People.com Entertainment Music A Look Back at the 2001 MTV VMAs: Here's What the Red Carpet Looked Like 20 Years Ago From Britney Spears' lace minidress to Macy Gray's self-promotional gown — a look back at the red carpet for the 2001 MTV Video Music Awards By Andrea Wurzburger Updated on September 12, 2021 09:15 AM Share Tweet Pin Email 01 of 18 Three's Company Evan Agostini/ImageDirect Destiny's Child pulled out one of their iconic coordinating 'fits for the occasion, complete with plenty of fringe and turquoise accessories. 02 of 18 Sister, Sister Patrick McMullan/Getty Ashlee and Jessica Simpson coordinated in black outfits and shared some sisterly affection on the red carpet. 03 of 18 Paying Tribute RJ Capak/WireImage Usher paid tribute to Aaliyah — who tragically died in a plane crash on Aug. 25, 2001 — wearing a shirt with her album cover on the carpet. The MTV VMAs that year were held on Sept. 6. 04 of 18 Leather Alert Vinnie Zuffante/Getty Images Go big or go home! Alicia Keys rocked an all-black, all-leather ensemble (with a touch of fur) on the red carpet of her very first VMAs. 05 of 18 Lots of Lace Kevin Mazur/WireImage Britney Spears wowed on the red carpet of the 2001 MTV VMAs, wearing a sheer black lace minidress. 06 of 18 Safari Chic Jim Spellman/WireImage 2001 was a wild time, and Jennifer Lopez looked like she was ready to go on the world's sexiest safari in a sheer, animal-print minidress (paired with thigh-high boots and a hat). 07 of 18 Icons Only Kevin Mazur/WireImage Spears and Lopez posed together after taking their seats for the awards show. Name a more iconic photo, we dare you! 08 of 18 Snakes on Parade Kevin Kane/WireImage So technically this isn't from the red carpet, but we'd be remiss not to point out that 2001 was the year that Spears performed "I'm A Slave 4 U" with a Burmese python. 09 of 18 These Boots Are Made for Walkin' Kevin Mazur/WireImage Janet Jackson also opted for a sheer, black minidress, pairing it with a newsboy cap and thigh-high leather boots. 10 of 18 Hats Off Dave Hogan/Getty We don't want to shout this too loudly because we'd prefer they didn't make a big comeback with the rest of the early aughts fashion, but newsboy caps were kind of a thing! Christina Aguilera matched hers to her low-rise jeans (and added a belly chain for good measure). 11 of 18 Dynamic Duo Jim Spellman/WireImage Big Boi's pink fuzzy pants (and hat) and Andre 3000's green-and-orange ensemble were a sight to be seen. 12 of 18 Standing Out Evan Agostini/ImageDirect Eve made sure to stand out with a hot pink bob and neon green dress. 13 of 18 Dog Days Dave Hogan/Getty Living up to her moniker, Pink rocked brilliant pink hair on the carpet — and brought her dog, Focker, as her date! 14 of 18 Self Promo RJ Capak/WireImage There's no better way to promote an album than by wearing a dress that says "MY NEW ALBUM DROPS SEPT. 18, 2001" on the front and "BUY IT" on the back. Just ask Macy Gray! 15 of 18 Just a Girl Ron Galella/Getty Images There's No Doubt that Gwen Stefani rocked one of the more memorable looks of the night with her victory rolls, halter crop top and low-rise pants. 16 of 18 Hips Don't Lie Evan Agostini/ImageDirect Shakira's fashion philosophy must have included the rule that feathered crop tops were meant to be worn, "Wherever, Whenever." 17 of 18 Carpet Couple Kevin Mazur/WireImage Pamela Anderson shared a smooch with her then-boyfriend Kid Rock. 18 of 18 Belly Up Evan Agostini/ImageDirect Jack Black, who performed at the VMAs with Tenacious D, went belly up backstage.