered lace! For 2019's Vanity Fair and Lancôme Toast to Women in Hollywood event, Zendaya wore a red off-the-shoulder gown by Alexis Mabille that featured a stunning satin shawl resembling a large bow.
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At the Âme Jewelry launch in 2018, Zendaya brought all the fluff! The "Euphoria" star sported this voluminous tiered orange-and-pink confection by Marc Jacobs, which she paired with pumps by Christian Louboutin and jewels by Âme.
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Zendaya wore a super-poofy Marchesa gown for the Weinstein Company's pre-Oscar dinner in Los Angeles in 2016. Have you ever seen that much layered tulle and feather embellishment on one dress?
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Zendaya went way over the top for the 2015 Metropolitan Museum of Art's Costume Institute Benefit Gala celebrating "China: Through the Looking Glass" in New York City in a red-and-black Fausto Puglisi number with a daring structured skirt and gravity-defying train. Big sunburst embellishments added even more pizazz to the already out-there dress.
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The elegant pale pink Vivienne Westwood slip gown that Zendaya wore to the 2015 Academy Awards was anything but edgy, but her dreadlocks were at the center of a controversy. After "Fashion Police" host Giuliana Rancic joked that Zendaya probably smelled like "patchouli oil" or "weed," Zendaya slammed the host. "There is a fine line between what is funny and disrespectful," she wrote on Instagram. "Someone said something about my hair at the Oscars that left me in awe. Not because I was relishing in rave outfit reviews, but because I was hit with ignorant slurs and pure disrespect…"
