14.0k voters

30+ Fashion Trends From The '00s That Didn't Stand The Test Of Time

Updated March 18, 2020 163.2k votes 14.0k voters 1.9m views32 items

List RulesVote up the most cringeworthy 2000s fashion trends that you definitely rocked.

The summer of 2002 saw Avril Lavigne's release of "Sk8er Boi," and the tie over tank top movement was born. If you paired your tie with a studded belt, and had chunky neon red highlights, you definitely rocked the early 2000s "punk" look.  

If pseudo-punk rock wasn't your style, you might have worn head-to-toe Abercrombie & Fitch and plucked your eyebrows super thin for the ultimate prepster look. If you were a guy, you looked to NSYNC for their cooler than cool frosted tips and denim jackets. All of these fashion statements were totally cool back in the aughts...but nowadays, they're seen as total fashion fails. 

From butterfly clips to JNCO jeans, bedazzled thongs to K-Swiss shoes, Ed Hardy polo shirts to Crocs, check out this list of regrettable 2000s fashion trends and reminisce about the most cringeworthy styles from early '00s fashion. 

Vote up the most cringeworthy 2000s fashion trends below. 

  • Photo: edtrigger / flickr / CC-BY-NC-ND 2.0
    Ed Hardy's whole signature look was based on Old School and New School tattoo designs. It was perfect for the celebrity, reality star, or teenager at the mall who didn't want to permanently ink themselves with tattoos. 
    Are you cringing?
  • 6

    Oversized Purses Half Your Size

    These Mary Poppins bags held EVERYTHING - a sweatshirt for later, ten tubes of your favorite lip gloss, your wallet, your digital camera, and maybe even a snack for the movie theater later. 
    Are you cringing?
  • 7

    Bedazzled Denim Skirts for the Uber Stylish

    Photo: Poshmark
    Embellished denim skirts were especially trendy with a designer label attached! Before her Keeping Up with the Kardashian days, Kim Kardashian West was often seen rocking bedazzled, designer jean skirts while running errands for Paris Hilton. 
    Are you cringing?
  • 8

    Head-to-Toe Denim

    Photo: kiuikson / Shutterstock
    Nothing says true love quite like wearing matching, head-to-toe, denim outfits, like Britney and Justin at the '01 VMAs. This trend fizzled out around the same time that Justin and Britney's love did. 
    Are you cringing?