Some of the most memorable fashion risk-taking moments in Hollywood history took place in 2023.

In January, Doja Cat served as an omen for how wild and wacky the year’s outfits could get when she showed up at the Schiaparelli show during Paris Fashion Week covered entirely in red body paint and tiny beaded crystals.

A few months later, at the Met Gala in May, Rihanna wowed on the red carpet when she wore a dramatic white hooded Valentino gown featuring oversized 3D floral detailing. The dress took on a life of its own when the floral portion transformed into a shawl that draped over the singer’s shoulders.

Women weren’t the only ones who brought the edge. Billy Porter, for instance, stepped outside the box when he wore a dramatic velvet red gown at the Golden Globes in January. He paired the dress with a white shirt and bow tie to add a surprising edge to the look.

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Doja Cat

The singer made a majorly bold statement when she attended the Schiaparelli show during Paris Fashion Week in January covered in head-to-toe red body paint and crystals. She paired her newly-painted skin with a strapless red mini dress, red leather boots and a flowy red shawl.

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Billy Porter

Porter cut a dramatic figure in a red velvet dress at the Golden Globes, which took place in January in Los Angeles. The dress featured a double-breasted blazer-like silhouette on the top, which then flared out at the waist and cascaded into pleats at the bottom. He paired this with a white button-down shirt and a red bowtie.

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Harry Styles

The Watermelon Sugar singer put a fun spin on the classic suit at the Brit Awards in London in February. He wore a black velvet blazer that flared dramatically at the waist and a pair of matching black flared velvet trousers. The pièce de resistance was the collar Styles wore with oversized floral detailing.

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Jenna Ortega

The Wednesday actress channeled Wednesday Adams at the Met Gala in New York City in May. Ortega wore a black gothic asymmetrical dress by Thom Brown featuring a lace-up corset top, ultra-cropped tweed blazer, a tiered skirt and train. The look included numerous bows, knee high socks and black and white heeled brogues.

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Rihanna

Rihanna turned heads in the outfit she wore at the Met Gala in New York City in May. The singer donned a white hooded Valentino gown featuring oversized floral detailing. Later on, the gown morphed into a white strappy dress, and the flower-adorned hood became a shawl.

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Julia Fox

Fox wore a white gothic see-through dress by Nicolas Jebran in France at the Cannes Film Festival in May. The dress featured a plastic-like material and a dramatic thigh-high slit. It tied into a giant knot on her left shoulder before flowing out into a train. Fox wore white face paint and dark blue lipstick to finish the look off.

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Viola Davis

The actress went all out in Valentino couture in France at the Cannes Film Festival in May. Davis beamed as she showed off a larger-than-life fluffy feathered white and silver shawl, which she wore draped over an elegant white one-shouldered gown.

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Helen Mirren

The actress made a major statement in France at the Cannes Film Festival in May when she teamed her bright blue hair with a blue floor-length gown by Del Core. The dress featured long sleeves, a plunging neckline and ruching at the waist.

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Cardi B

The rapper made a bold statement when she wore a lime green dress with a matching puffy hooded shawl at the Gaurav Gupta haute couture show during Paris Fashion Week in July. The dress featured bright green sequin detailing throughout.

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Demi Lovato

The singer played with exaggerated silhouettes at the MTV Music Video Awards, which took place in New Jersey in September. She wore an oversized black leather coat featuring oversized, sharp, angular shoulders. She paired the statement piece with a black mini dress and black heels.

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Nicki Minaj

The rapper put her own spin on the Barbiecore trend at the September MTV Video Music Awards in New Jersey. Minaj wore a baby pink Dolce & Gabbana corset bodysuit underneath a long pink sheer skirt and a matching pink veil with lace detailing on the rim.

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Saweetie

The rapper wore an ultra-unique floor-length pink sequin dress at the September MTV Video Music Awards in New Jersey. The dress, which was a part of AREA’s fall/winter 2023 collection, featured side cut-outs and two light pink bones — one on her collar, the other on her waist.

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Lil Nas X

The singer stood out from the crowd at the September MTV Video Music Awards in New Jersey when he wore a white dress by Palomo Spain. The dress featured long lace sleeves, a thigh slit, and ruched detailing. He paired the look with a white feather headpiece and chunky white boots.

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Jodie Turner-Smith

The actress and model took a major fashion risk when she attended Vogue World in London in September and wore a pair of black underwear and a sweeping oversized bow that circled round the upper half of her body. She accessorized the daring look with long black gloves and strappy black heels.

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Sienna Miller

Miller proudly showed off her baby bump in style at Vogue World in London in September. She wore a cream two-piece set by Schiaparelli featuring a cropped shirt with heavy ruche detailing and matching billowing skirt that showed off her belly. Miller paired this with black sheer tights and black heels.

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Anne Hathaway

The Devil Wears Prada actress made a bold statement at the CFDA Awards in November in New York City when she wore head-to-toe denim. Hathaway donned a dark blue and white denim corset top, which she paired with a tie-dye effect blue and white denim skirt that flowed onto the floor and out to the side.