• Video
  • Shop
  • Culture
  • Family
  • Wellness
  • Food
  • Living
  • Style
  • Travel
  • News
  • Book Club
  • Newsletter
  • Privacy Policy
  • Your US State Privacy Rights
  • Children's Online Privacy Policy
  • Interest-Based Ads
  • Terms of Use
  • Do Not Sell My Info
  • Contact Us
  • © 2026 ABC News
  • Style

Do you remember these iconic fashion moments from 1999?

2:11
Do you remember these iconic fashion moments from 1999?
Getty Images, GMA Photo Illustration
ByElisa Tang and Brittany Berkowitz
January 09, 2019, 9:11 AM

Twenty years ago, in 1999, bucket hats and denim-on-denim were all the rage.

Could we forget these trends? To quote "Clueless," "Ugh, as if!"

Let's take a look back at these unforgettable styles.

Chokers

A fashion staple in 1999, this simple accessory could help you rock any outfit.

Athleisure

Let's face it, we all wanted to "spice up our life" like Mel C in her stylish athletic wear. There's no better outfit than one that's trendy and comfy.

Blue eye shadow

Jennifer Lopez in New York City.
Mitchell Gerber/Corbis/VCG via Getty Images

This was a go-to look for celebs on the red carpet. Everyone from J.Lo to Christina Aguilera loved this fun makeup trend.

Boy bands dressed all in white

We will always have a special place in our hearts for matching boy bands.

Old Navy and Gap hoodies

Gap Outlet retail display.
Getty Images

Every '90s kid begged their mom for that classic branded hoodie from stores like Gap or Old Navy. It was a closet essential for a laid-back look.

Bandana tops

Cast of television series Friends: (L-R) David Schwimmer, Jennifer Aniston, Courteney Cox, Matt LeBlanc, Lisa Kudrow and Matthew Perry at Screen Actor's Guild Awards.
Mirek Towski/DMI/The LIFE Picture Collection/Getty Images

The '90s proved that bandanas were not just something to wear on your head. They were also the inspiration behind one of the biggest styles for tops.

Bucket hats

PHOTO: Britney Spears goes shopping at Walt Disney World  in Orlando Fla., June 15, 1999.
Britney Spears goes shopping at Walt Disney World in Orlando Fla., June 15, 1999.
Larry Marano/Getty Images, FILE

This was the accessory we never knew we needed until 1999. It was the coolest way to stay out of the sun.

Denim-on-denim

Heidi Klum
Getty Images

This look lives on to this day, but it wouldn't have been possible without those iconic denim-on-denim moments in 1999. Who can make it more chic than Heidi Klum?

Baggy pants

An essential in a dude's closet. We were clueless for loving baggy trousers.

Matching red carpet outfits

Members of Destiny's Child are pictured on Sept. 03, 1999, from left, LeToya Luckett, Beyonce Knowles, LaTavia Robertson and Kelly Rowland.
Jim Smeal/WireImage via Getty Images, FILE

This red carpet trend gave new meaning to the term "squad goals." Exhibit A: Destiny's Child, the group that everyone wanted to dress like.

Up Next in Style—

Priyanka Chopra, EJAE, Tia Carrere and more highlight their heritage in Gold Gala looks

May 12, 2026

David's Bridal to offer fit guarantee for brides amid GLP-1 driven weight changes

May 12, 2026

Trending sunglasses for 2026: '90s-inspired oval shades, modern aviators and more

May 7, 2026

The best white T-shirts for women that go with everything

May 6, 2026

Shop GMA Favorites

ABC will receive a commission for purchases made through these links.

Sponsored Content by Taboola

The latest lifestyle and entertainment news and inspiration for how to live your best life - all from Good Morning America.
  • Contests
  • Terms of Use
  • Privacy Policy
  • Do Not Sell My Info
  • Children’s Online Privacy Policy
  • Advertise with us
  • Your US State Privacy Rights
  • Interest-Based Ads
  • About Nielsen Measurement
  • Press
  • Feedback
  • Shop FAQs
  • ABC News
  • ABC
  • All Videos
  • All Topics
  • Sitemap

© 2026 ABC News
  • Privacy Policy— 
  • Your US State Privacy Rights— 
  • Children's Online Privacy Policy— 
  • Interest-Based Ads— 
  • Terms of Use— 
  • Do Not Sell My Info— 
  • Contact Us— 

© 2026 ABC News