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Watch: Kris Jenner Looks Back at Her Style From 1990 to 2021

Kris Jenner Looking Back at Her Outfits Is Genuinely So Funny: "This Should Be Illegal"

toKris Jenner's look back at her memorable outfits also hits on so many major pop culture moments. In a new video for Vogue, the famous momager reflects on her style from 1990 to 2021, sharing tidbits on the Met Gala, the Keeping Up With the Kardashians premiere, Paris Hilton's 21st-birthday party, and the Chanel bag personally gifted to her by Karl Lagerfeld. "I have always had a love for Chanel," Kris says.

Though trends have come and gone, the basics haven't changed too much for Kris over the years. For example, a 1992 photo of the Chanel motorcycle saddlebags she once owned proves her loyalty to the brand, and Kris also looks back fondly at the jewelry she bought during a trip to Capri with Robert Kardashian in the '80s. "It's always been about a great blazer, a legging, and a great Chanel bag, and some beautiful jewelry," she says, "and it mostly is always black."

There are some surprising outliers, however, including the Dolce & Gabbana "LIKE A VIRGIN" T-shirt Kris wore to Paris's birthday party in 2002. "This shirt says it all . . . To this day, Kourtney still owns this shirt," Kris says. She adds, "I don't know what I was thinking sometimes." There's also some regrets, like the distressed white jeans Kris once wore at Costco: "This should be illegal. This is not OK."

Watch the fascinating and refreshingly candid video above.

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