The CFDA Fashion Awards were held in New York City on Monday.
Celebrities including Kim Kardashian, Ashley Graham, and Demi Moore walked the carpet.
While some wore extravagant ballgowns, others opted for sequins and sheer ensembles.
The Council of Fashion Designers of America (CFDA) Awards took place at the American Museum of Natural History in New York City on Monday.
The event honored some of the biggest names in the fashion industry, including retired tennis player Serena Williams, who received the Fashion Icon award which recognized her "lifelong passion for design."
Celebrities including Kim Kardashian, Demi Moore, and Richie Shazam attended the ceremony, which was hosted by Anne Hathaway.
Here are the best and most daring looks of the evening.
Serena Williams wore a custom Thom Brown dress with oversized sleeves and a flowing train.
The retired tennis player wore a custom black sequinned gown designed by CFDA chairman Thom Browne, according to People. The floor-length, form-fitting ensemble featured dramatic, oversized sleeves and a flowing train.
Williams accessorized with David Yurman jewelry, including a pair of pearl-drop earrings and a sparkling snowflake necklace, People reports.
It was a special evening for Williams, who received the Fashion Icon award at the ceremony. In a press release announcing the award, the CFDA gave a nod to Williams' "lifelong passion for design" and her clothing line, S by Serena, which released its first collection in 2018.
Kim Kardashian styled her form-fitting halter dress with the buttons partially undone to create a makeshift slit.
Kardashian wore a backless gown with a halter neckline designed by Chrome Hearts, according to the Daily Mail. The dress featured silver buttons on the back of the skirt which were left partially undone to create a makeshift slit that showed Kardashian's stiletto heels.
Kardashian appeared to be styled by Dani Levi, according to her Instagram Stories. She completed the look with an updo.
Ashley Graham walked the carpet in a semi-sheer, black-and-white ballgown.
Graham's floor-length dress had a dotted white pattern, long sheer sleeves, and a sheer neckline. She styled her hair in loose waves with natural makeup and wore glittering drop earrings.
Saweetie stood out in a woven Cult Gaia gown with oversized spirals and daring side cutouts.
Saweetie wore a Cult Gaia gown made out of woven material resembling a basket instead of traditional dress fabric, People reports. The strapless ensemble featured 3D spirals on the neckline and the waist in addition to daring side cutouts.
The musician styled her hair in an updo with loose waves framing her face. She accessorized with a pendant necklace and matching dangling earrings.
Model and photographer Richie Shazam wore a bold rose-adorned ensemble.
Shazam wore a beaded dress adorned with faux roses and daring cutouts over a pair of black tights with matching accessories, including a rose-adorned clutch bag, platform heels, and chunky bracelets.
Vanessa Hudgens wore a custom Vera Wang ballgown with a thigh-high slit.
Hudgens' black, strapless ballgown was custom designed by Vera Wang, her stylist Jason Bolden wrote in an Instagram post. The dress had a balloon skirt with a thigh-high slit and was paired with leather opera gloves, open-toed heels, and diamond earrings by Chopard, Bolden wrote on his Instagram Stories.
Model Amelia Gray Hamlin's gown was almost completely see-through.
Hamlin walked the carpet in a baby blue, sheer gown with partially ruffled sleeves that was designed by Pieter Mulier for Alaïa, Hamlin wrote on her Instagram Stories.
She styled her hair in a slicked-back ponytail and accessorized with gold bracelets.
Nina Dobrev's strapless dress was covered in gold sequins.
"The Vampire Diaries" actress wore a strapless gown that was embroidered with sparkling gold sequins and had a thigh-high slit. To keep with the gold theme, she wore a coordinating gold clutch bag, open-toe heels, and gold hoop earrings.
Demi Moore wore a shimmering disco ball dress by Carolina Herrera.
The actress' floor-length, strapless disco ball dress was designed by Carolina Herrera, according to an Instagram Story by W Magazine that was reshared by Moore.
She wore her hair long and straight with minimal jewelry and rounded off the look with a simple black clutch bag.
Winnie Harlow wore a polka-dot dress with an exaggerated collar.
Harlow's floor-length gown had an oversized collar, a clinched waistline, and a ruffled skirt. She brought the look together with a pair of platform heels, a diamond necklace, and matching earrings.
TikTok star Wisdom Kaye stood out in an oversized white coat and a leather skirt, and carried a dog-shaped handbag.
Kaye paired an oversized white coat with a leather skirt, a button-down waistcoat, a white shirt, a matching hat, and black boots.
But the accessories are what made this outfit truly stand out. The TikTok star wore a large floral pin on his coat and carried a dog-shaped handbag.
Read the original article on Insider