Mandy Moore started out in Hollywood in 1999, and has said that she styled herself at the time. "There were some really questionable choices ... like leather pants with fringe on them," she told People. "I had no idea who I was or what I was doing...I'd say between 15 and, like, 19, 20 [years old]." Keep scrolling to see her most iconic styles during this period!
At the Billboard Music Awards in December 1999.
At the Kids' Choice Awards in April 2000.
At a record signing in New York in May 2000.
At Z100's Zootopia concert in June 2000.
At the Teen Choice Awards in August 2000.
At Music Mania in September 2000.
At the MTV VMAs in September 2000.
At the 2000 Billboard Music Awards in December 2000.
At the American Music Awards in January 2001.
At the Vanity Fair Oscars After-Party in March 2001.
At MTV's Tribute to Janet Jackson in March 2001.
At a record release party in June 2001.
At a party for Seventeen magazine in June 2001.
At The Princess Diaries premiere in July 2001.
At the MTV Movie Awards in June 2001.
At the Original Sin premiere in July 2001.
At the Teen Choice Awards in August 2001.
At the MTV VMAs in September 2001.
At the Nintendo Game Cube premiere party in October 2001.
At MTV's New Year's Eve Party in December 2001.
Rachel Torgerson is the fashion features and lifestyle director at Cosmopolitan, overseeing fashion and lifestyle coverage online, in print, and on our various social media platforms. She has over a decade of experience in the fashion and media industries. Before landing at Cosmopolitan as a digital fashion editor in 2016, she worked at Us Weekly, The Knot, and Fitness Magazine, among others. When she's not discussing runway trends, you can definitely catch her trying out (and, in many cases, failing) a new crochet cardigan pattern or in a spirited debate about the difference between the Bridgerton books vs the Netflix series. Follow her on Instagram and TikTok: @RachelTorgs
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