According to Elle Magazine, Kim made a statement in a vintage Thierry Mugler gown with a thigh slit, a halter neck, and chest cutouts. The media personality and Skims founder paired the dress with barely-there heels and wore her hair slicked back. While the look could have been chic, as Kim herself looked as glamorous as ever, the gown appeared to be daring for the sake of it. Kim could have improved the look by opting for a plunging neckline or an extreme halter neck, but the cutouts seemed like a wardrobe malfunction waiting to happen. For the 2019 Grammy Awards, Kylie walked the red carpet in a pink ensemble from Olivier Rousteing's Balmain, a design that was part of the brand's return to couture, Vogue reported. While Kylie kept the look true to its runway origin, the pale-pink jumpsuit and statement gloves that crossed over her chest and shoulders drowned her out, as well as looking uncomfortable and restrictive. A more refined silhouette would have better suited Kylie's glamorous style. Attending the 2002 ESPY (Excellence in Sports Performance Yearly) Awards with her ex-partner, Caitlyn Jenner, Kris wore a little black dress with a lace bodice and a signature yellow-and-purple Lakers leather jacket on top. While Kris can be forgiven for the jacket because she wore it to a sports event, it didn't add much value to the look. The momager and reality star could have removed the distracting addition to the outfit and let the dress speak for itself. Channeling corporate chic, Kim Kardashian attended a 2006 Us Weekly party in a white shirt and a grey V-neck sweater dress with a black waist belt. According to E! Kim accessorized with a black Fendi bag and matching boots . Kim told the celebrity news website that the all-Fendi look was the "worst outfit of her life" but at the time, "I thought I was killing it. " Kendall Jenner brought denim shorts to the red carpet during a Fashion for Relief event at the 2017 annual Cannes Film Festival. Teen Vogue reported that the look was an Alexandre Vauthier design from the spring 2017 couture runway. The look consisted of a sophisticated black asymmetrical top with a puff sleeve and a train, casual jean shorts, and black stilettos. She accessorized the outfit by layering silver necklaces and adding a sparkly belt to the shorts. While the look was a subversion of typical red carpet glamour, it left Kendall looking like she misplaced the rest of her outfit. Kendall could have heightened the ensemble by wearing a pair of brightly-colored tailored shorts or a column skirt. If it had to be denim, black shorts would have added some consistency while still looking striking. With slicked-down hair and silver heels, Kourtney stepped out in London for the Glamour Women Of The Year Awards 2016 in a deep-red beaded midi dress with a plunging neckline. While the dress was fine, the look was a little simplistic and the deep neckline made Kourtney look quite bare. The outfit could have been elevated with a statement necklace as the central focus. While the Kardashian-Jenner family is known for some iconic Met Gala looks over the years, Kris Jenner's interpretation of the 2019 gala's camp theme seemed more like a fairy costume. Leaving behind her signature short, dark hair for a blonde bob wig, Kris wore a navy blue jumpsuit with a silver star in the center, and a dramatic pale-blue tulle opera coat with wings by Tommy Hilfiger, according to Cosmopolitan. The best part of Kris' look was no doubt the iconic coat, but the wig distracted from its dramatic tailoring. Cosmopolitan added that the wig was decided on by her daughter, Kylie, who said: "Mom, there's no black hair tonight—you're going blonde. " While Khloe is now known for beautiful glittering, metallic, and sequined red-carpet outfits , this 2013 look was a little bit disappointing. Khloe posed on the red carpet for a Kardashian Kollection cocktail party in Sydney, Australia, while wearing a pink floral dress from the collection, which had black sheer sleeves and piping down the length of the garment. She finished the look with simple black heels. The dress' floral fabric and puffy sleeves didn't pair well together and the look seemed a little bit safe compared to the daring and strong looks Khloe is now known for . At the second annual Marie Claire Image Maker Awards in West Hollywood, which honored Balmain creative director Olivier Rousteing , Kylie attended with the designer and wore a purple two-piece by him, People reported. While Kylie's hair and makeup looked perfect, the ruffled number, a dress with the stomach and thigh missing and joined by a zipper at the back, appeared incomplete. While the color suited Kylie, the confusing dress missed the mark. Kendall attended to 2019 Emmy Awards in a dramatic gown consisting of a black latex bodysuit with a high neck, beneath a pink-and-green floral fishtail gown with a sweetheart neckline. According to Harper's Bazaar, the unique dress was a Richard Quinn design which was seen with matching latex gloves on the Spring 2020 runway. The look was a little too busy and disjointed. It could have better suited Kendall if the bottom of the gown didn't flute outwards and stayed fitted. Kourtney Kardashian celebrated Scott Disick's 33rd birthday in 2016 while wearing a green-and-black camouflage dress with strappy black heels. The look seemed a little too casual despite the color suiting Kourtney, who wore her hair in a sleek high ponytail. An entirely green dress in satin material, styled with jewelry, could have been more suited for the evening celebration in Las Vegas. Kim Kardashian's 2021 Met Gala look, celebrating "In America: A Lexicon Of Fashion," was conflicting for a few reasons. On one hand, it was powerful that she is well-known enough to hide her face and body and still be identifiable but on the other, it led to a wave of memes, one of which compared her to the dementors in the Harry Potter franchise. Insider previously reported that the all-black outfit was a head-to-toe Balenciaga look , complete with pointed boots. Kim redeemed herself the following year at the 2022 Met Gala, where she wore the gold sparkly dress Marilyn Monroe wore to sing "Happy Birthday" to President John F. Kennedy in 1962. .